CAS: 2284-20-0; 4-Methoxyphenylisothiocyanate

该化合物是有机化合物,其特征是附于一个甲基氧代代苯环的异硫氰酸盐功能组,该化合物一般是无色的黄色液体,具有独特的,不显眼的气味,在乙醇和丙酮等有机溶剂中溶解,但在水中溶解性有限. 4-甲基苯异硫酸盐因其活动性,特别是在核糖类替代反应中,在各种合成应用中有用,包括其他异硫氰酸盐的准备和生物活动研究中有用.该化合物因其潜在的抗癌特性和化学生物学工具,在通过硫氰酸盐形成改变蛋白的能力方面受到调查.与许多异硫酸一样,必须谨慎处理这一化合物,因为如果吸入或吸入,可能会对健康造成危害.在实验室中进行该物质时,应采取适当的安全措施.

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合成工艺路线路线简述

  • 合成目标产物 4-Methoxyphenyl Isothiocyanate 主要起始原料 Carbon Disulfide And P-Anisidine
  • (文献来源)合成步骤主要原料 Carbon Disulfide 和 P-Anisidine
4'-甲氧基甲酰苯胺置于selenium 三光气,Sulfur,三乙胺体系中,用 二氯甲烷 用作溶剂,化学反应 6.5H,以93%的收率获得4-甲氧基苯基 异硫氰酸酯
参考文献:从甲酰胺和含双(三氯甲基)碳酸酯的硫粉中简便地一锅制备异硫氰酸酯
标题:从甲酰胺和含双(三氯甲基)碳酸酯的硫粉中简便地一锅制备异硫氰酸酯
摘要:异硫氰酸酯是制备含硫和含氮有机化合物,尤其是杂环的最重要的合成中间体之一.在过去的几十年里,异硫氰酸酯的合成得到了广泛的研究,因为它们在抗增殖剂 2 和血癌治疗中发挥着重要作用,作为 Hiv 病毒的酶抑制剂. 3 已经报道了许多合成异硫氰酸酯的方法来自胺:有机卤化物烯烃,6 和醛肟.7 它们中的大多数都受到低收率和使用对环境无吸引力的试剂,如硫光气及其衍生物的影响.~.~ 以前曾报道过异氰化物与元素硫的直接转化.然而,异氰化物的制备和纯化难度大,几乎所有异氰化物都具有挥发性并具有令人厌恶的气味.本文报道了一种简便的一锅法从甲酰胺和硫磺粉中制备异硫氰酸酯,该方法使用环保试剂bis (三氯甲基1)碳酸盐(btc)在硒粉和三乙胺的存在下(方案1).中间体异氰化物没有从反应中分离出来,因为它与
Doi:10.1080/00304940409355967

海关参考信息

专利信息


专利号:US-5135737-A
优先权日:1986-11-10
标 题:Amplifier molecules for enhancement of diagnosis and therapy
发明人:KEANA JOHN F W
权利人:OREGON STATE
摘要:Disclosed are amplifier molecules: various organic compounds having branched structures terminating with amine groups to which pharmacologically active groups can be chemically attached. A number of MRI contrast-enhancing agents were synthesized, each comprising plural active groups, such as stable nitroxides and complexes of trivalent metal cations. Such syntheses were successfully performed using a number of amplifiers having different branched structures, demonstrating the general utility of the pertinent chemistry in the synthesis of amplifiers having any of a wide variety of pharmacologically active groups. Amplifiers were also synthesized having linkers terminating with chemically reactive groups such as isothiocyanates, which render the amplifier bifunctional: attachable to polymers, biomacromolecules, or other biocompatible entity possessing multiple reactive sites such as terminal amines. Via such chemistry, the amplifiers are attachable to monoclonal antibodies for concentration of pharmacologically active groups at a desired site in the body.

