| Identification | More | [Name]
Mefenacet | [CAS]
73250-68-7 | [Synonyms]
2-(1,3-BENZTHIZAOL-2-YL)-N-METHYLACETANILIDE
2-(2-benzothiazolyloxy)-n-methyl-n-phenylacetamide
BATL
HINOCHLOA
MEFENACET
RANCHO
2-(1,3-benzothiazol-2-yloxy)-n-methylacetanilide
2-(1,3-Benzothiazol-2-yloxy)-N-methyl-N-phenylacetamide
2-(2-benzothiazolyloxy)-n-methyl-n-phenyl-acetamid
foe1976
ntn801
2-(benzothiazol-2-yloxy)-N-methyl-N-phenylacetamide
MEFENACET PESTANAL
MEFENAET
mefenacet (bsi,iso)
MEFENACET(2(1,3-BENZOTHIAZOL-2-YLOXY)-N-METHYLACETANILIDE)
MEFANACET
2-BENZOTHIAZOL-2-YLOXY-N-METHYLACETANILIDE
2-(benzothiazol-2-yloxy)-N-methyl-N-phenylacetamide mefenacet
2-benzothiazol-2-yloxy-N-mehtylacetanilide | [EINECS(EC#)]
277-328-8 | [Molecular Formula]
C16H14N2O2S | [MDL Number]
MFCD00078691 | [Molecular Weight]
298.36 | [MOL File]
73250-68-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
134.8° | [Boiling point ]
441.0±47.0 °C(Predicted) | [density ]
1.2361 (rough estimate) | [refractive index ]
1.6000 (estimate) | [Fp ]
>100 °C | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
1.53±0.10(Predicted) | [BRN ]
1143987 | [Henry's Law Constant]
2.1×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [InChI]
InChI=1S/C16H14N2O2S/c1-18(12-7-3-2-4-8-12)15(19)11-20-16-17-13-9-5-6-10-14(13)21-16/h2-10H,11H2,1H3 | [InChIKey]
XIGAUIHYSDTJHW-UHFFFAOYSA-N | [SMILES]
O(C1SC2=CC=CC=C2N=1)CC(=O)N(C1C=CC=CC=1)C | [CAS DataBase Reference]
73250-68-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Mefenacet(73250-68-7) | [EPA Substance Registry System]
73250-68-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
N | [Risk Statements ]
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 | [WGK Germany ]
2 | [RTECS ]
AB4542550 | [HS Code ]
29342000 | [Toxicity]
LD50 in rats, mice (mg/kg): >5000, >5000 orally; >1000, >1000 s.c.; >5000, >5000 dermally; LC50 (4 hr) in rats: 134 mg/m3 (Schmidt) |
| Hazard Information | Back Directory | [Uses]
Herbicide. | [Uses]
Mefenacet is an acetanilide herbicide which is used for pre- and post emergence control of annual weeds in paddy oil. Mefenacet has been widely used and repeated in Asian countries and is frequently d
etected in river or lake water. | [Definition]
ChEBI: Mefenacet is a member of benzothiazoles and a tertiary carboxamide. It has a role as an antimitotic and a herbicide. | [Production Methods]
The industrial synthesis of mefenacet begins with the preparation of benzothiazolone, which serves as the core heterocyclic scaffold. This compound is reacted with 2-halogenated-N-methyl-N-phenylacetamide, typically a chloro- or bromo-substituted derivative, under controlled conditions to form the final active ingredient via nucleophilic substitution. The reaction is typically carried out in an organic solvent such as acetone or acetonitrile, with a base like potassium carbonate to facilitate coupling. Temperature and reaction time are carefully optimised to ensure high yield and minimal by-product formation. | [Mechanism of action]
Selective, inhibits cell division and growth. Inhibition of very long chain fatty acids (VLCFA, inhibition of cell division) | [Safety Profile]
A poison by inhalation.Moderately toxic by intraperitoneal and subcutaneousroutes. Low toxicity by ingestion. When heated todecomposition it emits toxic vapors of NOx and SOx. | [Pesticide Type]
Herbicide |
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