CAS: 2257-09-2; 2-Isothiocyanatoethylbenzene

该化合物是一种有机化合物,其特点是存在一个附于苯乙基胆碱酯酶的异硫氰酸盐功能组;由于存在异硫酸盐组,该产品一般是一种无色的黄色液体,其色味,芥子酱或马铃薯的微光,由于存在亚氰酸酯组;该化合物以其生物活动而著称,特别是作为潜在的化学预防剂,以及具有抗微生物特性;它存在于乙醇和乙醚等有机溶剂中,但水溶解性有限;2-苯基异硫烯酸酯经常因其在植物防护机制中的作用及其在食品保护和药品方面的潜在应用而受到研究.此外,该化合物可通过苯乙胺与硫磷基苯基苯或涉及亚氰硝酸酯形成的其他合成途径进行合成.与许多异硫硝酸盐一样,如果大量吸入或摄入,可能会对健康造成危害,因此在处理过程中有必要采取适当的安全措施.

结构式图片

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ECHA物质C&L通报REACH预注册

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合成工艺路线路线简述

  • 合成目标产物 Phenethyl Isothiocyanate 主要起始原料 Carbon Disulfide And 2-Phenylethylamine
  • (文献来源)合成步骤主要原料 Carbon Disulfide 和 2-Phenylethylamine
2-苯乙胺盐酸盐置于1-丙基磷酸酐体系中,用 二氯甲烷,乙酸乙酯 用作溶剂,化学反应 3.58H,反应生成2-苯基乙基异硫代氰酸酯
参考文献:T3P®-异硫氰酸酯合成中的良性脱硫试剂
标题:T3P®-异硫氰酸酯合成中的良性脱硫试剂
摘要:摘要 在母体伯胺或其盐与二硫化碳的两步一锅反应中,以中等至高收率(41-94%)获得了许多烷基,芳基和双官能异硫氰酸酯.与t3P形成二硫代氨基甲酸酯®(丙烷膦酸酐)作为一种新的和有效的脱硫剂. 在母体伯胺或其盐与二硫化碳的两步一锅反应中,以中等至高收率(41-94%)获得了许多烷基,芳基和双官能异硫氰酸酯.与t3P形成二硫代氨基甲酸酯®(丙烷膦酸酐)作为一种新的和有效的脱硫剂.
Doi:10.1055/s-0036-1591842

海关参考信息

专利信息


专利号:WO-2017046598-A1
优先权日:2015-09-16
标题:Treatment of acute inflammatory disorders
发明人:CRISANTI ANDREA; CANAVESE MIRIAM
权利人:CRISANTI ANDREA; IMP INNOVATIONS LTD
摘要:The present invention relates to a VEGF receptor agonist for use in the treatment of an acute inflammatory disorder associated with the overproduction of pro-inflammatory cytokine, administered with an agent that induces the synthesis of Nrf2. The invention also relates to pharmaceutical combinations comprising a VEGF receptor agonist and an agent that induces the synthesis of Nrf2, and kits comprising these agents. The described uses, combinations and methods may prevent or reduce the dis-regulated activation of an inflammatory response and reduce endothelial damage.