专利号:WO-9403593-A1
优先权日:1992-08-04
标题 :Amplifier molecules for enhancement of diagnosis and therapy
发明人:KEANA JOHN F W
权利人:OREGON STATE
摘要:Disclosed are amplifier molecules: various organic compounds having branched structures terminating with amine groups to which pharmacologically active groups can be chemically attached. A number of MRI contrast-enhancing agents were synthesized, each comprising plural active groups, such as stable nitroxides and complexes of trivalent metal cations. Such syntheses were successfully performed using a number of amplifiers having different branched structures, demonstrating the general utility of the pertinent chemistry in the synthesis of amplifiers having any of a wide variety of pharmacologically active groups. Amplifiers were also synthesized having linkers terminating with chemically reactive groups such as isothiocyanates, which render the amplifier bifunctional: attachable to polymers, biomacromolecules, or other biocompatible entity possessing multiple reactive sites such as terminal amines. Via such chemistry, the amplifiers are attachable to monoclonal antibodies for concentration of pharmacologically active groups at a desired site in the body.

专利号:WO-9700244-A1
优先权日:1995-06-19
标题 :Process for parallel synthesis of a non-peptide library
发明人:FRITZ JAMES E; KALDOR STEPHEN W
权利人:LILLY CO ELI; FRITZ JAMES E; KALDOR STEPHEN W
摘要:A process for the sequential preparation of a library of compounds having pharmaceutical usage. The process involves the sequential mixing of solution phase reagents, followed by scavenging of excess unreacted reagents with solid phase scavenging agents. The process is highly iterative and applicable for producing various ureas, thiureas, amides, carbonates and tertiary amines.

专利号:US-5412148-A
优先权日:1986-11-10
标题:Amplifier molecules derived from diethylene triaminepentaacetic acid for enhancement of diagnosis and therapy
发明人:KEANA JOHN F W
权利人:OREGON STATE
摘要:Disclosed are amplifier molecules: various organic compounds having branched structures terminating with amine groups to which pharmacologically active groups can be chemically attached. A number of MRI contrast-enhancing agents were synthesized, each comprising plural active groups, such as stable nitroxides and complexes of trivalent metal cations. Such syntheses were successfully performed using a number of amplifiers having different branched structures, demonstrating the general utility of the pertinent chemistry in the synthesis of amplifiers having any of a wide variety of pharmacologically active groups. Amplifiers were also synthesized having linkers terminating with chemically reactive groups such as isothiocyanates, which render the amplifier bifunctional: attachable to polymers, biomacromolecules, or other biocompatible entity possessing multiple reactive sites such as terminal amines. Via such chemistry, the amplifiers are attachable to monoclonal antibodies for concentration of pharmacologically active groups at a desired site in the body.

专利号:US-5585487-A
优先权日:1995-05-26
标题:Method for the preparation of β-thiolactam compound
发明人:OISHI AKIHIRO; TAGUCHI YOICHI; SHIBUYA ISAO; TSUCHIYA TOHRU
权利人:AGENCY IND SCIENCE TECHN
摘要:Disclosed is a method for the preparation of a beta -thiolactam compound, i.e. a 7-substituted-2-oxa-7-azabicyclo [3.2.0]-heptan-6-thione, represented by the general formula in which R is an alkyl or aryl group, having usefulness as an intermediate for the synthesis of various biologically active compounds. The compound can be prepared by the reaction of an isothiocyanate compound R-NCS, R being the same as above, and 2,3-dihydrofuran, preferably, under pressurization up to 2000 atmospheres or higher at an elevated temperature.

专利号:WO-2024177606-A1
优先权日:2023-02-24
标 题:Quinazolinone derivative compounds showing anti-cancer activity and the synthesis methods of these compounds
发明人:EVREN ASAF EVRIM; YURTTAS LEYLA; AKALIN CIFTCI GULSEN; SAGLIK BEGUM NURPELIN
权利人:BILECIK SEYH EDEBALI UNIV; ANADOLU UNIV
摘要:The invention relates to quinazolinone-derived compounds that show anticancer activity on the adenocarcinoma human alveolar basal epithelial cell line (A549) by inducing apoptosis in lung cancer cells through inhibition of the epidermal growth factor receptor (EGFR), and at the same time do not have any cytotoxic effects on healthy cells, and to the synthesis methods of these compounds The general structure of the compounds of the invention is shown by Formula (X).
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合成参考文献


摘要:Merino, P., Science of Synthesis, (2010) 45, 138.
摘要:Merino, P., Science of Synthesis, (2010) 45, 261.
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2018) 2, 255.
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2018) 2, 159.
摘要:Koutentis, P. A.; Ioannidou, H. A., Science of Synthesis Knowledge Updates, (2010) 1, 305.
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