PYRAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H4N2
Molecular Weight	80.088
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1=CN=CC=N1

InChI

InChIKey=KYQCOXFCLRTKLS-UHFFFAOYSA-N

InChI=1S/C4H4N2/c1-2-6-4-3-5-1/h1-4H

HIDE SMILES / InChI

Molecular Formula	C4H4N2
Molecular Weight	80.088
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Reduction of in vivo lung metastases by dinuclear ruthenium complexes is coupled to inhibition of in vitro tumour invasion.	2004-02	14719114
Total synthesis of (+/-)-alantrypinone by hetero Diels-Alder reaction.	2004-01-09	14703381
Redox reactions of the pyranopterin system of the molybdenum cofactor.	2004-01	14628171
Anion control of the self-assembly of 2,3-diarylpyrazines with silver(I) salts.	2003-12-29	14686871
Symmetrical electron-deficient materials incorporating azaheterocycles.	2003-11-21	14639642
Dinuclear versus mononuclear ruthenium(II) and osmium(II) complexes as potent mediators of glucose oxidase; crystal structure of [OsCl(4,4'-bpy)(bpy)2]BF4.	2003-11	12920611
Pyrazine analogues of dipyrrolylquinoxalines.	2003-10-30	14572269
Synthesis and pharmacological evaluation of (Z)-9-(heteroarylmethylene)-7-azatricyclo[4.3.1.0(3,7)]decanes: thiophene analogues as potent norepinephrine transporter inhibitors.	2003-10-20	14505672
Novel synthetic approach to 6,7-dihydro-5H-imidazo[1,5-a]-pyrazin-8-ones.	2003-10-16	14535740
Coordination polyhedron and chemical vapor deposition of Cu(hfacac)2(t-BuNH2).	2003-10-06	14514325
Growth and angiogenesis are inhibited in vivo in developing tissues by pyrazine and its derivatives.	2003-10	12773771
Generation of group-specific antibodies against sulfonamides.	2003-09-24	13129281
Long-range ferromagnetic ordering in two-dimensional coordination polymers Co[N(CN)2]2(L) [L = pyrazine dioxide (pzdo) and 2-methyl pyrazine dioxide (mpdo)] with dual mu- and mu3-[N(CN)2] bridges.	2003-08-25	12924913
Silver(I) coordination chemistry of 2,6-diarylpyrazines. Pi-stacking, anion coordination, and steric control.	2003-08-25	12924902
Capsule-like assemblies in polar solvents.	2003-08-22	12919011
Ferromagnetic ordering and metamagnetism in malonate bridged 3D diamond-like and honeycomb-like networks: [Cu(mal)(DMF)]n and [[Cu(mal)(0.5pyz)].H2O]n (mal = Malonate Dianion, DMF = N,N-dimethylformamide, pyz = Pyrazine).	2003-08-11	12895096
Semisynthesis of heterocyclic analogues of squamocin, a cytotoxic annonaceous acetogenin, by an unusual oxidative decarboxylation reaction.	2003-08-05	12878138
Extended quantum critical phase in a magnetized spin-1/2 antiferromagnetic chain.	2003-07-18	12906448
Synthesis, complexation, and coordination oligomerization of 1,8-pyrazine-capped 5,12-dioxocyclams.	2003-07-14	12844307
Synthesis and properties of V6O16CU(C4H4N2)2 x (H2O)(0.22(1)): charge density matching of a metal-segregated layer structure.	2003-07-14	12844292
DOTTADs--readily made novel metal ligands with multivariant functionality--trans-DOTTADs and semi-DOTTADs.	2003-06-21	12945909
An overview of inhibitors of Na(+)/H(+) exchanger.	2003-06	12832126
Mechanisms responsible for the in vitro relaxation of ligustrazine on porcine left anterior descending coronary artery.	2003-05-16	12754058
Effects of heterocyclic aromatic substituents on binding affinities at two distinct sites of somatostatin receptors. Correlation with the electrostatic potential of the substituents.	2003-05-08	12723949
Chemoenzymatic synthesis of aroma active 5,6-dihydro- and tetrahydropyrazines from aliphatic acyloins produced by baker's yeast.	2003-05-07	12720399
Two-dimensional homochiral manganese(II)-azido frameworks incorporating an achiral ligand: partial spontaneous resolution and weak ferromagnetism.	2003-04-30	12708841
Chromophore-modified bisnaphthalimides: DNA recognition, topoisomerase inhibition, and cytotoxic properties of two mono- and bisfuronaphthalimides.	2003-04-15	12680768
