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

2,5-dimethyl pyrazine
2,5-dimethylpyrazine

Sponsors

Name:2,5-dimethylpyrazine
CAS Number: 123-32-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-618-3
FDA UNII:V99Y0MUY1Q
Nikkaji Web:J2.009E
Beilstein Number:0107052
MDL:MFCD00006147
CoE Number:2210
XlogP3:0.60 (est)
Molecular Weight:108.14376000
Formula:C6 H8 N2
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
Mixture of positional isomers (2,5- and 2,6-isomers), 2,5- (45-65 %) and 2,6-isomers (35-55 %) (sum 98 %) (EFFA, 2010a).
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
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PubMed:Search
NCBI:Search
JECFA Food Flavoring:766 2,5-dimethylpyrazine
FLAVIS Number:14.020 (Old)
DG SANTE Food Flavourings:14.020 2,5-dimethylpyrazine
FEMA Number:3272 2,5-dimethylpyrazine
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: 2,5-DIMETHYLPYRAZINE
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 98.00 to 100.00
Additional Assay Information:sum of 2,3- 2,5- and 2,6- isomers
Food Chemicals Codex Listed: Yes
Specific Gravity:0.98000 to 1.00000 @ 25.00 °C.
Pounds per Gallon - (est).: 8.155 to 8.321
Refractive Index:1.49700 to 1.50100 @ 20.00 °C.
Melting Point: 15.00 °C. @ 760.00 mm Hg
Boiling Point: 154.00 to 156.00 °C. @ 760.00 mm Hg
Vapor Pressure:3.980000 mm/Hg @ 25.00 °C. (est)
Vapor Density:3.7 ( Air = 1 )
Flash Point: 130.00 °F. TCC ( 54.44 °C. )
logP (o/w): 0.630
Soluble in:
 alcohol
 water, 3.197e+004 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: chocolate
Odor Strength:high ,
recommend smelling in a 0.10 % solution or less
cocoa roasted nutty beefy roasted beefy woody grassy medicinal
Odor Description:at 0.10 % in dipropylene glycol. cocoa roasted nuts roast beef woody grass medical
nutty peanut musty earthy powdery roasted cocoa
Odor Description:Nutty, peanut, musty, earthy, powdery and slightly roasted with a cocoa powder nuance
Mosciano, Gerard P&F 21, No. 6, 49, (1996)
Flavor Type: musty
musty potato cocoa nutty fatty oily
Taste Description: at 7.50 ppm. Musty, potato, cocoa and nutty with a fatty and oily nuance
Mosciano, Gerard P&F 21, No. 6, 49, (1996)
Odor and/or flavor descriptions from others (if found).
Bedoukian Research
2,5-DIMETHYL PYRAZINE ≥99.0%, Kosher
Odor Description:cocoa, roasted nut, roast beef, woody
Could be used very sparingly in appropriate applications.
Taste Description:cocoa
Used in potato, beer and chicken flavors as well as those needing fried notes.
Frutarom
2,5-DIMETHYLPYRAZINE
Odor Description:Green Grassy, Nutty, Roast, Woody
Suggested Uses: Chocolate, Coffee, Meat, Nut, Shellfish
Apiscent Labs
2, 5 DIMETHYLPYRAZINE
Odor Description:Roast, coffee, peanut and meat
Advanced Biotech
2,5 DIMETHYL PYRAZINE NATURAL 90% min. (mixed isomers)
Odor Description:Chocolate, roasted nuts
Advanced Biotech
2,5 DIMETHYL PYRAZINE
Odor Description:Chocolate, Nutty, Roasted
Pell Wall Perfumes
Ketine (Pyrazine)
Odor Description:chocolate, cocoa, roasted-nuts, woody, slightly green-grass
According to Arctander the main use of this material was to scent the packets and enhance the flavour of potato crisps / chips. It is present in the scent of coffee and chocolate but also some types of lavender, beer and pork. It also has a green-grass aspect that can add depth to green scents, in high dilution.
Advanced Biotech
2 5 DIMETHYL PYRAZINE (W TYPE) NATURAL
Odor Description:Chocolate, Roasted Nut
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Advanced Biotech
2 5 DIMETHYL PYRAZINE (W TYPE) NATURAL
Odor: Chocolate, Roasted Nut
Advanced Biotech
2,5 DIMETHYL PYRAZINE NATURAL
90% min. (mixed isomers)
Odor: Chocolate, roasted nuts
Advanced Biotech
2,5 DIMETHYL PYRAZINE
Odor: Chocolate, Nutty, Roasted
Anhui Haibei
2,5-Dimethyl Pyrazine
Odor: Cocoa roasted nuts roast beef woody grass medical
Apiscent Labs
2, 5 DIMETHYLPYRAZINE
Odor: Roast, coffee, peanut and meat
Bedoukian Research
2,5-DIMETHYL PYRAZINE
≥99.0%, Kosher
Odor: cocoa, roasted nut, roast beef, woody
Use: Could be used very sparingly in appropriate applications.
