CAS: 104713-75-9; 3-((S)-1-Benzylpyrrolidin-3-yl) 5-Methyl (S)-2,6-Dimethyl-4-(3-Nitrophenyl)-1,4-Dihydropyridine-3,5-Dicarboxylate

该化合物是主要用于治疗高血压的钙管阻塞器;它属于二氢对质者,它通过抑制通过L型钙管流入血管滑动肌肉和心脏组织中的血管润滑性肌肉和心脏组织中的钙离子流入而发挥作用;它导致血管通缩,减少外围抗药性和降低血压;巴尼迪平因的特征是其长半衰期,允许一次日服,这可以加强病人的合规性;复合表明血管肌肉滑动在心脏组织上表现出选择性,最大限度地减少反应性心肌等潜在副作用;此外,它也因其有利的药用皮肤特征而发挥作用,包括良好的口腔生物利用率;巴尼迪平在管理高血压方面的效力得到了临床研究的支持,并且经常在对有特定心血管疾病的病人的治疗方案中得到考虑.就任何药物而言,潜在的副作用可能包括眩晕,头痛和边缘水肿,在治疗期间需要谨慎监测.

结构式图片

上下游产品

CAS号101469-91-4 N-苄基-3-羟基-2,5吡咯二酮 | CAS号100-46-9 苄胺 | CAS号775-15-5 N-苄基-3-吡咯烷醇 | CAS号71863-54-2 1-benzyl-3-acet... | CAS号99-61-6 间硝基苯甲醛 | CAS号101385-90-4 (S)-3-羟基-1-苄基吡咯烷 | CAS号101930-01-2 BUTANOIC ACID,3... | CAS号14205-39-1 3-氨基巴豆酸甲酯 | CAS号101930-02-3 3,5-Pyridinedic... | CAS号71863-55-3 barnidipine

合成工艺路线路线简述

    (4R)-1,4-二氢-2,6-二甲基-4-(3-硝基苯基l)-3,5-吡啶二羧酸-3-甲酯置于五氯化磷体系中,用 二氯甲烷 用作溶剂,化学反应 4.0H,反应生成巴尼地平
    参考文献:盐酸巴尼地平杂质的合成和表征,一种抗高血压药物.
    标题:盐酸巴尼地平杂质的合成和表征,一种抗高血压药物.
    摘要:盐酸巴尼地平是一种长期的二氢吡啶类钙通道阻滞剂,用于治疗高血压.在盐酸巴尼地平的工艺开发过程中,使用普通色谱柱(agilent Zorbax Eclipse Xdb-C18,150 Mmx4.6 Mm,5 µm)通过高效液相色谱 (HPLC) 检测到四种巴尼地平杂质.所有这些杂质都被鉴定,合成并随后通过它们各自的光谱数据(ms,1H-NMR 和 13C-NMR)进行表征.这些杂质的鉴定应有助于巴尼地平生产过程中的质量控制.
    Doi:10.3390/molecules19011344

    专利信息


    专利号:US-2008287407-A1
    优先权日:2003-12-10
    标题 :Nitric Oxide Releasing Pyruvate Compounds, Compositions and Methods of Use
    发明人:GARVEY DAVID S; FANG XINQIN; KHANAPURE SUBHASH P; RANATUNGA RAMANI R; WEY SHIOW-JYI
    权利人:NITROMED INC
    摘要:The invention describes novel nitrosated and/or nitrosylated pyruvate compounds and pharmaceutically acceptable salts thereof, and novel compositions comprising at least one nitrosated and/or nitrosylated pyruvate compound, and, optionally, at least one compound that donates, transfers or releases nitric oxide, stimulates endogenous synthesis of nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor or is a substrate for nitric oxide synthase, and/or at least one therapeutic agent. The invention also provides novel compositions comprising at least one pyruvate compound and at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase and/or at least one therapeutic agent. The invention also provides novel kits comprising at least one pyruvate compound, that is optionally nitrosated and/or nitrosylated, and, optionally, at least one nitric oxide donor and/or at least one therapeutic agent. The invention also provides methods for treating diseases resulting from oxidative stress, diabetes, reperfusion injury following ischemia, preservation of tissues, organs, organ parts and/or limbs.

    专利号:US-7708989-B2
    优先权日:1999-10-29
    标题 :Methods of treating vascular diseases characterized by nitric oxide insufficiency
    发明人:LOSCALZO JOSEPH; VITA JOSEPH A; LOBERG MICHAEL D; WORCEL MANUEL
    权利人:NITROMED INC
    摘要:The invention provides methods of treating and/or preventing vascular diseases characterized by nitric oxide insufficiency by administering a therapeutically effective amount of at least one nitrosated angiotensin-converting enzyme inhibitor, nitrosated beta-adrenergic blocker, nitrosated cholesterol reducer, nitrosated calcium channel blocker, nitrosated endothelin antagonist, nitrosated angiotensin II receptor antagonist, nitrosated renin inhibitor, and optionally at least one compound used to treat cardiovascular diseases and/or at least one antioxidant, or a pharmaceutically acceptable salt thereof, and/or at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase. The antioxidant may preferably be a hydralazine compound or a pharmaceutically acceptable salt thereof. The compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase may preferably be isosorbide dinitrate and/or isosorbide mononitrate. The vascular diseases characterized by nitric oxide insufficiency include a cardiovascular disease and a disease resulting from oxidative stress.

