EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2,6-lutidine
2,6-dimethylpyridine

Supplier Sponsors

Name:2,6-dimethylpyridine
CAS Number: 108-48-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:203-587-3
FDA UNII:15FQ5D0T3P
Nikkaji Web:J5.078D
Beilstein Number:0105690
MDL:MFCD00006345
CoE Number:11381
XlogP3:1.70 (est)
Molecular Weight:107.15573000
Formula:C7 H9 N
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:1317 2,6-dimethylpyridine
FLAVIS Number:14.065 (Old)
DG SANTE Food Flavourings:14.065 2,6-dimethylpyridine
FEMA Number:3540 2,6-dimethylpyridine
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: 2,6-DIMETHYLPYRIDINE
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.91700 to 0.92300 @ 25.00 °C.
Pounds per Gallon - (est).: 7.630 to 7.680
Refractive Index:1.49500 to 1.50100 @ 20.00 °C.
Melting Point: -6.00 °C. @ 760.00 mm Hg
Boiling Point: 143.00 to 145.00 °C. @ 760.00 mm Hg
Vapor Pressure:6.524000 mm/Hg @ 25.00 °C. (est)
Flash Point: 92.00 °F. TCC ( 33.33 °C. )
logP (o/w): 1.680
Soluble in:
 alcohol
 water, 300000 mg/L @ 34C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: nutty
Odor Strength:high ,
recommend smelling in a 1.00 % solution or less
Substantivity:4 Hour(s)
nutty ammoniacal woody bready cocoa oily
Odor Description:at 1.00 % in dipropylene glycol. nutty amine woody bready cocoa oily
nutty fishy woody bready vegetable
Odor Description:Nutty, amine, woody, bready and vegetable-like
Mosciano, Gerard P&F 15, No. 2, 69, (1990)
Flavor Type: nutty
nutty coffee cocoa musty bready meaty
Taste Description: at 20.00 ppm. Nutty, coffee, cocoa, musty, bready and meaty
Mosciano, Gerard P&F 15, No. 2, 69, (1990)
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Indukern F&F
2,6-DIMETHYLPYRIDINE
Odor: NUTTY, BREADY, COFFEE
Jiangyin Healthway
2,6-Dimethyl pyridine
New functional food ingredients
OQEMA
2,6-Dimethyl Pyridine
Parchem
2,6-lutidine
Penta International
2,6-DIMETHYL PYRIDINE, Kosher
R C Treatt & Co Ltd
2,6-Dimethylpyridine
Kosher
Shiva Chemicals and Pharmaceuticals
2,6-Lutidine
Sigma-Aldrich
2,6-Dimethylpyridine, ≥99%
Odor: green; nutty; coffee
Certified Food Grade Products
Synerzine
2,6-Dimethylpyridine
TCI AMERICA
For experimental / research use only.
2,6-Lutidine >98.0%(GC)
Tengzhou Jitian Aroma Chemiclal
2,6-Dimethyl pyridine
Tengzhou Xiang Yuan Aroma Chemicals
2,6-Dimethyl Pyridine
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 10 - Flammable.
R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/39 - Wear suitable clothing and eye/face protection.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 400 mg/kg
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 845, 1986.

Dermal Toxicity:
skin-guinea pig LD50 2500 mg/kg
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 845, 1986.

Inhalation Toxicity:
inhalation-rat LCLo 7500 ppm/1H
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 845, 1986.

 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for 2,6-lutidine usage levels up to:
  0.2000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.26 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.007 (μg/capita/day)
Structure Class: II
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 11
 average usual ppmaverage maximum ppm
baked goods: -10.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: -3.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: -3.00000
granulated sugar: --
gravies: -5.00000
hard candy: --
imitation dairy: --
instant coffee / tea: -0.15000
jams / jellies: --
meat products: -5.00000
milk products: --
nut products: -5.00000
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: -10.00000
soft candy: --
soups: -5.00000
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 24 (FGE.24): Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 Flavouring Group Evaluation 24, Revision 1 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 77 (FGE77) [1] - Consideration of Pyridine, Pyrrole and Quinoline Derivatives evaluated by JECFA (63rd meeting) structurally related to Pyridine, Pyrrole, Indole and Quinoline Derivatives evaluated by EFSA in FGE.24Rev1 (2008)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 77, Revision 2 (FGE.77Rev2): Consideration of Pyridine, Pyrrole and Quinoline Derivatives evaluated by JECFA (63rd meeting) structurally related to Pyridine, Pyrrole, Indole and Quinoline Derivatives evaluated by EFSA in FGE.24Rev2 (2013)
View page or View pdf

Safety and efficacy of pyridine and pyrrole derivatives belonging to chemical group 28 when used as flavourings for all animal species
View page or View pdf

Scientific opinion on flavouring group evaluation 77, revision 3 (FGE.77Rev3): consideration of pyridine, pyrrole and quinoline derivatives evaluated by JECFA (63rd meeting) structurally related to pyridine, pyrrole, indole and quinoline derivatives evaluated by EFSA in FGE.24Rev2
View page or View pdf

EPI System: View
NLM Hazardous Substances Data Bank:Search
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):108-48-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7937
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1993
WGK Germany:3
2,6-dimethylpyridine
Chemidplus:0000108485
EPA/NOAA CAMEO:hazardous materials
RTECS:OK9700000 for cas# 108-48-5
 
