CAS: 242478-37-1; (S)-(R)-Quinuclidin-3-Yl 1-Phenyl-3,4-Dihydroisoquinoline-2(1H)-Carboxylate

该化合物是一种合成抗氨酸剂,主要用于治疗过活性膀胱和尿失禁等相关症状,其作用有选择性地抑制膀胱的M3肌肉受体,导致膀胱收缩减少,膀胱容量增加.Solifennacin的特征是化学配方,包括碳,氢,氮和氧原子的具体安排.该物质一般是口服的,以相对长的半衰期为人所知,允许一次日服.常见副作用可能包括口干,便秘和视力模糊,这是抗胆碱性药物的典型特征.Solifencin在肝脏中被代谢,主要是用细胞色素P450酶,其药用基因疗法可能受年龄和肝功能等因素的影响.

结构式图片

上下游产品

CAS号180468-42-2 (1S)-1-苯基-1,2,3... | CAS号25333-42-0 (R)-(-)-3-奎宁醇 | CAS号1459721-13-1 (3R)-1-azabicyc... | CAS号22990-19-8 1-苯基-1,2,3,4-四氢异喹啉 | CAS号1229227-22-8 4-nitrophenyl (... | CAS号530-62-1 N,N'-羰基二咪唑(CDI) | CAS号1619-34-7 奎宁环-3-醇 | CAS号627-11-2 氯甲酸氯乙酯 | CAS号180272-28-0 索利那新N-氧化物

合成工艺路线路线简述

  • 合成目标产物 Solifenacin 主要起始原料 Ethyl (S)-1-Phenyl-1,2,3,4-Tetrahydro-2-Isoquinolinecarboxylate And (R)-(-)-3-Quinuclidinol
  • 118864-75-8 = 242478-37-1 + 732228-02-3
    反应条件:1.1R:Et3N,S:Phme,30 Min,5-30°C; 30 Min,25-30°C2.1R:Nah,S:Phme,25-30°C; 20 H,110-115°C; 115°C -> 25°C2.2R:H2O,20-30°C
    标题:An Improved Process For The Preparation Of Highly Pure Solifenacin Succinate Via Resolution Through Diastereomeric Crystallization
    作者:By Trinadhachari,Ganala Naga Et Al
    参考文献:Organic Process Research & Development 日期:2014 卷标:18(8) 页码:934-940
索利那新盐酸盐置于碳酸氢钠体系中,用 水,乙酸乙酯 用作溶剂,化学反应生成索非那新
参考文献: Process For Preparing Chemically And Chirally Pure Solifenacin Base And Its Salts[fr] Procédé De Préparation D'Une Solifénacine Base De Pureté Chimique Et De Pureté Chirale Et De Ses Sels
标题: Process For Preparing Chemically And Chirally Pure Solifenacin Base And Its Salts[fr] Procédé De Préparation D'Une Solifénacine Base De Pureté Chimique Et De Pureté Chirale Et De Ses Sels
摘要:本发明提供了改进的制备化学纯和对映纯索利那辛碱的方法.本发明还提供了一种含有至少98%纯度的索利那辛盐的组合物.本发明还披露了索利那辛的某些新盐以及索利那辛盐酸盐和索利那辛草酸盐的新多形态,均为纯形式.

海关参考信息

专利信息


专利号:US-12098126-B2
优先权日:2021-08-23
标题:Methods of iron catalyzed C-H bond amination
发明人:CHE CHI-MING; YOU TINGJIE
权利人:VERSITECH LTD; LABORATORY FOR SYNTHETIC CHEMISTRY AND CHEMICAL BIOLOGY LTD
摘要:Described herein is an iron(II)-phthalocyanine catalyzed C—H bond amination of alkyl azides. The catalyst is effective to produce intramolecular amination of saturated C—H bonds in moderate to excellent yields and the methods are tolerant of a wide scope of substrates. The methods described are useful for the synthesis of natural products derivatives and for the late-stage functionalization of pharmaceuticals.

专利号:US-7741489-B2
优先权日:2007-03-30
标题:Process for the synthesis of solifenacin
发明人:PUIG SERRANO JORDI; CAMPS PELAYO
权利人:MEDICHEM SA
摘要:The present invention provides an improved synthetic strategy for the preparation of solifenacin and pharmaceutically acceptable salts thereof.

