CAS: 184025-18-1; (4-(3-(1H-Imidazol-5-yl)Propoxy)Phenyl)(Cyclopropyl)Methanone

结构式图片

物理性质

MSDS等安全信息

上下游产品

CAS号152030-49-4 3-(1-三苯甲基-4-咪唑基)丙醇 | CAS号36116-18-4 环丙基(4-羟基苯基)甲酮 | CAS号772-31-6 4-氟苯基环丙基甲酮 | CAS号3874-54-2 4-氯-4'-氟苯丁酮

合成工艺路线路线简述

  • 合成目标产物 Ciproxifan 主要起始原料 4-Chloro-4'-Fluorobutyrophenone
  • (文献来源)合成步骤主要原料 4-Chloro-4'-Fluorobutyrophenone
📜Cyclopropyl-[4-[3-(1-Tritylimidazol-4-yl)Propoxy]Phenyl]Methanone置于盐酸体系中,用 丙酮 用作溶剂,化学反应生成环丙基[4-[3-(1H-咪唑-5-基)丙氧基]苯
参考文献:具有羰基取代的4-(3-(苯氧基)丙基)-1H-咪唑结构的新型组胺h(3)-受体拮抗剂,如ciproxifan和相关化合物.
标题:具有羰基取代的4-(3-(苯氧基)丙基)-1H-咪唑结构的新型组胺h(3)-受体拮抗剂,如ciproxifan和相关化合物.
摘要:根据mitsunobu或s(n)ar反应合成了具有4-(3-(苯氧基)丙基)-1H-咪唑结构的新型组胺h(3)-受体拮抗剂,该结构通常在苯环的对位取代.随着对h(3)受体拮抗剂效能的体外和体内筛选,羰基取代的衍生物被证明是高度活性的化合物.许多化合物在亚纳摩尔浓度范围内均显示出体外亲和力,在口服给药后,4-己酰基(10)和4-乙酰基-3-甲基(29)取代的衍生物在体内的拮抗药效力约为0.1 Mg / Kg.还测试了许多proxifans在其他组胺受体亚型上的亲和力,从而证明了其明显的h(3)-受体亚型选择性.由于环丙基酮衍生物14(ciproxifan)在体外具有很高的亲和力,并且在体内具有很高的效力,因此选择将其用于猴子的进一步研究.它显示出非常好的口服吸收和持久的剂量依赖性血浆水平,使其成为药物开发的有希望的化合物.
Doi:10.1021/jm000966L

海关参考信息

专利信息


专利号:US-9751877-B2
优先权日:2012-09-21
标题 :Substituted pyrido[1,2-a]pyrazines for the treatment of neurodegenerative and neurological disorders
发明人：PETTERSSON MARTIN YOUNGJIN; JOHNSON DOUGLAS SCOTT; SUBRAMANYAM CHAKRAPANI; O'DONNELL CHRISTOPHER JOHN; AM ENDE CHRISTOPHER WILLIAM; GREEN MICHAEL ERIC; PATEL NANDINI CHATURBHAI; STIFF CORY MICHAEL; TRAN TUAN PHONG; KAUFFMAN GREGORY WAYNE; STEPAN ANTONIA FRIEDERIKE; VERHOEST PATRICK ROBERT
权利人:PFIZER
摘要:Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula I n nas defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

专利号:WO-2012172449-A1
优先权日:2011-06-13
标题:Lactams as beta secretase inhibitors
发明人：BRODNEY MICHAEL AARON
权利人:PFIZER; BRODNEY MICHAEL AARON
摘要:Compound and pharmaceutically acceptable salts of the compound are disclosed, wherein the compound has the structure (I) as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed. The compound of formula I is useful as beta secretase inhibitor for use in the treatment of Alzheimer's and other neurodegenerative and/or neurological disorders.

