Cyanoacetamide

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H4N2O
Molecular Weight	84.0767
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)CC#N

InChI

InChIKey=DGJMPUGMZIKDRO-UHFFFAOYSA-N

InChI=1S/C3H4N2O/c4-2-1-3(5)6/h1H2,(H2,5,6)

HIDE SMILES / InChI

Molecular Formula	C3H4N2O
Molecular Weight	84.0767
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
Automated saccharification assay for determination of digestibility in plant materials.	2010-10-27	20979637
Recovery of heat shock-triggered released apoplastic Ca2+ accompanied by pectin methylesterase activity is required for thermotolerance in soybean seedlings.	2010-06	20444907
Chiral Brønsted acid catalyzed enantioselective addition of alpha-isocyanoacetamides to aldehydes.	2010-05-21	20429535
Cyanoacetamide MCR (III): three-component Gewald reactions revisited.	2009-12-05	19958011
Synthesis and anti-tumor activities of some new pyridines and pyrazolo[1,5-a]pyrimidines.	2009-09	19398146
Cyanoacetamide multicomponent reaction (I): Parallel synthesis of cyanoacetamides.	2009-08-22	19694451
A simplified green chemistry approaches to synthesis of 2-substituted 1,2,3-triazoles and 4-amino-5-cyanopyrazole derivatives conventional heating versus microwave and ultrasound as ecofriendly energy sources.	2009-08	19345637
A concise approach to a gelsemine core structure using an oxygen to carbon bridge swapping strategy.	2008-11-06	18837555
Synthesis and antimicrobial activity of some new heterocycles incorporating antipyrine moiety.	2008-10	18255196
Synthesis and antimicrobial activity of some new pyrazole, fused pyrazolo[3,4-d]-pyrimidine and pyrazolo[4,3-e][1,2,4]-triazolo[1,5-c]pyrimidine derivatives.	2008-07-29	18719521
Spectrofluorimetric determination of oxamniquine in dosage forms and spiked human plasma through derivatization with 1-dimethylaminonaphthalene-5-sulphonyl chloride.	2008-03	18058206
Serum keratan sulfate transiently increases in the early stage of osteoarthritis during strenuous running of rats: protective effect of intraarticular hyaluronan injection.	2008	18234072
The tert-amino effect in heterocyclic chemistry: synthesis of new fused pyrazolinoquinolizine and 1,4-oxazinopyrazoline derivatives.	2007-12-12	18072979
A one-step fusion of 1,3-thiazine and pyrimidine cycles.	2007-10-11	17850093
Chiral salen-aluminum complex as a catalyst for enantioselective alpha-addition of isocyanides to aldehydes: asymmetric synthesis of 2-(1-hydroxyalkyl)-5-aminooxazoles.	2007-08-30	17685533
HPLC determination of chondrosine in mouse blood plasma after intravenous or oral dose.	2007-08	17666786
Total synthesis of anibamine, a novel natural product as a chemokine receptor CCR5 antagonist.	2007-05-10	17447782
Substituted 2-methylene-1,3-oxazolidines, -1,3-thiazolidines, -1,3-benzothiazines, -1,3-oxazines, and substituted imidazopyrimidinediones from Cl(CH2)nNCO and Cl(CH2)nNCS and active methylene compounds.	2006-12-22	17168593
Synthesis and evaluation of 2,6-piperidinedione derivatives as potentially novel compounds with analgesic and other CNS activities.	2006-03	16835715
Improved quality control of [18F]FDG by HPLC with UV detection.	2005-11	16253817
Separation of keratan-sulfate-derived disaccharides by high-performance liquid chromatography and postcolumn derivatization with 2-cyanoacetamide and fluorimetric detection.	2005-07-15	15989926
Microdetermination of chondroitin sulfate in normal human plasma by fluorophore-assisted carbohydrate electrophoresis (FACE).	2005-06	15936308
Synthesis of new iso-C-nucleoside analogues from 2-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-alpha-D-altropyranosid-3-yl)ethanal.	2005-03-21	15721324
Characterization of heparan sulfate from the unossified antler of Cervus elaphus.	2005-02-28	15680596
Structural variations of piritrexim, a lipophilic inhibitor of human dihydrofolate reductase: synthesis, antitumor activity and molecular modeling investigations.	2004-12	15571870
Separation of capsular polysaccharide-K4- and defructosylated-K4-derived disaccharides by high-performance liquid chromatography and postcolumn derivatization with 2-cyanoacetamide and fluorimetric detection.	2004-07-15	15203345
Kinetic and mechanistic analyses of new classes of inhibitors of two-component signal transduction systems using a coupled assay containing HpkA-DrrA from Thermotoga maritima.	2004-04	15073298
Conductivity detection for molecular mass estimation of per-O-sulfonated glycosaminoglycans separated by high-performance size-exclusion chromatography.	2002-06-14	12141565
2-pyridones from cyanoacetamides and enecarbonyl compounds: application to the synthesis of nothapodytine B.	2002-06-14	12054967
In vitro and in vivo anti-Trypanosoma cruzi activity of a novel nitro-derivative.	2002-06	12118290
Pretreatment procedure for the microdetermination of chondroitin sulfate in plasma and urine.	2002-03-15	11878794

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:20:36 GMT 2025` Edited by `admin` on `Mon Mar 31 19:20:36 GMT 2025`
Record UNII	YBK38G2YXH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-6285

Preferred Name

English

Cyanoacetamide

Systematic Name

English

Acetamide, 2-cyano-

Systematic Name

English

Cyanoacetamide [HSDB]

Common Name

English

Cyanoacetamide [MI]

Common Name

English

2-Cyanoacetamide

Systematic Name

English

Malonamide nitrile

Common Name

English

Code System Code Type Description

ECHA (EC/EINECS)

203-531-8