| Identification | Back Directory | [Name]
PYRIFTALID | [CAS]
135186-78-6 | [Synonyms]
PYRIFTALID
CGA 279233
Pyriftalid [iso]
PYRIFTALID, PESTANAL
pyriftalid (bsi, pa iso)
7-(4,6-DIMETHOXYPYRIMIN-2-YLTHIO)-3-METHYLISOBENZOFURAN-1(3H)-ONE
7-((4,6-DiMethoxypyriMidin-2-yl)thio)-3-Methylisobenzofuran-1(3H)-one
（RS）-7-（4，6-dimethyoxypryimidin-2-ylthio)-3-methyl-2-benzofuran-1 (3H)-one | [Molecular Formula]
C15H14N2O4S | [MDL Number]
MFCD06201843 | [MOL File]
135186-78-6.mol | [Molecular Weight]
318.35 |
| Chemical Properties | Back Directory | [Appearance]
m.p.159～160℃ | [Boiling point ]
555.6±60.0 °C(Predicted) | [density ]
1.39±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [form ]
neat | [pka]
-0.47±0.50(Predicted) | [Henry's Law Constant]
2.5×105 mol/(m3Pa) at 25℃, Ebert et al. (2023) | [Major Application]
agriculture
environmental | [InChI]
1S/C15H14N2O4S/c1-8-9-5-4-6-10(13(9)14(18)21-8)22-15-16-11(19-2)7-12(17-15)20-3/h4-8H,1-3H3 | [InChIKey]
RRKHIAYNPVQKEF-UHFFFAOYSA-N | [SMILES]
COc1cc(OC)nc(Sc2cccc3C(C)OC(=O)c23)n1 |
| Hazard Information | Back Directory | [Chemical Properties]
m.p.159～160℃ | [Description]
Pyriftalid is a rice herbicide. It has a low aqueous solubility and is semi-volatile. Whilst data is sparse it indicates that the chemical is not persistent in soil systems. It has a low mammalian toxicity and has a high potential for bioaccumulation. It is moderately toxic to birds, fish and honeybees. However, it poses a more serious risk to aquatic invertebrates. | [Uses]
Pyriftalid is a pesticide. | [Definition]
ChEBI: Pyriftalid is a member of 2-benzofurans. | [Production Methods]
Pyriftalid is synthesised through a five-step process that begins with 3-nitrophthalic acid as the starting material. A key innovation in its production is the direct substitution of a nitro group with a mercapto group, using sodium sulphide and elemental sulphur, which eliminates the need for hazardous catalytic reduction and diazotization steps. This transformation forms a crucial intermediate that is then reacted with 4,6-dimethoxy-1H-pyrimidine-2-thione to build the herbicidal core. | [General Description]
Pyriftalid is a pyrimidinyloxybenzoic herbicide used for the control of grass weeds in rice. Its mode of action involves inhibiting the biosynthesis of amino acids in weeds. | [Mechanism of action]
Taken up mainly by roots. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS. | [Pesticide Type]
Herbicide |
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Sigma-Aldrich
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021-61415566 800-8193336 |
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https://www.sigmaaldrich.cn |
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