CAS: 54-80-8; (+/-)-Pronethalol

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    2-氨基-1-(2-萘基)乙醇 2-Amino-1-(2-Naphthyl)Ethanol 5696-74-2
    2-Bromo-1-(2-Naphthyl)Ethanol 91571-04-9
    2-(萘-2-基)环氧乙烷 2-(Naphthalen-2-yl)Oxirane 20861-99-8

    合成工艺路线路线简述

      📜2-溴代-2-乙酰基萘置于platinum(Iv) Oxide 氢气,二甲基亚砜体系中,化学反应生成 丙萘洛尔
      参考文献:β-肾上腺素能阻断剂.i. Pronethalol和2-氨基-1-(2-萘基)乙醇的相关n-烷基和n-芳烷基衍生物.
      标题:β-肾上腺素能阻断剂.i. Pronethalol和2-氨基-1-(2-萘基)乙醇的相关n-烷基和n-芳烷基衍生物.
      摘要:
      DOI:10.1021/jm00311A020

      海关参考信息

      专利信息


      专利号:US-10925977-B2
      优先权日:2006-10-05
      标 题 :Efficient synthesis of chelators for nuclear imaging and radiotherapy: compositions and applications
      发明人:YANG DAVID J; YU DONGFANG; THOMPSON ANDREW S
      权利人:YANG DAVID J; YU DONGFANG; THOMPSON ANDREW S; CEIL POINT LLC; UNIV TEXAS
      摘要:Novel methods of synthesis of chelator-targeting ligand conjugates, compositions comprising such conjugates, and therapeutic and diagnostic applications of such conjugates are disclosed. The compositions include chelator-targeting ligand conjugates optionally chelated to one or more metal ions. Methods of synthesizing these compositions in high purity are also presented. Also disclosed are methods of imaging, treating and diagnosing disease in a subject using these novel compositions, such as methods of imaging a tumor within a subject and methods of diagnosing myocardial ischemia.

      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-2006000773-A1
      优先权日:2003-03-07
      标题:Process for the synthesis of a chromatographic phase
      发明人:GLENNON JEREMY; HEALY LIAM
      权利人:GLENNON JEREMY; HEALY LIAM
      摘要:A process for the synthesis, delivery or deposition or localisation of a chromatographic phase, especially for chromatographic separation or solid phase extraction, comprises introducing a chemical moiety to a support using a supercritical fluid such as supercritical carbon dioxide.

      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: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-2005080260-A1
      优先权日:2003-04-22
      标 题 :Preparation of prodrugs for selective drug delivery
      发明人:MILLS RANDELL L; WU GUO-ZHANG
      摘要:Synthesis of a chemical compound having the formula A-B-C that may serve for applications such as drug delivery where A is a chemiluminescent, moiety, B is a photochromic moiety, and C is a biologically active moiety where A-B-C may serve as a prodrug. Novel synthetic methods of the present invention to form the prodrug comprised the steps of (1) forming a benzophenone, (2) forming a diaryl ethylene, (3) attaching a phthalimide moiety to at least one of the aryl groups of the ethylene to form a phthalimide-ethylene conjugate, (4) condensing two ethylene-phthalimide conjugates to form a phthalimide-pentadiene conjugate, (5) converting the phthalimide to the phthalhydrazide by reaction with hydrazine to form a carrier compound according to the present invention, and (6) reacting the carrier compound with an nucleophilic moiety of the drug to form the corresponding prodrug. Alternatively the carrier can be prepared by using the halo-substituted diaryl ethylene to make the corresponding cationic leuco dye-like compound with known methods. The cationic compound then is protected by reacting with a nucleophile and coupled with the aminophathalimide by palladium-catalyzed amination to form the protected phthalimide-pentadiene conjugate. The latter is refluxed with hydrazine to convert its phthalimide to the phthalhydrazide and acidified to give the carrier. An additional aspect of the present invention relates to the use of these compounds as antiviral agents for the treatment of viral infections such as HIV and as anticancer agents for the treatment of cancers such as bowel, lung, and breast cancer.

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      主要参考文献


      1: Zhang D, Qiao X, Yao J, Zhang L, Wu X, Ma J, Cai X, Bostrom KI, Yao Y. Pronethalol Reduces Sox2 (SRY [Sex-Determining Region Y]-Box 2) to Ameliorate Vascular Calcification. Arterioscler Thromb Vasc Biol. 2021 Feb;41(2):931-933. doi: 10.1161/ATVBAHA.120.315571. Epub 2020 Dec 10.
      2: Qiao X, Zhang D, Zhang L, Yao J, Wu X, Cai X, Boström KI, Yao Y. Pronethalol decreases RBPJκ to reduce Sox2 in cerebral arteriovenous malformation. Vasc Med. 2020 Dec;25(6):569-571. doi: 10.1177/1358863X20942833. Epub 2020 Aug 24.
      3: Aronson JK, Green AR. Me-too pharmaceutical products: History, definitions, examples, and relevance to drug shortages and essential medicines lists. Br J Clin Pharmacol. 2020 Nov;86(11):2114-2122. doi: 10.1111/bcp.14327. Epub 2020 May 13.

      合成参考文献


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      摘要:C.M. McEwen, G. Sasaki and D.C. Jones. Biochem. 8, 3952 (1969).
      摘要:L. Villa, C. Sinistri and V. Ferri. Farmaco. Ed. Sci. 23, 221 (1968).
      参考文献:10.1007/s11302-007-9090-y
      摘要:Forrester T. A case of serendipity*. Purinergic Signalling. 2007 Dec 18;4(2):93–100. doi: 10.1007/s11302-007-9090-y.
      参考文献:10.1007/bf01957781
      摘要:Ijzerman AP, Timmerman H. The beta-adrenoceptor-adenylate cyclase complex. From model to biochemical reality. Pharm Weekbl Sci. 1986 Aug 22;8(4):209–22. doi: 10.1007/bf01957781.
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