    专利号:EP-3967330-A1
    优先权日:2020-09-10
    标 题:Methods for the synthesis of bioactivated metal nanocluster and their medical application
    发明人:MARCHI VALÉRIE; CHIECHIO REGINA MARIA; EVEN-HERNANDEZ PASCALE
    权利人:UNIV RENNES; CENTRE NAT RECH SCIENT; INSTITUT NAT DES SCIENCES APPLIQUEES DE RENNES; ECOLE NAT SUPERIEURE DE CHIMIE DE RENNES
    摘要:The present invention relates to a bioactivated metal nanocluster comprising a mixture of ligands linked to a fluorescent metallic nanocluster, their synthesis methods, and their medical applications.

    专利号:US-7384976-B2
    优先权日:2001-05-02
    标 题:Nebivolol and its metabolites in combination with nitric oxide donors, compositions and methods of use
    发明人:GARVEY DAVID S
    权利人:NITROMED INC
    摘要:The invention describes novel compositions comprising nebivolol and/or at least one metabolite of nebivolol and at least one nitric oxide donor, and, optionally, at least one antioxidant or a pharmaceutically acceptable salt thereof, and/or at least one compound used to treat cardiovascular diseases or a pharmaceutically acceptable salt thereof, and/or at least one nitrosated compound used to treat cardiovascular diseases. The compounds and compositions of the invention can also be bound to a matrix. The nitric oxide donor is a compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase and may preferably be isosorbide dinitrate and/or isosorbide mononitrate. The antioxidant may preferably be a hydralazine compound or a pharmaceutically acceptable salt thereof. The invention also provides methods for treating and/or preventing vascular diseases characterized by nitric oxide insufficiency; and for treating and/or preventing Raynaud's syndrome; and for treating and/or preventing cardiovascular diseases or disorders.

    专利号:US-2008214827-A1
    优先权日:2004-02-03
    标 题:Synthesis of Cyanoimino-Benzoimidazoles
    发明人:GOEHRING R RICHARD; WHITEHEAD JOHN; SHAO BIN
    权利人:EURO CELTIQUE SA
    摘要:Disclosed in certain embodiments is a process for synthesizing a compound of formula (V) and salts thereof.

    专利号:US-6566525-B1
    优先权日:1998-09-17
    标 题:Preparation of N-substituted-hydroxycycloalkylamine derivatives
    发明人:KIM SEONG JIN; KIM KEON IL; YANG KYOUNG YOUL
    权利人:SAMSUNG FINE CHEMICALS CO LTD
    摘要:A process for the preparation of N-substituted-hydroxycycloalkylamine derivatives, that are useful intermediates for the synthesis of various organic chemicals including pharmaceutical and agrochemical compounds, represented by formula (1), by reacting a 1,2-dihydroxalkyl alcohol, represented by the following formula (2), with a thionyl halide to produce an intermediate 1,2-cyclosulfinylalkyl halide represented by the following formula (3); and then cyclizing that intermediate with an amine compounds represented by the following formula (4).In the above structural formuli, * represents an asymmetric carbon atom; R1 is hydrogen or an amino-protecting group; m is an integer of 1-3; and X is halogen. The reactant compounds as well as the compounds made according to this invention have the following substitution pattern:n=1, R2=OH, R3=H and m=1; n=1, R2=H, R3=CH2OH and m=2;n=2, R2=OH, R3=H; and m=2; and n=2, R2=H, R3=CH2OH and m=3.
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    主要参考文献


    1: Ozturk N, Ozturk D, Pala-Kara Z, Okyar A. Pharmacokinetics of talinolol is modified by barnidipine: implication of P-glycoprotein modulation. Pharmazie. 2017 Jan 10;72(1):29-34. doi: 10.1691/ph.2017.6786. doi: 10.2174/1874192401711010120. eCollection 2017.
    3: Tocci G, Desideri G, Roca E, Calcullo C, Crippa M, De Luca N, Gaudio GV, Lonati LM, Orselli L, Scuteri A, Vulpis V, Acone B, Zaninelli A; THYPERevolution Steering Committee. How to Improve Effectiveness and Adherence to Antihypertensive Drug Therapy: Central Role of Dihydropyridinic Calcium Channel Blockers in Hypertension. High Blood Press Cardiovasc Prev. 2018 Mar;25(1):25-34. doi: 10.1007/s40292-017-0242-z. Epub 2017 Dec 2. Review.
    4: Lins R, Haerden Y, de Vries C. Replacement of Amlodipine and Lercanidipine by Barnidipine: Tolerability and Effectiveness in a Real-Life Study. High Blood Press Cardiovasc Prev. 2017 Mar;24(1):29-36. doi: 10.1007/s40292-016-0177-9. doi: 10.1186/s12872-016-0237-z.

    合成参考文献


    参考文献:10.3109/00498259609046698
    摘要:Teramura T, Tokunaga T, Matsumoto H, Watanabe T, Higuchi S. Metabolism of barnidipine hydrochloride, a potent calcium antagonist, in rat and dog. Xenobiotica. 1996 Feb;26(2):177–87. doi: 10.3109/00498259609046698.
    参考文献:10.1021/jm00162a013
    摘要:Tamazawa K, Arima H, Kojima T, Isomura Y, Okada M, Fujita S, Furuya T, Takenaka T, Inagaki O, Terai M. Stereoselectivity of a potent calcium antagonist, 1-benzyl-3-pyrrolidinyl methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate. J Med Chem. 1986 Dec;29(12):2504–11. doi: 10.1021/jm00162a013.
    参考文献:10.1007/s002109900053
    摘要:Becker BF, Möbert J. Low-dose calcium antagonists reduce energy demand and cellular damage of isolated hearts during both ischemia and reperfusion. Naunyn Schmiedebergs Arch Pharmacol. 1999 Sep;360(3):287–94. doi: 10.1007/s002109900053.
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