References:
 2,6-dimethylpyridine
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:108-48-5
Pubchem (cid):7937
Pubchem (sid):134970521
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB32972
FooDB:FDB010959
Export Tariff Code:2933.39.1000
Haz-Map:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
Formulations/Preparations:
99% grade, 98% min. purity grade
 
Potential Blenders and core components note
For Odor
anise
anise seed oil
FL/FR
anisic
para-
anisaldehyde
FL/FR
balsamic
2-
acetyl furan
FL/FR
benzyl cinnamate
FL/FR
benzyl salicylate
FL/FR
iso
bornyl acetate
FL/FR
laevo-
bornyl acetate
FL/FR
iso
butyl cinnamate
FL/FR
ethyl cinnamate
FL/FR
methyl (E)-cinnamate
FL/FR
3-
phenyl propyl alcohol
FL/FR
bready
coffee furanone
FL/FR
furfural
FL/FR
caramellic
cyclotene
FL/FR
ethyl maltol
FL/FR
fenugreek absolute
FL/FR
maltol
FL/FR
strawberry furanone
FL/FR
chocolate
iso
amyl phenyl acetate
FL/FR
chocolate pyrazine A
FL/FR
cocoa hexenal
FL/FR
2,6-
dimethyl pyrazine
FL/FR
coconut
gamma-
nonalactone (aldehyde C-18 (so-called))
FL/FR
floral
acetophenone
FL/FR
bois de rose oil brazil
FL/FR
citronellyl acetate
FL/FR
coriander seed oil
FL/FR
heliotropyl acetate
FL/FR
heliotropyl diethyl acetal
FR
laevo-
linalool
FL/FR
linalool oxide
FL/FR
para-
methyl acetophenone
FL/FR
neryl acetate
FL/FR
phenethyl acetate
FL/FR
fruity
bitter
almond oil
FL/FR
bread thiophene
FL/FR
gamma-
decalactone
FL/FR
green
(Z)-3-
hexen-1-yl acetate
FL/FR
(Z)-3-
hexen-1-yl tiglate
FL/FR
hexyl tiglate
FL/FR
herbal
clary sage oil france
FL/FR
daucus carota fruit oil
FL/FR
honey
phenyl acetic acid
FL/FR
licorice
(E)-
anethol
FL/FR
milky
laevo-
glutamine
CS
musty
3-
acetyl-2,5-dimethyl furan
FL/FR
menthofuran
FL/FR
nutty
2-
ethyl-4-methyl thiazole
FL/FR
filbert heptenone
FL/FR
2,3,5,6-
tetramethyl pyrazine
FL/FR
popcorn
2-
acetyl pyridine
FL/FR
2-
acetyl thiazole
FL/FR
powdery
para-
anisyl alcohol
FL/FR
spicy
benzyl isoeugenol
FL/FR
cassia bark oil china
FL/FR
clove bud oil
FL/FR
4-
ethyl guaiacol
FL/FR
eugenol
FL/FR
alpha-
methyl cinnamaldehyde
FL/FR
methyl isoeugenol
FL/FR
nutmeg oil
FL/FR
terpenic
alpha-
terpineol
FL/FR
tonka
tonka bean absolute
FR
vanilla
ethyl vanillin
FL/FR
vanilla bean absolute (vanilla planifolia)
FL/FR
vanillyl acetate
FL/FR
vegetable
tetrahydrofurfuryl alcohol
FL/FR
woody
tobacarol (IFF)
FR
woody acetate
FR
(Z)-
woody amylene
FR
For Flavor
No flavor group found for these
chocolate pyrazine A
FL/FR
methyl (E)-cinnamate
FL/FR
alliaceous
alliaceous
dicyclohexyl disulfide
FL
anise
(E)-
anethol
FL/FR
anise seed oil
FL/FR
balsamic
benzyl salicylate
FL/FR
laevo-
bornyl acetate
FL/FR
iso
butyl cinnamate
FL/FR
ethyl cinnamate
FL/FR
brown
furfural
FL/FR
buttery
diacetyl
FL
caramellic
caramel furanone
FL
cyclotene
FL/FR
ethyl maltol
FL/FR
fenugreek absolute
FL/FR
maltol
FL/FR
strawberry furanone
FL/FR
citrus
laevo-
linalool
FL/FR
alpha-
terpineol
FL/FR
cocoa
cocoa hexenal
FL/FR
coconut
gamma-
nonalactone (aldehyde C-18 (so-called))
FL/FR
coffee
2-
ethyl-4-methyl thiazole
FL/FR
corn
2-
acetyl pyridine
FL/FR
2-
acetyl thiazole
FL/FR
2-
acetyl-2-thiazoline
FL
creamy
para-
anisaldehyde
FL/FR
para-
methyl acetophenone
FL/FR
floral
iso
amyl phenyl acetate
FL/FR
bois de rose oil brazil
FL/FR
citronellyl acetate
FL/FR
heliotropyl acetate
FL/FR
neryl acetate
FL/FR
phenyl acetic acid
FL/FR
fruity
bitter
almond oil
FL/FR
para-
anisyl alcohol
FL/FR
bread thiophene
FL/FR
gamma-
decalactone
FL/FR
green
(Z)-3-
hexen-1-yl acetate
FL/FR
(Z)-3-
hexen-1-yl tiglate
FL/FR
hexyl tiglate
FL/FR
linalool oxide
FL/FR
herbal
clary sage oil france
FL/FR
coriander seed oil
FL/FR
daucus carota fruit oil
FL/FR
honey
phenethyl acetate
FL/FR
meaty
2-
methyl 3-(methyl thio) furan
FL
musty
2-
ethoxythiazole
FL
menthofuran
FL/FR
nutty
2-
acetyl furan
FL/FR
3-
acetyl-2,5-dimethyl furan
FL/FR
coffee furanone
FL/FR
2,6-
dimethyl pyrazine
FL/FR
filbert heptenone
FL/FR
peanut oxazole
FL
tetrahydrofurfuryl alcohol
FL/FR
2,3,5,6-
tetramethyl pyrazine
FL/FR
powdery
acetophenone
FL/FR
roasted
ethyl 3-(furfuryl thio) propionate
FL
solvent
2-
ethyl furan
FL
spicy
benzyl cinnamate
FL/FR
benzyl isoeugenol
FL/FR
cassia bark oil china
FL/FR
clove bud oil
FL/FR
eugenol
FL/FR
alpha-
methyl cinnamaldehyde
FL/FR
methyl isoeugenol
FL/FR
nutmeg oil
FL/FR
3-
phenyl propyl alcohol
FL/FR
vanilla
ethyl vanillin
FL/FR
vanilla bean absolute (vanilla planifolia)
FL/FR
vanillyl acetate
FL/FR
woody
iso
bornyl acetate
FL/FR
4-
ethyl guaiacol
FL/FR
yeasty
faex extracts
FL
 