Flavor: cocoa
Used in potato, beer and chicken flavors as well as those needing fried notes.
Beijing Lys Chemicals
2,5-Dimethyl pyrazine
BOC Sciences
For experimental / research use only.
2,5-Dimethylpyrazine
Charkit Chemical
DIMETHYLPYRAZINE, 2,5- FEMA 3272
DeLong Chemicals America
2,5-Dimethylpyrazine, Kosher
Diffusions Aromatiques
2,5-DIMETHYL PYRAZINE
EMD Millipore
For experimental / research use only.
2,5-Dimethylpyrazine
Ernesto Ventós
2,5-DIMETHYLPYRAZINE
Odor: RAW POTATO, ROASTED, EARTHY
Excellentia International
2,5-Dimethyl Pyrazine (Pyrazine Mix. # 10, 12, 16, 20) Natural
FCI SAS
2,5-DIMETHYL PYRAZINE
Odor: Roast, coffee, peanut and meat
Fleurchem
2,5-dimethyl pyrazine
Fleurchem
dimethyl pyrazine natural
Frutarom
2,5-DIMETHYLPYRAZINE
Frutarom
2,5-DIMETHYLPYRAZINE
Odor: Green Grassy, Nutty, Roast, Woody
Use: Suggested Uses: Chocolate, Coffee, Meat, Nut, Shellfish
Indukern F&F
2,5-DIMETHYL PYRAZINE
Odor: EARTHY, POTATO
Jiangyin Healthway
2,5-Dimethyl Pyrazine
New functional food ingredients
Jinan Enlighten Chemical Technology(Wutong Aroma )
2,5-Dimethyl pyrazine, Kosherk
Lluch Essence
PYRAZINE 2,5-DIMETHYL
M&U International
2,5-DIMETHYL PYRAZINE, Kosher
M&U International
Nat. 2,5-Dimethyl Pyrazine
Moellhausen
2,5-DIMETHYL PYRAZINE
Odor: coffee, nut, cocoa
Flavor: nut, fat, cocoa, potato
Myrazine
2,5-Dimethylpyrazine/EU Nat.
Myrazine
Pyrazine, 2,5-dimethyl-
Odor: cocoa roasted nuts roast beef woody grass medical
OQEMA
2,5-Dimethyl Pyrazine
Pearlchem Corporation
2,5-Dimethyl Pyrazine
Pell Wall Perfumes
Ketine (Pyrazine)
Odor: chocolate, cocoa, roasted-nuts, woody, slightly green-grass
Use: According to Arctander the main use of this material was to scent the packets and enhance the flavour of potato crisps / chips. It is present in the scent of coffee and chocolate but also some types of lavender, beer and pork. It also has a green-grass aspect that can add depth to green scents, in high dilution.
Penta International
2,5-DIMETHYL PYRAZINE, Kosher
Penta International
2,5-DIMETHYL PYRAZINE, NATURAL, Kosher
Phoenix Aromas & Essential Oils
Pyrazine, 2,5-Dimethyl
Reincke & Fichtner
2,5-Dimethylpyrazine
Riverside Aromatics
2,5-DIMETHYLPYRAZINE
Robinson Brothers
2,5-Dimethyl pyrazine F&F
https://www.robinsonbrothers.uk/chemistry-competences
Santa Cruz Biotechnology
For experimental / research use only.
2,5-Dimethylpyrazine
Sigma-Aldrich
2,5-Dimethylpyrazine, ≥98%, FCC, FG
Odor: meaty; medicinal; nutty; woody.
Certified Food Grade Products
Sunaux International
2,5-Dimethyl Pyrazine
Synerzine
2,5-Dimethylpyrazine
97% min (Flavor grade)
Synerzine
2,5-Dimethylpyrazine
99% min (Research grade)
Synerzine
natural 2,5-Dimethylpyrazine
Taytonn
2,5-Dimethylpyrazine
Odor: Grass, Green, Nutty, Roast, Woody
TCI AMERICA
For experimental / research use only.
