CAS: 94535-50-9; Levcromakalim

该化合物是一种化学化合物,以其作为钾渠道开口器的作用而闻名,主要影响对ATP敏感的钾渠道,被归类为药剂,并经常研究其潜在的治疗用途,特别是心血管医学.复合物的血管效应可导致肌肉滑动放松和血管抗药性下降.这一机制使其对高血压和心血管抗药性等条件的治疗感兴趣.(-)-Cromakalim的典型特征是其立体化学特征,如前缀"(-)"所示,它表明其具体的光学活动.该化合物溶解有机溶剂,分子重量相对较低,有助于其生物利用率.其安全性特征和血压系持续研究的主题,因为了解这些特征对于其潜在的临床应用至关重要.

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CAS号616-45-5 2-吡咯烷酮 | CAS号33143-29-2 2,2-二甲基-6-氰基-2H香豆素 | CAS号94470-67-4 (±)-Cromakalim | CAS号33143-92-9 4-[(1,1-二甲基丙基-2... | CAS号767-00-0 4-羟基苯甲腈

合成工艺路线路线简述

  • 114926-02-2 = 94535-50-9
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethyl Sulfoxide; 4 H,25 °C1.2 Solvents: Water; 25 °C
    标题:Asymmetric Epoxidation Of Alkenes Catalyzed By A Porphyrin-Inspired Manganese Complex
    作者:Dai,Wen; Li,Jun; Li,Guosong; Yang,Hua; Wang,Lianyue; Et Al
    参考文献:Organic Letters 日期:2013 卷标:15(16) 页码:4138-4141]

    114926-02-2 = 94535-50-9
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethyl Sulfoxide; 6 H,Rt1.2 Reagents: Water; Rt
    标题:Asymmetric Epoxidation Of Cis-Alkenes Mediated By Iminium Salts: Highly Enantioselective Synthesis Of Levcromakalim
    作者:Bulman Page,Philip C.; Buckley,Benjamin R.; Heaney,Harry; Blacker,A. John
    参考文献:Organic Letters 日期:2005 卷标:7(3) 页码:375-377]

    = 94535-50-9
    反应条件:1.1 Reagents: Sodium Hydride
    标题:Compositions And Methods For Extended Release Cromakalim Therapy
    参考文献:World Intellectual Property Organization]

    = 94535-50-9 [标题:Reaction Conditions
    标题:Stereoselective Epoxidation Using Chiral Salen-Type Catalysts
    参考文献:United States]

    = 94535-50-9 [标题:Reaction Conditions
    标题:Method For The Preparation Of (3S,4R)-Isomers Of 4-(Cyclic-Amido)-2H-1-Benzopyrans And 4-Amino-3-Hydroxy-2H-1-Benzopyrans
    参考文献:European Patent Organization]

    = 94535-50-9 [标题:Reaction Conditions
    标题:Mechanism Of Action And Systemic And Regional Hemodynamics Of The Potassium Channel Activator Brl34915 And Its Enantiomers
    作者:Hof,R. P.; Quast,U.; Cook,N. S.; Blarer,S.
    参考文献:Circulation Research 日期:1988 卷标:62(4) 页码:679-86]

    2397694-73-2 = 94535-50-9
    反应条件:1.1 Reagents: Boron Tribromide Solvents: Dichloromethane; 6 H,-78 °C1.2 Reagents: Water; -78 °C
    标题:Total Synthesis Of Chromanol 293B And Cromakalim Via Stereoselective Amination Of Chiral Benzylic Ethers
    作者:Ma,Sang-Ho; Kim,Yeon Su; Jung,Jun Min; Boggu,Pulla Reddy; Kim,Seung Chan; Et Al
    参考文献:Tetrahedron Letters 日期:2020 卷标:61(5)]

    114926-02-2 = 94535-50-9
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethyl Sulfoxide; Overnight,Rt
    标题:Preparation Of Controlled-Delivery Cromakalim Prodrugs
    参考文献:World Intellectual Property Organization]

