CAS: 478296-72-9; 2-(1-((((1-(Isobutyryloxy)Ethoxy)Carbonyl)Amino)Methyl)Cyclohexyl)Acetic Acid

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CAS号860035-10-5 1-((((2,5-二氧代吡咯... | CAS号60142-96-3 加巴喷丁 | CAS号1164116-60-2 1-[(chlor°Carbo... | CAS号194995-47-6 1-(((4-硝基苯氧基)羰基... | CAS号850479-14-0 1-{[(α-chloroet... | CAS号79-31-2 异丁酸 | CAS号1201785-64-9 1-(aminomethyl)... | CAS号1201785-62-7 O-1-(isobutyryl... | CAS号649748-02-7 trimethylsilyl ...

加巴喷丁置于盐酸,三乙胺,Sodium Chloride体系中,用 二氯甲烷,水 作为反应溶剂,化学反应 1.0H,反应生成 3,6-二氯-2-甲氧基苯甲酸钠
参考文献:Xp13512 [(+/-)-1-([(α-Isobutanoyloxyethoxy)Carbonyl] Aminomethyl)-1-Cyclohexane Acetic Acid],A Novel Gabapentin Prodrug: I. Design,Synthesis,Enzymatic Conversion To Gabapentin,And Transport By Intestinal Solute Transporters
标题:Xp13512 [(+/-)-1-([(α-Isobutanoyloxyethoxy)Carbonyl] Aminomethyl)-1-Cyclohexane Acetic Acid],A Novel Gabapentin Prodrug: I. Design,Synthesis,Enzymatic Conversion To Gabapentin,And Transport By Intestinal Solute Transporters
摘要:格拉克巴丁(gabapentin)被认为通过位于小肠上部的低容量溶质转运蛋白从人类和动物的肠道吸收.在临床使用的剂量下,该转运蛋白的饱和会导致剂量依赖性的药物代谢动力学和较高的个体间变异,可能导致某些患者药物暴露不足.xp13512 [(+/-)-1-([(α-异丁酰氧)乙氧基]羧酰基)氨基甲基]-1-环己烷乙酸] 是一种新型的格拉克巴丁前药,旨在通过高容量营养物质转运蛋白在整个肠道被吸收.xp13512在生理ph下稳定,但在大鼠,犬,猴子和人类的肠道和肝脏组织中迅速转化为格拉克巴丁.xp13512不是转染的病毒体或肝脏匀浆中主要的细胞色素p450亚型的底物或抑制剂.xp13512的分离异构体在人体组织中表现出类似的裂解.该前药在caco-2细胞单层中表现出主动的顶侧到基侧转运,并且在人工膜上显示出ph依赖性的被动通透性.xp13512抑制了人胚肾细胞中表达单羧酸转运蛋白类型1的14C-乳酸的摄取,并通过液相色谱-串联质谱确认了该细胞对前药的直接摄取.xp13512抑制了对过表达人类钠依赖性多维生素转运蛋白(smvt)的中国仓鼠卵巢细胞中3H-生物素的摄取.通过卵母细胞电生理学研究和在经过四环素诱导smvt表达的人胚肾细胞中进行的直接摄取研究,确认了smvt的特异性转运.因此,Xp13512是多条存在于肠道中的高容量吸收通路的底物.因此,前药的给药应当提高格拉克巴丁的生物利用度,剂量成比例性和结肠吸收,与直接给药格拉克巴丁相比.
DOI:10.1124/jpet.104.067934

专利信息

专利号:US-9353057-B2
优先权日:2003-12-30
标 题:Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
发明人：GALLOP MARK A; DAI XUEDONG; SCHEUERMAN RANDALL A; RAILLARD STEPHEN P; MANTHATI SURESH K; YAO FENMEI; PHAN THU; LUDWIKOW MARIA; PENG GE; BHAT SEEMA
权利人:XENOPORT INC
摘要:Methods for synthesis of 1-(acyloxy)-alkyl carbamates, particularly, the synthesis of 1-(acyloxy)-alkyl carbamate prodrugs of primary or secondary amine-containing drugs are described. Also described are methods for synthesis of 1-(acyloxy)-alkyl N-hydroxysuccinimidyl carbonates which are useful intermediates in the synthesis of 1-(acyloxy)-alkyl carbamates are also described.

专利号:US-7423169-B2
优先权日:2001-06-11
标 题:Methods for synthesis of acyloxyalkyl derivatives of GABA analogs
发明人：RAILLARD STEPHEN P; ZHOU CINDY X; YAO FENMEI; MANTHATI SURESH KUMAR; XIANG JIA-NING; GALLOP MARK A
权利人:XENOPORT INC
摘要:The synthesis of 1-(acyloxy)-alkyl carbamates of GABA analogs from 1-haloalkyl carbamates of GABA analogs are described. Also described are new 1-haloalkyl carbamates of GABA analogs.

专利号:US-2015158809-A9
优先权日:2013-02-26
标 题 :Method of making 1-(acyloxy)-alkyl carbamate compounds
发明人：WANG HUAN; LIU PENG; DAI QUNYING; YIN HAO; RAILLARD STEPHEN P
权利人:XENOPORT INC
摘要:Methods of preparing carbamate prodrugs of amine-containing drugs are provided. Carbonates useful in the synthesis of the carbamate prodrugs are also provided.

专利号:US-2024300894-A1
优先权日:2021-03-19
标 题:Prodrugs of kv7 channel openers
发明人：CREAN CHRISTOPHER S; BROWN EDWARD G
权利人:XYZAGEN INC
摘要:Prodrugs of pharmacologically active 1,2,4-triaminobenzene derivatives of the General Formula (I); or pharmaceutically acceptable salts thereof, where the symbols R 1 , R 2 , R 3 , R 4 , R 5 and R 6a , R 6b , and R 6c and where the symbol Z are defined. Methods for the synthesis, purification, testing and use as prodrugs of pharmacologically-active agents at Kv7 ion channels are provided.

专利号:US-7232924-B2
优先权日:2001-06-11
标题 :Methods for synthesis of acyloxyalkyl derivatives of GABA analogs

专利号:US-2008058546-A1
优先权日:2001-06-11
标题:Methods for Synthesis of Acyloxyalkyl Derivatives of GABA Analogs