2,5-Dimethylpyrazine >98.0%(GC)(T)
Tengzhou Jitian Aroma Chemiclal
2,5-Dimethyl Pyrazine
Tengzhou Xiang Yuan Aroma Chemicals
2,5-Dimethyl Pyrazine
Treatt
2,5-Dimethylpyrazine
Halal, Kosher
Vigon International
Dimethyl-2,5 Pyrazine
Wujiang CIYUN Flavor & Fragrance
2,5-Dimethyl Pyrazine ≥99.0%
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
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 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 36/37/39 - Wear suitable clothing, gloves 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:
gavage-rat LD50 1020 mg/kg
(Moran et al., 1980)

intraperitoneal-mouse LD50 1350 mg/kg
Toxicology and Applied Pharmacology. Vol. 17, Pg. 244, 1970.

oral-rat LD50 1020 mg/kg
Drug and Chemical Toxicology. Vol. 3, Pg. 249, 1980.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for 2,5-dimethyl pyrazine usage levels up to:
  0.1000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 19.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 8.00 (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: 5
 average usual ppmaverage maximum ppm
baked goods: -10.00000
beverages(nonalcoholic): -10.00000
beverages(alcoholic): --
breakfast cereal: -10.00000
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -10.00000
fruit ices: -10.00000
gelatins / puddings: -10.00000
granulated sugar: --
gravies: -10.00000
hard candy: -10.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -10.00000
milk products: -10.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: -10.00000
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) on a request from the Commission related to Flavouring Group Evaluation 17 (FGE.17): Pyrazine derivatives from chemical group 24 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 50 (FGE.50): Consideration of pyrazine derivatives evaluated by JECFA (57th meeting) structurally related to pyrazine derivatives evaluated by EFSA in FGE.17 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 17, Revision 1 (FGE.17Rev1): Pyrazine derivatives from chemical group 24 - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) [1]
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 17, Revision 2 (FGE.17Rev2): Pyrazine derivatives from chemical group 24
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 50, Revision 1 (FGE.50Rev1): Consideration of pyrazine derivatives evaluated by JECFA (57th meeting) structurally related to pyrazine derivatives evaluated by EFSA in FGE.17Rev2 (2010)
View page or View pdf

Safety and efficacy of pyrazine derivatives including saturated ones belonging to chemical group 24 when used as flavourings for all animal species
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):123-32-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :31252
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2,5-dimethylpyrazine
Chemidplus:0000123320
RTECS:UQ2800000 for cas# 123-32-0
 
References:
 2,5-dimethylpyrazine
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:123-32-0
Pubchem (cid):31252
Pubchem (sid):134974393
Flavornet:123-32-0
Pherobase:View
 
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):HMDB35289
FooDB:FDB013954
YMDB (Yeast Metabolome Database):YMDB01598
Export Tariff Code:2933.99.8290
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
sulfuryl octanoate
FL/FR
butyl decanoate
FL/FR
sulfuryl butyrate
FL/FR
sulfuryl decanoate
FL/FR
sulfuryl hexanoate
FL/FR
sulfuryl isobutyrate
FL/FR
sulfuryl propionate
FL/FR
aldehydic
aldehydic
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
balsamic
guaiacyl phenyl acetate
FL/FR
guaiyl acetate
FL/FR
bready
coffee furanone
FL/FR
furfural
FL/FR
burnt
rum ether
FL/FR
caramellic
ethyl cyclopentenolone
FL/FR
fenugreek absolute
FL/FR
maltol
FL/FR
iso
propenyl pyrazine
FL/FR
shoyu furanone
FL/FR
toffee furanone
FL/FR
chocolate
chocolate pyrazine A
FL/FR
cocoa hexenal
FL/FR
2,4,5-
trimethyl thiazole
FL/FR
cocoa
theobroma cacao extract
FL/FR
earthy
2-
ethyl-3-methoxypyrazine
FL/FR
nutty pyrazine
FL/FR
fatty
(Z)-
oleic acid
FL/FR
fermented
iso
amyl alcohol
FL/FR
methyl decanoate
FL/FR
floral
champaca absolute
FR
dimethyl benzyl carbinyl propionate
FR
geranyl formate
FL/FR
alpha-iso
methyl ionone (90% min.)