Potential Uses:
FLbread
 chocolate cocoa
FLcoffee
FLmaple
FLnut
FRtobacco
FLvegetable
FLyeast
 
Occurrence (nature, food, other):note
 bread
Search PMC Picture
 buckwheat flour boiled
Search Trop Picture
 peppermint leaf
Search Trop Picture
 rice
Search Trop Picture
 tea
Search Trop Picture
 whiskey
Search Picture
 
Synonyms:
2,6-dimethyl pyridine
alpha,alpha'-dimethyl pyridine
2,6-dimethylpyridin
2,6-dimethylpyridine
a-2,6-dimethylpyridine
alpha,alpha'-dimethylpyridine
alpha,alpha'-lutidine
 pyridine, 2,6-dimethyl-
 

Articles:

US Patents:3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines
PubMed:Solvate Structures and Spectroscopic Characterization of LiTFSI Electrolytes.
US Patents:Flavoring agent
PubMed:Synthesis of Square-Planar Aluminum(III) Complexes.
PubMed:N-methylacridinium salts: carbon Lewis acids in frustrated Lewis pairs for σ-bond activation and catalytic reductions.
PubMed:The direct anti-Markovnikov addition of mineral acids to styrenes.
PubMed:Conformations of disulfide-intact and -reduced lysozyme ions probed by proton-transfer reactions at various temperatures.
PubMed:Sterics level the rates of proton transfer to [Ni(XPh){PhP(CH₂CH₂PPh₂)₂}]⁺ (X = O, S or Se).
PubMed:Batch and continuous flow preparation of Hantzsch 1,4-dihydropyridines under microwave heating and simultaneous real-time monitoring by Raman spectroscopy. An exploratory study.
PubMed:A dual-emitting Cu6-Cu2-Cu6 cluster as a self-calibrated, wide-range luminescent molecular thermometer.
PubMed:Synthesis and spectroscopic properties of some new difluoroboron bis-β-diketonate derivatives.
PubMed:Total syntheses of leuconoxine, leuconodine B, and melodinine E by oxidative cyclic aminal formation and diastereoselective ring-closing metathesis.
PubMed:Experimental and theoretical study of molecular response of amine bases in organic solvents.
PubMed:Selective Janus particle assembly at tipping points of thermally-switched wetting.
PubMed:Oxoammonium salt oxidations of alcohols in the presence of pyridine bases.
PubMed:Lewis Base Activation of Lewis Acids - Group 13. In Situ Generation and Reaction of Borenium Ions.
PubMed:Photochemical activity of a key donor-acceptor complex can drive stereoselective catalytic α-alkylation of aldehydes.
PubMed:Synthesis, characterisation and biological activities of [(p-cym)RuX(pz4lut)]n+ and [{(p-cym)RuX}2(μ-pz4lut)]n+ (X = Cl, H2O and pz4lut = α,α,α',α'-tetra(pyrazol-1-yl)-2,6-lutidine).
PubMed:Critical behavior of nanoparticle-containing binary liquid mixtures.
PubMed:Equilibrium and kinetic studies on complex formation and decomposition and the movement of Cu(2+)metal ions within polytopic receptors.
PubMed:Molecular structure effect of pyridine-based surface ligand on the performance of P3HT:TiO₂ hybrid solar cell.
PubMed:The hydride-ion affinity of borenium cations and their propensity to activate H2 in frustrated Lewis pairs.
PubMed:Mechanistic studies into amine-mediated electrophilic arene borylation and its application in MIDA boronate synthesis.
PubMed:Temperature-dependent assemblies from a 2-D triple-stranded meso-helical layer to a 3-D chain-layer metal-organic framework.
PubMed:Ethylene/allyl monomer cooligomerization by nickel/phosphine-sulfonate catalysts.
PubMed:Coordination chemistry of gold catalysts in solution: a detailed NMR study.
PubMed:A thermodynamic and kinetic study of the heterolytic activation of hydrogen by frustrated borane-amine Lewis pairs.
PubMed:Unconventional multiple ring structure formation from evaporation-induced self-assembly of polymers.
PubMed:Tricationic analogues of boroxines and polyborate anions.
PubMed:[C7H10N][In3Se5]: a layered selenide with two indium coordination environments.
PubMed:Intramolecular Lewis acid-base pairs based on 4-ethynyl-2,6-lutidine.
PubMed:Desymmetrizing reductive aldol cyclizations of enethioate derivatives of 1,3-diones catalyzed by a chiral copper hydride.
PubMed:[Analysis and evaluation of the impurity of felodipine and its tablets].
PubMed:Heterolytic activation of hydrogen using frustrated Lewis pairs containing tris(2,2',2''-perfluorobiphenyl)borane.
PubMed:Nucleophilicity parameters of enamides and their implications for organocatalytic transformations.
PubMed:Synthesis and antimicrobial evaluation of new 1,4-dihydro-4-pyrazolylpyridines and 4-pyrazolylpyridines.
