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123-32-0 | Pyrazine, 2,5-dimethyl-
CAS No: 123-32-0 Catalog No: AG000JWB MDL No:MFCD00006147
Product Description
Catalog Number:
AG000JWB
Chemical Name:
Pyrazine, 2,5-dimethyl-
CAS Number:
123-32-0
Molecular Formula:
C6H8N2
Molecular Weight:
108.1411
MDL Number:
MFCD00006147
IUPAC Name:
2,5-dimethylpyrazine
InChI:
InChI=1S/C6H8N2/c1-5-3-8-6(2)4-7-5/h3-4H,1-2H3
InChI Key:
LCZUOKDVTBMCMX-UHFFFAOYSA-N
SMILES:
Cc1ncc(nc1)C
EC Number:
204-618-3
UNII:
V99Y0MUY1Q
NSC Number:
49139
FEMA Number:
3272
Properties
Complexity:
62.9
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
108.069g/mol
Formal Charge:
0
Heavy Atom Count:
8
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
108.144g/mol
Monoisotopic Mass:
108.069g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
25.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.6
Literature
| Title | Journal |
|---|---|
| Characterization of cocoa liquors by GC-MS and LC-MS/MS: focus on alkylpyrazines and flavanols. | Journal of mass spectrometry : JMS 20120901 |
| Volatile compounds of black cumin seeds (Nigella sativa L.) from microwave-heating and conventional roasting. | Journal of food science 20120401 |
| Functional evidence of multidrug resistance transporters (MDR) in rodent olfactory epithelium. | PloS one 20120101 |
| [Action of two pyrazine-containing chemosignals on cells of bone marrow and testes in male house mouse Mus musculus L]. | Zhurnal evoliutsionnoi biokhimii i fiziologii 20120101 |
| [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]. | Zhurnal evoliutsionnoi biokhimii i fiziologii 20120101 |
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| Effects of roasting conditions on the physicochemical properties and volatile distribution in perilla oils (Perilla frutescens var. japonica). | Journal of food science 20110801 |
| Identification of tartary buckwheat tea aroma compounds with gas chromatography-mass spectrometry. | Journal of food science 20110801 |
| 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. | Journal of food science 20110501 |
| 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. | Journal of food science 20110401 |
| Grueneberg ganglion neurons are activated by a defined set of odorants. | Chemical senses 20110301 |
| Inhibitory potential of omega-3 fatty and fenugreek essential oil on key enzymes of carbohydrate-digestion and hypertension in diabetes rats. | Lipids in health and disease 20110101 |
| (E)-1-(2,4,6-Trimeth-oxy-phen-yl)pent-1-en-3-one. | Acta crystallographica. Section E, Structure reports online 20101001 |
| Volatile composition and sensory analysis of Italian gianduja torrone. | Journal of the science of food and agriculture 20100815 |
| catena-Poly[[[diaqua-bis(8-hydroxy-quinoline N-oxide-κO)cobalt(II)]-μ-2,5-dimethyl-pyrazine 1,4-dioxide-κO:O] bis-(perchlorate)]. | Acta crystallographica. Section E, Structure reports online 20100401 |
| Gap junctions in olfactory neurons modulate olfactory sensitivity. | BMC neuroscience 20100101 |
| Coffee aroma--statistical analysis of compositional data. | Talanta 20091215 |
| 2,5-Dimethyl-pyrazine 1,4-dioxide. | Acta crystallographica. Section E, Structure reports online 20091201 |
| Syntheses, structures, and photoluminescence of a series of silver(I) sulfonates with pyrazine derivatives. | Dalton transactions (Cambridge, England : 2003) 20091014 |
| Identification of chemicals emitted by calling males of the Sapote fruit fly, Anastrepha serpentina. | Journal of chemical ecology 20090501 |
| Strong through-space two-halide magnetic exchange of -234 K in (2,5-dimethylpyrazine)copper(II) bromide. | Chemical communications (Cambridge, England) 20090321 |
| [Effects of 'pheromone-like' pyrazine-containing substances on stability of genetic apparatus in bone marrow cells of the male house mouse (Mus musculus L.)]. | Zhurnal evoliutsionnoi biokhimii i fiziologii 20090101 |
| Sex- and gonad-affecting scent compounds and 3 male pheromones in the rat. | Chemical senses 20080901 |
| Formation of pyrazines and a novel pyrrole in Maillard model systems of 1,3-dihydroxyacetone and 2-oxopropanal. | Journal of agricultural and food chemistry 20080326 |
| Competition between photochemistry and energy transfer in UV-excited diazabenzenes. 4. UV photodissociation of 2,3-, 2,5-, and 2,6-dimethylpyrazine. | The journal of physical chemistry. A 20071227 |
| Degradation of 2,5-dimethylpyrazine by Rhodococcus erythropolis strain DP-45 isolated from a waste gas treatment plant of a fishmeal processing company. | Biodegradation 20071001 |
| Solitary foraging in the ancestral South American ant, Pogonomyrmex vermiculatus. Is it due to constraints in the production or perception of trail pheromones? | Journal of chemical ecology 20070201 |