    114926-02-2 = 94535-50-9
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethyl Sulfoxide; 30 Min,Rt1.2 Solvents: Dimethyl Sulfoxide; 6 H,Rt1.3 Reagents: Water; Rt
    标题:Immobilized Dimeric Chiral Mn(Iii) Salen Complex On Short Channel Ordered Mesoporous Silica As An Effective Catalyst For The Epoxidation Of Non-Functionalized Alkenes
    作者:Roy,Tamal; Kureshy,Rukhsana I.; Khan,Noor-Ul H.; Abdi,Sayed H. R.; Sadhukhan,Arghya; Et Al
    参考文献:Tetrahedron 日期:2012 卷标:68(31) 页码:6314-6322]

    114926-02-2 = 94535-50-9
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide
    标题:Preparation Of Optically Active Benzopyran Compounds As Antihypertensives And Smooth Muscle Relaxants
    参考文献:Japan]

    = 94535-50-9 [标题:Reaction Conditions
    标题:Synthesis Of Homochiral Potassium Channel Openers: Role Of The Benzopyranyl 3-Hydroxyl Group In Cromakalim And Pyridine N-Oxides In Determining The Biological Activities Of Enantiomers
    作者:Attwood,Michael R.; Brown,Barbara S.; Dunsdon,Rachael M.; Hurst,David N.; Jones,Philip S.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:1992 卷标:2(3) 页码:229-34]

    = 94535-50-9 [标题:Reaction Conditions
    标题:2,2-Dialkylnaphthalen-1-Ones As New Potassium Channel Activators
    作者:Almansa,Carmen; Gomez,Luis A.; Cavalcanti,Fernando L.; Rodriguez,Ricardo; Carceller,Elena; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1993 卷标:36(15) 页码:2121-33]

    = 94535-50-9 [标题:Reaction Conditions
    标题:Synthesis And Antihypertensive Activity Of 4-(Cyclic Amido)-2H-1-Benzopyrans
    作者:Ashwood,Valerie A.; Buckingham,Robin E.; Cassidy,Frederick; Evans,John M.; Faruk,Erol A.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1986 卷标:29(11) 页码:2194-201]

    = 94535-50-9 [标题:Reaction Conditions
    标题:Benzopyran Derivatives
    参考文献:European Patent Organization
📜(3S,4R)-4-Amino-3-Methoxy-2,2-Dimethylchroman-6-Carbonitrile置于三溴化硼,Potassium Carbonate,三乙胺,Potassium Iodide体系中,用 二氯甲烷,丙酮 作为反应溶剂,化学反应 30.5H,反应生成 左色满卡林
参考文献:通过手性苯甲醚的立体选择性胺化法合成铬醇293B和克罗卡林
标题:通过手性苯甲醚的立体选择性胺化法合成铬醇293B和克罗卡林
摘要:立体选择性苄基胺化反应对于将其进一步用作药物和农用化学品以及其他化学实体很重要.在这里,我们描述了使用氯磺酰基异氰酸酯在苯甲醚骨架上1,2-抗二烷氧基苯并二氢吡喃的非对映选择性胺化.值得注意的是,该方法的实用性通过苯并二氢吡喃酚293B和克罗马卡林的全合成来突出.
DOI:10.1016/j.Tetlet.2019.151431

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主要参考文献


1: Owolabi OJ, Omogbai EK. Evaluation of the potassium channel activator levcromakalim (BRL38227) on the lipid profile, electrolytes and blood glucose levels of streptozotocin-diabetic rats. J Diabetes. 2013 Mar;5(1):88-94. doi: 10.1111/1753-0407.12001. doi: 10.1016/j.ejmech.2014.04.024. Epub 2014 Apr 13. Epub 2003 Mar 25. doi: 10.1016/j.bmc.2011.05.040. Epub 2011 May 24.
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