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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— Thiocarbamidsaeure-S-chlormethylester 91571-79-8 C2H4ClNOS
Thiocarbamidsaeure-S-chlormethylester
—— Isopropyl-(3-phenylsulfanylmethyl-pyridin-2-yl)-amine 128271-34-1 C15H18N2S
Isopropyl-(3-phenylsulfanylmethyl-pyridin-2-yl)-amine
—— 3-Ethoxy-5-phenylsulfanyl-pent-4-ynethioic acid S-ethyl ester 181587-54-2 C15H18O2S2
3-Ethoxy-5-phenylsulfanyl-pent-4-ynethioic acid S-ethyl ester
—— methyl (4-methyl-2-methylthio-3-thienyl) ketone 74597-86-7 C8H10OS2
methyl (4-methyl-2-methylthio-3-thienyl) ketone
—— 4H-1,2,4-Triazol-3-amine, 4-[(4-chlorophenyl)methyl]-5-(methylthio)- 87866-41-9 C10H11ClN4S
4H-1,2,4-Triazol-3-amine, 4-[(4-chlorophenyl)methyl]-5-(methylthio)-
—— 5-Hexylsulfanyl-4H-[1,2,4]triazol-3-ylamine 100599-71-1 C8H16N4S
5-Hexylsulfanyl-4H-[1,2,4]triazol-3-ylamine
—— 3-(2-phenylsulfanyl-ethyl)-sydnone 53492-48-1 C10H10N2O2S
3-(2-phenylsulfanyl-ethyl)-sydnone
—— 2,4,6-trimethylphenyl 2,4,6-trimethyldithiobenzoate 56010-66-3 C19H22S2
2,4,6-trimethylphenyl 2,4,6-trimethyldithiobenzoate
—— Ethyl methanesulphonyl difluoroacetate 219866-73-6 C5H8F2O4S
Ethyl methanesulphonyl difluoroacetate
—— [2,2-bis(phenylthio)ethyl]dimethyl(1-nonylbut-3-enyloxy)silane 332188-13-3 C29H44OS2Si
[2,2-bis(phenylthio)ethyl]dimethyl(1-nonylbut-3-enyloxy)silane
—— O,o-diethyl-S-[(2,2-dimethyl-1,3-dithiolan-4-yl)-methyl]-phosphorothioate 35128-22-4 C10H21O3PS3
O,o-diethyl-S-[(2,2-dimethyl-1,3-dithiolan-4-yl)-methyl]-phosphorothioate
—— <i>O</i>-(2-mercapto-ethyl)-hydroxylamine; hydrochloride 1071-80-3 C2H7NOS*ClH
<i>O</i>-(2-mercapto-ethyl)-hydroxylamine; hydrochloride
—— S-Ethyl-N-ethyl-isothioharnstoff 99988-34-8 C5H12N2S
S-Ethyl-N-ethyl-isothioharnstoff
—— [5-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-acetic acid 54435-44-8 C15H13FO2S2
[5-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-acetic acid
—— 2-Chloromethyl-4-fluoro-1-(4-methylsulfanyl-phenylsulfanyl)-benzene 54502-21-5 C14H12ClFS2
2-Chloromethyl-4-fluoro-1-(4-methylsulfanyl-phenylsulfanyl)-benzene
—— [5-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-acetonitrile 54502-22-6 C15H12FNS2
[5-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-acetonitrile
—— Bis(3-methylthio-1,2,4-thiadiazol-5-ylthio)methane 444791-15-5 C7H8N4S6
Bis(3-methylthio-1,2,4-thiadiazol-5-ylthio)methane
—— (4-Cyano-3-methoxycarbonylmethylsulfanyl-isothiazol-5-ylsulfanyl)-acetic acid methyl ester 77729-65-8 C10H10N2O4S3
(4-Cyano-3-methoxycarbonylmethylsulfanyl-isothiazol-5-ylsulfanyl)-acetic acid methyl ester
—— 1-(4-Methylsulfanyl-phenyl)-cyclohexylamine 125802-15-5 C13H19NS
1-(4-Methylsulfanyl-phenyl)-cyclohexylamine
—— 4-(Imidazolidin-2-ylideneamino)-6-methyl-3-methylsulfanyl-4H-[1,2,4]triazin-5-one 118458-78-9 C8H12N6OS
4-(Imidazolidin-2-ylideneamino)-6-methyl-3-methylsulfanyl-4H-[1,2,4]triazin-5-one
—— 1,2-bis(5,7-dihydrodibenzo<b,g>-1,4-thiazocin-6-ylidene)hydrazine 87213-31-8 C28H22N4S2
1,2-bis(5,7-dihydrodibenzo<b,g>-1,4-thiazocin-6-ylidene)hydrazine
—— methyl 3-(phenylthio)-2-(phenylthiomethyl)propionate 92806-63-8 C17H18O2S2
methyl 3-(phenylthio)-2-(phenylthiomethyl)propionate
—— 4-methyl-7-phenyl-5-phenylthio-5-(trimethylsilyl)heptan-3-one 482358-17-8 C23H32OSSi
4-methyl-7-phenyl-5-phenylthio-5-(trimethylsilyl)heptan-3-one
—— (4E,8E)-3,3,10,10-Tetraethyl-3,6,7,10-tetrahydro-[1,2,5,8]dithiadiazecine 108168-02-1 C14H26N2S2
(4E,8E)-3,3,10,10-Tetraethyl-3,6,7,10-tetrahydro-[1,2,5,8]dithiadiazecine
—— 5,8-Diaza-3,3,10,10-tetraethyl-1,2-dithiacyclodecane 159982-44-2 C14H30N2S2
