百科

司他夫定

司他夫定

CAS号：3056-17-5

英文名：stavudine

分子式

C10H12N2O4

熔点

159-160°C

密度

1.374g/cm3

分子量

224.213

沸点

溶解度

5-10 g/100 mL at 21 ºC

信号词

危险品标志

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化合物简介

Used as an antiviral. A reverse transcriptase inhibitor.

基本信息

中文名称

司他夫定

英文名称

stavudine

中文别名

1-(2,3-Dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine、3\'-脱氧-2\',3\'-双脱氢胸苷、2\',3\'-二脱氢-3\'-脱氧胸苷、2\',3\'-二去氢-3\'-去氧胸腺定、1-(2,3-Dideoxy-β-D-glycero-pent-2-e、司他夫啶

英文别名

Stavudine、2\',3\'-Anhydrothymidine、Stavir、Sanilvudine、2\',3\'-Didehydro-3\'-deoxythyMidine、sanilvudine、D4T、2\',3\'-dideoxy-2\',3\'-didehydrothymidine、2\',3\'-dideoxy-2\',3\'-didehydrothymine、Stauvidine、2\',3\'-didehydro-3\'-deoxythymidine、Avostav、2\',3\'-Didehydro-3\'-deoxythymidine、1-(2,3-Dideoxy-Beta-D-Glycero-2-Pentenofuranosyl)Thymine、Virostav、2\',3\'-didehydro-3\'-deoxythimidine、ZERIT、1-(2,3-Dideoxy-β-D-glycero-2-pentenofuranosyl)thymine

CAS号

3056-17-5

分子式

C10H12N2O4

分子量

224.213

精确质量

224.08

PSA

84.32

LOGP

-0.7091

编号系统

UNII

BO9LE4QFZF

物化性质

外观与性状

白色粉末

密度

1.374g/cm3

熔点

159-160°C

折射率

-46 ° (C=0.69, H2O)

水溶解性

5-10 g/100 mL at 21 ºC

稳定性

Stable. Combustible. Incompatible with strong oxidizing agents.

储存条件

-20ºC

安全信息

RTECS号

XP2075000

安全说明

S26-S36

危险类别码

R36/37/38

WGK Germany

2

海关编码

2938901000

危险品标志

Xi

生产方法及用途

生产方法

胸苷溶于无水吡啶,冰盐冷却下滴加甲磺酰氯,搅拌、过滤,真空干燥,得磺酰化粗品。粗品用90%乙醇重结晶,得精品。将上述磺酰化产物溶于氢氧化钠水溶液,回流。用盐酸中和,蒸去溶剂,残液加氯仿,滤除不溶物,蒸去氯仿,用乙酸、乙醇结晶,得。色固体的环氧物。用乙醇重结晶2次可得白色絮状固体。将该环氧物溶于二甲亚砜,加入叔丁醇钾,在室温下搅拌。用50%乙酸的乙醇溶液中和至pH=7。减压浓缩,得到的物质用热丙酮洗涤。洗液过滤后浓缩,再加乙醇,活性炭脱色,过滤。蒸出乙醇,加少量苯旋转蒸发至溶液出现浑浊,静置。析出的固体用乙醇-苯(1
:5)重结晶,得白色粉状的司他夫定。

用途

抗病毒药。其生物利用度较高,有望改善抗HIV感染的现状。

合成路线

共找到13条合成路线 >

正丁基锂

1-(3,5-脱水-2-脱氧-Β-D-苏-戊呋喃糖基)胸腺嘧啶

1-(3,5-脱水-2-脱氧-Β-D-苏-戊呋喃糖基)胸腺嘧啶

124685-30-9

5-甲基脲嘧啶

5-甲基脲嘧啶

司他夫定

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	2938901000	2019-03	查看

上游原料

共找到107个上游原料 >

[(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methyl acetate

[(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methyl acetate

potassium ((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methanolate

potassium ((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methanolate

Methanesulfonic acid (2R,3S,5S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Methanesulfonic acid (2R,3S,5S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

5'-O-(4-Methoxybenzyl)-2',3'-didehydro-2',3'-dideoxy-N3-(4-methoxybenzyl)-5-methyluridine

5'-O-(4-Methoxybenzyl)-2',3'-didehydro-2',3'-dideoxy-N3-(4-methoxybenzyl)-5-methyluridine