Spontaneously organizing metal connectors as supramolecular structure directors of two- and three-dimensional organometallic assemblies.	2003-04-14	12698437
A study by ultraviolet spectroscopy on the self-association of diazines in aqueous solution.	2003-04	12659891
New isomeric azine-bridged dinuclear platinum(II) complexes circumvent cross-resistance to cisplatin.	2003-03-27	12646031
[Cu(H4C3N2S)Cl2](n), an unprecedented diazole-bridged one-dimensional copper halide: synthesis, structure, and magnetic properties.	2003-03-24	12639152
Novel pyrazine metabolites found in polymyxin biosynthesis by Paenibacillus polymyxa.	2003-03-14	12644229
Assembly of discrete, one-, two-, and three-dimensional silver(I) supramolecular complexes containing encapsulated acetylide dianion with nitrogen-donor spacers.	2003-03-10	12611533
Infrared activity of symmetric bridging ligand modes in pyrazine-bridged hexaruthenium mixed-valence clusters.	2003-02-24	12588117
Synthesis, biological evaluation and DNA binding properties of novel mono and bisnaphthalimides.	2003-02-21	12929451
Estrogenic diazenes: heterocyclic non-steroidal estrogens of unusual structure with selectivity for estrogen receptor subtypes.	2003-02-20	12538029
Synthesis, structure-activity relationship and in vitro evaluation of coelenterazine and coelenteramine derivatives as inhibitors of lipid peroxidation.	2003-02	12653203
A guest-induced assembly of a molecular box from methylcobaloxime and 1, 4-phenylenebisboronic acid.	2003-01-27	12693246
In situ co-crystallisation as a tool for low-temperature crystal engineering.	2003-01-21	12585415
X- and W-band EPR and Q-band ENDOR studies of the flavin radical in the Na+ -translocating NADH:quinone oxidoreductase from Vibrio cholerae.	2003-01-08	12515529
Augmentation of H2 photoproduction in Rhodopseudomonas palustris by N-heterocyclic aromatic compounds.	2003-01	12882311
Preparing functional bis(indole) pyrazine by stepwise cross-coupling reactions: an efficient method to construct the skeleton of dragmacidin D.	2002-12-27	12492343
Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives.	2002-12-05	12459027
Ruthenium-based NAMI-A type complexes with in vivo selective metastasis reduction and in vitro invasion inhibition unrelated to cell cytotoxicity.	2002-12	12429985
2-pyrazinylnitrene and 4-pyrimidylnitrene. Ring expansion to 1,3,5-triazacyclohepta-1,2,4,6-tetraene and ring opening to (2-Isocyanovinyl)carbodiimide.	2002-11-29	12444636
Synthesis of a new antischistosomally active and toxicologically tolerant C-12 monothione surrogate of the universal antihelmintic praziquantel.	2002-10-31	12403307
Solid-state ligand dynamics in interpenetrating Mn[N(CN)(2)](2)(pyrazine): a neutron spectroscopy study.	2002-10-23	12381205
Kinetics and mechanism of the formation of nitroprusside from aquapentacyanoferrate(III) and NO: complex formation controlled by outer-sphere electron transfer.	2002-10-21	12377036
Volatile compounds of headspace gas in the Japanese fish sauce ishiru.	2002-10	12450144
Amitriptyline has a dual effect on the conductive properties of the epithelial Na channel.	2002-10	12396302

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:44:41 GMT 2025` Edited by `admin` on `Mon Mar 31 18:44:41 GMT 2025`
Record UNII	2JKE371789
Record Status	`Validated (UNII)`
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Name

Type

Language

FEMA NO. 4015

Preferred Name

English

PYRAZINE

Systematic Name

English

1,4-DIAZINE

Systematic Name

English

P-DIAZINE

Common Name

English

PYRAZINE [MI]

Common Name

English

PIAZINE

Common Name

English

PYRAZINE [FHFI]

Common Name

English

PARADIAZINE

Systematic Name

English

1,4-DIAZABENZENE

Systematic Name

English

NSC-400221

Code

English

Classification Tree Code System Code

JECFA EVALUATION

PYRAZINE