55985-32-5

• 常用中文名：尼卡地平
• 常用英文名：Nicardipine
• CAS号：55985-32-5
• 分子式：C₂₆H₂₉N₃O₆
• 分子量：479.52500
• 相关类别： 原料药 循环系统用药 防治心绞痛药
• 发布时间：2018-06-13 11:43:17
• 更新时间：2024-01-02 20:10:18
• 尼卡地平(Nicardipine; YC-93)是一种钙通道拮抗剂,已被广泛应用于控制的严重高血压等疾病,缺血性中风,脑外伤,脑出血等。

名称

• 中文名: 尼卡地平
• 英文名: 5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• 中文别名: 1,4-二氢-2,6-二甲基-4-间硝基苯基-3,5-吡啶二羧酸甲基2-(甲基苯甲氨)乙基酯盐酸盐; 甲基 2-(甲基苯甲氨)乙基 2,6-二甲基-4-间硝基苯基-1,4-二氢吡啶-3,5-二羧酸酯; 佩尔地平
• 英文别名: Cardene IV; Cardene SR; Nicardipino; MFCD00216027; nicardipine; Nicardipine LA; Nicardipinum; EINECS 259-932-3

物化性质

• 密度: 1.23 g/cm3
• 沸点: 603.4ºC at 760 mmHg
• 熔点: 136-138ºC
• 分子式: C₂₆H₂₉N₃O₆
• 分子量: 479.52500
• 闪点: 318.7ºC
• 精确质量: 479.20600
• PSA: 113.69000
• LogP: 4.52980
• 外观性状: 粉末
• 储存条件: -20℃

生物活性

• 描述: 尼卡地平(Nicardipine; YC-93)是一种钙通道拮抗剂,已被广泛应用于控制的严重高血压等疾病,缺血性中风,脑外伤,脑出血等。
• 相关类别:
  信号通路 >> 跨膜转运 >> 钙通道
  研究领域 >> 神经疾病
• 参考文献:

  [1]. Huang BR, et al. Anti-neuroinflammatory effects of the calcium channel blocker nicardipine on microglial cells: implications for neuroprotection. PLoS One. 2014 Mar 12;9(3):e91167.

  [2]. Amenta F, et al. Vascular and neuronal hypertensive brain damage: protective effect of treatment with nicardipine. J Hypertens Suppl. 1996 Oct;14(3):S29-35.

  [3]. Gasior M, et al. Influence of nicardipine, nimodipine and flunarizine on the anticonvulsant efficacy of antiepileptics against pentylenetetrazol in mice. J Neural Transm. 1996;103(7):819-31.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : US7972050 CHEMICAL NAME : 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-(benzylmethylamino)ethyl methyl ester CAS REGISTRY NUMBER : 55985-32-5 LAST UPDATED : 199712 DATA ITEMS CITED : 4 MOLECULAR FORMULA : C26-H29-N3-O6 MOLECULAR WEIGHT : 479.58 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 : 320 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - body temperature decrease REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 35,915,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 11800 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4710505 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 305 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4824855 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 9700 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4672068

合成路线

88488-49-7 ~% 55985-32-5

文献：Chemical and Pharmaceutical Bulletin, , vol. 43, # 5 p. 788 - 796

170748-98-8 ~% 55985-32-5

文献：Chemical and Pharmaceutical Bulletin, , vol. 43, # 5 p. 788 - 796

85677-95-8 ~% 55985-32-5

文献：Chemical and Pharmaceutical Bulletin, , vol. 34, # 4 p. 1589 - 1606

103785-48-4 103-67-3 ~78% 55985-32-5

文献：Ohno; Komatsu; Mizukoshi; Ichihara; Nakamura; Morishima; Sumita Chemical and Pharmaceutical Bulletin, 1986 , vol. 34, # 4 p. 1589 - 1606

上下游产品

上游产品  4
88488-49-7 170748-98-8 85677-95-8 103-67-3
下游产品  4
39562-70-4 59875-58-0 63675-72-9 74936-72-4

制备

【方法一】
以间硝基苯甲醛为原料，与乙酰乙酸氯乙酯及氨基巴豆酸甲酯缩合得2，6-二甲基-4-（间硝基苯）-1，4-二氢吡啶-3，5-二羧酸-（2-氯）乙酯-5-甲酯，然后与苄甲胺缩合得到尼卡地平。