569-57-3

• 常用中文名：氯烯雌醚
• 常用英文名：Chlorotrianisene
• CAS号：569-57-3
• 分子式：C₂₃H₂₁ClO₃
• 分子量：380.86400
• 相关类别： 原料药 激素及调节内分泌功能类药 雌激素及孕激素类药
• 发布时间：2018-05-17 08:00:00
• 更新时间：2024-01-08 02:09:53
• Chlorotrianisene 是一种长效的非甾体雌激素,是一种口服活性雌激素受体调节剂。Chlorotrianisene 具有抗雌激素活性。Chlorotrianisene 还有效抑制 COX-1 并抑制全血中的血小板聚集。

名称

• 中文名: 氯烯雌醚
• 英文名: chlorotrianisene
• 中文别名: 泰舒
• 英文别名: 1-chloro-1,2,2-tris(p-methoxyphenyl)ethene; TACE; 1,1',1''-(1-chloro-1-ethenyl-2-ylidene)tris[4-methoxy-benzene]; Chlortrianisestrol; Merbentul; Chlorestrolo; Chlorotrianisene; Tris-(4-methoxy-phenyl)-vinylchlorid; chloro-tris-(4-methoxy-phenyl)-ethene; Chlorotrianizen; Chlor-tris-(4-methoxy-phenyl)-aethen; Chlortrianisen; Chloortrianisestrol; 1-[1-chloro-2,2-bis(4-methoxyphenyl)ethenyl]-4-methoxybenzene; Chlorotrianisine; Chlortrianizen; 2-Chlor-1,1,2-tris-(4-methoxy-phenyl)-aethylen

物化性质

• 密度: 1.168g/cm3
• 沸点: 514.2ºC at 760mmHg
• 熔点: 114-116ºC
• 分子式: C₂₃H₂₁ClO₃
• 分子量: 380.86400
• 闪点: 164.1ºC
• 精确质量: 380.11800
• PSA: 27.69000
• LogP: 5.86780
• 外观性状: 粉末
• 折射率: 1.591
• 储存条件: -70°C
• 计算化学:

  1.疏水参数计算参考值（XlogP）:6.4

  2.氢键供体数量:0

  3.氢键受体数量:3

  4.可旋转化学键数量:6

  5.互变异构体数量:无

  6.拓扑分子极性表面积:27.7

  7.重原子数量:27

  8.表面电荷:0

  9.复杂度:442

  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:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: Chlorotrianisene 是一种长效的非甾体雌激素,是一种口服活性雌激素受体调节剂。Chlorotrianisene 具有抗雌激素活性。Chlorotrianisene 还有效抑制 COX-1 并抑制全血中的血小板聚集。
• 相关类别:
  信号通路 >> 其他 >> 雌激素受体/ERR
  研究领域 >> 心血管疾病
  研究领域 >> 内分泌
  信号通路 >> 免疫及炎症 >> COX
• 靶点:

  Estrogen receptor[1] COX-1[2]

• 体外研究: 氯三尼生与大鼠子宫细胞内雌激素受体(ER)亲和力的比较初步表明,ER的激活可能是一种生长刺激机制。在MCF-7细胞中,氯三氮烯具有浓度依赖性的细胞生长刺激作用,EC50为28nm,Ki为500nm[1]。
• 体内研究: 氯三尼辛与大鼠肝微粒体和NADPH孵育产生一种反应性中间体,与蛋白质共价结合。中间体可使子宫雌激素受体失活。在产生中间产物的条件下,在大鼠子宫存在下,氯三氮烯与大鼠肝微粒体和NADPH孵育,明显降低了雌激素受体对[3H]雌二醇(E2)的结合能力[3]。
• 参考文献:

  [1]. Ruenitz PC, et al. Estrogenic tamoxifen derivatives: categorization of intrinsic estrogenicity in MCF-7 cells. J Steroid Biochem Mol Biol. 1997 Nov-Dec;63(4-6):203-9.

  [2]. Lounkine E, et al. Large-scale prediction and testing of drug activity on side-effect targets. Nature. 2012 Jun 10;486(7403):361-7.

  [3]. Kupfer D, et al. Inactivation of the uterine estrogen receptor binding of estradiol during P-450 catalyzed metabolism of chlorotrianisene (TACE). Speculation that TACE antiestrogenic activity involves covalent binding to the estrogen receptor. FEBS Lett. 1990 Feb 12;261(1):59-62.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : KV0600000 CHEMICAL NAME : Ethylene, chlorotris(p-methoxyphenyl)- CAS REGISTRY NUMBER : 569-57-3 BEILSTEIN REFERENCE NO. : 1891845 LAST UPDATED : 199612 DATA ITEMS CITED : 7 MOLECULAR FORMULA : C23-H21-Cl-O3 MOLECULAR WEIGHT : 380.89 WISWESSER LINE NOTATION : 1OR DYGUYR DO1&R DO1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 37 mg/kg/2Y-C TOXIC EFFECTS : Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors Behavioral - changes in motor activity (specific assay) REFERENCE : TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 11,489,1967 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 180 mg/kg/89W-I TOXIC EFFECTS : Tumorigenic - equivocal tumorigenic agent by RTECS criteria Endocrine - tumors Reproductive - Tumorigenic effects - testicular tumors REFERENCE : AMPLAO AMA Archives of Pathology. (Chicago, IL) V.50(4)-69, 1950-60. For publisher information, see APLMAS. Volume(issue)/page/year: 50,750,1950 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 48 mg/kg SEX/DURATION : female 14 week(s) pre-mating TOXIC EFFECTS : Reproductive - Fertility - other measures of fertility REFERENCE : OBGNAS Obstetrics and Gynecology. (Elsevier Science Pub. Co., Inc., 52 Vanderbilt Ave., New York, NY 10017) V.1- 1953- Volume(issue)/page/year: 8,399,1956 *** REVIEWS *** 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: 21,139,1979 TOXICOLOGY REVIEW ACRSAJ Advances in Cancer Research. (Academic Press, Inc., 465 S. Lincoln Dr., Troy, MO 63379) V.1- 1953- Volume(issue)/page/year: 1,173,1953 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84523 No. of Facilities: 14 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 1134 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 84523 No. of Facilities: 18 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 229 (estimated) No. of Female Employees: 114 (estimated)

安全

• WGK德国: 3
• RTECS号: KV0600000

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