FL/FR
phenethyl isobutyrate
FL/FR
tea acetate
FR
tetrahydrolinalool
FL/FR
fruity
heptyl butyrate
FL/FR
(E)-7-
methyl-3-octen-2-one
FL/FR
green
1-
heptanol
FL/FR
2-
heptyl furan
FL/FR
magnolia flower oil
FL/FR
(E,Z)-2,6-
nonadien-1-ol
FL/FR
(E,Z)-2,6-
nonadien-1-yl acetate
FL/FR
2-
octen-1-ol
FL/FR
(E)-2-
octen-1-ol
FL/FR
herbal
6-
acetoxydihydrotheaspirane
FL/FR
clary sage absolute
FL/FR
clary sage oil france
FL/FR
licorice
sweet
basil oleoresin
FL/FR
meaty
sulfurol
FL/FR
sulfuryl acetate
FL/FR
minty
dextro-
carvone
FL/FR
musty
2-
acetyl pyrrole
FL/FR
3-
acetyl-2,5-dimethyl furan
FL/FR
cocoa butenal
FL/FR
hazelnut pyrazine
FL/FR
menthofuran
FL/FR
ketoiso
phorone
FL/FR
nutty
2-
acetyl-3-ethyl pyrazine
FL/FR
2-
acetyl-3-methyl pyrazine
FL/FR
2-
acetyl-3,5-dimethyl pyrazine
FL/FR
2-
acetyl-3,5(or 6)-dimethyl pyrazine
FL/FR
2-
acetyl-5-methyl furan
FL/FR
roasted
chestnut fragrance
FR
3,5-
cocoa pyrazine
FL/FR
3,6-
cocoa pyrazine
FL/FR
4,5-
dimethyl-2-ethyl-3-thiazoline
FL/FR
2-
ethyl pyrazine
FL/FR
filbert heptenone
FL/FR
filbert heptenone B
FL/FR
filbert pyrazine
FL/FR
2,6-
lutidine
FL/FR
methoxymethyl pyrazine
FL/FR
2-
methyl pyrazine
FL/FR
5-
methyl quinoxaline
FL/FR
nutty quinoxaline
FL/FR
sesame absolute
FL/FR
2,3,5,6-
tetramethyl pyrazine
FL/FR
2,4,5-
trimethyl oxazole
FL/FR
2,3,5-
trimethyl pyrazine
FL/FR
vinyl sulfurol
FL/FR
popcorn
2-
acetyl pyrazine
FL/FR
spicy
caraway seed oleoresin
FL/FR
(-)-
cubenol
FL/FR
sulfurous
furfuryl thioacetate
FL/FR
tropical
genet absolute
FL/FR
vegetable
methional
FL/FR
waxy
2-
methyl heptanoic acid
FL/FR
2,4-
nonadien-1-ol
FL/FR
woody
cyperus root oil (cyperus rotundus)
FR
(-)-
guaiol
FR
yeasty
laevo-
glutamic acid
CS
For Flavor
No flavor group found for these
6-
acetoxydihydrotheaspirane
FL/FR
acetyl acetaldehyde dimethyl acetal
FL
2-
acetyl-2-pyrroline
FL
(E)-
aconitic acid
FL
benzyl methyl sulfide
FL
butyl decanoate
FL/FR
2(4)-iso
butyl-4(2),6-dimethyl dihydro-4H-1,3,5-dithiazine
FL
chocolate pyrazine A
FL/FR
chocolate pyrazine B
FL
cyclohexyl methyl pyrazine
FL
2,5-
diethyl thiazole
FL
6,7-
dihydro-2,3-dimethyl-5H-cyclopentapyrazine
FL
dimethyl dihydrocyclopentapyrazine
FL
6,7-
dimethyl dihydrocyclopentapyrazine
FL
2,5-
dimethyl pyrazine and 2,6-dimethyl pyrazine mixture
FL
2,5-
dimethyl thiazole
FL
ethyl dimethyl pyrazine
FL
2-
ethyl-3-methoxypyrazine
FL/FR
2-
formyl pyrrole
FL
green pea pyrazine
FL
guaiyl acetate
FL/FR
magnolia flower oil
FL/FR
2-
methoxy-3-propyl pyrazine
FL
methyl 2-(methyl thio) acetate
FL
4-(
methyl thio) butanol
FL
pyrazines mixture
FL
sulfuryl butyrate
FL/FR
sulfuryl decanoate
FL/FR
sulfuryl hexanoate
FL/FR
sulfuryl isobutyrate
FL/FR
5-
acetyl-2,3-dihydro-1,4-thiazine
FL
2,4-
dimethyl-3-oxazoline
FL
sulfuryl formate
FL
sulfuryl octanoate
FL/FR
sulfuryl propionate
FL/FR
1-(2-
thienyl) butanone
FL
alliaceous
alliaceous
3-
mercapto-2-pentanone
FL
2-
methyl thioacetaldehyde
FL
apple
(E,Z)-2,6-
nonadien-1-ol
FL/FR
bitter
paullinia cupana seed extract
FL
bready
2-
propionyl thiazole
FL
brown
furfural
FL/FR
burnt
furfuryl alcohol
FL
iso
propenyl pyrazine
FL/FR
rum ether
FL/FR
2,4,5-
trimethyl oxazole
FL/FR
caramellic
fenugreek absolute
FL/FR
maltol
FL/FR
shoyu furanone
FL/FR
toffee furanone
FL/FR
chemical
2,5-
dimethyl furan
FL
citrus
ketoiso
phorone
FL/FR
cocoa
butyraldehyde
FL
cocoa hexenal
FL/FR
theobroma cacao extract
FL/FR
coffee
diisoamyl thiomalate
FL
2,4-
dimethyl thiazole
FL
corn chip
2-
acetyl-2-thiazoline
FL
fatty
2,4-
decadienal
FL
diacetyl trimer
FL
2-
heptyl furan
FL/FR
methyl decanoate
FL/FR
(E)-7-
methyl-3-octen-2-one
FL/FR
2,4-
nonadien-1-ol
FL/FR
2,4-
octadien-1-ol
FL
(E)-2-
octen-1-ol
FL/FR
2-
octen-1-ol
FL/FR
(Z)-
oleic acid
FL/FR
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
fishy
4,5-
dimethyl thiazole
FL
floral
alpha-iso
methyl ionone (90% min.)
