lepidine
  • Penta International
    • Penta International Corporation
      Chemistry innovation
      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
      US Email: Technical Services
      US Email: Sales
      US Voice: (973) 740-2300
      US Fax: (973) 740-1839
      Product(s):
      13-67900 4-METHYL QUINOLINE, Kosher
       
  • SAFC Global
    • SAFC
      Complete Supply Chain
      The perfect blend of products and services that bring your creativity to life.
      Sigma-Aldrich is a leading Life Science and High Technology company dedicated to providing high-quality, safe and certified flavor ingredients with transparent and easily accessible documentation to customers around the globe. Sigma-Aldrich also provides a suite of analytical tools that allow food analysts to simplify sample preparation, cleanup and analysis steps, while increasing sensitivity to trace ingredients and harmful substances to meet regulations and quality standards.
      Email: Information
      US Email: Sales
      US Voice: 800-244-1173
      US Fax: 800-368-4661
      Product(s):
      W513903 4-Methylquinoline ≥99%
      MSDS
       
  • Treatt
    • Treatt PLC
      Full Range of Naturals
      World-leading, independent ingredients supplier to the flavour and fragrance industries.
      We are proud of our heritage in trading essential oils. Our founder Richard Court Treatt's charismatic and personable approach still embodies the spirit of Treatt today.
      Email: Enquiries
      US Email: Enquiries
      Voice: +44 (0) 1284 702500
      Fax: +44 (0) 1284 703809
      US Voice: +1 863 668 9500
      US Fax: +1 863 668 3388
      Product(s):
      para-Methyl Quinoline
       
 
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Fragrance Demo Formulas
4-methylquinoline (Click)
CAS Number: 491-35-0
ECHA EC Number: 207-734-2
FDA UNII: 116169T3O8
Beilstein Number: 0110926
MDL: MFCD00006784
CoE Number: 488
XlogP3: 2.60 (est)
Molecular Weight: 143.18873000
Formula: C10 H9 N
BioActivity Summary: listing
NMR Predictor: Predict
EFSA/JECFA Comments: No longer supported by Industry (EFSA, 2011).
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
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
FDA Mainterm: LEPIDINE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
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Physical Properties:
Appearance: colorless to yellow clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.08300 to 1.08900 @  25.00 °C.
Pounds per Gallon - (est).: 9.012 to  9.062
Refractive Index: 1.61500 to 1.62100 @  20.00 °C.
Melting Point: 9.00 °C. @ 760.00 mm Hg
Boiling Point: 264.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.018000 mm/Hg @ 25.00 °C. (est)
Flash Point: > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 2.610
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Organoleptic Properties:
Odor Type: burnt
Odor Strength: medium ,
recommend smelling in a 1.00 % solution or less
Odor Description:
at 100.00 %. 
burnt oily herbal floral sweet
Taste Description:
at 5.00 ppm in water.  
sweet floral oily slightly burnt
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
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Suppliers:
CG Herbals
para-Methylquinoline
CTC Organics
4-methyl quinoline
Penta International
4-METHYL QUINOLINE, Kosher
SAFC Global
4-Methylquinoline
≥99%
Santa Cruz Biotechnology
Lepidine
For experimental / research use only.
Treatt
para-Methyl Quinoline
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Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
  R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
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 - Wear suitable protective clothing.
 
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  1260 mg/kg
(Moreno, 1976y)

Dermal Toxicity:
  Not determined
Inhalation Toxicity:
  Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.12 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 160 (μg/person/day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
Recommendation for lepidine usage levels up to:
  0.6000 % in the fragrance concentrate.
