CAS: 89267-41-4; 3-Ethyl 5-Methyl 2,6-Dimethyl-4-(3-Nitrophenyl)Pyridine-3,5-Dicarboxylate

该化合物是一种复杂的有机化合物,其特点是其丙烯环结构,以不同位置替代,具有复杂的有机化合物.该化合物有两种碳苯甲酸酯酯酯组,有助于其在有机溶剂中的潜在再活性和溶性.一个硝基苯组的存在引入了电子提取特性,这可能影响化合物的电子特性和再活性.环上的二甲基替代会增加阻塞性,有可能影响其与其他分子的相互作用.乙酰甲基2,6-二甲基-4-(3-硝基苯基苯基)丙胺3,3-5-三-三卡方正方正基酸酯可能展示有趣的生物活动,使其对医药化学和材料科学感兴趣.由于目前存在的功能组群可能促进进一步化学转化,因此可以在各个领域对其合成和应用进行探讨.

英文名称3-Ethyl 5-Methyl 2,6-Dimethyl-4-(3-Nitrophenyl)Pyridine-3,5-Dicarboxylate
中文名称2,6-二甲基-4-(3-硝基苯基)-吡啶-3,5-二羧酸-3-乙酯-5-甲酯
IUPAC名称3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate
其它别名2,6-Dimethyl-4-(3-Nitro-Phenyl)-Pyridine-3,5-Dicarboxylic Acid 3-Ethyl Ester 5-Methyl Ester; Dehydronitrendipine; Ethyl Methyl 2,6-Dimethyl-4-(3-Nitrophenyl)Pyridine-3,5-Dicarboxylate; 2,6-Dimethyl-4-(3-Nitrophenyl)-3,5-Pyridinedicarboxylic Acid, Ethyl Methyl Ester, Hydrochloride; 3-O-Ethyl 5-O-Methyl 2,6-Dimethyl-4-(3-Nitrophenyl)Pyridine-3,5-Dicarboxylate; Nitrendipine Impurit ⅰ: 2,6-Dimethyl-4-(3-Nitrophenyl)-3,5-Pyridinedicarboxylic Acid Ethyl Methyl Ester(Dehydronitrendipine); 2,6-Dimethyl-4-(3-Nitrophenyl)-3,5-Pyridinedicarboxylic Acid Ethyl Methyl Ester
CAS编号89267-41-4
MFCD编号:MFCD00870091
FDA UNII编号:HB69Z4BNU2
分子式:C18H18N2O6分子量:358.35
产品CID: 1913928
产品分类分析化学 → 标准品 → 药典标准品和杂质标准品

相似结构搜索
InChIKey: YEHVABIPGJLMET-UHFFFAOYSA-N
InChI=1S/C18H18N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9H,5H2,1-4H3
计算化学: 氢键受体数7.0氢键供体数*可旋转键数6.0

物理性质

熔点59-61 °C
沸点465.4±45.0 °C at 760 mmHg
闪点235.3±28.7 °C
密度1.3±0.1 g/cm3
PSA:111.31
LogP:3.56
折射率1.569
蒸汽压0.0±1.1 mmHg at 25°C
溶解性Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
外观形态白色至类白色
储存条件冰箱
产品应用该化合物用于治疗主要(基本)高血压,以降低血压.

MSDS等安全信息

上下游产品

CAS号39562-70-4 尼群地平

合成工艺路线路线简述

39562-70-4 = 89267-41-4
反应条件:1.1 Solvents: Methanol; 8 H
标题:Unexpected Oxidation Of Nitrendipine. Properties Of Oxidized Nitrendipine And Its Cu(Ii) Complex
作者:Jori,Nadir; Quispe,Patricia A.; Islas,Maria S.; Piro,Oscar E.; Echeverria,Gustavo A.; Et Al
参考文献:Journal Of Molecular Structure 日期:2019 卷标:1177 页码:199-203]

39562-70-4 = 89267-41-4
反应条件:1.1 Reagents: Oxygen Catalysts: Tris(2,2′-Bipyridine)Ruthenium(2+) Bis(Hexafluorophosphate) Solvents: Acetic Acid,Acetonitrile; 15 °C
标题:Photoinduced Aromatization Of Dihydropyridines
作者:Lu,Zheng; Yang,Yong-Qing; Li,Hong-Xia
参考文献:Synthesis 日期:2016 卷标:48(23) 页码:4221-4227]

39562-70-4 = 89267-41-4
反应条件:1.1 Catalysts: (Sp-5-12)-Chloro[29H,31H-Phthalocyaninato(2-)-Kn29,Kn30,Kn31,Kn32]Iron Solvents: Acetic Acid; Rt1.2 Reagents: Tert-Butyl Hydroperoxide Solvents: Decane; 4 Min,Rt1.3 Reagents: Sodium Bicarbonate Solvents: Dichloromethane,Water; Ph 7
标题:A Highly Efficient Biomimetic Aromatization Of Hantzsch-1,4-Dihydropyridines With T-Butylhydroperoxide,Catalyzed By Iron(Iii) Phthalocyanine Chloride
作者:Filipan-Litvic,Mirela; Litvic,Mladen; Vinkovic,Vladimir
参考文献:Bioorganic & Medicinal Chemistry 日期:2008 卷标:16(20) 页码:9276-9282]