FL/FR
tetrahydrolinalool
FL/FR
fruity
2-
ethyl-2,5-dihydro-4-methyl thiazole
FL
fusel
iso
amyl alcohol
FL/FR
green
clary sage absolute
FL/FR
cocoa butenal
FL/FR
dihydroxyacetophenone (mixed isomers)
FL
geranyl formate
FL/FR
heptyl butyrate
FL/FR
methyl 2-undecynoate
FL
(E,Z)-2,6-
nonadien-1-yl acetate
FL/FR
propylene glycol acetone ketal
FL
hay
genet absolute
FL/FR
herbal
clary sage oil france
FL/FR
honey
phenethyl isobutyrate
FL/FR
jammy
ethyl cyclopentenolone
FL/FR
licorice
sweet
basil oleoresin
FL/FR
meaty
3-
mercapto-2-butanone
FL
2-
methyl 3-(methyl thio) furan
FL
2-
methyl-3-tetrahydrofuran thiol
FL
2-
pyridinyl methane thiol
FL
sulfurol
FL/FR
sulfuryl acetate
FL/FR
metallic
2,5-
dihydroxy-1,4-dithiane
FL
milky
dextro,laevo-3-(
methyl thio) butanone
FL
minty
dextro-
carvone
FL/FR
musty
2-
ethoxythiazole
FL
hazelnut pyrazine
FL/FR
menthofuran
FL/FR
propionaldehyde
FL
2,3,5-
trimethyl pyrazine
FL/FR
nutty
2-
acetyl pyrrole
FL/FR
3-
acetyl-2,5-dimethyl furan
FL/FR
3-
acetyl-2,5-dimethyl thiophene
FL
2-
acetyl-3-ethyl pyrazine
FL/FR
2-
acetyl-3-methyl pyrazine
FL/FR
2-
acetyl-3,5-dimethyl pyrazine
FL/FR
2-
acetyl-3,5(or 6)-dimethyl pyrazine
FL/FR
2-
acetyl-5-methyl furan
FL/FR
arachis hypogaea fruit extract
FL
3,5-
cocoa pyrazine
FL/FR
3,6-
cocoa pyrazine
FL/FR
coffee furanone
FL/FR
4,5-
dimethyl-2-ethyl-3-thiazoline
FL/FR
2-
ethyl pyrazine
FL/FR
1-
ethyl-2-acetyl pyrrole
FL
2-
ethyl-6-methyl pyrazine
FL
filbert heptenone
FL/FR
filbert heptenone B
FL/FR
filbert pyrazine
FL/FR
2,6-
lutidine
FL/FR
methoxymethyl pyrazine
FL/FR
2-
methyl pyrazine
FL/FR
5-
methyl quinoxaline
FL/FR
nutty pyrazine
FL/FR
nutty quinoxaline
FL/FR
nutty thiazole
FL
peanut oxazole
FL
sesame absolute
FL/FR
2,3,5,6-
tetramethyl pyrazine
FL/FR
2,4,5-
trimethyl thiazole
FL/FR
vinyl sulfurol
FL/FR
phenolic
guaiacyl phenyl acetate
FL/FR
popcorn
2-
propionyl-2-thiazoline
FL
roasted
2-
acetyl pyrazine
FL/FR
3,5-
diisobutyl-1,2,4-trithiolane
FL
furfuryl thioacetate
FL/FR
solvent
1-
heptanol
FL/FR
spicy
caraway seed oleoresin
FL/FR
(-)-
cubenol
FL/FR
sulfurous
methyl 2-methyl-3-furyl disulfide
FL
3-
methyl-2-butane thiol
FL
potato butanone
FL
tomato
methional
FL/FR
vegetable
potato butyraldehyde
FL
waxy
furfuryl octanoate
FL
2-
methyl heptanoic acid
FL/FR
winey
5-
ethyl-2-methyl pyridine
FL
 
Potential Uses:
FRchocolate
 chocolate cocoa
FRcoffee
 fried
FRgreen
FRhazelnut
FRpeanut
FLpotato
FLroasted
 
Occurrence (nature, food, other):note
 beef roasted beef
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 beer
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 cocoa
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 coffee roasted coffee
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 kohlrabi
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 lavender oil spike spain @ 0.187%
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 pork
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 potato chip
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 rice cakes
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 rum
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 shrimp
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Synonyms:
2,5-dimethyl paradiazine