PubMed:Mechanistic insights into polar monomer insertion polymerization from acrylamides.
PubMed:Control over the oxidative reactivity of metalloporphyrins. Efficient electrosynthesis of meso,meso-linked zinc porphyrin dimer.
PubMed:Magnesium hydrides and the dearomatisation of pyridine and quinoline derivatives.
PubMed:Calcium-mediated dearomatization, C-H bond activation, and allylation of alkylated and benzannulated pyridine derivatives.
PubMed:Synthesis and biological evaluation of some novel 1,4-dihydropyridines as potential antitubercular agents.
PubMed:Iododesilylation of TIPS-, TBDPS-, and TBS-substituted alkenes in connection with the synthesis of amphidinolides B/D.
PubMed:1,6-Bis(chloro-meth-yl)pyridine.
PubMed:Silver-catalyzed intramolecular chloroamination of allenes: easy access to functionalized 3-pyrroline and pyrrole derivatives.
PubMed:Copper-catalyzed, aerobic oxidative cross-coupling of alkynes with arylboronic acids: remarkable selectivity in 2,6-lutidine media.
PubMed:Pyrazolyl methyls prescribe the electronic properties of iron(II) tetra(pyrazolyl)lutidine chloride complexes.
PubMed:Theoretical study of the mechanism of oxoiron(IV) formation from H2O2 and a nonheme iron(II) complex: O-O cleavage involving proton-coupled electron transfer.
PubMed:Inversion of particle-stabilized emulsions of partially miscible liquids by mild drying of modified silica particles.
PubMed:[[(tert-Butyl)dimethylsilyl]oxy]methyl group for sulfur protection.
PubMed:The pentaphenylborole-2,6-lutidine adduct: a system with unusual thermochromic and photochromic properties.
PubMed:Molecular clusters in aqueous solutions of pyridine and its methyl derivatives.
PubMed:Heterogeneously catalyzed efficient hydration of alkynes to ketones by tin-tungsten mixed oxides.
PubMed:HX addition and photochemical H2 elimination by Ni NHC complexes.
PubMed:Kinetic and theoretical studies on the protonation of [Ni(2-SC6H4N){PhP(CH2CH2PPh2)2}]+: nitrogen versus sulfur as the protonation site.
PubMed:Oxidant-free direct coupling of internal alkynes and 2-alkylpyridine via double C-H activations by alkylhafnium complexes.
PubMed:Reactivity of 2,6-lutidine/BR₃ and pyridine/BR₃ Lewis pairs (R = F, Me, C₆F₅): a density functional study.
PubMed:Position-specific secondary deuterium isotope effects on basicity of pyridine.
PubMed:Effect of base pairing on the electrochemical oxidation of guanine.
PubMed:Structural correlations for (1)H, (13)C and (15)N NMR coordination shifts in Au(III), Pd(II) and Pt(II) chloride complexes with lutidines and collidine.
PubMed:Tritopic phenanthroline and pyridine tail-tied aza-scorpiands.
PubMed:Effect of surface curvature on critical adsorption.
PubMed:Critical Casimir effect in classical binary liquid mixtures.
PubMed:Platinum-catalyzed intramolecular hydrohydrazination: evidence for alkene insertion into a Pt-N bond.
PubMed:Effect of bulkiness on reversible substitution reaction at Mn(II) center with concomitant movement of the lattice DMF: observation through single-crystal to single-crystal fashion.
PubMed:An expedient procedure for the oxidative cleavage of olefinic bonds with PhI(OAc)2, NMO, and catalytic OsO4.
PubMed:Labeling of an antisense oligonucleotide with [(18)F]FPy5yne.
PubMed:Exploring the redox reactivity of magnesium porphine. Insight into the origins of electropolymerisation.
PubMed:Near-stoichiometric conversion of H(2)O(2) to Fe(IV)=O at a nonheme iron(II) center. Insights into the O-O bond cleavage step.
PubMed:Bioconversion of 2,6-dimethylpyridine to 6-methylpicolinic acid by Exophiala dermatitidis (Kano) de Hoog DA5501 cells grown on n-dodecane.
PubMed:Synthesis and structural and magnetic characterisation of copper(II) complexes of mixed phosphonate-antimonate ligands.
PubMed:Mechanistic studies on the formation of linear polyethylene chain catalyzed by palladium phosphine-sulfonate complexes: experiment and theoretical studies.
PubMed:5-(1,2,3-Triazol-1-yl)tetrazole derivatives of an azidotetrazole via click chemistry.
PubMed:Hydration modes of an amphiphilic molecule: NMR, FTIR, and theoretical study of the interactions in the water-lutidine system.
PubMed:Ester hydrolysis by a cyclodextrin dimer catalyst with a tridentate N,N',N''-zinc linking group.
PubMed:Speciation of ferriprotoporphyrin IX in aqueous and mixed aqueous solution is controlled by solvent identity, pH, and salt concentration.
