CAS: 35121-78-9; (Z)-5-((3Ar,4R,5R,6As)-5-Hydroxy-4-((S,E)-3-Hydroxyoct-1-En-1-yl)Hexahydro-2H-Cyclopenta[b]Furan-2-Ylidene)Pentanoic Acid

该化合物是一种自然产生的蛋白兰地,具有重要的生理作用,特别是在心血管系统中,其特征是其结构结构为循环醚,有五人环和长的碳氢化合物尾料,有助于其脂溶性.Prostaglandin I2主要由内皮细胞生产,在抑制板块聚集和导致血管血管凝聚方面发挥着关键作用,从而调节血液流动和防止血栓化.其生物活动通过特定的受体进行调解,导致各种细胞反应.Prostaglandin I2还参与炎症过程,并影响心血管疾病和肺高血压等状况.由于其短的半衰期和不稳定性,它往往在临床环境中作为治疗目的的合成类比而进行.

结构式图片

上下游产品

2 methyl esterPGI2 methyl ester 2α methyl ester5,6-didehydro-11,15-O-bis(tert-butyldimethylsilyl)PGF2α methyl ester 2 methyl ester11,15-O-bis(tert-butyldimethylsilyl)PGI2 methyl ester trimethyl orthoformate7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-((E)-(S)-3-hydroxy-°Ct-1-enyl)-cyclopentyl]-6-oxo-heptanoic acid

合成工艺路线路线简述

    📜Pgi2 Methyl Ester 反应生成 依前列醇
    参考文献:A Short Way To Prostacyclin
    标题:A Short Way To Prostacyclin
    摘要:
    DOI:10.1016/s0040-4039(00)86399-6

    海关参考信息

    专利信息


    专利号:US-10995049-B2
    优先权日:2019-07-19
    标 题 :Total synthesis of prostaglandin J natural products and their intermediates
    发明人:LI JIAMING; XU CHEN; AHMED TONIA S; GRUBBS ROBERT H; STOLTZ BRIAN M
    权利人:CALIFORNIA INST OF TECHN
    摘要:The present disclosure is directed to methods of preparing prostaglandin J natural products by stereoretentive metatheses reactions and intermediates used in the synthesis of these natural products, including the use of intermediates of Formula (I-A), where R 1 is defined in the specification

    专利号:US-4384127-A
    优先权日:1981-04-08
    标 题:Process for synthesis of optically pure prostaglandin E2 and analogs thereof
    发明人:FUCHS PHILLIP L
    权利人:PURDUE RESEARCH FOUNDATION
    摘要:The invention comprises a multi-step synthesis of l(-) prostaglandin E 2 . The special features of the synthesis include: (1) a triply-convergent conjugate-addition and alkylation reaction involving the 1,4-addition of a chiral vinyl lithium reagent to a chiral vinylsulfone to produce a sulfone-stabilized anion. This anion is alkylated in situ to produce the basic prostaglandin skeleton structure, which is then subjected to (2) an efficient peracid oxidation of a secondary amine to a β-silyloxy oxime; and (3) an alkali-catalyzed 1,4-elimination of an α-sulfonyl oxime to produce a vinyl nitroso intermediate. This intermediate is treated with borohydride to give a stereospecific 1,4-reduction which yields the bis-silyloxy oxime of l(-)PGE 2 . Hydrolysis of the oxime, with concurrent cleavage of the silyloxy protecting groups, affords l(-)PGE 2 .

    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-6765117-B2
    优先权日:1997-10-24
    标题:Process for stereoselective synthesis of prostacyclin derivatives
    发明人:MORIARTY ROBERT M; PENMASTA RAJU; GUO LIANG; RAO MUNAGALA S; STASZEWSKI JAMES P
    权利人:UNITED THERAPEUTIC CORP
    摘要:An improved method is described for making 9-deoxy-PGF 1 -type compounds. In contrast to the prior art, the method is stereoselective and requires fewer steps than the known methods for making these compounds. The invention also relates to novel intermediates prepared during the synthesis of the 9-deoxy-PGF 1 -type compounds.