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 0.400002.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.200001.00000
Edible ices, including sherbet and sorbet (03.0): 0.400002.00000
Processed fruit (04.1): 0.300001.50000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 0.400002.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 0.200001.00000
Bakery wares (07.0): 0.400002.00000
Meat and meat products, including poultry and game (08.0): 0.100000.40000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.100000.40000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.200001.00000
Foodstuffs intended for particular nutritional uses (13.0): 0.400002.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 0.200001.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): --
Ready-to-eat savouries (15.0): 1.000005.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.200001.00000
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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)
page or 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)
page or 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)
page or pdf
Scientific opinion on Flavouring Group Evaluation 24, Revision 2 (FGE.24Rev2): Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28
page or pdf
EPI System: View
Chemicalize.org: Calculate predicted properties
NLM Hazardous Substances Data Bank: Search
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA GENetic TOXicology: Search
Env. Mutagen Info. Center: Search
EPA Substance Registry Services (TSCA): 491-35-0
EPA ACToR: Toxicology Data
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 4-methylquinoline
DTP/NCI: 3412
Chemidplus: 0000491350
RTECS: OH0316000 for cas# 491-35-0
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References:
 4-methylquinoline
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 491-35-0
Pubchem (cid): 10285
Pubchem (sid): 134976471
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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
Export Tariff Code: 2933.40.7050
Haz-Map: View
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 amyl salicylateFL/FR
isoamyl salicylateFL/FR
beta-bisabololFL/FR
isobutyl benzyl carbinolFL/FR
 butyl tiglateFL/FR
 cananga fruit oilFR
 carnation absoluteFR
 carrot seed oil (daucus carota ssp. gummifer hook. fil.) spainFR
 chamomile isobutyrateFR
 chrysanthemum ketoneFR
 coriander seed absoluteFL/FR
 coriander seed oilFL/FR
2-decalinyl acetateFR
8,9-dehydrotheaspironeFL
2,4-dimethyl-3-cyclohexene-1-methanolFR
 ethyl linaloolFR
 ethyl linalyl acetalFR
2-heptanolFL/FR
 heptyl formateFL/FR
 herbal pyranFR
beta-ionolFL/FR
(Z)-jasmoneFL/FR
 karo karounde absoluteFR
abrialis lavandin oilFL/FR
 lavender absolute bulgariaFL/FR
 lavandula angustifolia flower oilFL/FR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
 lavender stem oil lithuaniaFR
 methyl cyclogeranateFR
 methyl ortho-anisateFL/FR
 myrtle oilFL/FR
(Z)-beta-ocimeneFL/FR
isophytolFL/FR
 prenyl salicylateFL/FR
 terpinyl isobutyrateFL/FR
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 animalFR
 chypreFR
 leatherFR
 roseFR
 woodyFR
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Natural Occurrence in: note
 peppermint oil - up to 0.1 mg/kg
GRIN Trop Picture
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Synonyms:
 cincholepidine
 lepidine
4-lepidine
4-methyl quinoline
gamma-methyl quinoline
p-methyl quinoline
para-methyl quinoline
4-methylquinoline
gamma-methylquinoline
p-methylquinoline
para-methylquinoline
 quinoline, 4-methyl-
1,2,3,4-tetrahydro-4-methylquinoline
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Dehydrogenative cross-coupling reaction by cooperative transition-metal and Brønsted acid catalysis for the synthesis of β-quinolinyl α-amino acid esters.
PubMed: Biofunctional constituent isolated from Citrullus colocynthis fruits and structure-activity relationships of its analogues show acaricidal and insecticidal efficacy.
PubMed: Antinociceptive effect of some biuret derivatives on formalin test in mice.
PubMed: TiO₂ nanotube arrays prepared by anodization as an adsorbent in micro-solid-phase extraction to preconcentrate and determine nitrogen-containing polycyclic aromatic hydrocarbons in water samples.
PubMed: Antimicrobial potentials of active component isolated from Citrullus colocynthis fruits and structure-activity relationships of its analogues against foodborne bacteria.
PubMed: Tafenoquine and NPC-1161B require CYP 2D metabolism for anti-malarial activity: implications for the 8-aminoquinoline class of anti-malarial compounds.
PubMed: Anion effects on the structures and magnetic properties of binuclear lanthanide single-molecule magnets.
PubMed: Genotoxicity risk assessment of diversely substituted quinolines using the SOS chromotest.
PubMed: 7-Hydroxyquinoline-8-carbaldehydes. 1. Ground- and excited-state long-range prototropic tautomerization.
PubMed: A novel approach to the pyridoacridine ring system: synthesis of the topoisomerase inhibitor 13-deazaascididemin.
PubMed: Integrated organic-aqueous biocatalysis and product recovery for quinaldine hydroxylation catalyzed by living recombinant Pseudomonas putida.
PubMed: One-pot synthesis of pyranocoumarins via microwave-assisted pseudo multicomponent reactions and their molecular switching properties.
PubMed: Synthesis, DNA binding, and oxidative cleavage studies of Fe(II) and Co(III) complexes containing bioactive ligands.
PubMed: Synthesis, antidepressant and antifungal evaluation of novel 2-chloro-8-methylquinoline amine derivatives.
PubMed: Physicochemical characterization of NPC 1161C, a novel antimalarial 8-aminoquinoline, in solution and solid state.
PubMed: Separation and preconcentration of trace amounts of aluminum ions in surface water samples using different analytical techniques.
PubMed: Spectroscopic studies on 2-[2-(4-methylquinolin-2-yl)hydrazono]-1,2-diphenylethanone molecule and its metal complexes.
PubMed: A bistable molecular switch driven by photoinduced hydrogen-atom transfer.
