中文名称:贝尼地平
- (+/-)-(R*)-3-((R*)-1-苄基-3-哌啶基)-5-甲基-1,4-二氢-2,6-二甲基-4-(3-硝基苯基)-3,5-吡啶二甲酸酯; (R^<*>^,R^<*>^)-(±)-2,6-二甲基-4-(3-硝基苯)-1,4-二氢-3,5-吡啶二羧酸甲酯(R^<*>^)-1-苄基-3-哌啶基酯; BND
- Benidipine
- NACADIPINE; BENIDIPINE HCL; CAPADIPINE; 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl (3R)-1-(phenylmethyl)-3-piperidinyl ester, (4R)-rel-; 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 1-(phenylmethyl)-3-piperidinyl ester, (R*,R*)-; (3R)-1-benzylpiperidin-3-yl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; (3R)-1-benzylpiperidin-3-yl methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride (1:1); (3R)-1-benzylpiperidin-3-yl methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; BND
- 105979-17-7
- C28H31N3O6
- 505.5622
- InChI=1/C28H31N3O6/c1-18-24(27(32)36-3)26(21-11-7-12-22(15-21)31(34)35)25(19(2)29-18)28(33)37-23-13-8-14-30(17-23)16-20-9-5-4-6-10-20/h4-7,9-12,15,23,26,29H,8,13-14,16-17H2,1-3H3/t23-,26-/m1/s1
- 1.29g/cm3
- 625.2°C at 760 mmHg
- 331.9°C
- 1.5E-15mmHg at 25°C
- α-构型盐酸盐:C28H3l N3O6?HCl。[91599-74-5]。黄色结晶性粉末,熔点199.4~200.4℃。UV最大吸收(乙醇):238,359nm(ε28000,6680)。25℃的溶解度(%):甲醇6.9,乙醇2.2,水0.19,氯仿0.16,丙酮0.13,乙酸乙酯0.0056,甲苯0.0019,n-戊烷0.00009。pKa 7.34。分配系数(正辛醇/水):1.23×103(pH=6.4,22℃)。急性毒性LD50小鼠(mg/kg):218口服。
- 二氢吡啶类钙拮抗剂,用于高血压及心绞痛。方法1:酰氯法。2.5g(-)-2,6-二甲基-4-(3-硝基苯基)-l,4-二氢吡啶-3,5-二羧酸单甲酯(Ⅰ)和0.57ml氯化亚砜,在二氯甲烷-二甲基甲酰胺中反应,得酰氯(Ⅱ)。(Ⅱ)和1.51g(+)-1-苄基-3-羟基哌啶反应2h,酸化后得2.72g(+)-α贝尼地平盐酸盐。同样可得(-)-贝尼地平盐酸盐。
方法2:常法环合。把侧链做成相应的乙酰乙酸酯(Ⅲ)。
再将(Ⅲ)和3-硝基苯甲醛及3-氨基丁烯酸甲酯,在异丙醇中加热,环合生成贝尼地平。
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