2,5-dimethyl piazine
2,5-dimethyl pyrazine natural
2,5-dimethyl pyrazine, natural
2,5-dimethyl-1,4-diazine
2,5-dimethyl-pyrazine
2,5-dimethylparadiazine
2,5-dimethylpiazine
2, 5 dimethylpyrazine
2,5-dimethylpyrazine
2,5-dimethylpyrazine >80.0%(gc) (contains 2,6-isomer)
 ketine
 pyrazine, 2,5- dimethyl
 pyrazine, 2,5-dimethyl-
 

Articles:

PubMed:Relationship of sensory and instrumental aroma measurements of dark chocolate as influenced by fermentation method, roasting and conching conditions.
J-Stage:Chemical Profiles of Methylpyrazines Contained in Commercially Available Natto
PubMed:HS-SPME GC/MS characterization of volatiles in raw and dry-roasted almonds (Prunus dulcis).
J-Stage:Effect of 2,5-Dimethylpyrazine on Uterine Contraction in Late Stage of Pregnant Female Rats
PubMed:Chemical communication during foraging in the harvesting ants Messor pergandei and Messor andrei.
J-Stage:Effect of Alkylpyrazine Derivatives on the Duration of Pentobarbital-Induced Sleep, Picrotoxicin-Induced Convulsion and ?-Aminobutyric Acid (GABA) Levels in the Mouse Brain
PubMed:Headspace-solid phase microextraction-gas chromatography-tandem mass spectrometry (HS-SPME-GC-MS2) method for the determination of pyrazines in perilla seed oils: impact of roasting on the pyrazines in perilla seed oils.
PubMed:Stimulation of cell proliferation in the subventricular zone by synthetic murine pheromones.
PubMed:Determination of the alkylpyrazine composition of coffee using stable isotope dilution-gas chromatography-mass spectrometry (SIDA-GC-MS).
PubMed:Comparison of direct mass spectrometry methods for the on-line analysis of volatile compounds in foods.
PubMed:Volatile profiling of high quality hazelnuts (Corylus avellana L.): chemical indices of roasting.
PubMed:Characterization of cocoa liquors by GC-MS and LC-MS/MS: focus on alkylpyrazines and flavanols.
PubMed:[Balance hypothesis of action of socially significant volatile chemosignals on reactivity of chromosome machinery of the bone marrow dividing cells in the house mouse Mus domesticus L].
PubMed:[Action of two pyrazine-containing chemosignals on cells of bone marrow and testes in male house mouse Mus musculus L].
PubMed:Volatile compounds of black cumin seeds (Nigella sativa L.) from microwave-heating and conventional roasting.
PubMed:Identification of tartary buckwheat tea aroma compounds with gas chromatography-mass spectrometry.
PubMed:GC-MS based metabolomics for rapid simultaneous detection of Escherichia coli O157:H7, Salmonella Typhimurium, Salmonella Muenchen, and Salmonella Hartford in ground beef and chicken.
PubMed:[The role of metabolic activation of promutagens in the genome destabilization under pheromonal stress in the house mouse (Mus musculus)].
PubMed:Effects of roasting conditions on the physicochemical properties and volatile distribution in perilla oils (Perilla frutescens var. japonica).
PubMed:Identification of 2-ethyl-4-methyl-3-thiazoline and 2-isopropyl-4-methyl-3-thiazoline for the first time in nature by the comprehensive analysis of sesame seed oil.
PubMed:Grueneberg ganglion neurons are activated by a defined set of odorants.
PubMed:Volatile composition and sensory analysis of Italian gianduja torrone.
