CAS: 21339-55-9; (S)-Indoximod

该化合物是一种氨基酸衍生物,是氨基酸L-tryptophan的基本成分结构类比,其特点是,该物质在不列颠侧链氮原子中有一个附属的甲基组,改变了其生化特性.该化合物经常因其在调制免疫反应中的作用及其对血清素新陈代谢的潜在影响而受到研究.该化合物因其抑制酶乙醇2,3-二氧基酶的能力而受到调查,该酶是灵丹的催化剂,在免疫调节和肿瘤生物学中起着重要作用.1-Me乙基-L-tryptophan通常以晶状形式出现,在极地溶剂中可溶解.其应用范围扩大到免疫学,癌症疗法和...

结构式图片

相似化合物

26988-72-7 110117-83-4 143824-78-6

上下游产品

CAS号73-22-3 L-色氨酸 | CAS号74-88-4 碘甲烷

合成工艺路线路线简述

    📜N-Tert-Butyloxycarbonyl-L-1-Methyltryptophan Methyl Ester置于盐酸体系中,用 水 用作溶剂,化学反应 5.0H,以85%的收率获得1-甲基-L-色氨酸
    参考文献:一种1-甲基-L-色氨酸的合成方法
    标题:一种1-甲基-L-色氨酸的合成方法
    摘要:本发明涉及一种1‑甲基‑l‑色氨酸的合成方法.主要解决现有合成方法存在的需要使用碘甲烷导致存在毒性及低沸点,以及金属钠,液氨等使工业化生产困难的技术问题.本发明合成方法包括以下步骤:N‑叔丁氧羰基‑l‑色氨酸甲酯,碳酸二甲酯和碳酸钾在n,N‑二甲基甲酰胺溶液中加热回流,生成化合物1;化合物1在盐酸水溶液中加热反应,生成目标化合物2.1‑甲基‑l‑色氨酸作为一种氨基酸衍生物主要用作医药中间体,多肽的合成等.

    海关参考信息

    专利信息


    专利号:US-9873688-B2
    优先权日:2013-11-08
    标 题:Process for the synthesis of an indoleamine 2,3-dioxygenase inhibitor
    发明人:TAO MING; FRIETZE WILLIAM; MELONI DAVID J; WENG LINGKAI; ZHOU JIACHENG; PAN YONGCHUN
    权利人:INCYTE CORP; INCYTE HOLDINGS CORP
    摘要:The present application is directed to processes and intermediates for making 4-({2-[(aminosulfonyl)amino]ethyl}amino)-N-(3-bromo-4-fluorophenyl)-N′-hydroxy-1,2,5-oxadiazole-3-carboximidamide, which is an inhibitor of indoleamine 2,3-dioxygenase, useful in the treatment of cancer and other disorders.

    专利号:US-2022243244-A1
    优先权日:2019-10-10
    标 题 :Compositions and methods for in vivo synthesis of unnatural polypeptides
    发明人:ROMESBERG FLOYD E; FISCHER EMIL C; HASHIMOTO KOJI; FELDMAN AARON W; DIEN VIVIAN T; ZHANG YORKE
    权利人:SCRIPPS RESEARCH INST
    摘要:Disclosed herein are compositions, methods, and kits for a cell incorporating unnatural amino acids into an unnatural polypeptide. Also disclosed herein are compositions, methods, and kits for increasing activity and yield of the unnatural polypeptide synthesized by the cell.

    专利号:US-2023037284-A9
    优先权日:2018-11-30
    标题:Combination therapy of peptidomimetic macrocycles
    发明人:GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
    权利人:AILERON THERAPEUTICS INC
    摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

    专利号:US-2025084410-A1
    优先权日:2015-01-12
    标 题:Incorporation of unnatural nucleotides and methods thereof
    发明人:PTACIN JEROD; MALYSHEV DENIS A; CAFFARO CAROLINA E
    权利人:SYNTHORX INC
    摘要:Disclosed herein are methods, compositions and kits for the synthesis of proteins which comprises unnatural amino acids that utilize a mutant tRNA.