专利号:US-2006078533-A1
优先权日:2004-10-12
标 题:Method of prevention and treatment of aging and age-related disorders including atherosclerosis, peripheral vascular disease, coronary artery disease, osteoporosis, arthritis, type 2 diabetes, dementia, alzheimer's disease and cancer
发明人:OMOIGUI OSEMWOTA S
权利人:OMOIGUI OSEMWOTA S
摘要:This invention relates to a method for prevention and treatment of aging and age-related disorders including atherosclerosis, peripheral vascular disease, coronary artery disease, osteoporosis, type 2 diabetes, dementia and some forms of arthritis and cancer in a subject comprising administering to said subject, separately, sequentially or simultaneously a therapeutically effective dosage of each component or combination of statins, bisphosphonates, cholesterol lowering agents or techniques, interleukin-6 inhibitor/antibody, interleukin-6 receptor inhibitor/antibody, interleukin-6 antisense oligonucleotide (ASON), gp130 protein inhibitor/antibody, tyrosine kinases inhibitors/antibodies, serine/threonine kinases inhibitors/antibodies, mitogen-activated protein (MAP) kinase inhibitors/antibodies, phosphatidylinositol 3-kinase (PI3K) inhibitors/antibodies, Nuclear factor κB (NF-κB) inhibitors/antibodies, IκB kinase (IKK) inhibitors/antibodies, activator protein-1 (AP-1) inhibitors/antibodies, STAT transcription factors inhibitors/antibodies, altered IL-6, partial peptides of IL-6 or IL-6 receptor, or SOCS (suppressors of cytokine signaling) protein, or a functional fragment thereof, administered separately, in sequence or simultaneously. Inhibition of the signal transduction pathway for Interleukin 6 mediated inflammation is key to the prevention and treatment of atherosclerosis, peripheral vascular disease, coronary artery disease, aging and age-related disorders including osteoporosis, type 2 diabetes, dementia and some forms of arthritis and tumors. Inhibition of Interleukin 6 mediated inflammation may be achieved indirectly through regulation of endogenous cholesterol synthesis and isoprenoid depletion or by direct inhibition of the signal transduction pathway utilizing interleukin-6 inhibitor/antibody, interleukin-6 receptor inhibitor/antibody, interleukin-6 antisense oligonucleotide (ASON), gp130 protein inhibitor/antibody, tyrosine kinases inhibitors/antibodies, serine/threonine kinases inhibitors/antibodies, mitogen-activated protein (MAP) kinase inhibitors/antibodies, phosphatidylinositol 3-kinase (PI3K) inhibitors/antibodies, Nuclear factor κB (NF-κB) inhibitors/antibodies, IκB kinase (IKK) inhibitors/antibodies, activator protein-1 (AP-1) inhibitors/antibodies, STAT transcription factors inhibitors/antibodies, altered IL-6, partial peptides of IL-6 or IL-6 receptor, or SOCS (suppressors of cytokine signaling) protein, or a functional fragment thereof. Said method for prevention and treatment of said disorders is based on inhibition of Interleukin-6 inflammation through regulation of cholesterol metabolism, isoprenoid depletion and/or inhibition of the signal transduction pathway.

专利号:US-2006275294-A1
优先权日:2002-08-22
标题:Method of prevention and treatment of aging, age-related disorders and/or age-related manifestations including atherosclerosis, peripheral vascular disease, coronary artery disease, osteoporosis, arthritis, type 2 diabetes, dementia, alzheimers disease and cancer
发明人:OMOIGUI OSEMWOTA S
权利人:OMOIGUI OSEMWOTA S
摘要:This invention relates to a method for prevention and treatment of aging, age-related disorders and/or age-related manifestations including atherosclerosis, peripheral vascular disease, coronary artery disease, osteoporosis, type 2 diabetes, dementia and some forms of arthritis and cancer in a subject comprising administering to said subject, separately, sequentially or simultaneously a therapeutically effective dosage of each component or combination of statins, bisphosphonates, cholesterol lowering agents or techniques, interleukin-6 inhibitor/antibody, interleukin-6 receptor inhibitor/antibody, interleukin-6 antisense oligonucleotide (ASON), gp130 protein inhibitor/antibody, tyrosine kinases inhibitors/antibodies, serine/threonine kinases inhibitors/antibodies, mitogen-activated protein (MAP) kinase inhibitors/antibodies, phosphatidylinositol 3-kinase (PI3K) inhibitors/antibodies, Nuclear factor κB (NF-κB) inhibitors/antibodies, IκB kinase (IKK) inhibitors/antibodies, activator protein-1 (AP-1) inhibitors/antibodies, STAT transcription factors inhibitors/antibodies, altered IL-6, partial peptides of IL-6 or IL-6 receptor, or SOCS (suppressors of cytokine signaling) protein, or a functional fragment thereof, administered separately, in sequence or simultaneously. Inhibition of the signal transduction pathway for Interleukin 6 mediated inflammation is key to the prevention and treatment of atherosclerosis, peripheral vascular disease, coronary artery disease, aging, age-related disorders and/or age-related manifestations including osteoporosis, type 2 diabetes, dementia and some forms of arthritis and tumors. Inhibition of Interleukin 6 mediated inflammation may be achieved indirectly through regulation of endogenous cholesterol synthesis and isoprenoid depletion or by direct inhibition of the signal transduction pathway utilizing interleukin-6 inhibitor/antibody, interleukin-6 receptor inhibitor/antibody, interleukin-6 antisense oligonucleotide (ASON), gp130 protein inhibitor/antibody, tyrosine kinases inhibitors/antibodies, serine/threonine kinases inhibitors/antibodies, mitogen-activated protein (MAP) kinase inhibitors/antibodies, phosphatidylinositol 3-kinase (PI3K) inhibitors/antibodies, Nuclear factor κB (NF-κB) inhibitors/antibodies, IκB kinase (IKK) inhibitors/antibodies, activator protein-1 (AP-1) inhibitors/antibodies, STAT transcription factors inhibitors/antibodies, altered IL-6, partial peptides of IL-6 or IL-6 receptor, or SOCS (suppressors of cytokine signaling) protein, or a functional fragment thereof. Said method for prevention and treatment of said disorders is based on inhibition of Interleukin-6 inflammation through regulation of cholesterol metabolism, isoprenoid depletion and/or inhibition of the signal transduction pathway