PubMed:Complexes of 2,6-dimethylpyridine with water in condensed phases and the dynamical co-operative interactions involving hydrogen bonds.
PubMed:Free energy of mixing of pyridine and its methyl-substituted derivatives with water, as seen from computer simulations.
PubMed:DP7, a novel dihydropyridine multidrug resistance reverter, shows only weak inhibitory activity on human CYP3A enzyme(s).
PubMed:Micelles of a diblock copolymer of styrene and ethylene oxide in mixtures of 2,6-lutidine and water.
PubMed:Effects of alkylation on deviations from Lennard-Jones collision rates for highly excited aromatic molecules: collisions of methylated pyridines with HOD.
PubMed:Lutidine/B(C6F5)3: at the boundary of classical and frustrated Lewis pair reactivity.
PubMed:A series of mononuclear quasi-two-coordinate copper(I) complexes employing a sterically demanding thiolate ligand.
PubMed:Critical Casimir forces in colloidal suspensions on chemically patterned surfaces.
PubMed:Evidence of flexibility in the nanoporous iron(iii) carboxylate MIL-89.
PubMed:Synthesis and coordination properties of an azamacrocyclic Zn(II) chemosensor containing pendent methylnaphthyl groups.
PubMed:Synthesis of a dialuminum-substituted silicotungstate and the diastereoselective cyclization of citronellal derivatives.
PubMed:Theoretical studies on the molecular structure and vibrational spectra of some dimethyl substituted pyridine derivatives.
PubMed:DBFOX-Ph/metal complexes: evaluation as catalysts for enantioselective fluorination of 3-(2-arylacetyl)-2-thiazolidinones.
PubMed:Cyclen-based bismacrocycles for biological anion recognition. A potentiometric and NMR study of AMP, ADP and ATP nucleotide complexation.
PubMed:Direct measurement of critical Casimir forces.
PubMed:2-(6-Methyl-2-pyrid-yl)-1,1-diphenyl-ethanol.
PubMed:Bile acid-based cyclic bisbenzimidazolium receptors for anion recognition: highly improved receptors for fluoride and chloride ions.
PubMed:Evaluation of anticancer effects of newly synthesized dihydropyridine derivatives in comparison to verapamil and doxorubicin on T47D parental and resistant cell lines in vitro.
PubMed:Organocatalytic enantioselective cascade Michael-alkylation reactions: synthesis of chiral cyclopropanes and investigation of unexpected organocatalyzed stereoselective ring opening of cyclopropanes.
PubMed:Highly beta-selective and direct formation of 2-O-glycosylated glucosides by ring restriction into twist-boat.
PubMed:Asymmetric fluorination of alpha-aryl acetic acid derivatives with the catalytic system NiCl2-Binap/R3SiOTf/2,6-lutidine.
PubMed:A new two-dimensional supramolecule composed of mu-2,6-dimethylpyridine-3,5-dicarboxylato-kappa4O3,O3':O5,O5'-bis[chloro(1,10-phenanthroline-kappa2N,N')zinc(II)].
PubMed:3,5-dibenzoyl-4-(3-phenoxyphenyl)-1,4-dihydro-2,6-dimethylpyridine (DP7): a new multidrug resistance inhibitor devoid of effects on Langendorff-perfused rat heart.
PubMed:Complexation of the triphosphate anion: tuning the structure of cyclen based macrotricycles with 1,3-dimethylbenzene and 2,6-dimethylpyridine linkers. A potentiometric and NMR study.
PubMed:Determination of critical indices by "slow" spectroscopy: NMR shifts by statistical thermodynamics and density functional theory calculations.
PubMed:Solid-phase synthesis of 7-substituted 3H-imidazo[2,1-i]purines.
PubMed:Indium-catalyzed radical reductions of organic halides with hydrosilanes.
PubMed:Enantioselective fluorination of tert-butoxycarbonyl lactones and lactams catalyzed by chiral Pd(II)-bisphosphine complexes.
PubMed:Tetranuclear polybipyridyl complexes of Ru(II) and Mn(II), their electro- and photo-induced transformation into di-mu-oxo Mn(III)Mn(IV) hexanuclear complexes.
PubMed:Synthesis of molybdenum complexes that contain "hybrid" triamidoamine ligands, [(hexaisopropylterphenyl-NCH2CH2)2NCH2CH2N-aryl]3-, and studies relevant to catalytic reduction of dinitrogen.
PubMed:Ethyne-bridged (porphinato)zinc(II)-(porphinato)iron(III) complexes: phenomenological dependence of excited-state dynamics upon (porphinato)iron electronic structure.
PubMed:Nature, structure and strength of the acidic sites of amorphous silica alumina: an IR and NMR study.
PubMed:Correlations between acidity, surface structure, and catalytic activity of niobium oxide supported on zirconia.
