Inabenfide 抗倒胺



CAS号: 82211-24-3
英文名称: Inabenfide
中文名称: N-[4-氯-2-(羟基苄基)苯基]吡啶-4-甲酰胺;N-[4-Chloro-2-(hydroxy-phenylmethyl)phenyl]pyridine-4-carboxamide
分子式: C19H15ClN2O2
分子量: 338.79

理化性质:淡黄色结晶。熔点210~212℃。蒸汽压:0.063 mPa (20 ℃),溶解度mg/L:水1,丙酮3.6,乙酸乙酯1.43,甲醇2.35,乙醇1.61,氯仿0.59,DMF6.72,乙腈0.58,二甲苯0.58,四氢呋喃1.61.。

毒性:口服- 大鼠 LD50: > 15000 毫克/ 公斤; 口服- 小鼠 LD50: > 15000 毫克/ 公斤,对兔皮肤和眼睛无不良刺激,鲤鱼TLm>20mg/L(48h)。蜜蜂LC50 (3 h) >30 mg/l.。


剂型: 50%可湿性粉剂,5%颗粒剂




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Plant growth regulator


Common name inabenfide (BSI, draft E-ISO, (m) draft F-ISO)
IUPAC name 4'-chloro-2'-(a-hydroxybenzyl)isonicotinanilide
Chemical Abstracts name N-[4-chloro-2-(hydroxyphenylmethyl)phenyl]-4-pyridinecarboxamide
CAS RN [82211-24-3] unstated stereochemistry Development codes CGR-811 (Chugai)

Mol. wt. 338.8 M.f. C19H15ClN2O2 Form Pale yellow-brown or colourless crystals. M.p. 210-212 ºC V.p. 0.063 mPa (20 ºC) KOW logP = 3.13 Solubility In water 1 mg/l (30 ºC). In acetone 3.6, ethyl acetate 1.43, xylene 0.58, methanol 2.35, ethanol 1.61, chloroform 0.59, dimethylformamide 6.72, acetonitrile 0.58, tetrahydrofuran 1.61, hexane 8 ´ 10-4 (all in g/l, 30 ºC). Stability Stable to heat and sunlight. Slightly unstable in alkaline media; after 2 weeks at 40 ºC, hydrolysed 16.2% (pH 2), 49.5% (pH 5), 83.9% (pH 7), 100% (pH 11).

History Plant growth regulator reported by K. Nakamura (Jpn. Pestic. Inf., 1987, No. 51, p. 23). Introduced in Japan (1986) by Chugai Pharmaceutical Co., Ltd (agrochemical interests now Eiko Kasei Co., Ltd). Patents EP 48998; US 4377407; JP 6341393 Manufacturers Eiko Kasei

Biochemistry Inhibits gibberellin biosynthesis. Mode of action Plant growth regulator which shortens lower internodes and upper leaf blades. Uses Used to increase resistance to lodging in rice, being applied to the soil surface under submerged conditions, at 1.5-2.4 kg/ha. Phytotoxicity Non-phytotoxic to rice. Formulation types GR; WP. Selected products: 'Seritard' (Eiko Kasei)

Product and residue analysis by hplc.

Reviews J. Pestic. Sci., 13, 391-394 (1988). Oral Acute oral LD50 for rats and mice >15 000 mg/kg. Skin and eye Acute percutaneous LD50 for rats and mice >5000 mg/kg. Not a skin or eye irritant to rabbits, nor skin sensitiser to guinea pigs. Inhalation LC50 (4 h) for rats >0.46 mg/l air. NOEL In 6 mo and 2 y toxicity studies on dogs and rats, no ill-effects were observed. In reproductive toxicity (3 generations) and teratogenicity studies on rats and rabbits, no abnormalities were observed. Other Not mutagenic in Ames assay. Toxicity class WHO (a.i.) U; EPA (formulation) IV

Fish LC50 (48 h) for carp >30, grey mullet 11 mg/l. Daphnia LC50 (3 h) >30 mg/l.

Animals The major urinary metabolite in the rat is 4-hydroxyinabenfide (H. Kinoshita et al.,Xenobiotica, 1987, 17, 925). Plants Metabolised to inabenfide ketone. Soil/Environment Half-life under Japanese paddy field conditions, c. 4 months.