CAS: 536-33-4; 2-Ethylpyridine-4-Carbothioamide

该化合物是一种合成有机化合物,主要用作结核病治疗中的抗生素,属于硫胺化合物,具有硫胺化合物类别,具有硫酰胺功能组的特点,有助于其生物活动;乙酰胺通常被作为白色的白色脱白晶状粉,在水和有机溶剂中可溶解;其行动机制包括禁止将甲状腺细胞壁的基本成分,即甲状腺酸合成,从而对甲状腺肺结核产生细菌杀菌效应;乙酰胺通常与其他抗生素剂结合使用,以提高功效和降低抗药性风险;尽管它有效,但也可产生副作用,包括胃肠扰动和潜在的肝中毒,需要在治疗过程中进行仔细监测;

结构式图片

相似化合物

536-33-4 14222-60-7 1391052-80-4

欧盟法规

ECHA物质ECHA物质化妆品禁用物质清单C&L通报REACH预注册

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CAS号3376-95-2 2-乙基异烟酰胺 | CAS号1531-18-6 4-氰基-2-乙基吡啶 | CAS号1531-16-4 2-乙基吡啶-4-羧酸甲酯 | CAS号4104-77-2 2-ethyl-6-chlor... | CAS号156761-88-5 4-溴-2-乙基吡啶 | CAS号50826-64-7 4-氨基-2-乙基吡啶 | CAS号4833-24-3 2-乙基吡啶 1-氧化物 | CAS号38594-62-6 2-ethyl-4-nitro... | CAS号3376-95-2 2-乙基异烟酰胺 | CAS号1531-18-6 4-氰基-2-乙基吡啶

合成工艺路线路线简述

    📜2-乙基-4-硝基吡啶n-氧化物置于吡啶,盐酸,氢溴酸,溴,铁粉,溶剂黄146,三乙胺,Sodium Nitrite体系中,化学反应生成 乙硫异烟胺
    参考文献:Kutscherowa Et Al.,Zhurnal Obshchei Khimii,1959,Vol. 29,P. 915,918; Engl. Ausg. S. 898
    标题:Kutscherowa Et Al.,Zhurnal Obshchei Khimii,1959,Vol. 29,P. 915,918; Engl. Ausg. S. 898

    海关参考信息

    专利信息


    专利号:US-9446995-B2
    优先权日:2012-05-21
    标 题:Synthesis of therapeutic and diagnostic drugs centered on regioselective and stereoselective ring opening of aziridinium ions
    发明人:CHONG HYUN-SOON
    权利人:CHONG HYUN-SOON; ILLINOIS INST OF TECH
    摘要:Stereoselective and regioselective synthesis of compounds via nucleophilic ring opening reactions of aziridinium ions for use in stereoselective and regioselective synthesis of therapeutic and diagnostic compounds.

    专利号:US-10189803-B2
    优先权日:2008-02-22
    标题 :Synthesis of therapeutic and diagnostic drugs centered on regioselective and stereoselective ring opening of aziridinium ions
    发明人:CHONG HYUN-SOON
    权利人:CHONG HYUN SOON; ILLINOIS INSTITUTE OF TECH
    摘要:Stereoselective and regioselective synthesis of compounds via nucleophilic ring opening reactions of aziridinium ions for use in stereoselective and regioselective synthesis of therapeutic and diagnostic compounds.

    专利号:US-7589170-B1
    优先权日:1998-09-25
    标题 :Synthesis of cyclic peptides
    发明人:SMYTHE MARK LESLIE; MEUTERMANS WIM DENIS FRANS; BOURNE GREGORY THOMAS; MCGEARY ROSS PETER
    权利人:UNIV QUEENSLAND
    摘要:This invention relates to methods for preparing cyclic peptides and peptidomimetic compounds in solution and bound to solid supports, and to cyclic peptide or peptidomimetic libraries for use in drug screening programs. In particular, the invention relates to a generic strategy for synthesis of cyclic peptides or peptidomimetics that enables the efficient synthesis under mild conditions of a wide variety of desired compounds. Two approaches were evaluated for their improvements in solution and solid phase synthesis of small cyclic peptides: positioning reversible N-amide substituents in the sequence; and applying native ligation chemistry in an intramolecular sense. Systematic investigation of the effects of preorganising peptides prior to cyclisation by using peptide cyclisation auxiliaries, and developing new linkers and peptide cyclisation auxiliaries to aid cyclic peptide synthesis gives surprising improvements in both yields and purity of products compared to the prior art methods. The combination of these technologies provides a powerful generic approach for the solution and solid phase synthesis of small cyclic peptides. The ring contraction and N-amide substitution technology of the invention provide improved methods for the synthesis of cyclic peptides and peptidomimetics. When used in conjunction with linker strategies, this combination provides solid-phase avenues to cyclic peptides and peptidomimetics.