PubMed:Infrared spectroscopic study on the surface properties of gamma-gallium oxide as compared to those of gamma-alumina.
PubMed:Acidity, surface structure, and catalytic performance of WO(x) supported on monoclinic zirconia.
PubMed:Reaction of the acetals with TESOTf-base combination; speculation of the intermediates and efficient mixed acetal formation.
PubMed:Critical behavior of 2,6-dimethylpyridine-water: measurements of specific heat, dynamic light scattering, and shear viscosity.
PubMed:Intrinsic acidity of dimethylhalonium ions: evidence for hyperconjugation in dimethylhalonium ylides in the gas phase.
PubMed:Voltammetric and electrochemical ESR studies of oxidation reactions mediated by tris(4-bromophenyl)amine in acetonitrile.
PubMed:Solid-phase parallel synthesis of 4-beta-D-ribofuranosylpyrazolo[4,3-d]pyrimidine nucleosides.
PubMed:Carbon-fluorine bond activation coupled with carbon-hydrogen bond formation alpha to iridium: kinetics, mechanism, and diastereoselectivity.
PubMed:Kilo-scale synthesis process for 2'-O-(2-methoxyethyl)-pyrimidine derivatives.
PubMed:Global kinetic model: a case study on the N-oxidation of alkylpyridines.
PubMed:Kinetics and mechanism of the reactions of [FeCl4]- with PhS- or PhSH in MeCN, and the role of cations containing N-H groups.
PubMed:Synthesis, structure, and characterization of new mononuclear Mn(II) complexes. Electrochemical conversion into new oxo-bridged Mn(2)(III,IV) complexes. Role of chloride ions.
PubMed:Studies relevant to catalytic reduction of dinitrogen to ammonia by molybdenum triamidoamine complexes.
PubMed:2,6-dimethylpyridine as a probe of the strength of Brønsted acid sites: study on zeolites. Application to alumina.
PubMed:Proton transfer reactions of methylanthracene radical cations with nitrogen-centered bases under non-steady-state conditions. a search for the possible effect of reactant impurities upon the kinetic data.
PubMed:Electron-transfer mechanism in radical-scavenging reactions by a vitamin E model in a protic medium.
PubMed:Can simple enones be useful partners for the catalytic stereoselective alkylation of indoles?
PubMed:Fe/Cr- and Co/Cr-mediated catalytic asymmetric 2-haloallylations of aldehydes.
PubMed:Unexpected highly chemoselective deprotection of the acetals from aldehydes and not ketones: TESOTf-2,6-lutidine combination.
PubMed:Improved procedure for the oxidative cleavage of olefins by OsO4-NaIO4.
PubMed:Controlled redox conversion of new X-ray-Characterized Mono- and dinuclear heptacoordinated Mn(II) complexes into di-micro-oxo-dimanganese core complexes.
PubMed:Enantioselective total synthesis of (+)-brefeldin A and 7-epi-brefeldin A.
PubMed:Proton transfer to nickel-thiolate complexes. 2. Rate-limiting intramolecular proton transfer in the reactions of [Ni(SC(6)H(4)R-4)(PhP[CH(2)CH(2)PPh(2)](2))](+) (R = NO(2), Cl, H, Me, or MeO).
PubMed:Proton transfer to nickel-thiolate complexes. 1. Protonation of [Ni(SC(6)H(4)R-4)(2)(Ph(2)PCH(2)CH(2)PPh(2))] (R = Me, MeO, H, Cl, or NO(2)).
PubMed:A mechanistic investigation of the polymerization of ethylene catalyzed by neutral Ni(II) complexes derived from bulky anilinotropone ligands.
PubMed:Adenosylcobinamide plus exogenous, sterically hindered, putative axial bases: a reinvestigation into the cause of record levels of Co-C heterolysis.
PubMed:Syntheses and solid-state and solution structures of [Ba[(C5Me5)2Ti2F7]2(hmpa)] and [Ba8Ti6F30I2(C5Me5)6(hmpa)6][I3]2.
PubMed:Novel nevirapine-like inhibitors with improved activity against NNRTI-resistant HIV: 8-heteroarylthiomethyldipyridodiazepinone derivatives.
PubMed:3,5-Dibenzoyl-4-(3-phenoxyphenyl)-1,4-dihydro-2,6-dimethylpyridine (DP7) as a new multidrug resistance reverting agent devoid of effects on vascular smooth muscle contractility.
PubMed:An improved method for the capillary gas chromatographic derivatization of polyhydroxylated steroids having tert-hydroxyl groups.
PubMed:Photoinduced axial ligation and deligation dynamics of nonplanar nickel dodecaarylporphyrins.
PubMed:The synthesis of carboacycles derived from B,B'-bis(aryl) derivatives of icosahedral ortho-carborane.
PubMed:Ni(II) bis(oxazoline)-catalyzed enantioselective syn aldol reactions of N-propionylthiazolidinethiones in the presence of silyl triflates.
PubMed:Microcapsules from starch granules.
PubMed:Absorption spectrometric study of molecular complex formation between [60]fullerene and a series of methylated pyridines.
