39562-70-4

• 常用中文名：尼群地平
• 常用英文名：Nitrendipine
• CAS号：39562-70-4
• 分子式：C₁₈H₂₀N₂O₆
• 分子量：360.361
• 相关类别： 原料药 循环系统用药 防治心绞痛药
• 发布时间：2018-09-28 15:58:23
• 更新时间：2026-07-01 16:57:32
• Nitrendipine是钙离子通道阻断剂,有血管舒张活性。

名称

• 中文名: 尼群地平
• 英文名: nitrendipine
• 中文别名: 尼群地平/硝苯乙吡啶; 乐卡地平乙基甲酯杂质(杂质5); 硝苯乙吡啶; 硝苯甲乙吡啶; 尼群地平,10 MM DMSO 溶液; 尼群地平/A1A; 乐卡地平乙酯杂质(杂质5); 抑制剂Nitrendipine; 2,6-二甲基-4-(3-硝基苯基)-L,4-二氢-3,5-吡啶二羧酸甲乙酯; NITRENDIPINE尼群地平; 尼群地平溶液,100PPM; 1,4-二氢-2,6-二甲基-4-(3-硝基苯)-3,5-吡啶二羧酸乙基甲酯; 尼群地平对照品; 尼群地平39-4; 尼群地平 标准品; 乐卡地平乙基甲酯杂质; 3-乙基 5-甲基 2,6-二甲基-4-(3-硝基苯基)-1,4-二氢吡啶-3,5-二羧酸酯; 尼群地平峰鉴别 标准品; 尼莫地平19; 尼群地平杂质; 乐卡地平乙基甲基酯杂质(杂质5); 尼群地平NITRENDIPINE; 乙腈中尼群地平; 尼群地平杂质对照品; 乐卡地平甲基乙基酯杂质; 尼群地平 【质量标准】:BP; 2,6-二甲基-4-(3-硝基苯基)-1,4-二氢-3,5-吡啶二甲酸甲乙酯; 尼群地平原料
• 英文别名: (RS)-Methylethyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicboxylate; Lercanidipine Ethyl Methyl Ester IMpurity (IMpurity 5); 3-ethyl 5-Methyl (4R)-2,6-diMethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicboxylate; Lercanidipine Ethyl Methyl Ester Impurity; 3,5-Pyridinedicboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester (9CI); Nitrendipiner; EINECS 254-513-1; Nitrendipine D5Q: What is Nitrendipine D5 Q: What is the CAS Number of Nitrendipine D5 Q: What is the storage condition of Nitrendipine D5; 1,4-DIHYDRO-2,6-DIMETHYL-4-(3'-NITROPHENYL)-3,5-PYRIDINEDICBOXYLIC ACID ETHYL METHYL ESTER; Ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate; (NITROPHENYLPYRIDINE ANALOGUE) N(CRM STANDD); ylmethylester; ethylmethyl1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicboxy; Ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicboxylate; Nitrendipine //BP; Bylotensin; Nitrendipine Impurity1218; Nitrendipine, 10 mM in DMSO; UNII:9B627AW319; baypress; lmethylester; ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(meta-nitrophenyl)-3,5-pyridinedicboxylate; NITRENDIPINE N(CRM STANDD); 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-3,5-PYRIDINEDICBOXYLIC ACID ETHYL METHYL ESTER; Nitrendipine for system suitability CRS; 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester; NitrendipineQ: What is Nitrendipine Q: What is the CAS Number of Nitrendipine Q: What is the storage condition of Nitrendipine Q: What e the applications of Nitrendipine; Nitrendipine CRS; 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicboxylic acid 5-ethyl 3-methyl ester; NITRENDIPINE; 4-(3-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicboxylic acid 3-ethyl 5-methyl ester; Ethyl Methyl 2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicboxylate; 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicboxylate Ethyl Methyl Ester; Lercanidipine methyl ethyl ester imp; Nitrendipine (BAY-E-5009); 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicboxylic acid 3-ethyl 5-methyl ester; Nitrendipine 100 μg/mL in Acetonitrile; ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; 3-Ethyl-5-methyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate; Nitrendipine, L-type Ca2+ channel blocker; 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester; 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicboxylicacidethy; Ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(meta-nitrophenyl)-3,5-pyridinedicarboxylate; nidrel; 3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicboxylate; 2，6-Dimethyl-4-(3-nitrophenyl)-1，4-dihydro-3，5-pyridinedicboxylic acid methyl ethyl ester; (RS)-Methyl ethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicboxylate - ade; Nitrendipine, Phma; Nitrendipine for peak identification; NITRENDIPINE IMPURITY AETHYL METHYL-2,6-DIMETHYL-4-(3-NITROPHENYL) PYRIDINE-3,5-DICBOXYLATE; Nitrin; NITRENDIPINE MM(CRM STANDD); oup of horizon; bayotensin; Nitrendipine in methanol; MFCD00082255; 3,5-Pyridinedicboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-ethyl 5-methyl ester; NITRENDIPINE CA2+ CHANNEL BLOCKER; baye5009; Nitrendipin; oup horizon; Deiten

