129-03-3

• 常用中文名：塞庚啶
• 常用英文名：Cyproheptadine
• CAS号：129-03-3
• 分子式：C₂₁H₂₂ClN
• 分子量：323.85900
• 相关类别： 信号通路 细胞凋亡 细胞凋亡
• 发布时间：2018-08-04 08:22:48
• 更新时间：2024-01-02 12:56:11
• 赛庚啶是一种口服有效的5-HT2A受体拮抗剂,具有抗抑郁和抗腐烂作用。赛庚啶具有抗血小板和血栓保护活性。赛庚啶可用于研究血栓栓塞性疾病[1][2]。

名称

• 中文名: 塞庚啶
• 英文名: cyproheptadine
• 中文别名: 二苯环庚啶
• 英文别名: cyproheptadiene; EINECS 204-928-9; Dronactin; Periactine; Periactinol; MFCD00242817; Eiproheptadine; Cyproheptadine; 1-methyl-4-(5-dibenzo[a,e]cycloheptatrienylidene)piperidine; MK 141; 4-(5H-Dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine; Periactin; Cypoheptadine; 4-dibenzo[a,d]cyclohepten-5-ylidene-1-methyl-piperidine; Periactin(R)

物化性质

• 密度: 1.115g/cm3
• 沸点: 440.1ºC at 760mmHg
• 熔点: 298 °C (dec.)(lit.)
• 分子式: C₂₁H₂₂ClN
• 分子量: 323.85900
• 闪点: 194.5ºC
• 精确质量: 323.14400
• PSA: 3.24000
• LogP: 5.43780
• 外观性状: 无色液体,甜的,杏仁气味
• 蒸汽压: 6.03E-08mmHg at 25°C
• 折射率: 1.5339 (20ºC)
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:0

  3.氢键受体数量:1

  4.可旋转化学键数量:0

  5.互变异构体数量:无

  6.拓扑分子极性表面积3.2

  7.重原子数量:22

  8.表面电荷:0

  9.复杂度:423

  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: 赛庚啶是一种口服有效的5-HT2A受体拮抗剂,具有抗抑郁和抗腐烂作用。赛庚啶具有抗血小板和血栓保护活性。赛庚啶可用于研究血栓栓塞性疾病[1][2]。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 心血管疾病
  研究领域 >> 神经疾病
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 5-HT受体
  信号通路 >> 神经信号通路 >> 5-HT受体
• 体外研究: 赛庚啶(0.01-100 nM；1分钟)在体外剂量依赖性地抑制5-羟色胺增强的ADP诱导的小鼠血小板聚集[2]。赛庚啶(10 nM)能够在体外抑制血小板中15µM血清素增强的ADP诱导的(1µM)酪氨酸磷酸化[2]。赛庚啶在体外抑制人血小板PS暴露(膜联蛋白V)、P-选择素和GPIIb-IIIa(PAC-1结合)激活[2]。
• 体内研究: 赛庚啶(1 mg/kg；静脉注射；每天,持续5天；C57BL/6小鼠)在体内发挥血栓保护作用[2]。动物模型：C57BL/6小鼠(8-10周龄)[2]剂量：1mg/kg给药：腹腔注射；每天一次,连续5天。结果：小鼠阻塞时间和尾部出血时间延长。
• 参考文献:

  [1]. Calka O, et, al. Effect of cyproheptadine on serum leptin levels. Adv Ther, 2005. 22(5): p. 424-8.

  [2]. Olivia A Lin, et al. The Antidepressant 5-HT2A Receptor Antagonists Pizotifen and Cyproheptadine Inhibit Serotonin-Enhanced Platelet Function. PLoS One. 2014; 9(1): e87026.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : TM7000000 CHEMICAL NAME : Piperidine, 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-methyl- CAS REGISTRY NUMBER : 129-03-3 BEILSTEIN REFERENCE NO. : 1685976 LAST UPDATED : 199706 DATA ITEMS CITED : 12 MOLECULAR FORMULA : C21-H21-N MOLECULAR WEIGHT : 287.43 WISWESSER LINE NOTATION : L C676 BYJ BU- DT6N DYTJ A1 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 : 295 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,69,1972 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 52 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,69,1972 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 106 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 25,1723,1975 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 43300 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 25,1723,1975 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 107 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,69,1972 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 15 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 25,1723,1975 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 50 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: -,82,1973 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 3500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,69,1972 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 10 mg/kg SEX/DURATION : female 10 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4) REFERENCE : AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 257,168,1982 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 20 mg/kg SEX/DURATION : female 13 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) REFERENCE : AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 257,168,1982 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 20 mg/kg SEX/DURATION : female 10 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) REFERENCE : AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 257,168,1982

安全

• 包装等级: I; II; III
• 海关编码: 29143900

合成路线

3967-32-6 ~99% 129-03-3

文献：Hatano, Manabu; Ito, Orie; Suzuki, Shinji; Ishihara, Kazuaki Journal of Organic Chemistry, 2010 , vol. 75, # 15 p. 5008 - 5016

2222-33-5 ~% 129-03-3

文献：Archiv der Pharmazie, , vol. 329, # 2 p. 87 - 94

121138-82-7 ~% 129-03-3

文献：Tetrahedron, , vol. 44, # 19 p. 6197 - 6200

29976-53-2 ~% 129-03-3

文献：Tetrahedron, , vol. 44, # 19 p. 6197 - 6200

63463-36-5 ~% 129-03-3

文献：Archiv der Pharmazie, , vol. 329, # 2 p. 87 - 94

上下游产品

上游产品  5
3967-32-6 2222-33-5 121138-82-7 29976-53-2
63463-36-5
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海关

海关编码	2933399090
中文概述	2933399090. 其他结构含非稠合吡啶环的化合物. 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:20.0%
申报要素	品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期
Summary	2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%