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Details

Stereochemistry ACHIRAL
Molecular Formula C10H19N5O2
Molecular Weight 241.2902
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMICARBAZONE

SMILES

CC(C)C1=NN(C(=O)NC(C)(C)C)C(=O)N1N

InChI

InChIKey=ORFPWVRKFLOQHK-UHFFFAOYSA-N
InChI=1S/C10H19N5O2/c1-6(2)7-13-15(9(17)14(7)11)8(16)12-10(3,4)5/h6H,11H2,1-5H3,(H,12,16)

HIDE SMILES / InChI

Molecular Formula C10H19N5O2
Molecular Weight 241.2902
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Amicarbazone is a new triazolinone herbicide with a broad spectrum of weed control. The phenotypic responses of sensitive plants exposed to amicarbazone include chlorosis, stunted growth, tissue necrosis, and death. Its efficacy as both a foliar- and root-applied herbicide suggests that absorption and translocation of this compound is very rapid. This new herbicide is a potent inhibitor of photosynthetic electron transport, inducing chlorophyll fluorescence and interrupting oxygen evolution ostensibly via binding to the Qb domain of photosystem II (PSII) in a manner similar to the triazines and the triazinones classes of herbicides.

Originator

Curator's Comment: reference retrieved from https://www.ncbi.nlm.nih.gov/pubmed/23634130 # Bayer Aktiengesellschaft

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

Two triazine-resistant (MS-01, MS-02) and triazine-susceptible (AL-01, COM-01) annual bluegrass populations were treated with amicarbazone, at 0.26 kg ai ha−1, respectively. All herbicide treatments controlled the susceptible populations greater than 94% 2 wk after treatment (WAT).
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:35:43 GMT 2023
Edited
by admin
on Fri Dec 15 18:35:43 GMT 2023
Record UNII
7FU145I60E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMICARBAZONE
HSDB   ISO   MI  
Common Name English
4-AMINO-N-(1,1-DIMETHYLETHYL)-4,5-DIHYDRO-3-(1-METHYLETHYL)-5-OXO-1H-1,2,4-TRIAZOLE-1-CARBOXAMIDE
Systematic Name English
BAY-MKH 3586
Common Name English
4-AMINO-N-TERT-BUTYL-4,5-DIHYDRO-3-ISOPROPYL-5-OXO-1H-1,2,4-TRIAZOLE-1-CARBOXAMIDE
Systematic Name English
AMICARBAZONE [ISO]
Common Name English
AMICARBAZONE [MI]
Common Name English
AMICARBAZONE [HSDB]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 114004
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID3034329
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
PRIMARY
ALANWOOD
amicarbazone
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
PRIMARY
CHEBI
132840
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
PRIMARY
HSDB
7576
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
PRIMARY
CAS
129909-90-6
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
PRIMARY
FDA UNII
7FU145I60E
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
PRIMARY
MERCK INDEX
m1660
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
PRIMARY Merck Index
PUBCHEM
153920
Created by admin on Fri Dec 15 18:35:43 GMT 2023 , Edited by admin on Fri Dec 15 18:35:43 GMT 2023
PRIMARY