CAS: 131-02-2; Reserpiline

英文名称Reserpiline
中文名称利舍匹林
IUPAC名称methyl (4S,4aS,13bR,14aS)-10,11-dimethoxy-4-methyl-4a,5,7,8,13,13b,14,14a-octahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylate
其它别名Reserpiline; (3β,20α)-16,17-Didehydro-10,11-Dimethoxy-19α-Methyl-18-Oxayohimban-16-Carboxylic Acid Methyl Ester; (3β,20α)-16,17-Didehydro-19α-Methyl-10,11-Dimethoxy-18-Oxayohimban-16-Carboxylic Acid Methyl Ester; Elliptamine; Methyl 16,17-Didehydro-10,11-Dimethoxy-19Alpha-Methyl-18-Oxa-3Beta,20Alpha-Yohimban-16-Carboxylat; Oxayohimban-16-Carboxylic Acid, 16,17-Didehydro-10,11-Dimethoxy-19-Methyl-, Methyl Ester, (3-Beta,19-Alpha,20-Alpha)-; Reserpilin
CAS编号131-02-2
MFCD编号:MFCD01710270
EINECS号:205-005-3
FDA UNII编号:C0N6EP99UK
分子式:C23H28N2O5分子量:412.49
产品CID: 470336
产品分类生物化工 → 中草药成分

相似结构搜索
InChIKey: FGWJRZQNNZVCHR-BCRCDCHUSA-N
InChI=1S/C23H28N2O5/c1-12-16-10-25-6-5-13-15-8-20(27-2)21(28-3)9-18(15)24-22(13)19(25)7-14(16)17(11-30-12)23(26)29-4/h8-9,11-12,14,16,19,24H,5-7,10H2,1-4H3/t12-,14-,16-,1
计算化学: 氢键受体数6.0氢键供体数1.0可旋转键数4.0

物理性质

沸点180-185 °C(压力: 0.01 Torr)
闪点298.4 °C
密度1.31±0.1 g/cm3(预测)
PH:D20 -38° (ethanol); -14° (c = 1.5 in pyridine); -12° (c = 1.7 in chloroform)
pKa:17.95±0.60(预测)
PSA:73.02
LogP:3.1339
蒸汽压5.34E-13 mmHg at 25 °C
外观形态固体
储存条件储存在 -20°C
产品应用该化合物是劳沃夫菲亚呕吐物的低压提取物.

上下游产品

2,3-seco-2,3-dihydroreserpiline (1S,4aS,8aS)-7-[2-(5,6-Dimethoxy-1H-indol-3-yl)-ethyl]-1-methyl-7-oxy-4a,5,6,7,8,8a-hexahydro-1H-pyrano[3,4-c]pyridine-4-carboxylic acid methyl ester 2-Chloro-1-(5,6-dimethoxy-1H-indol-3-yl)ethanone 5,6-dimethoxyindoleent-7-acetoxy-10,11-dimethoxy-19β-methyl-(7ξ,15β)-7H-18-oxa-yohimb-16-ene-16-carboxylic acid methyl esterent-7-acetoxy-10,11-dimethoxy-19β-methyl-(7ξ,15β)-7H-18-oxa-yohimb-16-ene-16-carboxylic acid methyl ester iso-carapanaubine carapanaubine

合成工艺路线路线简述

📜6-Oxo-2,3-Seco-2,3-Dihydroreserpiline置于sodium Tetrahydroborate,Mercury(II) Diacetate,溶剂黄146体系中,用 1,4-二氧六环用作溶剂,化学反应 3.5H,反应生成利舍匹林
参考文献:Sakai,Shin-Ichiro; Saito,Naoki; Hirose,Naohiro,Heterocycles,1982,Vol. 17,P. 99-103
标题:Sakai,Shin-Ichiro; Saito,Naoki; Hirose,Naohiro,Heterocycles,1982,Vol. 17,P. 99-103

海关参考信息

2901210000-乙烯
2901220000-丙烯
2905122000-异丙醇
2907210001-间苯二酚
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主要参考文献

1: LA BARRE J, LIEBER CS. [Effects of reserpiline on gastric hypersecretion and hyperacidity after insulin administration]. C R Seances Soc Biol Fil. 1958;152(4):683-5. English, French. French. French. French. doi: 10.1155/2014/798742. Epub 2014 Jun 19.
6: Balón-Almeida M, Muñoz-Perez MA, Hidalgo-Toledo J, Sánchez-González M. Fluorescence characteristics of Rauwolfia alkaloids in highly concentrated sulphuric acid solutions. Fluorimetric determination of reserpiline. J Pharm Biomed Anal. 1986;4(4):505-9. French. French. French. doi: 10.1016/j.chroma.2013.10.044. Epub 2013 Oct 22. French. doi: 10.1002/jssc.201200273. Epub 2012 Nov 29. French. doi: 10.1111/cbdd.12613. Epub 2015 Aug 21. doi: 10.1016/S0176-1617(85)80229-7. Epub 2012 Jan 2. doi: 10.1016/j.fitote.2012.04.029. Epub 2012 May 3. doi: 10.1016/j.jpba.2012.02.018. Epub 2012 Mar 8.