CAS: 54350-48-0; Etretinate

该化合物是一种合成视网膜,主要用于治疗严重螺旋丝虫病和其他氯酸盐病,其行动机制包括调控上皮细胞扩散和分化,从而减少心肌梗塞和炎症. 静脉注射在抗常规疗法的情况下特别有效,提供了一种系统的方法来管理顽抗症.由于其亲脂性的性质,该化合物的半衰期很长,需要仔细使用和监测.该化合物的功效在临床环境中有详细记录,尽管其使用需要严格遵守安全协议,包括妊娠预防,因为其致畸性潜力. 当替代品不足时,它仍然是皮肤病症的一种宝贵的选择.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号62054-49-3 3-甲酰-2-丁烯酸乙酯 | CAS号3230-69-1 3-甲基-1-戊烯-4-炔-3-醇 | CAS号20469-61-8 2,3,5-三甲基苯甲醚

合成工艺路线路线简述

  • 合成目标产物 Etretinate 主要起始原料 2,3,5-Trimethylphenol
  • (文献来源)合成步骤主要原料 2,3,5-Trimethylphenol
2,3,5-三甲基苯甲醚置于n,N-二甲基丙烯基脲,Manganese(Iv) Oxide,Aluminum (Iii) Chloride,Lithium Aluminium Tetrahydride,Sodium Hydride,Sodium Carbonate,Sodium Hydroxide,三氯氧磷体系中,用 四氢呋喃,二氯甲烷,水 作为反应溶剂,化学反应 93.92H,反应生成 依曲替酯
参考文献:将3,3'-二羟基异戊二烯裁制为羟基二苯乙烯:发现具有增加的抗增殖活性和细胞选择性的白藜芦醇类似物
标题:将3,3'-二羟基异戊二烯裁制为羟基二苯乙烯:发现具有增加的抗增殖活性和细胞选择性的白藜芦醇类似物
摘要:根据异戊二烯单元截留策略,"量身定制" 3,3'-二羟基异戊二烯(天然类胡萝卜素),设计了四种新型化合物.其中,最小的分子1(2,3,6,2',3',6'-六甲基-4,4'-二羟基-反式-二苯乙烯)精确合成为一锅stille-Heck串联序列,并通过阻断nci-H460细胞在g1期的周期介导的选择性抗增殖活性而成为有前途的先导分子.此外,理论计算和细胞摄取实验表明,化合物1具有独特的多甲基化模式显着诱导构象变化脱离平面,并增加其细胞摄取和代谢稳定性.观察结果应有助于合理设计白藜芦醇类抗增殖药.
DOI:10.1002/chem.201403024

海关参考信息

专利信息


专利号:US-7141238-B2
优先权日:1998-04-02
标题:Compositions for reducing UV-induced inhibition of collagen biosynthesis in human skin
发明人:FISHER GARY J; VOORHEES JOHN J
权利人:UNIV MICHIGAN
摘要:Exposure of human skin to ultraviolet (UV) radiation from the sun not only induces the production of enzymes (matrix metalloproteinases) that degrade collagen, but also inhibits the synthesis of new collagen by inhibiting the synthesis of procollagen. This UV-induced inhibition of the synthesis of collagen can be prevented by the topical application of a retinoid or c-JUN inhibitor to the skin prior to exposure to UV radiation.

专利号:US-2007172520-A1
优先权日:2005-11-18
标题:Immunotargeting of Nonionic Surfactant Vesicles
发明人:VANAUKER MICHAEL; PLAAS ANNA; HOOD ELIZABETH
权利人:UNIV SOUTH FLORIDA
摘要:An immunoniosmes for targeted delivery of therapeutic agents to specific tissues in a host and methods of synthesis of those niosomes. An antibody molecule having specificity for a target antigen, such as a cell surface marker or other marker differentially expressed on a target cell, is covalently coupled to a functionalized membrane constituent. In a particular embodiment the functionalized membrane constituent is polyoxyethylene sorbitan monostearate functionalized with cyanuric chloride. The niosomes of this invention thus provide a composition that enhances internalization or retention of the bioactive agent of the niosome into the cytoplasm of the cells of the target tissue by providing a high degree of target specificity. Furthermore, the membrane vesicle enhances the life of the therapeutic agent by preventing its degradation in the extracellular environment, while exhibiting lower toxicity than can occur with some liposomes. The niosomes of the present invention are thus particularly useful as vehicles for the delivery of therapeutics to specific target cells.