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 488.9±45.0 °C at 760 mmHg
• 熔点: 1580C
• 分子式: C₁₈H₂₀N₂O₆
• 分子量: 360.361
• 闪点: 249.5±28.7 °C
• 精确质量: 360.132141
• PSA: 110.45000
• LogP: 3.50
• 外观性状: 黄色结晶粉末
• 蒸汽压: 0.0±1.2 mmHg at 25°C
• 折射率: 1.554
• 储存条件:

  密封、阴凉、干燥保存

• 稳定性:

  常规情况下不会分解，没有危险反应

• 水溶解性: methanol: 15 mg/mL
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:1

  3.氢键受体数量:7

  4.可旋转化学键数量:6

  5.互变异构体数量:5

  6.拓扑分子极性表面积110

  7.重原子数量:26

  8.表面电荷:0

  9.复杂度:661

  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:1

  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

• 更多:

  1. 性状：结晶或结晶性粉末，无臭无味。遇光易变质。

  2. 密度（g/mL,25 ºC）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）： 未确定

  4. 熔点（ºC）：155-158

  5. 沸点（ºC）：489

  6. 沸点（ºC，0.07mm hg）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）： 未确定

  11. 蒸气压（kPa,25ºC）：1E-9 (25 C)

  12. 饱和蒸气压（kPa,60ºC）： 未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：易溶于丙酮或氯仿，微溶于甲醇或乙醇，几乎不溶于水。

生物活性

• 描述: Nitrendipine是钙离子通道阻断剂,有血管舒张活性。
• 相关类别:
  信号通路 >> 跨膜转运 >> 钙通道
  研究领域 >> 心血管疾病
• 参考文献:

  [1]. Bean, B.P., Nitrendipine block of cardiac calcium channels: high-affinity binding to the inactivated state. Proc Natl Acad Sci U S A, 1984. 81(20): p. 6388-92.

  [2]. Peterson, B.Z., T.N. Tanada, and W.A. Catterall, Molecular determinants of high affinity dihydropyridine binding in L-type calcium channels. J Biol Chem, 1996. 271(10): p. 5293-6.

  [3]. Bellemann, P., et al., [3H]-Nitrendipine, a potent calcium antagonist, binds with high affinity to cardiac membranes. Arzneimittelforschung, 1981. 31(12): p. 2064-7.

  [4]. Bolger, G.T., et al., Characterization of binding of the Ca++ channel antagonist, [3H]nitrendipine, to guinea-pig ileal smooth muscle. J Pharmacol Exp Ther, 1983. 225(2): p. 291-309.

