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Details

Stereochemistry RACEMIC
Molecular Formula C12H18ClNO2S
Molecular Weight 275.795
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMETHENAMID

SMILES

COCC(C)N(C(=O)CCl)C1=C(C)SC=C1C

InChI

InChIKey=JLYFCTQDENRSOL-UHFFFAOYSA-N
InChI=1S/C12H18ClNO2S/c1-8-7-17-10(3)12(8)14(11(15)5-13)9(2)6-16-4/h7,9H,5-6H2,1-4H3

HIDE SMILES / InChI

Molecular Formula C12H18ClNO2S
Molecular Weight 275.795
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Dimethenamid is a widely used herbicidal compound. It was originally developed by Sandoz Agro and previously marketed as a racemic mixture. It is now known that only the S-isomer exhibits herbicidal activity. The S-isomer is known by the common name dimethenamid-P. Human and animal toxicity are considered low enough for commercial use as a herbicide.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Acute toxicity studies conducted in rats determined LD50's for Racemic dimethenamid as 371 mg/kg bw and 427 mg/kg bw for male and female rats respectively. Acute Toxicity of dimethenamid-P was determined in rats with a male LD50 of 429 mg/kg bw and female LD50 of 531 mg/kg bw.
Route of Administration: Oral
In Vitro Use Guide
Germ cell mutagenicity and genotoxicity were evaluated using bacterial and mammalian cell mutagenicity tests, chromosome damage tests, and unscheduled DNA synthesis tests. These studies conclude that neither dimethenamid nor dimethenamid-P possesses genotoxic potential.
Substance Class Chemical
Record UNII
8504Z6C4XZ
Record Status Validated (UNII)
Record Version