PubMed:Practical protocols for stepwise solid-phase synthesis of cysteine-containing peptides.
PubMed:A mild method for the formation and in situ reaction of imidoyl chlorides: conversion of pyridine-1-oxides to 2-aminopyridine amides.
PubMed:Simultaneous separation of common mono- and divalent cations on a calcinated silica gel column by ion chromatography with indirect photometric detection and aromatic monoamines-oxalic acid, containing crown ethers, used as eluent.
PubMed:Kinetic evidence for intramolecular proton transfer between nickel and coordinated thiolate.
PubMed:Optically active 1,2-bis(1-arylhydroxymethyl) ferrocene: a new, efficient chiral ligand for scandium-catalyzed asymmetric Diels-Alder reaction.
PubMed:3,5-dibenzoyl-1,4-dihydropyridines: synthesis and MDR reversal in tumor cells.
PubMed:Efficient and Expeditious Protocols for the Synthesis of Racemic and Enantiomerically Pure Endocyclic Enecarbamates from N-Acyl Lactams and N-Acyl Pyrrolidines.
PubMed:Osmium(VI) Nitrido and Osmium(IV) Phosphoraniminato Complexes Containing Schiff Base Ligands.
PubMed:Coenzyme B(12) Axial-Base Chemical Precedent Studies. Adenosylcobinamide Plus Sterically Hindered Axial-Base Co-C Bond Cleavage Product and Kinetic Studies: Evidence for the Dominance of Axial-Base Transition-State Effects and for Co-N(Axial-Base) Distance-Dependent, Competing sigma and pi Effects.
PubMed:A Steeply Pyramidal Silylamine: N,O-Dimethyl-N-silylhydroxylamine.
PubMed:Monomeric Three- and Four-Coordinate Magnesium Amides.
PubMed:Anodization in oligo(ethylene glycol) as an initial derivatization tool for preparing glassy carbon electrodes covalently modified with amino compounds: effective access to a 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO)-modified glassy carbon electrode.
PubMed:Copper-catalyzed coupling of arylboronic acids and amines.
PubMed:Proton transfer reactions of methylanthracene radical cations with pyridine bases under non-steady-state conditions. Real kinetic isotope effect evidence for extensive tunneling.
PubMed:The 1,2,4-triazolyl cation: thermolytic and photolytic studies.
PubMed:Coexistence curve exponent of a binary mixture with a high molecular weight polymer.
PubMed:N-donor effects on carboxylate binding in mononuclear iron(II) complexes of a sterically hindered benzoate ligand.
PubMed:Tetrabromo(2,6-dimethylpyridine-N)titanium(IV), a twinned crystal structure
PubMed:catena-Poly
PubMed:Stereocontrolled synthesis of piperidine-condensed tricyclic carbapenems (5-azatrinems) and their antibacterial activities.
PubMed:Derivatives of 1,4-dihydropyridines as modulators of ascorbate-induced lipid peroxidation and high-amplitude swelling of mitochondria, caused by ascorbate, sodium linoleate and sodium pyrophosphate.
PubMed:Chemical, biochemical and pharmacological activity of the novel sterically hindered platinum co-ordination complex, cis-[amminedichloro(2-methylpyridine)] platinum(II) (AMD473).
PubMed:H(+)/AuPPh(3)(+) Exchange for the Hydride Complexes CpMoH(CO)(2)(L) (L = PMe(3), PPh(3), CO). Formation and Structure of [Cp(CO)(2)(PMe(3))Mo(AuPPh(3))(2)](+)[BF(4)](-).
PubMed:The Strong Acidity and the Process for Deprotonation of (eta(6)-Toluene)Fe(H)(2)(SiCl(3))(2).
PubMed:Photophysical and ab Initio Studies of Mononuclear Copper(I) Complexes.
PubMed:Synthesis, Characterization, and Crystal Structure of a (&mgr;-Oxo)bis(&mgr;-acetato)diiron(III) Complex with a Dinucleating Hexapyridine Ligand, 1,2-Bis[2-(bis(2-pyridyl)methyl)-6-pyridyl]ethane. The First Example of a Discrete (&mgr;-Oxo)bis(&mgr;-acetato)diiron(III) Complex with a Dinucleating Ligand.
PubMed:Intensely luminescent immunoreactive conjugates of proteins and dipicolinate-based polymeric Tb (III) chelates.
PubMed:pH-dependent one- and two-electron oxidation of 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine catalyzed by horseradish peroxidase.
PubMed:A pyrimido[1,6-a]benzimidazole that enhances DNA cleavage mediated by eukaryotic topoisomerase II: a novel class of topoisomerase II-targeted drugs with cytotoxic potential.
PubMed:The gas-liquid chromatographic stationary phase properties of liquid organic salts: Anomalous selectivity variation when employing the Rohrschneider/McReynolds system.
PubMed:Inactivation of cytochrome P450 and inhibition of ferrochelatase by analogues of 3,5-diethoxycarbonyl-1,4-dihydro-2,4,6-trimethylpyridine with 4-nonyl and 4-dodecyl substituents.
