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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H18ClNO2S
Molecular Weight 275.795
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMETHENAMID-P

SMILES

COC[C@H](C)N(C(=O)CCl)C1=C(C)SC=C1C

InChI

InChIKey=JLYFCTQDENRSOL-VIFPVBQESA-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/t9-/m0/s1

HIDE SMILES / InChI

Molecular Formula C12H18ClNO2S
Molecular Weight 275.795
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Dimethenamid-P belongs to the chloroacetamide family of compounds, and is a pre-emergent herbicide. Dimethenamid-P is used for control of some grasses and broadleaved weeds used mainly beans, maize, poppies and pumpkins. It acts through inhibition of cell division. Dimethenamid-P is the more biologically active isomer of chiral dimethenamid and is used at lower rates. Dimethenamid-P is the (S)-enantiomer of 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-[(2S)-1-methoxypropan-2-yl]acetamide. It is the active enantiomer of dimethenamid, a herbicide applied to the soil to control various broad-leaved weeds and grasses. It has a role as a herbicide, an agrochemical and an antimitotic. It is an enantiomer of a (R)-dimethenamid.

Approval Year

PubMed

PubMed

TitleDatePubMed
Overlapping Residual Herbicides for Control of Photosystem (PS) II- and 4-Hydroxyphenylpyruvate Dioxygenase (HPPD)-Inhibitor-Resistant Palmer amaranth (Amaranthus palmeri S. Watson) in Glyphosate-Resistant Maize.
2017
HERBICIDE SENSITIVITY OF ECHINOCHLOA CRUS-GALLI POPULATIONS: A COMPARISON BETWEEN CROPPING SYSTEMS.
2014
Effect of selected sugar beet herbicides on germination of various Chenopodium album populations.
2007
Possibilities of chemical weed control in Lupinus albus and Lupinus luteus-screening of herbicides.
2006
Patents

Sample Use Guides

Dimethenamid-P is of moderate oral toxicity (LD50 420/531 mg/kg bw for male/female rats), and low dermal (LD50 > 2000 mg/kg bw in rabbits)
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:50:32 GMT 2025
Edited
by admin
on Mon Mar 31 22:50:32 GMT 2025
Record UNII
9H95J2H62E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIMETHENAMID-P
ISO  
Common Name English
BAS 656H
Preferred Name English
OUTLOOK
Brand Name English
BAS-656H
Code English
DIMETHENAMID P [HSDB]
Common Name English
(S)-DIMETHENAMID
Common Name English
DIMETHENAMID P [MI]
Common Name English
ACETAMIDE, 2-CHLORO-N-(2,4-DIMETHYL-3-THIENYL)-N-((1S)-2-METHOXY-1-METHYLETHYL)-
Systematic Name English
SPECTRUM
Brand Name English
FRONTIER X 2
Brand Name English
DMTA-P
Common Name English
ACETAMIDE, 2-CHLORO-N-(2,4-DIMETHYL-3-THIENYL)-N-(2-METHOXY-1-METHYLETHYL)-, (S)-
Systematic Name English
ESTABLISH
Brand Name English
DIMETHENAMID, (S)-
Common Name English
DIMETHENAMID-P [ISO]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 120051
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
Code System Code Type Description
CHEBI
83640
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
PRIMARY
CAS
163515-14-8
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
PRIMARY
MERCK INDEX
m4506
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
PRIMARY Merck Index
ALANWOOD
dimethenamid-P
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
PRIMARY
PUBCHEM
13633097
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
PRIMARY
HSDB
7935
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
PRIMARY
FDA UNII
9H95J2H62E
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
PRIMARY
EPA CompTox
DTXSID2034542
Created by admin on Mon Mar 31 22:50:32 GMT 2025 , Edited by admin on Mon Mar 31 22:50:32 GMT 2025
PRIMARY