PubMed:High resolution X-ray structures of mouse major urinary protein nasal isoform in complex with pheromones.
PubMed:catena-Poly[[[diaqua-bis(8-hydroxy-quinoline N-oxide-κO)cobalt(II)]-μ-2,5-dimethyl-pyrazine 1,4-dioxide-κO:O] bis-(perchlorate)].
PubMed:[Effects of "pheromone-like" pyrazine-containing substances on stability of genetic apparatus in bone marrow cells of the male house mouse (Mus musculus L.)].
PubMed:Coffee aroma--statistical analysis of compositional data.
PubMed:Syntheses, structures, and photoluminescence of a series of silver(I) sulfonates with pyrazine derivatives.
PubMed:Alkyldimethylpyrazines in the defensive spray of Phyllium westwoodii: a first for order Phasmatodea.
PubMed:Identification of chemicals emitted by calling males of the Sapote fruit fly, Anastrepha serpentina.
PubMed:Strong through-space two-halide magnetic exchange of -234 K in (2,5-dimethylpyrazine)copper(II) bromide.
PubMed:A binuclear Cu(II) metallacycle capable of discerning between pyrazine and its different methyl-substituted derivatives based on reversible intracage metal-ligand binding.
PubMed:2,5-Dimethyl-pyrazine 1,4-dioxide.
PubMed:Formation of pyrazines and a novel pyrrole in Maillard model systems of 1,3-dihydroxyacetone and 2-oxopropanal.
PubMed:[Effect of the estrous cycle stage on sensitivity to pheromone 2,5-dimethylpyrazine in the house mouse Mus musculus].
PubMed:Competition between photochemistry and energy transfer in UV-excited diazabenzenes. 4. UV photodissociation of 2,3-, 2,5-, and 2,6-dimethylpyrazine.
PubMed:[Chromosomal abnormalities and spleenocyte production in laboratory mouse males after exposure to stress chemosignals].
PubMed:Structural study of silver(I) sulfonate complexes with pyrazine derivatives.
PubMed:Mice respond differently to urine and its major volatile constituents from male and female ferrets.
PubMed:Solitary foraging in the ancestral South American ant, Pogonomyrmex vermiculatus. Is it due to constraints in the production or perception of trail pheromones?
PubMed:Construction of polyoxometalates-based coordination polymers through direct incorporation between polyoxometalates and the voids in a 2D network.
PubMed:Degradation of 2,5-dimethylpyrazine by Rhodococcus erythropolis strain DP-45 isolated from a waste gas treatment plant of a fishmeal processing company.
PubMed:Magnetic study on a two-dimensional coordination polymer with mixed bridging ligands.
PubMed:Attenuation of the production of inositol 1,4,5-trisphosphate in the mouse vomeronasal organ by antibodies against the alphaq/11 subfamily of G-proteins.
PubMed:Synthesis, a case of isostructural packing, and antimicrobial activity of silver(I)quinoxaline nitrate, silver(I)(2,5-dimethylpyrazine) nitrate and two related silver aminopyridine compounds.
PubMed:[Induction of meiotic disturbances in spermatocytes I by pheromones as an inhibiting mechanism of male reproductive function in house mice].
PubMed:Influence of steric hindrance of organic ligand on the structure of Keggin-based coordination polymer.
PubMed:Role of the solvent glycerol in the Maillard reaction of d-fructose and l-alanine.
PubMed:Tuning the electronic communication and rates of intramolecular electron transfer of dimers of trinuclear ruthenium clusters: bridging and ancillary ligand effects.
PubMed:Putative chemosignals of the ferret (Mustela furo) associated with individual and gender recognition.
PubMed:Determination of the 2H/1H and 15N/14N ratios of Alkylpyrazines from coffee beans (Coffea arabica L. and Coffea canephoravar. robusta) by isotope ratio mass spectrometry.
PubMed:Effects of water content on volatile generation and peptide degradation in the maillard reaction of glycine, diglycine, and triglycine.
PubMed:Reactivity of epicatechin in aqueous glycine and glucose maillard reaction models: quenching of C2, C3, and C4 sugar fragments.
PubMed:Identification of major histocompatibility complex-regulated body odorants by statistical analysis of a comparative gas chromatography/mass spectrometry experiment.
PubMed:Synthesis, crystal structures, and magnetism of cobalt coordination polymers based on dicyanamide and pyrazine-dioxide derivatives.
PubMed:Sex-specific responses to urinary chemicals by the mouse vomeronasal organ.
PubMed:Aroma compounds in sweet whey powder.
PubMed:Volatiles production and attractiveness to the Mexican fruit fly of Enterobacter agglomerans isolated from apple maggot and Mexican fruit flies.