PubMed: An ATP-sensitive potassium channel blocker suppresses sodium-induced hypertension through increased secretion of urinary kallikrein.
PubMed: Thiazole Orange derivatives: synthesis, fluorescence properties, and labeling cancer cells.
PubMed: Toxicity in rhesus monkeys following administration of the 8-aminoquinoline 8-[(4-amino-l-methylbutyl)amino]- 5-(l-hexyloxy)-6-methoxy-4-methylquinoline (WR242511).
PubMed: Selenium-containing heterocycles: synthesis and pharmacological activities of some new 4-methylquinoline-2(1H) selenone derivatives.
PubMed: Facile, one-step production of niacin (vitamin B3) and other nitrogen-containing pharmaceutical chemicals with a single-site heterogeneous catalyst.
PubMed: Evaluation of the Spanish hot dip galvanising sector as a source of polychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans.
PubMed: Detection of methylquinoline transformation products in microcosm experiments and in tar oil contaminated groundwater using LC-NMR.
PubMed: Synthesis of para-methoxybenzyl (PMB) ethers under neutral conditions.
PubMed: Insertion reactions of alkynes and organic isocyanides into the palladium-carbon bond of dimetallic Fe-Pd alkoxysilyl complexes.
PubMed: Development and validation of a stability-indicating reversed-phase high performance liquid chromatography method for NPC 1161C, a novel 8-aminoquinoline anti-malarial drug.
PubMed: Ruthenium-catalyzed intermolecular coupling reactions of arylamines with ethylene and 1,3-dienes: mechanistic insight on hydroamination vs ortho-C-H bond activation.
PubMed: Modulation of Ca(2+)-dependent and Ca(2+)-independent miniature endplate potentials by phorbol ester and adenosine in frog.
PubMed: Simultaneous determination of NSO-heterocycles, homocycles and their metabolites in groundwater of tar oil contaminated sites using LC with diode array UV and fluorescence detection.
PubMed: [Antimicrobial effect of hydrazides and ilidenhydrazides of (quinoline-2-ilthio)carboxylic acids].
PubMed: Ring-substituted quinolines. Part 2: Synthesis and antimycobacterial activities of ring-substituted quinolinecarbohydrazide and ring-substituted quinolinecarboxamide analogues.
PubMed: Water-soluble molecular capsules: self-assembly and binding properties.
PubMed: Synthesis and antimycobacterial activities of ring-substituted quinolinecarboxylic acid/ester analogues. Part 1.
PubMed: Modular and tunable chemosensor scaffold for divalent zinc.
PubMed: Gene cluster of Arthrobacter ilicis Ru61a involved in the degradation of quinaldine to anthranilate: characterization and functional expression of the quinaldine 4-oxidase qoxLMS genes.
PubMed: Preparation of 7-alkylamino-2-methylquinoline-5,8-diones.
PubMed: N-(2-hydroxypropyl)methacrylamide (HPMA) copolymers for targeted delivery of 8-aminoquinoline antileishmanial drugs.
PubMed: Synthesis, characterization and reactions of 2-deoxo-5-deazaalloxazines.
PubMed: A fluorometric assay for the determination of 1-deoxy-D-xylulose 5-phosphate synthase activity.
PubMed: Derivatives of 8-hydroxy-2-methylquinoline are powerful prototypes for zinc sensors in biological systems.
PubMed: A P450 BM-3 mutant hydroxylates alkanes, cycloalkanes, arenes and heteroarenes.
PubMed: Synthesis and in vitro cytotoxicity of 2-alkylaminosubstituted quinoline derivatives.
PubMed: Anti-mutagenic structural modification by fluorine-substitution in highly mutagenic 4-methylquinoline derivatives.
PubMed: Sphingomonas sp. strain Lep1: an aerobic degrader of 4-methylquinoline.
PubMed: Synthesis of Pyrrolo[4,3,2-de]quinolines from 6,7-Dimethoxy-4-methylquinoline. Formal Total Syntheses of Damirones A and B, Batzelline C, Isobatzelline C, Discorhabdin C, and Makaluvamines A-D.
PubMed: Evaluation of selected antiprotozoal drugs in the Babesia microti-hamster model.
PubMed: Aerobic biodegradation of 4-methylquinoline by a soil bacterium.
PubMed: Potent mutagenic potential of 4-methylquinoline: metabolic and mechanistic considerations.
PubMed: Potential use of WR6026 as prophylaxis against transfusion-transmitted American trypanosomiasis.
PubMed: Side-chain hydroxylation in the metabolism of 8-aminoquinoline antiparasitic agents.