专利号:US-8653238-B2
优先权日:2006-02-27
标题:Compositions and methods for transport of molecules with enhanced release properties across biological barriers
发明人:WENDER PAUL A; GOUN ELENA A; JONES LISA R
权利人:WENDER PAUL A; GOUN ELENA A; JONES LISA R; UNIV LELAND STANFORD JUNIOR
摘要:Conjugates of a cargo molecule with a transporter molecule are disclosed, where the cargo molecule and the transporter molecule are linked covalently by a releasable linker. The cargo of the conjugate can be a biologically active agent or a reporter molecule. The transporter modulates the transport of the cargo across a biological barrier (e.g., a cell membrane) compared to the transport of the unconjugated cargo. Releasable linkers suitable for rapid and facile conjugation to various types of cargo and transporters are also disclosed, along with methods for using the linkers in the synthesis of conjugates.

专利号:US-9650407-B2
优先权日:2011-11-02
标 题 :Reprogramming of cellular adhesion
发明人:GARTNER ZEV JORDAN; SELDEN NICHOLAS SCOTT; TODHUNTER MICHAEL E; LIANG SAMANTHA ISABEL; WEBER ROBERT JOSEPH; JEE NOEL YOUNGHO; LIU JENNIFER S
权利人:UNIV CALIFORNIA
摘要:Disclosed are membrane-anchored polynucleotides, and compositions comprising the membrane-anchored polynucleotides. Also disclosed are the processes for the synthesis of these compounds, compositions comprising such compounds, and the use of such compounds and compositions in research and therapeutic applications.

专利号:US-6787668-B2
优先权日:2000-04-13
标 题 :2-amino-4,5 heptenoic acid derivatives useful as nitric oxide synthase inhibitors
发明人:PITZELE BARNETT S; SIKORSKI JAMES A; WEBBER RONALD KEITH
权利人:PHARMACIA CORP
摘要:The present invention is directed to a compound of formula I:or a pharmaceutically acceptable salt thereof, wherein:R1 is selected from the group consisting of H and methyl; andR2 is selected from the group consisting of H and methyl.The compounds possess useful nitric oxide synthetase inhibiting activity, and are expected to be useful in the treatment or prophylaxis of a disease or condition in which the synthesis or over synthesis of nitric oxide forms a contributory part.

专利号:US-2003134898-A1
优先权日:2001-08-01
标题 :Dual inhibitors of wax ester and cholesteryl ester synthesis for inhibiting sebum production
发明人:HOMAN REYNOLD
摘要:The present invention provides a method of inhibiting sebum production and treating sebaceous gland disorders comprising administering to a patient in need of said treatment an effective amount of a compound that inhibits both acyl-Coenzyme A:cholesteryl acyltransferase (ACAT), and acyl-Coenzyme A:fatty alcohol acyltransferase (AFAT), provided that the compound is not [(2,4,6-triisopropyl-phenyl)-acetyl]-sulfamic acid 2,6-diisopropyl-phenyl ester or a pharmaceutically acceptable salt or solvate thereof. The method of the invention is useful to treat sebaceous gland disorders caused or exacerbated by the overproduction of sebum, including oily skin, acne, seborrhea, perioral dermatitis, rosacea, and corticosteroid-induced acneiform lesions.
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主要参考文献


1: Akasaka E, Mabuchi T, Manabe Y, Yahagi E, Yamada-Hiruma A, Yamaoka H, Kojima T, Kato M, Ikoma N, Ozawa A, Haruki Y. Long-term efficacy of psoriasis vulgaris treatments: analysis of treatment with topical corticosteroid and/or vitamin D3 analog, oral cyclosporin, etretinate and phototherapy over a 35-year period, 1975-2010. J Dermatol. 2013 Apr;40(4):238-43. doi: 10.1111/1346-8138.12069. Epub 2013 Jan 21. German.

合成参考文献


参考文献:10.1111/j.1346-8138.2011.01235.x
摘要:YAMAMOTO M, TADA Y, ASAHINA A, SAEKI H, ASANO Y, KIMURA T, SUGAYA M, KIKUCHI K, TAMAKI K, SATO S. Severe generalized pustular psoriasis accompanied by bullae formation with increased serum vascular endothelial growth factor level. The Journal of Dermatology. 2011 Jul 18;39(2):183–5. doi: 10.1111/j.1346-8138.2011.01235.x.
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