CAS: 555-68-0; 3-Nitrocinnamic Acid

该化合物是一种由硝酸替代的衍生物,其特点是在苯环的3个位置上有一个硝基组,该化合物在有机合成和制药研究中被广泛用作制造更复杂的分子的关键中间体,其同系系统和电排硝基体组增强了反应性,使其在混合反应中具有价值,并成为异环化合物的前体.晶体固体显示极地有机溶剂中具有中等溶性,便于其在受控反应中使用.其明确界定的结构和稳定性在标准条件下确保合成应用的一贯性.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

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CAS号99-61-6 间硝基苯甲醛 | CAS号64-19-7 冰醋酸 | CAS号141-82-2 丙二酸 | CAS号645-00-1 1-碘-3-硝基苯 | CAS号79-10-7 丙烯酸 | CAS号113-24-6 丙酮酸钠 | CAS号110-89-4 六氢吡啶 | CAS号108-24-7 乙酸酐 | CAS号24163-36-8 Iodonium, bis(3... | CAS号68444-12-2 sodium alpha-hy... | CAS号5396-71-4 3-硝基肉桂酸乙酯 | CAS号151539-32-1 8-[(E)-2-(3-nit... | CAS号147700-41-2 7-methyl-8-[(E)... | CAS号60-35-5 乙酰胺 | CAS号99-61-6 间硝基苯甲醛 | CAS号298-12-4 乙醛酸 | CAS号121-92-6 间硝基苯甲酸 | CAS号882-26-8 beta,3-二硝基苯乙烯 | CAS号586-39-0 3-硝基苯乙烯

合成工艺路线路线简述

    2,3-Dibromo-3-(3-Nitro-Phenyl)-Propionic Acid Ethyl Ester 反应生成 间硝基肉桂酸
    参考文献:Wollring,Chemische Berichte,1914,Vol. 47,P. 114
    标题:Wollring,Chemische Berichte,1914,Vol. 47,P. 114

    海关参考信息

    专利信息


    专利号:US-2005080260-A1
    优先权日:2003-04-22
    标 题 :Preparation of prodrugs for selective drug delivery
    发明人:MILLS RANDELL L; WU GUO-ZHANG
    摘要:Synthesis of a chemical compound having the formula A-B-C that may serve for applications such as drug delivery where A is a chemiluminescent, moiety, B is a photochromic moiety, and C is a biologically active moiety where A-B-C may serve as a prodrug. Novel synthetic methods of the present invention to form the prodrug comprised the steps of (1) forming a benzophenone, (2) forming a diaryl ethylene, (3) attaching a phthalimide moiety to at least one of the aryl groups of the ethylene to form a phthalimide-ethylene conjugate, (4) condensing two ethylene-phthalimide conjugates to form a phthalimide-pentadiene conjugate, (5) converting the phthalimide to the phthalhydrazide by reaction with hydrazine to form a carrier compound according to the present invention, and (6) reacting the carrier compound with an nucleophilic moiety of the drug to form the corresponding prodrug. Alternatively the carrier can be prepared by using the halo-substituted diaryl ethylene to make the corresponding cationic leuco dye-like compound with known methods. The cationic compound then is protected by reacting with a nucleophile and coupled with the aminophathalimide by palladium-catalyzed amination to form the protected phthalimide-pentadiene conjugate. The latter is refluxed with hydrazine to convert its phthalimide to the phthalhydrazide and acidified to give the carrier. An additional aspect of the present invention relates to the use of these compounds as antiviral agents for the treatment of viral infections such as HIV and as anticancer agents for the treatment of cancers such as bowel, lung, and breast cancer.

    专利号:US-6531470-B1
    优先权日:1998-01-23
    标题:Oxazolidinone combinatorial libraries, compositions and methods of preparation
    发明人:GORDEEV MIKHAIL F; LUEHR GARY W; PATEL DINESH V; NI ZHI-JIE; GORDON ERIC
    权利人:UPJOHN CO
    摘要:Oxazolidinones and methods for their synthesis are provided. Also provided are combinatorial libraries comprising oxazolidinones, and methods to prepare the libraries. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. The methods of library preparation include the attachment of oxazolidinones to a solid support. The methods of compound preparation in one embodiment involve the reaction of an iminophosphorane with a carbonyl containing polymeric support.