    专利号:US-2010159540-A1
    优先权日:2007-03-26
    标题:Synthesis of resolvins and intermediates, compounds prepared thereby, and uses thereof
    发明人:RODRIGUEZ ANA; SPUR BERND
    权利人:RODRIGUEZ ANA; SPUR BERND
    摘要:Methods are disclosed for the preparation of a new class of lipid mediators known as resolvins, with Resolvin D6 (4,17-dihydroxy-5E,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid) being exemplary. Also disclosed are methods for the efficient synthesis of key intermediates in the preparation of such resolvins, such as isotopically labeled ω-3 fatty acid metabolites, and derivatives and analogs thereof. The invention likewise extends to the intermediates so prepared, and to the resolvins prepared with their use.

    专利号:US-9611206-B2
    优先权日:2011-03-02
    标题:Synthesis of intermediate for treprostinil production
    发明人:SHARMA VIJAY
    权利人:UNITED THERAPEUTICS CORP
    摘要:The compound according to Formula I is an intermediate in the synthesis of prostacylin analogs. The present invention provides an efficient method for synthesizing a Formula I compound.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Ahmad KA, Banales J, Henderson CL, Ramos SE, Brandt KM, Powers GC. Intravenous epoprostenol improves oxygenation index in patients with persistent pulmonary hypertension of the newborn refractory to nitric oxide. J Perinatol. 2018 Jul 25. doi: 10.1038/s41372-018-0179-7. [Epub ahead of print] doi: 10.1097/MD.0000000000010908. doi: 10.1016/j.healun.2018.03.018. Epub 2018 Mar 30. doi: 10.1016/j.ijcard.2018.03.067. Epub 2018 Mar 15. doi: 10.1371/journal.pone.0195195. eCollection 2018.
    14: Koszutski M, Faure M, Guillaumot A, Gomez E, Mercy M, Chabot F, Chaouat A. [Tunnelled central venous catheter infection during treatment with epoprostenol]. Rev Mal Respir. 2018 Mar;35(3):324-327. doi: 10.1016/j.rmr.2017.03.037. Epub 2018 Mar 28. French. doi: 10.1016/j.jjcc.2018.02.009. Epub 2018 Mar 13. doi: 10.1159/000481713. Epub 2017 Oct 30. doi: 10.1177/2045894018759247. Epub 2018 Feb 26.
    18: Gillis HC, Fischer G, Gupta S. Treatment of pulmonary hypertension with inhaled agents in the pediatric intensive care unit. Am J Health Syst Pharm. 2018 Feb 15;75(4):171-172. doi: 10.2146/ajhp170353. doi: 10.1186/s40425-018-0321-2.

    合成参考文献


    参考文献:10.1007/s00408-010-9229-4
    摘要:Leyva FJ, Roberts K. Crocidolite induces prostaglandin I(2) release mediated by vitronectin receptor and cyclooxygenase-2 in lung cells. Lung. 2010 Apr;188(2):133–41.
    参考文献:10.1007/s11239-010-0447-7
    摘要:Popović M, Paskaš S, Živković M, Burysek L, Laumonnier Y. Human cytomegalovirus increases HUVEC sensitivity to thrombin and modulates expression of thrombin receptors. Journal of Thrombosis and Thrombolysis. 2010 Feb 14;30(2):164–71. doi: 10.1007/s11239-010-0447-7.
    参考文献:10.1007/s11596-010-0122-4
    摘要:Chen R, Tu Y, Lin J, She W, Li J, Wu Z, Xu L, Chen H. The nongenomic effects of progesterone in repressing iNOS activation through P38MAPK pathways in gonococci-infected polymorphonuclear leukocytes and the clinical significance. J Huazhong Univ Sci Technolog Med Sci. 2010 Feb;30(1):119–25. doi: 10.1007/s11596-010-0122-4.
    参考文献:10.1007/s00228-010-0789-2
    摘要:Gudbjornsson B, Thorsteinsson SB, Sigvaldason H, Einarsdottir R, Johannsson M, Zoega H, Halldorsson M, Thorgeirsson G. Rofecoxib, but not celecoxib, increases the risk of thromboembolic cardiovascular events in young adults—a nationwide registry-based study. European Journal of Clinical Pharmacology. 2010 Feb 16;66(6):619–25. doi: 10.1007/s00228-010-0789-2.
    参考文献:10.1186/1475-2891-10-73
    摘要:Bojić M, Debeljak Ž, Tomičić M, Medić-Šarić M, Tomić S. Evaluation of antiaggregatory activity of flavonoid aglycone series. Nutrition Journal. 2011 Jul 11;10(1):73. doi: 10.1186/1475-2891-10-73.
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