PubMed:Steric factors affecting the discrimination of isomeric and structurally related olefin gases and vapors with a reagent-coated surface acoustic wave sensor.
PubMed:[Plasmids for biodegradation of 2,6-dimethylpyridine, 2,4-dimethylpyridine, and pyridine in strains of Arthrobacter].
PubMed:Inhibition of ferrochelatase and accumulation of porphyrins in mouse hepatocyte cultures exposed to porphyrinogenic chemicals.
PubMed:Competitive interaction of three peroxidizing herbicides with the binding of [3H]acifluorfen to corn etioplast membranes.
PubMed:Point perturbation analysis of experimental data.
PubMed:Protoporphyrinogen oxidase inhibition by three peroxidizing herbicides: oxadiazon, LS 82-556 and M&B 39279.
PubMed:Drug-induced protoporphyria in the olfactory mucosa of the hamster.
PubMed:Effects of a newly synthetized calcium antagonist, cyclopropylmethyl 4-(3-nitrophenyl) 1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate (MPC-2101), on action potentials of rabbit's myocardial tissues in vitro.
PubMed:Olfactory cytochrome P-450. Studies with suicide substrates of the haemoprotein.
PubMed:Isolation of an N-alkylprotoporphyrin IX from chick embryo livers following the administration of 3,5-diethoxycarbonyl-1,4-dihydro-4-ethyl-2,6-dimethylpyridine.
PubMed:Oligoglyceric acid synthesis by autocondensation of glyceroyl thioester.
PubMed:N-alkylation of exogenous haem analogues caused by drugs in isolated hepatocytes. Structural isomerism and chirality of the resulting porphyrins.
PubMed:Sulfide and sulfoxide derivatives of substituted benzimidazoles inhibit acid formation in isolated gastric glands by different mechanisms.
PubMed:Calcium antagonists: systemic and regional haemodynamic effects in conscious spontaneously hypertensive rats (SHR).
PubMed:NMR spectroscopic studies of intermediary metabolites of cyclophosphamide. A comprehensive kinetic analysis of the interconversion of cis- and trans-4-hydroxycyclophosphamide with aldophosphamide and the concomitant partitioning of aldophosphamide between irreversible fragmentation and reversible conjugation pathways.
PubMed:N-alkylation of the haem moiety of cytochrome P-450 caused by substituted dihydropyridines. Preferential attack of different pyrrole nitrogen atoms after induction of various cytochrome P-450 isoenzymes.
PubMed:Inactivation of L-lactate monooxygenase with 2,3-butanedione and phenylglyoxal.
PubMed:Condensation of activated diguanylates on a poly(C) template.
PubMed:[Reactions concerned in tertiary amine N-oxides. IX. Reactions of 3,3'-ethylenedipyridine derivatives with 2,6-lutidine N-oxide (author's transl)].
PubMed:Optically specific synthesis of estrone and 19-norsteroids from 2,6-lutidine.
PubMed:Separation of the coprophorphyrin isomers I and III by thin-layer chromatography.
PubMed:Porphyria-inducing activity of a series of pyridine and dihydropyridine compounds. Investigation in a cell culture system.
PubMed:Potentiometric titration of heterocyclic nitrogen bases in non-aqueous media.
PubMed:[Syntheses of methylpyridine derivatives. XXVI. Ring-closure reaction of 3-acylamido-4-chloro-2,6-lutidine with potassium amide in liquid ammonia].
PubMed:[Synthesis of methylpyridine derivatives. 23. Chlorination of 2,6-lutidine derivatives].
PubMed:[The reaction of oxyderivatives of 2,6-lutidine 1-oxide with acetic anhydride. Synthesis of methylpyridine derivatives XIV].
PubMed:Synthesis of methylpyridine derivatives. IX. Reduction of 4-nitro-2, 6-lutidine 1-oxide and 4-nitro-3-picoline 1-oxide.
PubMed:[Medical application of 2, 6-lutidine. I. Synthesis of 4-aryloxy-3, 5-dinitrolutidine-2, 6].
PubMed:[Synthesis of uroselectan B from 2,6-lutidine].
PubMed:[X-ray contrast media. I. Synthesis of iodine compounds from 2,6-lutidine].
PubMed:[The bromination of 2-picoline, 4-chloro-2-picoline and 4-chloro-2,6-lutidine by means of N-bromosuccinimide].
PubMed:4-Benzyl-2,6-dimethylpyridine, 1-benzylisoquinoline, 9-benzylacridine, and certain relatives.
 
Notes:
Present in bread, tea and whisky. Flavouring agent 2,6-Lutidine is a natural heterocyclic aromatic organic compound. It has been isolated from the basic fraction of coal tar and from bone oil. It is a dimethyl substituted derivative of pyridine.
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