    专利号:US-5856107-A
    优先权日:1997-02-04
    标 题 :Combinatorial libraries of imidazol-pyrido-indole and imidazol-pyrido-benzothiophene derivatives, methods of making the libraries and compounds therein
    发明人:OSTRESH JOHN M; HOUGHTEN RICHARD A
    权利人:TREGA BIOSCIENCES INC
    摘要:The invention provides a rapid approach for combinatorial synthesis and screening of libraries of imidazol-pyrido-indole and imidazol-pyrido-benzothiophene compounds. The present invention further provides methods of preparing the libraries and the individual compounds made by the combinatorial synthesis.

    专利号:US-11918657-B2
    优先权日:2017-11-10
    标 题 :Dendrimer delivery system and methods of use thereof
    发明人:RANGARAMANUJAM KANNAN; SHARMA RISHI; SHARMA ANJALI; KANNAN SUJATHA; ZHANG ZHI; KAMBHAMPATI SIVA PRAMODH
    权利人:UNIV JOHNS HOPKINS
    摘要:Low-generation dendrimers containing a high density of surface hydroxyl groups, and methods of synthesis thereof are provided. In particular, oligo ethylene glycol (OEG)-like dendrimers with a high surface functional groups at relatively low generations (e.g. Ëœ120 hydroxyls in the third generation, with a size of just 1-2 nm) is described. Dendrimer formulations including one or more prophylactic, therapeutic, and/or diagnostic agents, and methods of use thereof are also described. The formulations are suitable for topical, enteral, and/or parenteral delivery for treating one or more diseases, conditions, and injuries in the eye, the brain and nervous system (CNS), particularly those associated with pathological activation of microglia and astrocytes.

    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: Zhang L, Huang Y, Cui X, Tan X, Zhu Y, Zhou W, Wang C, Yuan G, Cao Q, Su G, Kijlstra A, Yang P. Increased Expression of Indoleamine 2,3-Dioxygenase (IDO) in Vogt-Koyanagi-Harada (VKH) Disease May Lead to a Shift of T Cell Responses Toward a Treg Population. Inflammation. 2020 Oct;43(5):1780-1788. doi: 10.1007/s10753-020-01252-7. 7(1):246. doi: 10.1186/s40425-019-0725-7.
    3: Huang GL, Tao A, Miyazaki T, Khan T, Hong T, Nakagawa Y, Cabral H. PEG- Poly(1-Methyl-l-Tryptophan)-Based Polymeric Micelles as Enzymatically Activated Inhibitors of Indoleamine 2,3-Dioxygenase. Nanomaterials (Basel). 2019 May 9;9(5):719. doi: 10.3390/nano9050719.
    4: Gao W, He Y, Li F, Chai C, Zhang J, Guo J, Chen C, Wang J, Zhu H, Hu Z, Zhang Y. Antibacterial activity against drug-resistant microbial pathogens of cytochalasan alkaloids from the arthropod-associated fungus Chaetomium globosum TW1-1. Bioorg Chem. 2019 Mar;83:98-104. doi: 10.1016/j.bioorg.2018.10.020. Epub 2018 Oct 10. 40(2):576-582. doi: 10.3892/ijmm.2017.3043. Epub 2017 Jun 26.

    合成参考文献


    参考文献:10.1074/jbc.m111.229518
    摘要:Karunakaran S, Ramachandran S, Coothankandaswamy V, Elangovan S, Babu E, Periyasamy-Thandavan S, Gurav A, Gnanaprakasam JP, Singh N, Schoenlein PV, Prasad PD, Thangaraju M, Ganapathy V. SLC6A14 (ATB0,+) Protein, a Highly Concentrative and Broad Specific Amino Acid Transporter, Is a Novel and Effective Drug Target for Treatment of Estrogen Receptor-positive Breast Cancer. Journal of Biological Chemistry. 2011 Sep;286(36):31830–8. doi: 10.1074/jbc.m111.229518.
    参考文献:10.1002/eji.200535602
    摘要:Wingender G, Garbi N, Schumak B, Jüngerkes F, Endl E, von Bubnoff D, Steitz J, Striegler J, Moldenhauer G, Tüting T, Heit A, Huster KM, Takikawa O, Akira S, Busch DH, Wagner H, Hämmerling GJ, Knolle PA, Limmer A. Systemic application of CpG-rich DNA suppresses adaptive T cell immunity via induction of IDO. Eur J Immunol. 2006 Jan;36(1):12–20. doi: 10.1002/eji.200535602.
    📝 需求与反馈
    尽可能描述清楚需求与问题信息
    ×

    通知