专利号:US-9168237-B2
优先权日:2011-12-06
标题:Adamantyl derivatives as therapeutic agents
发明人:MOORE RICHARD G; SINGH RAKESH K
权利人:WOMEN & INFANTS HOSPITAL OF RHODE ISLAND
摘要:The present invention relates to adamantyl derivatives and their anti-cancer activity. Compounds of formulae I and II are provided as well as related methods of treatment and methods of synthesis.

专利号:CN-106518743-A
优先权日:2016-10-28
标 题 :Synthesis of beta-phenethyl isothiocyanate

专利号:US-6166003-A
优先权日:1999-02-17
标 题 :Heterocyclic compounds for cancer chemoprevention
发明人:LAM LUKE K T
权利人:LKT LAB INC
摘要:A compound comprising a heterocyclic moiety, such as a thiophene, covalently attached to an alkylene isothiocyanate moiety. The compound is effective to prevent the occurrence or progression of cancer or a precancerous condition, and can be used for therapeutic or prophylactic purposes. The compound can be provided and administered in the form of a pharmaceutical composition, a cosmetic, a food additive, supplement, or the like. Methods for synthesis and use of the chemopreventive compound of the invention are also provided.
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主要参考文献


1: Freitas E, Aires A, de Santos Rosa EA, Saavedra MJ. Antibacterial activity and synergistic effect between watercress extracts, 2-phenylethyl isothiocyanate and antibiotics against 11 isolates of Escherichia coli from clinical and animal source. Lett Appl Microbiol. 2013 Oct;57(4):266-73. doi: 10.1111/lam.12105. doi: 10.1016/j.phrs.2013.09.009. doi: 10.18632/oncotarget.7171.
4: Ernst IM, Wagner AE, Schuemann C, Storm N, Höppner W, Döring F, Stocker A, Rimbach G. Allyl-, butyl- and phenylethyl-isothiocyanate activate Nrf2 in cultured fibroblasts. Pharmacol Res. 2011 Mar;63(3):233-40. doi: 10.1016/j.phrs.2010.11.005. doi: 10.1002/mc.21873. doi: 10.1111/1462-2920.12997. doi: 10.1016/j.bcp.2012.11.017. doi: 10.3324/haematol.2010.029363.
9: Su JC, Lin K, Wang Y, Sui SH, Gao ZY, Wang ZG. In vitro studies of phenethyl isothiocyanate against the growth of LN229 human glioma cells. Int J Clin Exp Pathol. 2015 Apr 1;8(4):4269-76.

合成参考文献


参考文献:10.1038/nature10167
摘要:Raj L, Ide T, Gurkar AU, Foley M, Schenone M, Li X, Tolliday NJ, Golub TR, Carr SA, Shamji AF, Stern AM, Mandinova A, Schreiber SL, Lee SW. Selective killing of cancer cells by a small molecule targeting the stress response to ROS. Nature. 2011 Jul 13;475(7355):231–4.
参考文献:10.1155/2011/514261
摘要:Miller CP, Singh MM, Rivera-Del Valle N, Manton CA, Chandra J. Therapeutic strategies to enhance the anticancer efficacy of histone deacetylase inhibitors. J Biomed Biotechnol. 2011;2011():514261.
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