U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C3H2N2
Molecular Weight 66.0614
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MALONONITRILE

SMILES

N#CCC#N

InChI

InChIKey=CUONGYYJJVDODC-UHFFFAOYSA-N
InChI=1S/C3H2N2/c4-2-1-3-5/h1H2

HIDE SMILES / InChI

Molecular Formula C3H2N2
Molecular Weight 66.0614
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Malononitrile is a weak cyanocarbon acid with exceptional reactivity. It is used extensively as a reactant or reaction intermediate since the methylene group and either one or both cyano groups can take part in condensation reactions to give a variety of additional products and heterocyclic compounds. This unique reactivity makes malononitrile an important chemical in research and in medical, industrial, and agricultural chemistry. In the late 1940's malononitrile was used experimentally in the treatment of schizophrenia and depression.

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
In the late 1940's malononitrile was used experimentally in the treatment of schizophrenia and depression. ... Patients were given an intravenous infusion of 5% malononitrile for 10-69 min. The total dose during each treatment ranged from 1 to 6 mg/kg. Treatments were given 2-3 times/wk, with at least 1 day intervals. Ten to 20 min after the beginning of the infusion, all patients experienced tachycardia. In addition, redness, nausea, vomiting, headache, shivering, muscle spasms, & numbness were reported with varying frequency.
Route of Administration: Intravenous
Substance Class Chemical
Record UNII
EBL1KKS93J
Record Status Validated (UNII)
Record Version