Acrylonitrile

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H3N
Molecular Weight	53.0626
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=CC#N

InChI

InChIKey=NLHHRLWOUZZQLW-UHFFFAOYSA-N

InChI=1S/C3H3N/c1-2-3-4/h2H,1H2

HIDE SMILES / InChI

Molecular Formula	C3H3N
Molecular Weight	53.0626
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
Calculating X-ray absorption near-edge structure at very low energy.	2003-01-01	12511792
Physiologically based pharmacokinetic model parameter estimation and sensitivity and variability analyses for acrylonitrile disposition in humans.	2003-01	12520073
Acrylonitrile-sodium methallylsulfonate copolymer. DSC approach to membrane porosity of foam and hollow fibers.	2003-01	12417191
Dramatic rate acceleration of the Baylis-Hillman reaction in homogeneous medium in the presence of water.	2002-12-26	12489971
Carcinogenicity and mechanistic insights on the behavior of epoxides and epoxide-forming chemicals.	2002-12	12562636
Preparation and structural characterisation of O-aminopropyl starch and amylose.	2002-11-19	12433491
A practical and highly active ruthenium-based catalyst that effects the cross metathesis of acrylonitrile.	2002-11-04	12412073
Synthesis and antiproliferative activity of 3-aryl-2-(1H-benzotriazol-1-yl)acrylonitriles. Part III.	2002-11	12446048
Structure and stereochemistry of the active metabolite of clopidogrel.	2002-11	12386137
Ceramide 1-(2-cyanoethyl) phosphate enhances store-operated Ca2+ entry in thyroid FRTL-5 cells.	2002-10-18	12393053
Electrostatic interactions between substituents as regioselectivity control elements in Diels-Alder cycloadditions. A DFT study of cycloadditions of 1-methoxy-4-trimethylsiloxy dienes with acrylonitrile.	2002-10-18	12375943
Effects of volatile aromatics, aldehydes, and phenols in tobacco smoke on viability and proliferation of mouse lymphocytes.	2002-10-11	12396875
Towards alpha- or beta-D-C-glycosyl compounds by tin-catalyzed addition of glycosyl radicals to acrylonitrile and vinylphosphonate, and flexible reduction of tetra-O-acetyl-alpha-D-glucopyranosyl bromide with cyanoborohydride.	2002-10-08	12423963
IARC monographs, industry influence, and upgrading, downgrading, and under-grading chemicals: a personal point of view. International Agency for Research on Cancer.	2002-10-03	12358081
Resistance of core materials against torsional forces on differently conditioned titanium posts.	2002-10	12447212
Effect of acrylate chemistry on human health.	2002-10	12397413
Refractive indices for various co-polymer mixtures of styrene, acrylonitrile, and methyl methacrylate.	2002-10	12396047
Is the bioreactivity of vitamin-E-modified dialyzer an expression of increased plasmatic vitamin E concentration?	2002-10	12218339
Baylis-Hillman reaction: convenient ascending syntheses and biological evaluation of acyclic deoxy monosaccharides as potential antimycobacterial agents.	2002-10	12150864
Computational insights on the challenges for polymerizing polar monomers.	2002-08-28	12188685
Comparative studies on the adhesion of a silicone elastomer to a chromium-cobalt dental alloy.	2002-08-24	12192951
Polymerization of lanthanide acrylonitrile complexes.	2002-08-21	12185755
Acrylonitrile irreversibly inactivates glyceraldehyde-3-phosphate dehydrogenase by alkylating the catalytically active cysteine 149.	2002-08-15	12204582
Epoxidations by peracid anions in water: ambiphilic oxenoid reactivity and stereoselectivity.	2002-08-08	12153203
Polymorphism of glutathione S-transferases and susceptibility to acrylonitrile and dimethylsulfate in cases of intoxication.	2002-08-05	12191880
