89778-26-7

• 常用中文名：托瑞米芬
• 常用英文名：Toremifene
• CAS号：89778-26-7
• 分子式：C₂₆H₂₈ClNO
• 分子量：405.960
• 相关类别： 原料药 抗肿瘤药 激素类抗肿瘤药
• 发布时间：2018-04-21 08:00:00
• 更新时间：2024-01-02 10:32:22
• Toremifene (NK 622; FC 1157a)是第二代选择性雌激素受体调节剂,对雌激素受体的IC50为1μM。

名称

• 中文名: 托瑞米芬
• 英文名: toremifene
• 中文别名: (Z)-2-[4-(4-氯-1,2-二苯基-1-丁烯基)苯氧基]-N,N-二甲基乙胺; 2[4-(4-氯-1,2-二苯基-1-丁烯基)苯氧基-N,N-二甲基乙胺; 涛瑞米芬
• 英文别名: Ethanamine, 2-(4-(4-chloro-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl-, (Z)-; (Z)-Toremifene; 2-{4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine; MFCD00801070; 2-{4-[(1Z)-4-Chloro-1,2-diphenyl-1-buten-1-yl]phenoxy}-N,N-dimethylethanamine; ethanamine, 2-[4-[(1Z)-4-chloro-1,2-diphenyl-1-butenyl]phenoxy]-N,N-dimethyl-; 2-({4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenyl}oxy)-N,N-dimethylethanamine; Toremifene Base; 2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)-N,N-dimethylethanamine; Toremifene; 2-[4-[(Z)-4-chloro-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine; (Z)-4-Chloro-1,2-diphenyl-1-[4-[2-(N,N-dimethylamino)ethoxy]phenyl]-1-butene; Ethanamine, 2-[4-[(1Z)-4-chloro-1,2-diphenyl-1-buten-1-yl]phenoxy]-N,N-dimethyl-; (Z)-2-[4-(4-Chloro-1,2-diphenyl-1-butenyl)phenoxy]-N,N-dimethylethanamine

物化性质

• 密度: 1.1±0.1 g/cm3
• 沸点: 535.1±50.0 °C at 760 mmHg
• 熔点: 108-110°C
• 分子式: C₂₆H₂₈ClNO
• 分子量: 405.960
• 闪点: 277.4±30.1 °C
• 精确质量: 405.185944
• PSA: 12.47000
• LogP: 7.82
• 蒸汽压: 0.0±1.4 mmHg at 25°C
• 折射率: 1.588
• 储存条件: 2-8℃
• 稳定性:

  枸橼酸托瑞米芬(Toremifene Citrate)：C26H28C1NO?C6H807。[89778-27-8]。熔点160～162℃。; 盐酸托瑞米芬(Toremifene Hydrochloride)：C26H28C1NO?HCl。熔点194～196℃。

• 分子结构:

  1、 摩尔折射率：123.74

  2、 摩尔体积（cm³/mol）：367.6

  3、 等张比容（90.2K）：936.5

  4、 表面张力（dyne/cm）：42.1

  5、 极化率（10-24cm3）：49.05

• 计算化学:

  1.疏水参数计算参考值（XlogP）:7.2

  2.氢键供体数量:0

  3.氢键受体数量:2

  4.可旋转化学键数量:9

  5.互变异构体数量:无

  6.拓扑分子极性表面积12.5

  7.重原子数量:29

  8.表面电荷:0

  9.复杂度:483

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:1

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1.性状：白色结晶。

  2.熔点：108～110℃。

生物活性

• 描述: Toremifene (NK 622; FC 1157a)是第二代选择性雌激素受体调节剂,对雌激素受体的IC50为1μM。
• 相关类别:
  信号通路 >> 其他 >> 雌激素受体/ERR
  研究领域 >> 癌症
• 参考文献:

  [1]. Matthew R Smith, Selective Estrogen Receptor Modulators to Prevent Treatment-Related Osteoporosis.Rev Urol. 2005; 7(Suppl 3): S30-S35.

  [2]. Gauri J Sabnis, Luciana Macedo, Olga Goloubeva, Toremifene - Atamestane; Alone or In Combination: Predictions from the Preclinical Intratumoral Aromatase Model. J Steroid Biochem Mol Biol. 2008 January; 108(1-2): 1-7.

  [3]. Taneja SS, Morton R, Barnette G, Prostate cancer diagnosis among men with isolated high-grade intraepithelial neoplasia enrolled onto a 3-year prospective phase III clinical trial of oral toremifene. J Clin Oncol. 2013 Feb 10;31(5):523-9.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : KH2156700 CHEMICAL NAME : Ethanamine, 2-(4-(4-chloro-1,2-diphenyl-1-butenyl)phenoxy)-N,N-di methyl-, (Z)- CAS REGISTRY NUMBER : 89778-26-7 LAST UPDATED : 199801 DATA ITEMS CITED : 11 MOLECULAR FORMULA : C26-H28-Cl-N-O MOLECULAR WEIGHT : 406.00 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 : 1700 mg/kg TOXIC EFFECTS : Gastrointestinal - other changes Tumorigenic - active as anti-cancer agent TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 360 mg/kg/30D-I TOXIC EFFECTS : Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases Biochemical - Metabolism (Intermediary) - other proteins TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1092 mg/kg/13W-I TOXIC EFFECTS : Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases Biochemical - Metabolism (Intermediary) - other proteins TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 90 mg/kg SEX/DURATION : female 30 day(s) pre-mating TOXIC EFFECTS : Reproductive - Maternal Effects - other effects MUTATION DATA TEST SYSTEM : Rodent - rat DOSE/DURATION : 36300 ug/kg REFERENCE : CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 18,303,1997 *** REVIEWS *** IARC Cancer Review:Human Inadequate 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: 66,367,1996 IARC Cancer Review:Animal Inadequate 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: 66,367,1996 IARC Cancer Review:Group 3 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: 66,367,1996

安全

• 危害码 (欧洲): Xi
• 风险声明 (欧洲): R37:Irritating to the respiratory system. R43:May cause sensitization by skin contact.
• 安全声明 (欧洲): S8-S24/25-S46
• 危险品运输编码: UN 2210
• RTECS号: ZB3200000
• 包装等级: III
• 危险类别: 9
• 海关编码: 2922299090

合成路线

1262682-37-0 ~% 89778-26-7

文献：WO2011/13108 A1, ; Page/Page column 14 ;

制备

4-(2-二甲基氨基乙氧基)二苯甲酮和3-苯基丙烯醛，在氢化铝锂存在下缩合，在含氯化氢的乙醇溶液中回流脱水，生成烯键，最后氯化得到托瑞米芬。

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%