5,8-Diaza-3,3,10,10-tetraethyl-1,2-dithiacyclodecane
—— 5,9-Diaza-3,3,11,11-tetraethyl-1,2-dithiacycloundecane 159982-45-3 C15H32N2S2
5,9-Diaza-3,3,11,11-tetraethyl-1,2-dithiacycloundecane
—— 2,2,5,5-Tetraethyl-3,4-dithiahexane-1,6-diol 159982-41-9 C12H26O2S2
2,2,5,5-Tetraethyl-3,4-dithiahexane-1,6-diol
—— (2R,7R,9S,4E)-10-<2'-(4''-hydroxybutyl)-1',3'-dithian-2'-yl>-2,4-dimethyldec-4-ene-1,7,9-triol 152755-17-4 C20H38O4S2
(2R,7R,9S,4E)-10-<2'-(4''-hydroxybutyl)-1',3'-dithian-2'-yl>-2,4-dimethyldec-4-ene-1,7,9-triol
—— 6-(indole-2-sulfenyl)-3-methoxypyridazine 463976-05-8 C13H11N3OS
6-(indole-2-sulfenyl)-3-methoxypyridazine
—— 3-Methoxy-6-benzylthio-pyridazin 92576-07-3 C12H12N2OS
3-Methoxy-6-benzylthio-pyridazin
—— 3-(4-fluoro-phenylsulfanyl)-6-methoxy-pyridazine 454182-08-2 C11H9FN2OS
3-(4-fluoro-phenylsulfanyl)-6-methoxy-pyridazine
—— (E)-3-Methyl-5-phenylsulfanyl-pent-2-enoic acid ethyl ester 82353-28-4 C14H18O2S
(E)-3-Methyl-5-phenylsulfanyl-pent-2-enoic acid ethyl ester
—— 3-(2-chloro-4-fluoro-phenylsulfanyl)-6-methoxy-pyridazine 454182-07-1 C11H8ClFN2OS
3-(2-chloro-4-fluoro-phenylsulfanyl)-6-methoxy-pyridazine
—— (3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol 754201-18-8 C29H36O2SSi
(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol
—— 2-(1H-1,2,4-triazol-3-ylsulfanyl)acetamide 24127-93-3 C4H6N4OS
2-(1H-1,2,4-triazol-3-ylsulfanyl)acetamide
—— (2-azidophenyl)(phenyl)sulfane 62156-85-8 C12H9N3S
(2-azidophenyl)(phenyl)sulfane
—— 4-(1,3-Dioxan-2-yl)-3-(phenylsulfanyl)benzonitrile 1164204-80-1 C17H15NO2S
4-(1,3-Dioxan-2-yl)-3-(phenylsulfanyl)benzonitrile
—— (4-ethylamino-5-thiophen-2-ylmethyl-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester 476302-22-4 C15H19N3O2S2
(4-ethylamino-5-thiophen-2-ylmethyl-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester
—— (4-amino-5-thiophen-2-ylmethyl-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester 476302-04-2 C13H15N3O2S2
(4-amino-5-thiophen-2-ylmethyl-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester
—— tert-butyl-(2-{(3S)-methyl-(6S)-[2-(4-methylpent-1-enyl)[1,3]dithian-2-ylmethyl]-tetrahydropyran-(2S)-yl}ethoxy)diphenyl-silane 502159-95-7 C35H52O2S2Si
tert-butyl-(2-{(3S)-methyl-(6S)-[2-(4-methylpent-1-enyl)[1,3]dithian-2-ylmethyl]-tetrahydropyran-(2S)-yl}ethoxy)diphenyl-silane
—— 2-Allylsulfanyl-6-amino-pyridine-3,5-dicarbonitrile 119022-87-6 C10H8N4S
2-Allylsulfanyl-6-amino-pyridine-3,5-dicarbonitrile
—— 4-(4-Bromoanilino)-6-chloro-2-methylsulfanylpyrimidine-5-carbonitrile 171511-22-1 C12H8BrClN4S
4-(4-Bromoanilino)-6-chloro-2-methylsulfanylpyrimidine-5-carbonitrile
—— phenyl(1-o-tolylbut-3-enyl)sulfane 1382802-15-4 C17H18S
phenyl(1-o-tolylbut-3-enyl)sulfane
—— 6-Phenylsulfanyl-cyclohex-2-enone 88354-73-8 C12H12OS
6-Phenylsulfanyl-cyclohex-2-enone
—— (3-Methylene-4-phenylsulfanyl-cyclohexyl)-acetic acid ethyl ester 88354-75-0 C17H22O2S
(3-Methylene-4-phenylsulfanyl-cyclohexyl)-acetic acid ethyl ester
—— (3-Oxo-4-phenylsulfanyl-cyclohexyl)-acetic acid ethyl ester 88354-74-9 C16H20O3S
(3-Oxo-4-phenylsulfanyl-cyclohexyl)-acetic acid ethyl ester
—— anti-α-(p-Tolylthio)acetophenone oxime 50314-81-3 C15H15NOS
anti-α-(p-Tolylthio)acetophenone oxime
—— Methyl-(2-phenylsulfanyl-1-vinyl-but-3-enyl)-amine 225514-17-0 C13H17NS
Methyl-(2-phenylsulfanyl-1-vinyl-but-3-enyl)-amine
—— (E)-6-Phenylsulfanyl-hex-5-enal 66529-66-6 C12H14OS
(E)-6-Phenylsulfanyl-hex-5-enal
—— 7-Cyano-8-phenylethyl-3,4-dihydro-2H-pyrimido<2,3-b><1,3>thiazin-6-one 95535-03-8 C16H15N3OS
7-Cyano-8-phenylethyl-3,4-dihydro-2H-pyrimido<2,3-b><1,3>thiazin-6-one