百科

常山乙素

常山乙素

CAS号：24159-07-7

英文名：Febrifugine

分子式

C16H19N3O3

熔点

密度

1.39 g/cm3

分子量

301.34

沸点

508.2ºC at 760 mmHg

溶解度

信号词

危险品标志

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化合物简介

常山碱是一种喹唑啉酮类生物碱，最初从植物常山中提取得到，为一种治疗疟疾的特效药，但是其副作用较大，多在中医中使用。目前有研究指出其适用领域可能会扩展到治疗癌症等。常山碱有三种分子构形，分别是a 、β和γ。

基本信息

中文名称

常山乙素

英文名称

Febrifugine

中文别名

3-[3-[(2R,3S)-3-羟基-2-哌啶基]-2-氧代丙基]-4(3H)-喹唑啉酮、Β-常山碱

英文别名

febrifungine

CAS号

24159-07-7

分子式

C16H19N3O3

分子量

301.34

精确质量

301.143

PSA

84.22

LOGP

0.7974

编号系统

UNII

89UWD0FH2I

物化性质

密度

1.39 g/cm3

沸点

508.2ºC at 760 mmHg

闪点

261.1ºC

折射率

1.673

蒸汽压

3.76E-11mmHg at 25°C

安全信息

海关编码

2933990090

合成路线

(3aR,7aS)-benzyl 2-hydroxy-2-((4-oxoquinazolin-3(4H)-yl)methyl)hexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

(3aR,7aS)-benzyl 2-hydroxy-2-((4-oxoquinazolin-3(4H)-yl)methyl)hexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

常山乙素

上游原料

共找到54个上游原料 >

(2S)-2-羟基-1,5-二甲基酯戊二酸

(2S)-2-羟基-1,5-二甲基酯戊二酸

(5S,6R)-5-tert-butyldimethylsilyloxy-6-(2-methylprop-2-en-1-yl)piperidin-2-one

(5S,6R)-5-tert-butyldimethylsilyloxy-6-(2-methylprop-2-en-1-yl)piperidin-2-one

methyl (4S,5R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsilyloxy-5-[(N-methoxy-N-methylcarbonyl)methyl]-L-prolinate

methyl (4S,5R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsilyloxy-5-[(N-methoxy-N-methylcarbonyl)methyl]-L-prolinate

