Cyclanilide 环丙酰胺酸 环丙酰草胺

中文通用名称： 环丙酰胺酸
英文通用名称： cyclanilide （ISO）
商品名称： Finish
试验代号： RPA-090946
化学名称：
1-(2,4-二氯苯胺基羰基)环丙羧酸
1-(2,4-dichloroanilinocarbonyl)cyclopropanecarboxylic acid
CA主题索引名及CAS登录号：
1-[[(2,4-dichlorophenyl)amino]carbonyl]cyclopropanecarboxylic acid
[113136-77-9]

化学结构类型： 酰胺类。
理化性质： 纯品为粉色固体；熔点190.5℃；蒸气压为<1×10-5Pa (25℃)。分配系数LogP=3.25；密度1.47(20℃)。

毒性： 大鼠急性经口L D50：雌性208、雄性315 mg/kg；兔急性经皮LD50：>2 000mg/kg； 本品对兔眼睛无刺激，对兔皮肤有中度刺激。大鼠急性吸入LC50(4小时)：>5.15g/l。
急性经口LD50(mg/kg) ：野鸭>215，鹌鹑216；鱼毒LC50(96小时，mg/l)：虹鳟> 11，大翻车鱼>16。水蚤LC50(48小时)：>13mg/l。

应用： 植物生长调节剂，主要同乙烯利混配用于棉花等作物。
分析方法： HPLC
开发公司： 安万特公司开发。

cyclanilide
Plant growth regulator

NOMENCLATURE
Common name cyclanilide (pa ISO)
IUPAC name 1-(2,4-dichloroanilinocarbonyl)cyclopropanecarboxylic acid
Chemical Abstracts name 1-[[(2,4-dichlorophenyl)amino]carbonyl]cyclopropanecarboxylic acid
CAS RN [113136-77-9] Development codes RPA-090946 (Rhône-Poulenc)

PHYSICAL CHEMISTRY
Mol. wt. 274.1 M.f. C11H9Cl2NO3 Form White powdery solid. M.p. 195.5 °C V.p. <0.01 mPa (25 °C); 8 ´ 10-3 mPa (50 °C) KOW logP = 3.25 (21 °C) Henry £7.41 ´ 10-5 Pa m3 mol-1 (calc.) S.g./density 1.47 (20 °C) Solubility In water 0.0037 (pH 5.2), 0.0048 (pH 7), 0.0048 (pH 9) (all in g/100 ml, 20 °C). In acetone 5.29, acetonitrile 0.50, dichloromethane 0.17, ethyl acetate 3.18, hexane <0.0001, methanol 5.91, n-octanol 6.72, isopropanol 6.82 (all in g/100 ml, 20 °C). Stability Relatively stable to photolysis. Stable to hydrolysis. pKa 3.5 (22 °C)

COMMERCIALISATION
History Reported by Fritz, Proc. 21st Ann. Mtg. PGRSA 1994, p. 154. First marketed in Argentina in 1995. Patents US 4736056 Manufacturers Bayer CropScience

APPLICATIONS
Biochemistry Inhibits polar auxin transport. Uses Plant growth regulator for cotton. Applied in mixture with ethephon at end of season, it promotes boll opening, defoliation and inhibition of terminal foliar regrowth. Formulation types SC. Selected products: mixtures: 'Finish' (+ ethephon) (Bayer CropScience)

ANALYSIS
Product analysis by hplc. Residue analysis by glc. Details available from Bayer CropScience.

MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for female rats 208, male rats 315 mg/kg. Skin and eye Acute percutaneous LD50 for rabbits >2000 mg/kg. Slight skin irritant. Inhalation LC50 (4 h) for rats >5.15 mg/l. NOEL (2 y) for rats 7.5 mg/kg b.w. Other Negative in Salmonella Reverse Mutation and CHO/HGPRT tests. Toxicity class EPA (formulation) I ('Finish')

ECOTOXICOLOGY
Birds Acute oral LD50 for bobwhite quail 216, mallard ducks >215 mg/kg b.w. Dietary LC50 (8 d) for bobwhite quail 2849, mallard ducks 1240 ppm diet. Fish LC50 (96 h) for bluegill sunfish >16, rainbow trout >11, sheepshead minnow 49 mg/l. Daphnia EC50 (48 h) >13 mg/l. Algae Moderately toxic. Other aquatic spp. EC50 (96 h) for Eastern oyster 19 mg/l; LC50 (96 h) for mysid shrimp 5 mg/l; EC50 (14 d) for Lemna gibba >0.22 mg/l; EC50 (120 h) for Anabaena flos-aquae 0.08 mg/l. Bees LD50 (contact) for bees >100 mg/bee. Worms Moderately toxic.

ENVIRONMENTAL FATE
Animals Rapidly excreted, primarily as unchanged cyclanilide. Plants Little degradation occurs in plants; cyclanilide is the major residue. Soil/Environment Low to moderate persistence, DT50 c. 15-49 d under aerobic conditions. Degrades primarily by microbial activity. Medium to low mobility (average Koc 346). Consequently little potential for leaching.