59-96-1

• 常用中文名：酚苄明
• 常用英文名：phenoxybenzamine
• CAS号：59-96-1
• 分子式：C₁₈H₂₂ClNO
• 分子量：303.82600
• 相关类别： 原料药 循环系统用药 周围血管扩张药
• 发布时间：2018-05-27 08:00:00
• 更新时间：2024-01-07 08:44:08
• 苯氧苄胺是一种非选择性、不可逆、口服活性α-肾上腺素受体拮抗剂,通常用于研究高血压,特别是由嗜铬细胞瘤引起的高血压。苯氧基苯甲胺还具有抗肿瘤活性[1][2]。

名称

• 中文名: 酚苄明
• 英文名: N-benzyl-N-(2-chloroethyl)-1-phenoxypropan-2-amine
• 中文别名: 双苯沙林
• 英文别名: N-(2-chloroethyl)-N-(1-methyl-2-phenoxy-ethyl)benzenemethanamine; Dibenylin; Dibenziran; Phenoxybenzamin; Dibenylene; Dibenzylin; Fenoxibenzamina; Dibenyline; Bensylyt; Benzylyt; phenoxybenzamine; Dibenzyran

物化性质

• 密度: 1.102g/cm3
• 沸点: 381.5ºC at 760mmHg
• 熔点: 38-40ºC
• 分子式: C₁₈H₂₂ClNO
• 分子量: 303.82600
• 闪点: 184.5ºC
• 精确质量: 303.13900
• PSA: 12.47000
• LogP: 4.19490
• 折射率: 1.559

生物活性

• 描述: 苯氧苄胺是一种非选择性、不可逆、口服活性α-肾上腺素受体拮抗剂,通常用于研究高血压,特别是由嗜铬细胞瘤引起的高血压。苯氧基苯甲胺还具有抗肿瘤活性[1][2]。
• 相关类别:
  研究领域 >> 癌症
  研究领域 >> 心血管疾病
  研究领域 >> 内分泌
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 肾上腺素能受体
• 靶点:

  α-adrenoceptor[1]

• 体外研究: 苯氧苄胺盐酸盐(0-100μM；96小时)显著抑制U251和U87MG细胞增殖[2]。苯氧苄胺盐酸盐(10μM；24小时或72小时)抑制U251和U87MG细胞的迁移和侵袭[2]。苯氧基苯甲胺盐酸盐(10μM；12小时)激活LINGO-1并抑制TrkB-Akt途径[2]。苯氧苄胺(0.1μM-1mM；0-16h)可防止缺氧和葡萄糖剥夺后海马细胞死亡[3]。细胞增殖试验[2]细胞系：U251和U87MG细胞浓度：0.1、1、10、50和100μM孵育时间：96h结果：细胞增殖受到明显抑制,在10μM时U251细胞和U87MG细胞的抑制率分别为26.5%和27.3%。细胞迁移试验[2]细胞系：U251和U87MG细胞浓度：10μM孵育时间：24h结果：观察到明显的迁移抑制,U251和U87MG的抑制率分别为28.6%和39.8%。细胞侵袭试验[2]细胞系：U251和U87MG细胞浓度：10μ
• 体内研究: 苯氧基苯甲胺盐酸盐(20nM；s.c.；2天间隔26天)在小鼠中显示出抗肿瘤作用[2]。苯氧基苯甲胺(1.0 mg/kg；静脉注射；每日30天)在严重创伤性脑损伤大鼠模型中具有神经保护作用[3]。动物模型：裸鼠,U87MG肿瘤模型[2]剂量：20nm给药：皮下注射,2天间隔26天结果：减少肿瘤细胞。动物模型：雄性Wistar大鼠(350–500 g),创伤性脑损伤(TBI)模型[3]剂量：1.0 mg/kg给药：静脉注射,每日30天。结果：在第14、21和30天,神经系统严重程度评分(NSS)和足部故障评分显着改善。与严重TBI相关的认知障碍减少,促炎基因表达减少。
• 参考文献:

  [1]. Habbe N, et al. Urapidil in the preoperative treatment of pheochromocytomas: a safe and cost-effective method. World J Surg. 2013 May;37(5):1141-6.

  [2]. Lin XB, et al. Anti-tumor activity of phenoxybenzamine hydrochloride on malignant glioma cells. Tumour Biol. 2016 Mar;37(3):2901-8.

  [3]. Rau TF, et al. Phenoxybenzamine is neuroprotective in a rat model of severe traumatic brain injury. Int J Mol Sci. 2014 Jan 20;15(1):1402-17.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : DP3500000 CHEMICAL NAME : Benzylamine, N-(2-chloroethyl)-N-(1-methyl-2-phenoxyethyl)- CAS REGISTRY NUMBER : 59-96-1 BEILSTEIN REFERENCE NO. : 2129697 LAST UPDATED : 199612 DATA ITEMS CITED : 16 MOLECULAR FORMULA : C18-H22-Cl-N-O MOLECULAR WEIGHT : 303.86 WISWESSER LINE NOTATION : G2N1R&Y1&1OR HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 2500 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,195,1973 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intracerebral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 3400 ug/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - ptosis Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold REFERENCE : AITEAT Archivum Immunologiae et Therapiae Experimentalis. (Ars Polona, POB 1001, 00-068 Warsaw 1, Poland) V.10- 1962- Volume(issue)/page/year: 24,223,1976 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1535 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,195,1973 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 10 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,195,1973 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 500 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,195,1973 ** TUMORIGENIC DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 100 mg/kg/8W-I TOXIC EFFECTS : Tumorigenic - neoplastic by RTECS criteria Lungs, Thorax, or Respiration - tumors REFERENCE : CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 33,3069,1973 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 2571 ug/kg SEX/DURATION : male 18 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) REFERENCE : CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 29,479,1984 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 3 mg/kg SEX/DURATION : male 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females) REFERENCE : TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 52,221,1990 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous DOSE : 12 mg/kg SEX/DURATION : female 4-5 day(s) after conception TOXIC EFFECTS : Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Maternal Effects - other effects REFERENCE : JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 81,51,1987 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 9 mg/kg SEX/DURATION : female 1-2 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - other measures of fertility REFERENCE : JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 17,579,1968 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 39 mg/kg SEX/DURATION : female 2 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - other measures of fertility REFERENCE : JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 35,331,1973 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravaginal DOSE : 5 mg/kg SEX/DURATION : female 1 day(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated) Reproductive - Fertility - other measures of fertility REFERENCE : CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 17,309,1978 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 9,223,1975 IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 24,185,1980 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X7152 No. of Facilities: 9 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 339 (estimated) No. of Female Employees: 170 (estimated)

安全

• 海关编码: 2922299090

海关

海关编码	2922299090
中文概述	2922299090. 其他氨基(萘酚、酚)及醚、酯〔包括它们的盐, 但含有一种以上含氧基的除外〕. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 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
Summary	2922299090. other amino-naphthols and other amino-phenols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%