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【结 构 式】

【药物名称】Desvenlafaxine Succinate, O-Desmethylvenlafaxine,DVS-233,WY-45233 (as free base)

【化学名称】4-[2-(Dimethylamino)-1-(hydroxycyclohexyl)ethyl]phenol succinate hydrate

【CA登记号】386750-22-7(succinate monohydrate);93413-62-8(free base)

【 分 子 式 】C20H33NO7, 93413-62-8 (as free base, anhydrous)

【 分 子 量 】399.4786

【开发单位】Wyeth Pharmaceuticals (US).

【药理作用】Antidepressant, Treatment of postmenopausal syndrome, 5-HT and norepinephrine reuptake inhibitor

合成路线1

 

1 Gore VG, Kulkarni VS, Patil M. 2009. Process for perparation of O-desmethylvenlafaxine via treatment of venlafaxine with a thiol reagent. WO 2009053731.
2 Modi IA, Muktawat S, Singh UP, et al. 2009. Preparation of O-desmethylvenlafaxine by demethylation of venlafaxine. WO 2009034434.
3 Niddam-Hildesheim V, Nidam T, Dolitzky. 2009. Process for the synthesis of O-desmethylvenlafaxine including tridesmethylvenlafaxime as an intermediate, US 2009069601; US 2008221356.
4 Tyagi OD, Lahari S, Koilkonda P, et al. 2009.Process for producing 1-[2-(dimethylamino)-1-(4-hydroxyphenyl) ethyl] cyclohexanol. WO 20090840039.
5 Srinivasan CV, Aggarwal AK, Sarin GS, et al. 2009. Improved process for the preparation of O-desmethyl-venlafaxine. WO 2009084038.
6 Xu JK, Xu MD, Cai YX, et al.2009.Novel method for preparation of O-desvenlafaxine. 发明专利申请公开说明书. CN 101117320.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 32753 2-(4-hydroxyphenyl)acetonitrile; 4-Hydroxybenzyl cyanide 14191-95-8 C8H7NO 详情 详情
(II) 67072 2-(4-(benzyloxy)phenyl)acetonitrile 英文名称为:   C15H13NO 详情 详情
(III) 11059 Cyclohexanone 108-94-1 C6H10O 详情 详情
(IV) 67073 2-(4-(benzyloxy)phenyl)-2-(1-hydroxycyclohexyl)acetonitrile   C21H23NO2 详情 详情
(V) 67074 1-(2-amino-1-(4-(benzyloxy)phenyl)ethyl)cyclohexanol   C21H27NO2 详情 详情

合成路线2

 

1 Gore VG, Kulkarni VS, Wakchaure VS, et al. 2008. Process for perparation of O-desmethyl venlafaxine(ODV) from phenylacetic acid derivatives, dimethylamino, and cyclohexanone. WO 2008093142.
2 Niddam-Hildesheim V, Shenkar N, Shachan-Tov S. 2008. Process for the synthesis of O-desmethylvenlafaxine from 1-[2-amino-1-(4-methoxyphenyl) ethyl] cyclohexanol via O-demethylation and N-methylation reactions. WO 2008013995.
3 Niddam-Hildesheim V, Shenkar N, Shachan-Tov S. 2008. Process for the synthesis of O-desmethylvenlafaxine from hydroxybenzyl cyanide via condensation reaction with cyclohexanone. WO 2008013993.
4 Niddam-Hildesheim V, Shenkar N, Shachan-Tov S. 2008. Process for the synthesis of O-desmethylvenlafaxine from (4-hydroxyphenyl) acetic acid. WO 2008013990.
5 Zupancic S, Skrabanja V. 2007. Process for praparation of O-desmethylvenlafaxine. WO 2007147564.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(II) 67076 2-(4-(benzyloxy)phenyl)acetyl chloride   C15H14ClO2 详情 详情
(I) 67075 2-(4-(benzyloxy)phenyl)acetic acid   C15H14O3 详情 详情
(III) 67077 2-(4-(benzyloxy)phenyl)-N,N-dimethylacetamide   C17H20NO2 详情 详情
(IV) 11059 Cyclohexanone 108-94-1 C6H10O 详情 详情
(V) 67078 2-(4-(benzyloxy)phenyl)-2-(1-hydroxycyclohexyl)-N,N-dimethylacetamide   C23H30NO3 详情 详情
Extended Information