    专利号:US-6562844-B2
    优先权日:1998-01-23
    标 题:Oxazolidinone combinatorial libraries, compositions and methods of preparation
    发明人:GORDEEV MIKHAIL F; LUEHR GARY W; PATEL DINESH V; NI ZHI-JIE; GORDON ERIC
    权利人:UPJOHN CO
    摘要:Oxazolidinones and methods for their synthesis are provided. Also provided are combinatorial libraries comprising oxazolidinones, and methods to prepare the libraries. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. The methods of library preparation include the attachment of oxazolidinones to a solid support. The methods of compound preparation in one embodiment involve the reaction of an iminophosphorane with a carbonyl containing polymeric support.

    专利号:US-7002020-B1
    优先权日:1998-01-23
    标题:Oxazolidinone combinatorial libraries, compositions and methods of preparation
    发明人:GORDEEV MIKHAIL F; LUEHR GARY W; PATEL DINESH V
    权利人:UPJOHN CO
    摘要:Oxazolidinones and methods for their synthesis are provided. Also provided are combinatorial libraries comprising oxazolidinones, and methods to prepare the libraries. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. The methods of library preparation include the attachment of oxazolidinones to a solid support. The methods of compound preparation in one embodiment involve the reaction of an iminophosphorane with a carbonyl containing polymeric support.

    专利号:US-4742084-A
    优先权日:1983-11-21
    标 题 :Aralykyl (arylethynyl)aralkyl amines and their use as vasodilators and antihypertensives
    发明人:CARSON JOHN R
    权利人:MCNEILAB INC
    摘要:Acetylenes of the formula (I): (I) wherein Y, m, R1, R2, q, Alk, R3 n and R4 are as defined herein and Ar1 and Ar2 are aromatic, including the salts and ammonium derivatives of formula (I), in treating angina, hypertension and cardiac arrhythmias. Pharmaceutical compositions, methods of use and synthesis and novel intermediates are also part of the invention.

    专利号:US-4661635-A
    优先权日:1983-11-21
    标题 :Aralykyl (arylethynyl)aralkyl amines and their use as vasodilators and antihypertensives
    发明人:CARSON JOHN R
    权利人:MCNEILAB INC
    摘要:Acetylenes of the formula (I): (I) wherein Y, m, R1, R2+L, q, Alk, R3, n and R4 are as defined herein and Ar1 and Ar2 are aromatic, including the salts and ammonium derivatives of formula (I), in treating angina, hypertension and cardiac arrhythmias. Pharmaceutical compositions, methods of use and synthesis and novel intermediates are also part of the invention.
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    主要参考文献

    [参考文献]: K Oztürk, Et Al. The Detection And Comparison Of The Genotoxic Effects Of Some Nitro Aromatic Compounds By The Umu And Sos Chromotest Systems. Toxicol Lett. 1999 Jul 30;108(1):63-8.

    合成参考文献


    参考文献:10.1007/s00289-010-0356-0
    摘要:Sánchez CO, Díaz FR, Gatica N, Bustos C, Espiñeira K, Huaquimilla D. Synthesis and study of the effect of carboxyvinyl group position on the properties of polyamides. Crosslinked polymers. Polymer Bulletin. 2010 Aug 07;67(1):29–43. doi: 10.1007/s00289-010-0356-0.
    参考文献:10.1007/s11178-005-0130-1
    摘要:Britsun VN, Esipenko AN, Chernega AN, Lozinskii MO. Synthesis and Transformations of 5-Substituted 2-Aryl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazin-7-ones and 2-Aryl-2,3-dihydro-4H-[1,3]thiazino[3,2-a]benzimidazol-4-ones. Russian Journal of Organic Chemistry. 2005 Jan;41(1):108–13. doi: 10.1007/s11178-005-0130-1.
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