PubMed:Primer effects by conspecific odors in house mice: a new perspective in the study of primer effects on reproductive activities.
PubMed:Pyrazine derivatives in cigarette smoke inhibit hamster oviductal functioning.
PubMed:Odors detected by mice deficient in cyclic nucleotide-gated channel subunit A2 stimulate the main olfactory system.
PubMed:[Chemical profiles of methylpyrazines contained in commercially available natto].
PubMed:[Induction of dominant lethals in progeny of male CBA mice after pheromonal action].
PubMed:Effect of 2,5-dimethylpyrazine on uterine contraction in late stage of pregnant female rats.
PubMed:[The female pheromone 2,5-dimethylpyrazine induces sperm head abnormalities in male CBA mice].
PubMed:Purine metabolizing capability of Enterobacter agglomerans affects volatiles production and attractiveness to Mexican fruit fly.
PubMed:[Olfactory stress and modification of phagocytosis in peripheral blood cells of adult male mice].
PubMed:catena-poly[[(acetonitrile-N)dichlorocopper(II)]-mu-2,5-dimethylpyrazine-kappa2N:N'].
PubMed:Effect of alkylpyrazine derivatives on the duration of pentobarbital-induced sleep, picrotoxicin-induced convulsion and gamma-aminobutyric acid (GABA) levels in the mouse brain.
PubMed:1-octen-3-ol isolated from bont ticks attracts Amblyomma variegatum.
PubMed:Syntheses, structures, and physicochemical properties of diruthenium compounds of tetrachlorocatecholate with metal-metal bonded Ru(3+)(mu-OR)(2)Ru(3+) and Ru(3.5+)(mu-OR)(2)Ru(3.5+) cores (R = CH(3) and C(2)H(5)).
PubMed:Recruitment pheromone in the harvester ant genus Pogonomyrmex.
PubMed:[Genotype-specific changes of certain functional indicators of immunocompetent cells in male laboratory mice under conditions of pheromone stress].
PubMed:Volatile flavor components of rice cakes.
PubMed:Pyrazine formation from serine and threonine.
PubMed:Effects of roasting on pyrazine contents and oxidative stability of red pepper seed oil prior to its extraction.
PubMed:Oxidative DNA damage induced by aminoacetone, an amino acid metabolite.
PubMed:Role of the adrenal gland and adrenal-mediated chemosignals in suppression of estrus in the house mouse: the lee-boot effect revisited.
PubMed:Inhibitory effect of 2,5-dimethylpyrazine on oxytocic agent-induced uterine hypercontraction of normal or pregnant female rats.
PubMed:[Physiological and pharmacological activities of simple alkyl- and arylpyrazines].
PubMed:Rational Design of a Novel Intercalation System. Layer-Gap Control of Crystalline Coordination Polymers, {[Cu(CA)(H(2)O)(m)()](G)}(n)() (m = 2, G = 2,5-Dimethylpyrazine and Phenazine; m = 1, G = 1,2,3,4,6,7,8,9-Octahydrophenazine).
PubMed:Attractants fromStaphylococcus aureus cultures for Mexican fruit fly,Anastrepha ludens.
PubMed:Effects of 2,5-dimethylpyrazine on plasma testosterone and polyamines- and acid phosphatase-levels in the rat prostate.
PubMed:Inhibition of sexual maturation in juvenile female and male mice by a chemosignal of female origin.
PubMed:Long-term effect of a urinary chemosignal on reproductive fitness in female mice.
PubMed:Effects of dimethylpyrazine isomers on reproductive and accessory reproductive organs in male rats.
PubMed:Contents of poison apparatus and their relation to trail-following in the antDaceton armigerum.
PubMed:Effects of 2,5-dimethylpyrazine on reproductive and accessory reproductive organs in female rats.
PubMed:Chemotaxonomic study of undescribed species ofMyrmica ant from Idaho.
PubMed:Interactions of heterocyclic Maillard products with the hepatic microsomal monooxygenase system.
PubMed:Dynamics of excretion of urinary chemosignals in the house mouse (Mus musculus) during the natural estrous cycle.
PubMed:Adrenal-mediated endogenous metabolites inhibit puberty in female mice.
PubMed:Synthesis and antimetastatic properties of stereoisomeric tricyclic bis(dioxopiperazines) in the Lewis lung carcinoma model.
PubMed:Identification of trail pheromone of the antTetramorium caespitum L. (Hymenoptera: Myrmicinae).
PubMed:Identification of 2,5-dimethyl-pyrazine in the volatile flavour compounds of potato chips.
 
Notes:
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