百科

青蒿素

青蒿素

CAS号：63968-64-9

英文名：(+)-artemisinin

分子式

C15H22O5

熔点

156-157ºC

密度

1.24 g/cm3

分子量

282.332

沸点

389.9ºC at 760 mmHg

溶解度

信号词

危险品标志

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化合物简介

Active antimalarial constituent of the tradional Chinese medicinal herb Artemisia annua L., Compositae, which has been known for almost 2000 years as Qinghao. Antimalarial.

基本信息

中文名称

青蒿素

英文名称

(+)-artemisinin

中文别名

黄花蒿素、黄蒿素

英文别名

qinghausu、ARTEANNUIN、Artemisinin、qinghausau、QINGHAOSA、artemisinine、qinghosu、ARTEANUIN、Quinghaosu、ARTEMISINE、QHS、[3R-(3R,5aS,6S,8aS,9R,10R,12S,12aR**)]-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-one、QINGHAOSU

CAS号

63968-64-9

分子式

C15H22O5

分子量

282.332

精确质量

282.147

PSA

53.99

LOGP

2.3949

编号系统

UNII

9RMU91N5K2

物化性质

外观与性状

结晶固体

密度

1.24 g/cm3

沸点

389.9ºC at 760 mmHg

熔点

156-157ºC

闪点

172ºC

稳定性

Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. May absorb, and react with, carbon dioxide from the air.

储存条件

通风低温干燥

安全信息

安全说明

S22; S24/25

WGK Germany

2

海关编码

2932999099

生产方法及用途

生产方法

1.取黄花蒿叶粉以5倍量乙醚冷浸3次,提取液浓缩至小体积;再用2% NaOH溶液除去酸性成分,蒸去乙醚,得中性醚提取物(得率为2%～3%);将此中性醚提取物,拌以聚酰胺粉,以47%乙醇渗漉,渗漉液浓缩至小体积;再以乙醚提取,合并乙醚液浓缩后用硅胶柱层析,以石油醚-10%乙酸乙酯洗脱,将10%乙酸乙酯石油醚洗脱液浓缩后结晶,即得青蒿素(得率0.2%)。

用途

用作抗疟药。

合成路线

共找到8条合成路线 >

(3R)-dihydroarteannuin B acid ethyl carbonate

(3R)-dihydroarteannuin B acid ethyl carbonate

青蒿素

海关数据

共找到1个国家海关数据 >

国家/地区名称	海关编码	更新时间	操作
中国	2932999099	2019-03	查看

上游原料

共找到61个上游原料 >

5α-hydroperoxy-amorph-5-en-12-oic acid methyl ester

5α-hydroperoxy-amorph-5-en-12-oic acid methyl ester

(3R,3aS,6R,7S,7aS)-3,6-dimethyl-7-(2-(2-methyl-1,3-dithiolan-2-yl)ethyl)hexahydrobenzofuran-2(3H)-one

(3R,3aS,6R,7S,7aS)-3,6-dimethyl-7-(2-(2-methyl-1,3-dithiolan-2-yl)ethyl)hexahydrobenzofuran-2(3H)-one

2,5,5-trimethyl-2-[2'-[4''-(1(S)-carboxyethyl)-1''(R)-methyl-3''-[(trimethylsilyl)methylene]cyclohex-2''-yl]ethyl]-1,3-dioxane

2,5,5-trimethyl-2-[2'-[4''-(1(S)-carboxyethyl)-1''(R)-methyl-3''-[(trimethylsilyl)methylene]cyclohex-2''-yl]ethyl]-1,3-dioxane

2,5,5-trimethyl-2-[2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl]-1,3-dioxane p-tosylhydrazone

2,5,5-trimethyl-2-[2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl]-1,3-dioxane p-tosylhydrazone

(4aS,5R,8R,8aS)-3,8-dimethyl-5-(prop-1-en-2-yl)-4a,5,6,7,8,8a-hexahydronaphthalen-2(1H)-one

(4aS,5R,8R,8aS)-3,8-dimethyl-5-(prop-1-en-2-yl)-4a,5,6,7,8,8a-hexahydronaphthalen-2(1H)-one