5-methyl-O5'-trityl-uridine

5-methyl-O5'-trityl-uridine

1-乙酰基-三-苄氧基-罗伯糖

1-乙酰基-三-苄氧基-罗伯糖

下游产品

共找到12个下游商品 >

齐多夫定

2′,3′-二脱氧胸苷

2′,3′-二脱氧胸苷

扎西他宾

1-[(2R,5S)-5-(羟基甲基)四氢呋喃-2-基]-5-甲基-4-巯基嘧啶-2-酮

1-[(2R,5S)-5-(羟基甲基)四氢呋喃-2-基]-5-甲基-4-巯基嘧啶-2-酮

5’-苯甲酰基-2’,3’-二脱氢-3’-脱氧胸腺嘧啶

5’-苯甲酰基-2’,3’-二脱氢-3’-脱氧胸腺嘧啶

5-Methyl-1-((R)-5-oxo-2,5-dihydro-furan-2-yl)-1H-pyrimidine-2,4-dione

5-Methyl-1-((R)-5-oxo-2,5-dihydro-furan-2-yl)-1H-pyrimidine-2,4-dione

上游原料

[(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methyl acetate potassium ((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methanolate Methanesulfonic acid (2R,3S,5S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 5'-O-(4-Methoxybenzyl)-2',3'-didehydro-2',3'-dideoxy-N3-(4-methoxybenzyl)-5-methyluridine 5-methyl-O5'-trityl-uridine 1-乙酰基-三-苄氧基-罗伯糖 (2Xi)-3',5'-二-O-乙酰基-2'-溴-2'-脱氧-3,4-二氢胸苷 2-deoxy-D-ribofuranose 1-(5-O-tert-butyldiphenylsilyl-2-deoxy-3-O-p-toluenesulfonyl-β-D-erythro-pentofuranosyl)thymine 5-(羟基甲基)二氢-2(3H)-呋喃酮 (S)-5-羟甲基二氢呋喃-2-酮 3',5'-二-O-甲磺酰基胸苷正丁基锂 5’-苯甲酰基-2’,3’-二脱氢-3’-脱氧胸腺嘧啶 5'-O-t-butyl-dimethylsilyl-3'-O-methanesulfonyl-thymidine 1,2-O-异亚丙基-alpha-D-呋喃木糖 1-[2',3'-dideoxy-3'(R)-phenylseleno-β-D-glycero-pentofuranosyl]thymine 5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-D-erythro-pentonic acid γ-lactone 5-O-(4,4-二甲氧基三苯甲游基)-2,3-脱水胸腺嘧啶脱氧核苷 1-(5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-D-erythro-pentofuranosyl)thymine 1-(5-O-tert-butyldimethylsilyl-2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine [(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methyl 2,2-dimethylpropanoate (S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyloxy-2,3-dihydro-furan 叔丁基锂 1-[5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-β-D-glycero-pento-2-enofuranosyl]thymine 2,3'-anhydro-5'-O-(4,4'dimethoxytrityl)thymidine 5'-O-三苯甲基-2',3'-去氢胸苷 2,3’-脱水胸苷 2',3',5'-Tri-O-benzoyl-5-methyluridine 5’-三苯甲基-2’-脱氧-2,3’-双脱氢胸苷 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-(phenylselenenyl)-D-erythro-pentafuranose 1-(3,5-脱水-2-脱氧-Β-D-苏-戊呋喃糖基)胸腺嘧啶 1-(2',3'-dideoxy-2'-iodo-5'-O-(trimethylacetyl)-β-D-ribofuranosyl)thymine stavudine-5'-α-naphthyl O-methoxy-L-alanyl phosphate (2R,3R,4R,5R)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-(((methylsulfonyl)oxy)methyl)tetrahydrofuran-3,4-diyl dimethanesulfonate 3’,5’-脱水胸苷 2,2'-Anhydro-1-(5'-O-Benzoyl-3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine 1-{1-[1-(trityloxymethyl)prop-2-enyloxy]prop-2-enyl}thymine 5-甲基-1,3-二(三甲基硅烷基)-2,4(1H,3H)-嘧啶二酮 5-甲基尿甙 1,2-O-(异丙亚基)-alpha-D-呋喃木糖 5-苯甲酸酯 1-(2,3-dideoxy-3-C-selenophenyl-β-D-erythro-pentofuranosyl)thymine 5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-D-threo-pentonic acid γ-lactone 1-(3,5-anhydro-2-deoxy-β-D-threo-pentofuranosyl)-2-O-ethylthymine O,O′-二(三甲基甲硅烷基)胸苷

下游产品

齐多夫定 2′,3′-二脱氧胸苷扎西他宾 1-[(2R,5S)-5-(羟基甲基)四氢呋喃-2-基]-5-甲基-4-巯基嘧啶-2-酮 5’-苯甲酰基-2’,3’-二脱氢-3’-脱氧胸腺嘧啶 5-Methyl-1-((R)-5-oxo-2,5-dihydro-furan-2-yl)-1H-pyrimidine-2,4-dione N-[2-(4-chlorophenoxy)ethyl]-2-[[6-(1,3-dioxoisoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetamide 5-甲基脲嘧啶 [(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methyl 2,2-dimethylpropanoate hydroxy-[[(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy]-oxophosphanium 1-[5-(hydroxymethyl)furan-2-yl]-5-methylpyrimidine-2,4-dione 5-甲基尿甙