| [Chromosomal abnormalities and spleenocyte production in laboratory mouse males after exposure to stress chemosignals]. | Tsitologiia 20070101 |
| [Effect of the estrous cycle stage on sensitivity to pheromone 2,5-dimethylpyrazine in the house mouse Mus musculus]. | Zhurnal evoliutsionnoi biokhimii i fiziologii 20070101 |
| Construction of polyoxometalates-based coordination polymers through direct incorporation between polyoxometalates and the voids in a 2D network. | Inorganic chemistry 20061225 |
| 3-heptylamino-5-phenylpyridazine derivatives as analogues of Acyl-CoA: cholesterol acyltransferase inhibitors containing the N-heptyl-N'-arylureidic moiety. | Archiv der Pharmazie 20061201 |
| 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. | Chemical senses 20060901 |
| 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. | Dalton transactions (Cambridge, England : 2003) 20060607 |
| Role of the solvent glycerol in the Maillard reaction of d-fructose and l-alanine. | Journal of agricultural and food chemistry 20060125 |
| Tuning the electronic communication and rates of intramolecular electron transfer of dimers of trinuclear ruthenium clusters: bridging and ancillary ligand effects. | Inorganic chemistry 20060123 |
| Putative chemosignals of the ferret (Mustela furo) associated with individual and gender recognition. | Chemical senses 20051101 |
| 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. | Journal of agricultural and food chemistry 20051005 |
| Effects of water content on volatile generation and peptide degradation in the maillard reaction of glycine, diglycine, and triglycine. | Journal of agricultural and food chemistry 20050810 |
| Structure of a pheromone receptor-associated MHC molecule with an open and empty groove. | PLoS biology 20050801 |
| Reactivity of epicatechin in aqueous glycine and glucose maillard reaction models: quenching of C2, C3, and C4 sugar fragments. | Journal of agricultural and food chemistry 20050518 |
| Identification of major histocompatibility complex-regulated body odorants by statistical analysis of a comparative gas chromatography/mass spectrometry experiment. | Analytical chemistry 20050415 |
| [Induction of meiotic disturbances in spermatocytes I by pheromones as an inhibiting mechanism of male reproductive function in house mice]. | Tsitologiia 20050101 |
| Aroma compounds in sweet whey powder. | Journal of dairy science 20041201 |
| Sex-specific responses to urinary chemicals by the mouse vomeronasal organ. | Chemical senses 20041101 |
| Primer effects by conspecific odors in house mice: a new perspective in the study of primer effects on reproductive activities. | Hormones and behavior 20040901 |
| Odors detected by mice deficient in cyclic nucleotide-gated channel subunit A2 stimulate the main olfactory system. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20040407 |
| [Chemical profiles of methylpyrazines contained in commercially available natto]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20040101 |
| Pyrazine derivatives in cigarette smoke inhibit hamster oviductal functioning. | Reproductive biology and endocrinology : RB&E 20040101 |
| Effect of 2,5-dimethylpyrazine on uterine contraction in late stage of pregnant female rats. | Biological & pharmaceutical bulletin 20031101 |
| [Induction of dominant lethals in progeny of male CBA mice after pheromonal action]. | Genetika 20031001 |
| [The female pheromone 2,5-dimethylpyrazine induces sperm head abnormalities in male CBA mice]. | Genetika 20030701 |
| Mechanisms responsible for the in vitro relaxation of ligustrazine on porcine left anterior descending coronary artery. | European journal of pharmacology 20030516 |
| Purine metabolizing capability of Enterobacter agglomerans affects volatiles production and attractiveness to Mexican fruit fly. | Journal of chemical ecology 20020801 |
| catena-poly[[(acetonitrile-N)dichlorocopper(II)]-mu-2,5-dimethylpyrazine-kappa2N:N']. | Acta crystallographica. Section C, Crystal structure communications 20011201 |
| Effect of alkylpyrazine derivatives on the duration of pentobarbital-induced sleep, picrotoxicin-induced convulsion and gamma-aminobutyric acid (GABA) levels in the mouse brain. | Biological & pharmaceutical bulletin 20010901 |
| 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)). | Inorganic chemistry 20010702 |
| 1-octen-3-ol isolated from bont ticks attracts Amblyomma variegatum. | Journal of chemical ecology 20010301 |
| [Olfactory stress and modification of phagocytosis in peripheral blood cells of adult male mice]. | Tsitologiia 20010101 |
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