10477-72-2

• 常用中文名：Phenylacetic acid mustard
• 常用英文名：Phenylacetic acid mustard
• CAS号：10477-72-2
• 分子式：C₁₂H₁₅Cl₂NO₂
• 分子量：276.15900
• 相关类别： 信号通路 细胞周期/DNA损伤 DNA烷基化剂/交联剂
• 发布时间：2017-08-24 08:45:35
• 更新时间：2024-01-10 13:14:30
• Phenylacetic acid mustard 是化疗试剂 Chlorambucil (HY-13593) 的主要代谢产物 (metabolite)。Chlorambucil 是一种烷化剂 (alkylator),具有抗肿瘤活性。

名称

• 英文名: 2-[4-[bis(2-chloroethyl)amino]phenyl]acetic acid
• 英文别名: PAAM; Chlorphenacyl; Phenylacetic acid mustard; Khlorfenatsil; Chlorphenacil; Phenacid; Phenylacetic mustard

物化性质

• 沸点: 195.5ºC at 760 mmHg
• 分子式: C₁₂H₁₅Cl₂NO₂
• 分子量: 276.15900
• 闪点: 89.6ºC
• 精确质量: 275.04800
• PSA: 40.54000
• LogP: 2.59770
• 蒸汽压: 0.418mmHg at 25°C

生物活性

• 描述: Phenylacetic acid mustard 是化疗试剂 Chlorambucil (HY-13593) 的主要代谢产物 (metabolite)。Chlorambucil 是一种烷化剂 (alkylator),具有抗肿瘤活性。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 细胞周期/DNA损伤 >> DNA烷基化剂/交联剂
• 靶点:

  IC50: metabolite of Chlorambucil[1]

• 体内研究: 苯乙酸芥末(腹腔注射；0-20 mg/kg；15天)的抗肿瘤能力始终比CHL高1.8-1.9倍,ED15值为8.0 mg/kg[2]。苯乙酸芥末(腹腔注射；0-20毫克/公斤；单次剂量)在剂量15.9毫克/公斤时造成50%的致死率[2]。动物模型：雄性近交系C3H/He小鼠[1]剂量：0 mg/kg；5 mg/kg；10 mg/kg；20 mg/kg；腹腔注射；15天结果：体内有抗肿瘤活性。
• 参考文献:

  [1]. Toni Pettersson-Fernholm, et al. Reactions of 4-bis(2-chloroethyl)aminophenylacetic acid (phenylacetic acid mustard) in physiological solutions.

  [2]. F Y Lee, et al. Pharmacokinetic basis for the comparative antitumour activity and toxicity of chlorambucil, phenylacetic acid mustard and, -difluorochlorambucil (CB 7103) in mice.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : AF5456000 CHEMICAL NAME : Acetic acid, 2-(p-(bis(2-chloroethyl)amino)phenyl)- CAS REGISTRY NUMBER : 10477-72-2 BEILSTEIN REFERENCE NO. : 0960062 LAST UPDATED : 199612 DATA ITEMS CITED : 11 MOLECULAR FORMULA : C12-H15-Cl2-N-O2 MOLECULAR WEIGHT : 276.18 WISWESSER LINE NOTATION : QV1R DN2G2G HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 15 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 15900 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 10 mg/kg SEX/DURATION : female 14 day(s) pre-mating TOXIC EFFECTS : Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - ovaries, fallopian tubes TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 8 mg/kg SEX/DURATION : male 14 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands TYPE OF TEST : Sex chromosome loss and nondisjunction TYPE OF TEST : Sex chromosome loss and nondisjunction MUTATION DATA TYPE OF TEST : DNA damage TEST SYSTEM : Rodent - hamster Fibroblast DOSE/DURATION : 1500 umol/L REFERENCE : BEXBAN Bulletin of Experimental Biology and Medicine (English Translation). Translation of BEBMAE. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) V.41- 1956- Volume(issue)/page/year: 92,943,1981

安全

• 海关编码: 2922499990

合成路线

29704-38-9 ~% 10477-72-2

文献：Dowell, Robert I.; Springer, Caroline J.; Davies, David H.; Hadley, Elizabeth M.; Burke, Philip J.; Boyle, F. Thomas; Melton, Roger G.; Connors, Thomas A.; Blakey, David C.; Mauger, Anthony B. Journal of Medicinal Chemistry, 1996 , vol. 39, # 5 p. 1100 - 1105

174579-31-8 ~% 10477-72-2

文献：Dowell, Robert I.; Springer, Caroline J.; Davies, David H.; Hadley, Elizabeth M.; Burke, Philip J.; Boyle, F. Thomas; Melton, Roger G.; Connors, Thomas A.; Blakey, David C.; Mauger, Anthony B. Journal of Medicinal Chemistry, 1996 , vol. 39, # 5 p. 1100 - 1105

1197-55-3 ~% 10477-72-2

文献：Hovinen, Jari Acta Chemica Scandinavica, 1996 , vol. 50, # 12 p. 1174 - 1176

5438-70-0 ~% 10477-72-2

文献：Everett et al. Journal of the Chemical Society, 1953 , p. 2386,2387

30716-00-8 ~% 50-00-0 25603-51-4 10477-72-2

文献：Degutene, A.; Dzhyuvene, D.; Shukyalene, D.; Degutis, Yu. Journal of Organic Chemistry USSR (English Translation), 1986 , vol. 22, # 10 p. 1968 - 1972 Zhurnal Organicheskoi Khimii, 1986 , vol. 22, # 10 p. 2191 - 2197

上下游产品

上游产品  4
29704-38-9 174579-31-8 1197-55-3 5438-70-0
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24199-63-1 24141-90-0 3546-10-9

海关

海关编码	2922499990
中文概述	2922499990 其他氨基酸及其酯及它们的盐（含有一种以上含氧基的除外）. 增值税率:17.0% 退税率:9.0% 监管条件:AB(入境货物通关单,出境货物通关单) 最惠国关税:6.5% 普通关税:30.0%
申报要素	品名, 成分含量, 用途, 乙醇胺及其盐应报明色度, 乙醇胺及其盐应报明包装
监管条件	A.入境货物通关单 B.出境货物通关单
检验检疫	P.进境动植物、动植物产品检疫 Q.出境动植物、动植物产品检疫 R.进口食品卫生监督检验 S.出口食品卫生监督检验 M.进口商品检验 N.出口商品检验
Summary	HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%