39562-70-4 = 89267-41-4
反应条件:1.1 Reagents: Nitric Acid Solvents: Water
标题:Oxidation Of 4-Aryl- And 4-Alkyl-Substituted 2,6-Dimethyl-3,5-Bis(Alkoxycarbonyl)-1,4-Dihydropyridines By Human Liver Microsomes And Immunochemical Evidence For The Involvement Of A Form Of Cytochrome P-450
作者:Boecker,Ronald H.; Guengerich,F. Peter
参考文献:Journal Of Medicinal Chemistry 日期:1986 卷标:29(9) 页码:1596-603]

39562-70-4 = 89267-41-4
反应条件:1.1 Reagents: Oxygen Catalysts: Tempo,Sodium Nitrite,Iron Chloride (Fecl3) Solvents: Acetic Acid,Acetonitrile; 45 Min,Rt
标题:An Efficient Transition-Metal-Chloride/sodium-Nitrite/tempo Catalytic System For Aerobic Oxidative Aromatization Of Hantzsch 1,4-Dihydropyridines
作者:Lou,Bin-Hui; Chen,Shu-Bin; Wang,Jian; Chen,Ying; Li,Jing-Hua
参考文献:Journal Of Chemical Research 日期:2013 卷标:37(7) 页码:409-412]

39562-70-4 = 89267-41-4
反应条件:1.1 Reagents: Carbamide Peroxide Catalysts: Iodine Solvents: Ethyl Acetate; 1.55 H,Rt1.2 Reagents: Sodium Pyrosulfite Solvents: Water; Rt
标题:An Efficient,Metal-Free,Room Temperature Aromatization Of Hantzsch-1,4-Dihydropyridines With Urea-Hydrogen Peroxide Adduct,Catalyzed By Molecular Iodine
作者:Filipan-Litvic,Mirela; Litvic,Mladen; Vinkovic,Vladimir
参考文献:Tetrahedron 日期:2008 卷标:64(24) 页码:5649-5656]

39562-70-4 = 89267-41-4
反应条件:1.1 Solvents: Methanol; Rt
标题:Intramolecular Electron Transfer In The Photochemistry Of Some Nitrophenyldihydropyridines
作者:Fasani,Elisa; Fagnoni,Maurizio; Dondi,Daniele; Albini,Angelo
参考文献:Journal Of Organic Chemistry 日期:2006 卷标:71(5) 页码:2037-2045]

39562-70-4 = 89267-41-4
反应条件:1.1 Reagents: Acetic Acid,Lead Tetraacetate Solvents: Dichloromethane; 15 Min,Rt; 60 Min,Rt
标题:Mild,Selective,And High-Yield Oxidation Of Hantzsch 1,4-Dihydropyridines With Lead(Iv) Acetate
作者:Litvic,Mladen; Cepanec,Ivica; Filipan,Mirela; Kos,Karmen; Bartolincic,Anamarija; Et Al
参考文献:Heterocycles 日期:2005 卷标:65(1) 页码:23-35]

39562-70-4 = 89267-41-4 [标题:Reaction Conditions
标题:A Polarographic Study Of The Photodegradation Of Nitrendipine
作者:Squella,J. A.; Zanocco,A.; Perna,S.; Nunez-Vergara,L. J.
参考文献:Journal Of Pharmaceutical And Biomedical Analysis 日期:1990 卷标:8(1) 页码:43-7

📜尼群地平置于硝酸体系中,化学反应 1.0H,以81%的收率获得产物2,6-二甲基-4-(3-硝基苯基)-吡啶-3,5-二羧酸-3-乙酯-5-甲酯
参考文献:人肝微粒体对4-芳基和4-烷基取代的2,6-二甲基-3,5-双(烷氧基羰基)-1,4-二氢吡啶的氧化作用和涉及细胞色素p-450形式的免疫化学证据.
标题:人肝微粒体对4-芳基和4-烷基取代的2,6-二甲基-3,5-双(烷氧基羰基)-1,4-二氢吡啶的氧化作用和涉及细胞色素p-450形式的免疫化学证据.
摘要:4-取代的2,6-二甲基-3,5-双(烷氧基羰基)-1,4-二氢吡啶很重要,因为它们作为钙通道阻滞剂.检查了人肝微粒体对14个4-芳基和四个4-烷基取代的衍生物的混合功能氧化.所有4-芳基化合物的酶促氧化的主要产物是含有4-芳基的吡啶衍生物.相反,4-烷基化合物形成吡啶衍生物,其中在4-位存在氢原子并且烷基丢失;这些化合物还使细胞色素p-450失活,并在酶促氧化后导致硝苯地平氧化酶活性丧失.所有这些反应均受到针对纯化的人肝硝苯地平氧化酶细胞色素p-450(p-450Nf)的抗体的抑制,表明该酶在这些化合物的氧化中起主要作用.4-烷基化合物的氧化不仅导致p-450Nf的损失,而且还导致细胞色素p-450同工酶催化其他反应(非那西丁o-去乙基化和己糖3'-羟基化)的催化活性降低.结果表明,P-450Nf(或密切相关的酶形式)负责人肝微粒体中这些硝苯地平相关化合物的氧化,并且代谢高度依赖于4-取
DOI:10.1021/jm00159A007