PubMed: Phase 2 efficacy trial of an oral 8-aminoquinoline (WR6026) for treatment of visceral leishmaniasis.
PubMed: Hydroxylation and biodegradation of 6-methylquinoline by pseudomonads in aqueous and nonaqueous immobilized-cell bioreactors.
PubMed: Microbial metabolism of quinoline and related compounds. XIX. Degradation of 4-methylquinoline and quinoline by Pseudomonas putida K1.
PubMed: Microbial metabolism of quinoline and related compounds. XV. Quinoline-4-carboxylic acid oxidoreductase from Agrobacterium spec.1B: a molybdenum-containing enzyme.
PubMed: Comparison of methemoglobin formers in protection against the toxic effects of cyanide.
PubMed: Genotoxicity of fluoroquinolines and methylquinolines.
PubMed: Pharmacokinetics of the anti-leishmanian agent WR 6026 in dogs.
PubMed: Quinoline esters as potential antimalarial drugs: effect on relapses of Plasmodium cynomolgi infections in monkeys.
PubMed: Microbial degradation of quinoline and methylquinolines.
PubMed: Carcinogenicity of quinoline, 4- and 8-methylquinoline and benzoquinolines in newborn mice and rats.
PubMed: 2,2-Dialkyl-1,2-dihydroquinolines: cytochrome P-450 catalyzed N-alkylporphyrin formation, ferrochelatase inhibition, and induction of 5-aminolevulinic acid synthase activity.
PubMed: Fungal metabolism of 4-methylprimaquine.
PubMed: Metabolism of a potential 8-aminoquinoline antileishmanial drug in rat liver microsomes.
PubMed: High-performance liquid chromatographic method for the analysis of a candidate 8-aminoquinoline antileishmanial drug using oxidative electrochemical detection.
PubMed: Tumor-initiating activity of quinoline and methylated quinolines on the skin of SENCAR mice.
PubMed: Study of artificial flavouring substances for mutagenicity in the Salmonella/microsome, Basc and micronucleus tests.
PubMed: Quinoline and methylquinolines in cigarette smoke: comparative data and the effect of filtration.
PubMed: Effect of carcinogenic components of cigarette smoke on in vivo production of murine interferon.
PubMed: On the metabolism of quinoline and isoquinoline: possible molecular basis for differences in biological activities.
PubMed: Microbial transformation of nitroaromatic compounds in sewage effluent.
PubMed: Effect of sidestream tobacco smoke components on alpha/beta interferon production.
PubMed: [Antimalarial 6-aminoquinolines. XIV. 6-(4-Diethylamino-1-methylbutylamino)-4-methoxy-2-methyl- and -2,4-dimethylquinolines with variations of substituents in positions 5 and 8].
PubMed: Synthesis and antimalarial activity of 8-[(1-alkyl-4-aminobutyl)amino]-6-methoxy-4-methylquinolines.
PubMed: [Antimalarial 6-aminoquinolines. XIII. 5,8-Dialkoxyderivatives of 6-(4-diethylamino-1-methylbutylamino)-2-methyl- and 6-(4-diethylamino-1-methylbutylamino)-2,4-dimethylquinoline (author's transl)].
PubMed: Analogues of 8-[[6-(diethylamino) hexyl]amino]-6-methoxy-4-methylquinoline as candidate antileishmanial agents.
PubMed: Synthesis of 2,4-disubstituted 6-methoxy-8-aminoquinoline analogues as potential antiparasitics.
PubMed: Leishmaniasis: in search of new chemotherapeutic agents.
PubMed: Primaquine analogues: derivatives of 4-amino-2-methoxyacridine.
PubMed: [The reaction of heteroaromatic N-oxide with acid chloride and cyanide. IX. On p-tolylsulfonylation on side-chain carbon in 2-methylquinoline 1-oxide and related compounds (author's transl)].
PubMed: The antileishmanial activity of lepidines.
PubMed: Toxic interaction of mixtures of two coal conversion effluent components (resorcinol and 6-methylquinoline) to Daphnia magna.
PubMed: Antimalarials. 11. 2-Vinylogs of substituted 2-aryl-4-quinoline amino alcohols.
PubMed: Chichibabin reaction. 3. Chichibabin reaction of 7-methylquinoline and migration of the methyl group in Friedel-Crafts reaction of N-(m-tolyl)- and N-)p-tolyl)-beta-chloropropionamide (studies on the syntheses of heterocyclic compounds. CCXV.
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click on the picture(s) below to
interact with the 3D model
Picture of molecule
Soluble in:
 alcohol
 water, 479.2 mg/L @ 25 °C (est)
Insoluble in:
 water
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