(3R)-dihydroarteannuin B acid methyl carbonate

(3R)-dihydroarteannuin B acid methyl carbonate

下游产品

共找到7个下游商品 >

青蒿琥酯

双氢青蒿素

双氢青蒿素

蒿乙醚

(3R,12aR)-3,6a,9b-三甲基-3b,12a-环氧-3,4,5,5aa,6,7,8,8aa,9,10-十氢-10a-乙氧基吡喃并[4,3-j]-1,2-苯并二氧杂卓

(3R,12aR)-3,6a,9b-三甲基-3b,12a-环氧-3,4,5,5aa,6,7,8,8aa,9,10-十氢-10a-乙氧基吡喃并[4,3-j]-1,2-苯并二氧杂卓

双氢青蒿素

双氢青蒿素

脱氧青蒿素

脱氧青蒿素

上游原料

5α-hydroperoxy-amorph-5-en-12-oic acid methyl ester (3R,3aS,6R,7S,7aS)-3,6-dimethyl-7-(2-(2-methyl-1,3-dithiolan-2-yl)ethyl)hexahydrobenzofuran-2(3H)-one 2,5,5-trimethyl-2-[2'-[4''-(1(S)-carboxyethyl)-1''(R)-methyl-3''-[(trimethylsilyl)methylene]cyclohex-2''-yl]ethyl]-1,3-dioxane 2,5,5-trimethyl-2-[2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl]-1,3-dioxane p-tosylhydrazone (4aS,5R,8R,8aS)-3,8-dimethyl-5-(prop-1-en-2-yl)-4a,5,6,7,8,8a-hexahydronaphthalen-2(1H)-one (3R)-dihydroarteannuin B acid methyl carbonate methyl (R)-2-((1S,3S,4R)-4-methyl-3-(2-(2-methyl-1,3-dithiolan-2-yl)ethyl)-2-oxocyclohexyl)propanoate dihydroartemisinic acid (1R,3R,8S,9R)-(+)-3-carbomethoxy-6,10,10-trimethyltricyclo[7.1.1.o3,8]undec-5-en-2-one 二氢青蒿酸青蒿素 B (3R,3aS,6R,7R,7aR)-(3a,4,5,6,7,7a)-hexahydro-3,6-dimethylbenzofuran-2(3H)-one (1R,3R,4aS,8aS)-2,2,7-trimethyl-2,3,4a,5-tetrahydro-1H-spiro[1,3-methanonaphthalene-6,2'-[1,3]dithiolan]-4(8aH)-one (4aS,5R,8R,8aS)-3,8-dimethyl-5-(prop-1-en-2-yl)-4a,5,6,7,8,8a-hexahydro-1H-spiro[naphthalene-2,2'-[1,3]dithiolane] (4a'S,5'R,8a'R)-3'-methyl-5'-(prop-1-en-2-yl)-4a',5',6',7'-tetrahydro-1'H-spiro[[1,3]dithiolane-2,2'-naphthalen]-8'(8a'H)-one 2,5,5-trimethyl-2-[2'-[4''-(carboxymethyl)-1''(R)-methyl-3''-[(trimethylsilyl)methylene]cyclohex-2''-yl]ethyl]-1,3-dioxane 2,5,5-trimethyl-2-[2'-((1''S)-2''-formyl-6''(R)-methylcyclohex-2''-enyl)ethyl]-1,3-dioxane (R)-methyl 2-((1S,3S,4R)-4-methyl-2-oxo-3-(3-oxobutyl)cyclohexyl)propanoate (1R,3R,4aR,8aS)-7,9,9-Trimethyl-4,6-dioxo-1,3,4,5,6,8a-hexahydro-2H-1,3-methano-naphthalene-4a-carboxylic acid methyl ester 4α-hydroperoxy-amorph-5-en-12-oic acid (4aS,5R,8R,8aR)-3-methyl-5-(prop-1-en-2-yl)-4a,5,6,7,8,8a-hexahydro-1H-spiro[naphthalene-2,2'-[1,3]dithiolane]-8-carbaldehyde (S)-2-((1R,4R)-4-methylcyclohex-2-en-1-yl)propanoic acid (3R)-dihydroarteannuin B acid propyl carbonate 2,5,5-trimethyl-2-<2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl>-1,3-dioxane (+)-(1R:4R)-trans-Δ2-p-Menthen-9-ol methyl (R)-2-((1S,3S,4R)-2-(methoxymethylene)-4-methyl-3-(3-oxobutyl)cyclohexyl)propanoate (R)-2-((3S,4S,7R,8S)-7-methyl-8-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-1-oxaspiro[2.5]octan-4-yl)propan-1-ol Benzoic acid (2R,4aR,5R,8R,8aS)-5-((R)-1-carboxy-ethyl)-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-yl ester (3R)-dihydroarteannuin B acid ethyl carbonate 2-(2-(3-((2R)-methoxymethylcarbonylpropyl)-2-methoxymethyloxymethylene-(6R)-methylcyclohex-(1S)-yl)ethyl)-2-methyl-1,3-dioxolane (3R,3aS,6R,7S,7aS)-3,6-dimethyl-7a-formyl-7-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-hexahydrobenzo[1,2-b]furan-2(3H)-one methyl (R)-2-((1S,2S,3S,4R)-2-hydroxy-4-methyl-3-(2-(2-methyl-1,3-dithiolan-2-yl)ethyl)cyclohexyl)propanoate (3R)-dihydroarteannuin B acid 2,2,2-trichloroethyl carbonate methyl (R)-2-((1S,3S,4R)-2-(methoxymethylene)-4-methyl-3-(2-(2-methyl-1,3-dithiolan-2-yl)ethyl)cyclohexyl)propanoate (3R,3aS,6R,6aS,7aS)-3,6-dimethyl-7a-formyl-7-(3-oxobutyl)-hexahydrobenzo[1,2-b]furan-2(3H)-one (3R)-dihydroarteannuin B acid phenyl carbonate (R)-methyl 2-((3R,6R,9aR)-9a-formyl-3-methoxy-3,6-dimethyloctahydro-3H-benzo[c][1,2]dioxepin-9-yl)propanoate 2-(4,7-dimethyl-(1α-H),2,3,(4β-H),(4aα-H),5,6,(8aα-H)-octahydronaphthalen-1-yl)propionic acid methyl ester (3R)-dihydroarteannuin B acid benzyl carbonate (2S,4aS,5R,8R,8aS)-3,8-dimethyl-5-(prop-1-en-2-yl)-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-ol ((3R,3aS,6R,7S,7aS)-3,6-dimethyl-7-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-2-oxohexahydrobenzofuran-7a(2H)-yl)methyl 4-methylbenzenesulfonate (3R)-dihydroarteannuin B (3R,3a,6R,6aS,10aS)-3a,4,5,6,6a,7,8,8a-octahydro-3,6,9-trimethylnaphtho[8a,1-b]furan-2(3H)-one ((4aS,5R,8R,8aR)-3-methyl-5-(prop-1-en-2-yl)-4a,5,6,7,8,8a-hexahydro-1H-spiro[naphthalene-2,2'-[1,3]dithiolan]-8-yl)methyl methanesulfonate (+)-对薄荷-2,8-二烯 (3R,6R)-3-异丙烯基-6-甲基环己烯 2,5,5-trimethyl-2-[2'-[1''R-methyl-3''-[(trimethylsilyl)hydroxymethyl]cyclohex-3''-en-2''-yl]ethyl]-1,3-dioxane acetyl ester (2R,1'S,3'S,4'S)-2-[4'-methyl-3'-(3''-oxobutyl)-2'(E)-[(trimethylsilyl)methylene]cyclohexyl]propionic acid (3R)-dihydroarteannuin B acid 2-chloroethyl carbonate

下游产品

青蒿琥酯双氢青蒿素蒿乙醚 (3R,12aR)-3,6a,9b-三甲基-3b,12a-环氧-3,4,5,5aa,6,7,8,8aa,9,10-十氢-10a-乙氧基吡喃并[4,3-j]-1,2-苯并二氧杂卓双氢青蒿素脱氧青蒿素 (3aS,4R,6aS,7R,10S,10aR)-10-(acetyloxy)octahydro-4,7-dimethyl-8H,10H-furo[3,2-i][2]benzopyran-8-one