专利号:US-2016229847-A1
优先权日:2013-10-04
标 题:Novel bicyclic pyridinones as gamma-secretase modulators
发明人：PETTERSSON MARTIN YOUNGJIN; AM ENDE CHRISTOPHER WILLIAM; GREEN MICHAEL ERIC; JOHNSON DOUGLAS SCOTT; KAUFFMAN GREGORY WAYNE; O'DONNELL CHRISTOPHER WILLIAM; PATEL NANDINI CHATURBHAI; STEPAN ANTONIA FRIEDERIKE; STIFF CORY MICHAEL; SUBRAMANYAM CHAKRAPANI; TRAN TUAN PHONG; VERHOEST PATRICK ROBERT
权利人:PFIZER
摘要:Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula II as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

专利号:US-9067934-B2
优先权日:2011-03-31
标题 :Bicyclic pyridinones
发明人：PETTERSSON MARTIN YOUNGJIN; JOHNSON DOUGLAS SCOTT; SUBRAMANYAM CHAKRAPANI; O'DONNELL CHRISTOPHER JOHN; AM ENDE CHRISTOPHER WILLIAM; FISH BENJAMIN ADAM; GREEN MICHAEL ERIC; MULLINS PATRICK BRADLEY; STIFF CORY MICHAEL; TRAN TUAN PHONG; NAVARATNAM THAYALAN
权利人:PFIZER
摘要:Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula I n nas defined herein. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

专利号:US-9765073-B2
优先权日:2015-02-03
标 题 :Cyclopropabenzofuranyl pyridopyrazinediones
发明人：PETTERSSON MARTIN YOUNGJIN; AM ENDE CHRISTOPHER WILLIAM; JOHNSON DOUGLAS SCOTT; KAUFFMAN GREGORY WAYNE; STEPAN ANTONIA FRIEDERIKE; VERHOEST PATRICK ROBERT
权利人:PFIZER
摘要:Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula I n nwherein X, R 1 , R 2a , R 2b , R 4a , R 4b , R 5a , R 5b , R 6 , R 7 , R 10 , R 11 , and y are as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

其他信息查阅

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

实用工具

⚠️全国化工行业净网倡议书
📋制造商识别码
📖 海关编码查询
📝MSDS生成器

📌 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: Nair AS. Ciproxifan in preventing inhalational anesthetic-induced neurotoxicity! Saudi J Anaesth. 2018 Jan-Mar;12(1):162-163. doi: 10.4103/sja.SJA_394_17.
2: Hagenow S, Stasiak A, Ramsay RR, Stark H. Ciproxifan, a histamine H3 receptor antagonist, reversibly inhibits monoamine oxidase A and B. Sci Rep. 2017 Jan 13;7:40541. doi: 10.1038/srep40541.
3: Chauveau F, De Job E, Poly-Thomasson B, Cavroy R, Thomasson J, Fromage D, Beracochea D. Procognitive impact of ciproxifan (a histaminergic H3 receptor antagonist) on contextual memory retrieval after acute stress. CNS Neurosci Ther. 2019 Aug;25(8):832-841. doi: 10.1111/cns.13113. Epub 2019 May 15.

合成参考文献


参考文献:10.1007/s007020200024
摘要:Chotard C, Ouimet T, Morisset S, Sahm U, Schwartz JC, Trottier S. Effects of histamine H3 receptor agonist and antagonist on histamine co-transmitter expression in rat brain. J Neural Transm (Vienna). 2002 Mar;109(3):293–306. doi: 10.1007/s007020200024.
参考文献:10.1007/s00011-004-1247-3
摘要:Lipnik-Stangelj M, Carman-Krzan M. Activation of histamine H1-receptor enhances neurotrophic factor secretion from cultured astrocytes. Inflamm Res. 2004 Jun;53(6):245–52. doi: 10.1007/s00011-004-1247-3.
参考文献:10.1111/cns.12675
摘要:Luo T, Wang Y, Qin J, Liu ZG, Liu M. Histamine H3 Receptor Antagonist Prevents Memory Deficits and Synaptic Plasticity Disruption Following Isoflurane Exposure. CNS Neurosci Ther. 2017 Apr;23(4):301–9.
参考文献:10.1016/j.pharep.2016.11.006
摘要:Wolak M, Bojanowska E, Staszewska T, Ciosek J, Juszczak M, Drobnik J. The role of histamine in the regulation of the viability, proliferation and transforming growth factor β1 secretion of rat wound fibroblasts. Pharmacol Rep. 2017 Apr;69(2):314–21. doi: 10.1016/j.pharep.2016.11.006.
参考文献:10.1111/j.1471-4159.2006.04002.x
摘要:Faucard R, Armand V, Héron A, Cochois V, Schwartz J, Arrang J. N‐methyl‐d‐aspartate receptor antagonists enhance histamine neuron activity in rodent brain. Journal of Neurochemistry. 2006 Jul 17;98(5):1487–96. doi: 10.1111/j.1471-4159.2006.04002.x.
📝 需求与反馈
尽可能描述清楚需求与问题信息
×

通知