CAS: 467426-54-6; (S)-5-(((1R,4S,7S,10S,13S,16R,19S,22S,25R,32S,38R)-10-(2-Amino-2-Oxoethyl)-38-(((S)-1-Carboxy-3-Methylbutyl)Carbamoyl)-22-(2-Carboxyethyl)-32-((R)-1-Hydroxyethyl)-19-Isobutyl-7,13-Diisopropyl-4-Methyl-3,6,9,12,15,18,21,24,30,33,36-Undecaoxo-27,28,40,41-Tetrathia-2,5,8,11,14,17,20,23,31,34,37-Undecaazabicyclo[14.13.13]Dotetracontan-25-yl)Amino)-4-((S)-3-Carboxy-2-((S)-2,4-Diamino-4-Oxobutanamido)Propanamido)-5-Oxopentanoic Acid

该化合物是一种合成的16-氨酸丙酸丙酸类固醇,其设计旨在模仿其在胃肠道中的生理动作.它作为甘酸盐环球-C(GC-C)激动剂(GC-C),刺激细胞内环球氨酸单磷酸酯(cGMP)生产,增加液体分泌并加速肠道中转. 白丙酸酯是用于治疗慢性异性静脉密症(CIC)和内脏肠胃综合症(IBS-C)的特指. 它与内生的乌甲酸盐在结构上的相似性有助于形成一种有利的耐受性特征,由于在肠胃中采取局部行动,其微量的系统吸收作用,该化合物对GC-C感应器的灵敏性pH敏感度进一步优化其在微小肠道中的治疗效率,将其与类似物剂区别开来.

结构式图片

MSDS等安全信息

合成工艺路线路线简述

    海关参考信息

    专利信息


    专利号:US-2023242581-A1
    优先权日:2020-06-17
    标题:Synthesis of a guanylate cyclase agonist by fragments based approach
    发明人:SAMBASIVAM GANESH; KASTURCHAND GODHA ATUL; VENKATA BHAGYARAJ ARETI; ANNADURAI SATHYA; VEERANJANEYULU AVULA; VASANTRAO GADAKH AMOL; S JADHAV DIPAK
    权利人:ANTHEM BIOSCIENCES PRIVATE LTD
    摘要:The present invention provides a process for the synthesis of Plecanatide, a guanylate cyclase agonist. The process involves convergent synthesis with compounds, i.e., fragment of peptides followed by cyclization. The method provides high yield of Plecanatide with less impurities.

    专利号:US-12351573-B2
    优先权日:2019-05-09
    标 题:Compounds for use in synthesis of peptidomimetics
    发明人:AL-ABED YOUSEF; CHENG KAI FAN
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Synthesis of O-benzotriazole and O-imidazole synthons are described. Uses of synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the synthons and uses of azapeptides and other peptidomimetics are also described.

    专利号:US-2023159450-A1
    优先权日:2020-05-08
    标 题 :Dimers for use in synthesis of peptidomimetics
    发明人:AL-ABED YOUSEF; ALTITI AHMAD
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Dimers for use in synthesis of peptidomimetics are described. Uses of dimers as synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the dimers and uses of azapeptides and other peptidomimetics are also described.

    专利号:US-2020354404-A1
    优先权日:2019-05-09
    标 题 :Peptidomimetic agents, synthesis and uses thereof
    发明人:AL-ABED YOUSEF
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Compounds for use in synthesis of peptidomimetic agents; synthesis of peptidomimetic agents; peptidomimetic diagnostic and therapeutic agents; and uses of the compounds and peptidomimetic agents in drug discovery, diagnosis, prevention and treatment of diseases are described.

    专利号:US-11440881-B2
    优先权日:2019-05-09
    标题 :Thiosemicarbazates and uses thereof
    发明人:AL-ABED YOUSEF; ALTITI AHMAD
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Thioesters, thiocarbamates, thiocarbazates, semithiocarbazates, peptides, aza-amino acid conjugates, and azapeptides; and a chemoselective and site-specific functionalization protocol of protected thiocarbazates and semithiocarbazates are described. The protocol features the use of Mitsunobu reaction to alkylate specifically the nitrogen atom close to the acylthiol moiety with alcohols to produce protected mono-substituted thiocarbazates that can be stored for months, activated under mild conditions at low temperature using halonium reagents and integrated orthogonally to make substituted semicarbazides that can be used, e.g., as synthons in synthesis of aza-amino acid conjugates, azapeptides and other peptidomimetics. Methods for preparing and using ureases, carbazides, semicarbazides, beta-peptides, azapeptides, and other peptidomimetics and azapeptide conjugates, and uses of ureases, carbazides, semicarbazides, beta-peptides, azapeptides in drug discovery, diagnosis, inhibition, prevention and treatment of diseases are also described.

    专利号:US-2022372022-A1
    优先权日:2019-05-09
    标 题:Compounds for use in synthesis of peptidomimetics
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    主要参考文献


    1: LiverTox: Clinical and Research Information on Drug-Induced Liver Injury [Internet]. Bethesda (MD): National Institute of Diabetes and Digestive and Kidney Diseases; 2012-. Available from http://www.ncbi.nlm.nih.gov/books/NBK548762/ doi: 10.1080/17512433.2019.1670057. Epub 2019 Oct 1. Review. doi: 10.2147/CEG.S145668. eCollection 2019. Review.
    4: Miner PB Jr. Benefit-Risk Assessment of Plecanatide in the Treatment of Chronic Idiopathic Constipation. Drug Saf. 2019 May;42(5):603-615. doi: 10.1007/s40264-018-0781-9. Review. doi: 10.1016/j.amjmed.2018.11.027. Epub 2018 Dec 11. Review. doi: 10.2147/IJGM.S125051. eCollection 2018. Review.
    7: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006-. Available from http://www.ncbi.nlm.nih.gov/books/NBK513065/ doi: 10.1097/JXX.0000000000000090. Review. doi: 10.1177/1756284818777945. eCollection 2018. Review.

    合成参考文献


    参考文献:10.1007/s11894-015-0473-x
    摘要:Wadhwa A, Camilleri M, Grover M. New and Investigational Agents for Irritable Bowel Syndrome. Curr Gastroenterol Rep. 2015 Dec;17(12):46. doi: 10.1007/s11894-015-0473-x.
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