(S)-2-(benzyloxy)-5-(tert-butyldimethylsiloxy)pentanal

(S)-2-(benzyloxy)-5-(tert-butyldimethylsiloxy)pentanal

4-羟基喹唑啉

4-羟基喹唑啉

(2R,3S)-benzyl 2-allyl-3-(benzyloxy)piperidine-1-carboxylate

(2R,3S)-benzyl 2-allyl-3-(benzyloxy)piperidine-1-carboxylate

上游原料

(2S)-2-羟基-1,5-二甲基酯戊二酸 (5S,6R)-5-tert-butyldimethylsilyloxy-6-(2-methylprop-2-en-1-yl)piperidin-2-one methyl (4S,5R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsilyloxy-5-[(N-methoxy-N-methylcarbonyl)methyl]-L-prolinate (S)-2-(benzyloxy)-5-(tert-butyldimethylsiloxy)pentanal 4-羟基喹唑啉 (2R,3S)-benzyl 2-allyl-3-(benzyloxy)piperidine-1-carboxylate (1S,5S,7R)-7-(((tert-butyldimethylsilyl)oxy)methyl)-6,8-dioxabicyclo[3.2.1]oct-3-en-2-one (3aR,7aS)-benzyl 2-hydroxy-2-((4-oxoquinazolin-3(4H)-yl)methyl)hexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate (2R,3S)-3-Benzyloxy-2-oxiranylmethyl-piperidine-1-carboxylic acid benzyl ester (3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine (2S)-2-(benzyloxy)pentane-1,5-diol (2R,3S)-3-benzyloxy-2-[2-oxo-3-(4-oxoquinazolin-3(4H)-yl)propyl]piperidine-1-carboxylic acid benzyl ester 3-(2-氧代丙基)-4(3H)-喹唑啉酮 3-(((3aR,4S)-4-(benzyloxy)hexahydro-2H-isoxazolo[2,3-a]pyridin-2-yl)methyl)quinazolin-4(3H)-one benzyl (2R,3S)-3-hydroxy-2-(2-methylallyl)piperidine-1-carboxylate (4R,5S)-5-(benzyloxy)-8-((tert-butyldimethylsilyl)oxy)-4-((2-methoxyphenyl)amino)octan-2-one dimethyl (2S)-2-phenylmethoxypentanedioate methyl (4S,5R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsilyloxy-5-(2-methylprop-2-en-1-yl)-L-prolinate (+)-异常山碱 (2S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester benzyl (2S,3S)-2-allyl-3-hydroxypiperidine-1-carboxylate (2R,3S)-3-benzyloxy-2-(2-oxopropyl)piperidine-1-carboxylic acid benzyl ester Allyl-[(1R,2S)-2-hydroxy-1-(3-hydroxy-propyl)-but-3-enyl]-carbamic acid benzyl ester [(S)-4-Hydroxy-4-(methoxy-methyl-carbamoyl)-butyl]-carbamic acid benzyl ester (3S)-2,3-dihydroxypiperidine-1-carboxylic acid benzyl ester N-Boc-D-2-amino-6-bromohexanoic acid (4R,5S)-5-(benzyloxy)-8-hydroxy-4-((2-methoxyphenyl)amino)octan-2-one (3As,7as)-苄基2-(溴甲基)-2-甲氧基六氢呋喃并[3,2-b]吡啶-4(2H)-羧酸 (1R,2S,5S,7R)-7-(((tert-butyldimethylsilyl)oxy)methyl)-6,8-dioxabicyclo[3.2.1]octan-2-ol S-5-benzyloxycarbonylamino-2-hydroxypentanoic acid (((1R,2R,5R,7R)-2-azido-6,8-dioxabicyclo[3.2.1]octan-7-yl)methoxy)(tert-butyl)dimethylsilane N3-allylquinazolin-4-one (2R,3S)-benzyl 3-hydroxy-2-(3-hydroxypropyl)piperidine-1-carboxylate (2R,3S)-N-(tert-butoxycarbonyl)-3-(benzyloxy)-2-[2-oxo-3-(4-oxo-4H-quinazolin-3-yl)propyl]piperidine (3S)-2,3-diacetoxy-N-benzyloxycarbonylpiperidine (3S)-3-(benzyloxy)-N-hydroxypiperidine benzyl (3aS,7aS)-2-hydroxy-2-[(4-oxo-3(4H)-quinazolinyl)methyl]hexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate (1R,2S,5S,7R)-7-(((tert-butyldimethylsilyl)oxy)methyl)-6,8-dioxabicyclo[3.2.1]oct-3-en-2-ol benzyl (2R,3S)-3-(benzyloxy)-2-(2-hydroxy-3-(4-oxoquinazolin-3(4H)-yl)propyl)piperidine-1-carboxylate (3S)-3-benzyloxy-3,4,5,6-tetrahydropyridine N-oxide (2R,3S)-2-(2-methylallyl)piperidin-3-ol (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl glycylglycylphenylalaninate 2,2,2-trifluoroacetate [(1R,2R,5R,7R)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-2-yl]-carbamic acid benzyl ester (2S)-2-(benzyloxy)-1,5-bis(para-toluenesulfonyloxy)pentane Benzyl 2-allyl-3-oxo-1-piperidinecarboxylate (2R,3S)-3-Hydroxy-2-(3-hydroxy-propyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester benzyl (3aS,7aS)-2-(bromomethyl)hexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate (S)-(+)-5-氧代-2-四氢呋喃羧酸 benzyl allyl((2S,3R)-6-hydroxy-2-vinyltetrahydro-2H-pyran-3-yl)carbamate