    专利号:WO-9837078-A1
    优先权日:1997-02-20
    标题 :Solid phase and combinatorial synthesis of substituted thiophenes and of arrays of substituted thiophenes
    发明人:DOERWALD FLORENCIO ZARAGOZA
    权利人:NOVO NORDISK AS
    摘要:A solid phase method for the synthesis of a plurality of differently substituted thiophenes with a wide variety of side-chain substituents as compounds of potential therapeutic interest. The thiophenes are prepared by reaction of a substrate-bound primary or secondary amine with a thiophosgene equivalent and reaction of the resulting intermediate with an acceptor-substituted acetonitrile in the presence of a base. Alkylation with an appropriate alkyl halide, followed by Thorpe-Ziegler-cyclization yields differently substituted, support-bound 3-aminothiophenes. These may be screened on the substrate or cleaved from the substrate and then screened in solution. Alternatively, the resin-bound 3-amino thiophenes or the synthetic intermediates can be subjected to further synthetic transformations (N-acylation, reduction) on the support, which permits the preparation of further therapeutically interesting compounds. The efficient synthesis of a wide variety of thiophenes using automated synthesis technology of the present method makes these compounds attractive candidates for the generation and rapid screening of diverse thiophene-based libraries. The method disclosed here provides an easy and fast access to highly diverse heterocyclic compounds of therapeutic interest, amenable to automatization.

    专利号:US-4427587-A
    优先权日:1982-11-10
    标 题:Total synthesis of antitumor antibiotics BBM-2040A and BBM-2040B
    发明人:KANEKO TAKUSHI; WONG HENRY S L
    权利人:BRISTOL MYERS CO
    摘要:A new chemical synthesis of the pyrrolobenzodiazepine antibiotics BBM-2040A and B is disclosed. The disclosed total synthesis uses readily available starting materials and provides a useful alternative to the microbiological procedure previously used to prepare these antibiotics.

    专利号:US-6271379-B1
    优先权日:2000-03-08
    标题:Intermediates useful for the synthesis of huperzine A
    发明人:TUECKMANTEL WERNER; KOZIKOWSKI ALAN P
    权利人:UNIV GEORGETOWN
    摘要:Intermediates useful for the synthesis of huperzine A represented by the structures below, n and methods for their synthesis, wherein: n R 1 is lower alkyl, benzyl, or substituted benzyl; n X is a suitable leaving group; n Y is an electron withdrawing group that can subsequently be converted into an amino group; n one broken line is present as a carbon—carbon bond and the other broken line is absent, where the broken line forms an unconjugated carbon—carbon double bond, which double bond may be endocyclic whereby n is 3 or the double bond may be exocyclic whereby n is 2.

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    📌 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: Nikiforov PO, Surade S, Blaszczyk M, Delorme V, Brodin P, Baulard AR, Blundell TL, Abell C. A fragment merging approach towards the development of small molecule inhibitors of Mycobacterium tuberculosis EthR for use as ethionamide boosters. Org Biomol Chem. 2016 Jan 25. [Epub ahead of print] doi: 10.1016/j.ejps.2015.10.007. Epub 2015 Oct 22. doi: 10.1128/AAC.01028-15. Epub 2015 Sep 14.
    4: Choi J, Park SJ, Jee JG. Analogues of ethionamide, a drug used for multidrug-resistant tuberculosis, exhibit potent inhibition of tyrosinase. Eur J Med Chem. 2015 Dec 1;106:157-66. doi: 10.1016/j.ejmech.2015.10.033. Epub 2015 Oct 19. doi: 10.4103/0971-5916.171278. doi: 10.4103/0971-5916.171272. doi: 10.1139/cjm-2015-0230. Epub 2015 Aug 6. doi: 10.1093/jac/dkv158. Epub 2015 Jul 3. doi: 10.7860/JCDR/2015/13531.6331. Epub 2015 Aug 1.
    11: Gupta Y, Shah I. Ethionamide-induced Pellagra. J Trop Pediatr. 2015 Aug;61(4):301-3. doi: 10.1093/tropej/fmv021. Epub 2015 Mar 30. doi: 10.1128/microbiolspec.MGM2-0014-2013. Review. doi: 10.1016/j.clinthera.2014.04.014. Epub 2014 May 13. doi: 10.1208/s12249-013-0025-3. Epub 2013 Aug 30.

    合成参考文献


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    参考文献:10.1107/s1600536811008579
    摘要:Merniz S, Mokhtari M, Bouacida S, Ouahab L, Mousser A. (Benzene-carbothio-amide-κS)-penta-carbonyl-tungsten(0). Acta Crystallogr Sect E Struct Rep Online. 2011 Apr 01;67(Pt 4):m429–30.
    参考文献:10.2174/1874285801105010032
    摘要:Bostanabad SZ, Shekarabei M, Nojoumi SA, Jabbarzadeh E, Ghalami M, Kazemi VM, Beigdeli MG, Karim Rahimi M, Bossak M, Sagalchyk ER, Konstantina Surkova L, Mikhaelovna Zalutska A, Slizen V, Petrovich Titov L. Study of Genetic Evolution in Mycobacterium tuberculosis Isolates from Patients with Active Pulmonary Tuberculosis in the Iran and Belarus. Open Microbiol J. 2011;5():32–42.
    摘要:Takenaka T, Tsukamura M. [A trial of treatment for pulmonary tuberculosis patients showing multiple resistance to anti-tuberculosis drugs. 1. A fundamental experiment of MIC of demethyl-chlortetracycline (LM) to M. tuberculosis and other mycobacteria]. Kekkaku. 1970 Mar;45(3):93–6.
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