Hemoglobin adducts of ethylene oxide, propylene oxide, acrylonitrile and acrylamide-biomarkers in occupational and environmental medicine.	2002-08-05	12191862
Clinical review: use of vancomycin in haemodialysis patients.	2002-08	12225605
Dynamic mechanical analysis of the SAN co-polymer and the SBR latex co-mixture.	2002-08	12212731
Cytochrome P450 2E1 (CYP2E1) is essential for acrylonitrile metabolism to cyanide: comparative studies using CYP2E1-null and wild-type mice.	2002-08	12124309
Interaction of human skin fibroblasts with moderate wettable polyacrylonitrile--copolymer membranes.	2002-08	12007210
Study of fluorocarbonyls for the Baylis-Hillman reaction.	2002-07-26	12126433
Characterization of the interface dipole at organic/ metal interfaces.	2002-07-10	12095359
Acrylonitrile is a multisite carcinogen in male and female B6C3F1 mice.	2002-07	12075111
Electrostatic modulation by ionic aggregates: charge transfer transitions in solutions of lithium perchlorate-diethyl ether.	2002-06-26	12071747
Three-generation reproduction study of rats receiving acrylonitrile in drinking water.	2002-06-24	12044706
Chronic toxicity and oncogenic dose-response effects of lifetime oral acrylonitrile exposure to Fischer 344 rats.	2002-06-24	12044705
Comparative chronic toxicity and carcinogenicity of acrylonitrile by drinking water and oral intubation to Spartan Sprague-Dawley rats.	2002-06-24	12044704
Two-year toxicity and oncogenicity study with acrylonitrile incorporated in the drinking water of rats.	2002-06-24	12044703
Operando Raman study of alumina-supported Sb-V-O catalyst during propane ammoxidation to acrylonitrile with on-line activity measurement.	2002-06-21	12109121
Selective formation of cumulative double bonds (C[double bond]C[double bond]N) in the attachment of multifunctional molecules on Si(111)-7 x 7.	2002-06-19	12059243
Combined effects of toxicants with various mechanisms of action and mechanical trauma on the immune system.	2002-06	12447476
Mechanisms for the induction of oxidative stress in Syrian hamster embryo cells by acrylonitrile.	2002-06	12011484
Cycloaddition reactions of acrylonitrile on the Si(100)-2 x 1 surface.	2002-05-29	12022851
Acrylonitrile exposure: the effect on p53 and p21(WAF1) protein levels in the blood plasma of occupationally exposed workers and in vitro in human diploid lung fibroblasts.	2002-05-27	12034325
Structure and reactivity studies of the first tungsten cyanoalkylidene complex.	2002-05-21	12122708
Is platelet-activating factor produced during hemodialysis with AN-69 polyacrylonitrile membrane?	2002-05	12021524
Anaphylactic reaction during haemodialysis on AN69 membrane in a patient receiving angiotensin II receptor antagonist.	2002-05	11981096
[Study on production of acrylamide by microbial method (II)--enzyme catalytic kinetics and de-active dynamics of nitrile hydratase].	2002-01	12148289
The AN69ST dialysis membrane. A new approach for reducing systemic heparinization.	2002	12101943
[Studies on the genotoxic effects of acrylonitrile].	2001-07	12561525

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:44:07 GMT 2025` Edited by `admin` on `Mon Mar 31 18:44:07 GMT 2025`
Record UNII	MP1U0D42PE
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

Acrylonitrile

Systematic Name

English

FUMIGRAIN

Preferred Name

English

ACRYLONITRILE [MI]

Common Name

English

NSC-6362

Code

English

VCN

Common Name

English

VENTOX

Brand Name

English

CYANOETHYLENE

Systematic Name

English

PROPENENITRILE

Systematic Name

English

ACRYLONITRILE [IARC]

Common Name

English

2-PROPENENITRILE

Systematic Name

English

ACRYLONITRILE [HSDB]

Common Name

English

VINYL CYANIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C45176