专利号:US-2011077405-A1
优先权日:2008-05-23
标题:Process for preparation of enantiomerically pure (s)-1-phenyi-1,2,3,4- tetrahydroisoquinoline
发明人:ZEGROCKA-STENDEL OLIWIA; ZAGRODZKA JOANNA; LASZCZ MARTA
权利人:ZEGROCKA-STENDEL OLIWIA; ZAGRODZKA JOANNA; LASZCZ MARTA
摘要:Process for preparation of (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline wherein 1-phenyl-1,2,3,4-tetrahydroisoquinoline is reacted with D-(−)-tartaric acid in a solvent system comprising of methanol and water, preferably at 3.3:1 to 1:1 volume ratio, the crystallization mixture is left for crystallization and (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline is released from obtained crystalline diastereoisomeric salt according to standard procedures. (S)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline is the intermediate in enantiomeric synthesis of solifenacin.

专利号:US-9982006-B2
优先权日:2014-08-21
标题:2′-chloro aminopyrimidinone and pyrimidine dione nucleosides
发明人:CLARKE MICHAEL O'NEIL HANRAHAN; MACKMAN RICHARD L; SIEGEL DUSTIN
权利人:GILEAD SCIENCES INC
摘要:Provided herein are formulations, methods and substituted 2′-chloro aminopyrimidinone and pyrimidine dione compounds of Formula (I) for treating Pneumovirinae virus infections, including respiratory syncytial virus infections, as well as methods and intermediates for synthesis of substituted 2′-chloro aminopyrimidinone and pyrimidine dione compounds.

专利号:US-2009326230-A1
优先权日:2006-07-19
标题 :Process for preparing solifenacin and its salts
发明人:MATHAD VIJAYAVITTHAL THIPPANNACHAR; LILAKAR JAYDEEPKUMAR DAHYABHAI; GILLA GOVERDHAN; KIKKURU SRIRAMIREDDY; CHINTA RAVEENDRA REDDY; DUDIPALA SWAROOPA
权利人:REDDYS LAB LTD DR; REDDYS LAB INC DR
摘要:The present invention relates to solifenacin in solid form and a process for its preparation and to a process for the preparation of (1S)-1-Phenyl-1,2,3,4-tetrahydro-isoquinoline, a key intermediate in the synthesis of solifenacin and its salts.

专利号:US-2010029944-A1
优先权日:2006-11-22
标题:Process for the Synthesis of Solifenacin
发明人:PUIG JORDI; SANCHEZ LAURA; MASLLORENS ESTER; AUGER IGNASI; BOSCH JORDI
权利人:CORPORACION MEDICHEM S L
摘要:This invention provides improved methods for making solifenacin and pharmaceutically acceptable salts thereof. The instant methods are unexpectedly advantageous in their simplicity and efficiency.
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主要参考文献

参考标题:Engineering An Enantioselective Amine Oxidase For The Synthesis Of Pharmaceutical Building Blocks And Alkaloid Natural Products
作者:Diego Ghislieri,Anthony P. Green,Marta Pontini,Simon C. Willies,Ian Rowles,Annika Frank,Gideon Grogan,Nicholas J. Turner |发布日期:2013.7.24
摘要:Catalytic Methods For The Production Of Enantiomerically Pure Chiral Amines Is A Key Challenge Facing The Pharmaceutical And Fine Chemical Industries. This Challenge Is Highlighted By The Estimate That 40-45% Of Drug Candidates Contain A Chiral Amine, Fueling A Demand For Broadly Applicable Synthetic Methods That Deliver Target Structures In High Yield And Enantiomeric Excess. Herein We Describe The Development

合成参考文献


摘要:Morales-Olivas FJ, Estañ L. Solifenacin pharmacology. Arch Esp Urol. 2010 Jan;63(1):43–52.
参考文献:10.1155/2011/714978
摘要:Masumori N, Miyamoto S, Tsukamoto T, Furuya S, Iwasawa A, Sato T, Itoh N, Shibuya A, Oda T. The efficacy and safety of propiverine hydrochloride in patients with overactive bladder symptoms who poorly responded to previous anticholinergic agents. Adv Urol. 2011;2011():714978.
参考文献:10.4111/kju.2011.52.6.396
摘要:Han YK, Lee WK, Lee SH, Yang DY, Kim H. Effect of desmopressin with anticholinergics in female patients with overactive bladder. Korean J Urol. 2011 Jun;52(6):396–400.
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