毒性和生态

毒理学数据: 小鼠，大鼠LD50(mg/kg):39，12.6静脉注射；2540，＞10000经口。 生态学数据: 对水是稍微有危害的不要让未稀释或大量的产品接触地下水、水道或者污水系统，若无政府许可，勿将材料排入周围环境。 CHEMICAL IDENTIFICATION RTECS NUMBER : US5653000 CHEMICAL NAME : 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester CAS REGISTRY NUMBER : 39562-70-4 LAST UPDATED : 199612 DATA ITEMS CITED : 17 MOLECULAR FORMULA : C18-H20-N2-O6 MOLECULAR WEIGHT : 360.40 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 : 15370 mg/kg TOXIC EFFECTS : Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes Blood - changes in spleen REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,121,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 205 mg/kg TOXIC EFFECTS : Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes Blood - changes in spleen REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,121,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 5166 mg/kg TOXIC EFFECTS : Gastrointestinal - other changes Blood - changes in spleen Skin and Appendages - hair REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,121,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 12600 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : 52EDA6 "Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984 Volume(issue)/page/year: -,25,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2540 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - rigidity (including catalepsy) Lungs, Thorax, or Respiration - cyanosis REFERENCE : 52EDA6 "Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984 Volume(issue)/page/year: -,25,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 303 mg/kg TOXIC EFFECTS : Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - other changes Blood - changes in spleen REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,121,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 7613 mg/kg TOXIC EFFECTS : Gastrointestinal - other changes Blood - changes in spleen Skin and Appendages - hair REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,121,1988 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 34500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 42,697,1987 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : >100 mg/kg TOXIC EFFECTS : Gastrointestinal - nausea or vomiting REFERENCE : 52EDA6 "Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984 Volume(issue)/page/year: -,25,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : >2500 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : 52EDA6 "Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984 Volume(issue)/page/year: -,25,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 2500 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - rigidity (including catalepsy) Lungs, Thorax, or Respiration - cyanosis REFERENCE : 52EDA6 "Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984 Volume(issue)/page/year: -,25,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 2500 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : 52EDA6 "Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984 Volume(issue)/page/year: -,25,1984 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 107 gm/kg/2Y-C TOXIC EFFECTS : Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : 52EDA6 "Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984 Volume(issue)/page/year: -,25,1984 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 1720 mg/kg SEX/DURATION : female 17-22 day(s) after conception lactating female 21 day(s) post-birth TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Newborn - behavioral Reproductive - Effects on Newborn - physical REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,133,1988 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 11000 mg/kg SEX/DURATION : female 7-17 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,145,1988 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 1100 mg/kg SEX/DURATION : female 7-17 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - musculoskeletal system REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,145,1988 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 330 mg/kg SEX/DURATION : female 7-17 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - live birth index (measured after birth) REFERENCE : OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 36,145,1988

安全

• 符号: GHS07
• 信号词: Warning
• 危害声明: H312 + H332
• 警示性声明: P261-P280
• 个人防护装备: dust mask type N95 (US);Eyeshields;Gloves
• 危害码 (欧洲): Xn:Harmful
• 风险声明 (欧洲): R20/21/22
• 安全声明 (欧洲): S36
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 1
• RTECS号: US5653000
• 海关编码: 2933399090

上下游产品

上游产品  9
70076-42-5 21731-17-9 74-88-4 39562-16-8
81777-30-2 141-97-9 99-61-6 14205-39-1
105-45-3
下游产品  6
64603-72-1 74936-72-4 64603-74-3 80890-07-9
80873-62-7 89267-41-4

制备

1.间硝基苯甲醛和乙酰乙酸乙酯在酸催化下缩合，得2-(3-硝基苄亚基)乙酰乙酸乙酯。
2-(3-硝基苄亚基)乙酰乙酸乙酯和3-氨基丁烯酸甲酯置索氏提取器烧瓶中，加入无水乙醇，索氏提取器的虹吸管中装入滤纸包严的分子筛，水浴加热回流4h后，再放置过夜。过滤析出的结晶，用5倍量的无水乙醇重结晶，得尼群地平纯品，熔点158～159℃，收率90.8%。如果不用分子筛，收率为86.1%。

2.硝基苯甲醛和乙酰乙酸乙酯在酸催化下缩合，得2-（3-硝基苄亚基）乙酰乙酸乙醇。该物质和3-氨基丁烯酸甲酯放入索氏提取器烧瓶中，加入无水乙醇，索氏提取器的虹吸管中装入滤纸包严的分子筛，水浴加热回流、静置。过滤析出的结晶，经重结晶，得尼群地平纯品。

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%