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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
—— 3-Chloro-5-phenylsulfanylthiophene-2,4-dicarbonitrile 119754-42-6 C12H5ClN2S2
3-Chloro-5-phenylsulfanylthiophene-2,4-dicarbonitrile
—— 2,4-dicyano-3-amino-5-methylthiothiophene 116255-96-0 C7H5N3S2
2,4-dicyano-3-amino-5-methylthiothiophene
—— 3-chloro-2,4-dicyano-5-methylthiothiophene 119754-39-1 C7H3ClN2S2
3-chloro-2,4-dicyano-5-methylthiothiophene
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-methylthioimidazo<4,5-d>pyridazine 85732-91-8 C11H12N6S
4-(3,5-Dimethylpyrazol-1-yl)-2-methylthioimidazo<4,5-d>pyridazine
—— Ethanol, 2-(octadecylsulfinyl)- 58840-42-9 C20H42O2S
Ethanol, 2-(octadecylsulfinyl)-
—— (3S)-3-isothiocyanato-2,2-dimethylbutane 874662-42-7 C7H13NS
(3S)-3-isothiocyanato-2,2-dimethylbutane
—— 3,6-bis(ethylthio)-1,2,4,5-tetrazine 136506-23-5 C6H10N4S2
3,6-bis(ethylthio)-1,2,4,5-tetrazine
—— (2-azido-1-fluoroethylsulfanyl)benzene 501121-53-5 C8H8FN3S
(2-azido-1-fluoroethylsulfanyl)benzene
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-(3-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-92-9 C17H15ClN6S
4-(3,5-Dimethylpyrazol-1-yl)-2-(3-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-(4-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-94-1 C17H15ClN6S
4-(3,5-Dimethylpyrazol-1-yl)-2-(4-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— 2-Amino-6-(5-brom-2-methylmercapto-4-methyl-pyrimidinyl-(6)-mercapto)-purin 91426-84-5 C11H10BrN7S2
2-Amino-6-(5-brom-2-methylmercapto-4-methyl-pyrimidinyl-(6)-mercapto)-purin
—— 3-chloro-4-(5-phenylthiazol-2-ylsulfanyl)phenylamine 848133-00-6 C15H11ClN2S2
3-chloro-4-(5-phenylthiazol-2-ylsulfanyl)phenylamine
—— 2-(2-chloro-4-nitrophenylsulfanyl)-5-phenyl-1,3-thiazole 848132-99-0 C15H9ClN2O2S2
2-(2-chloro-4-nitrophenylsulfanyl)-5-phenyl-1,3-thiazole
—— 4-methylthio-5-(2-hydroxyethylthio)-1,3-dithiole-2-thione 207510-78-9 C6H8OS5
4-methylthio-5-(2-hydroxyethylthio)-1,3-dithiole-2-thione
—— 3,4-dihydro-2H-pyrimido[1,2-c]pyrido[3,2-e][1,3]thiazine-6-thione 1202519-02-5 C10H9N3S2
3,4-dihydro-2H-pyrimido[1,2-c]pyrido[3,2-e][1,3]thiazine-6-thione
—— di-1-propenyl sulfone 38405-93-5 C6H10O2S
di-1-propenyl sulfone
—— 6-chloro-8-methylthio-5H-pyrimido[5,4-e][1,2,4]triazolo[5,1-b][1,3]thiazin-5-ol 321660-52-0 C8H6ClN5OS2
6-chloro-8-methylthio-5H-pyrimido[5,4-e][1,2,4]triazolo[5,1-b][1,3]thiazin-5-ol
—— (4S,5S)-4-hydroxymethyl-2-methyl-5-[4-(methylthio)phenyl]-2-oxazoline 203576-39-0 C12H15NO2S
(4S,5S)-4-hydroxymethyl-2-methyl-5-[4-(methylthio)phenyl]-2-oxazoline
—— tert-butyl phenylacetyl-[2-(2-phenylsulfanyl-1H-indol-3-yl)ethyl]carbamate 712273-36-4 C29H30N2O3S
tert-butyl phenylacetyl-[2-(2-phenylsulfanyl-1H-indol-3-yl)ethyl]carbamate
—— 4-chloro-6-isopropyl-2-(methylthio)pyrimidine 199863-95-1 C8H11ClN2S
4-chloro-6-isopropyl-2-(methylthio)pyrimidine
—— (2-Amino-3,5-difluoro-phenylsulfanyl)acetonitrile 293316-30-0 C8H6F2N2S
(2-Amino-3,5-difluoro-phenylsulfanyl)acetonitrile
—— 1,3,9,11-tetraaza-6,14,17,22,25-pentaoxabicyclo<9.8.8>heptacosane-2,10-dithione 89863-10-5 C18H34N4O5S2
1,3,9,11-tetraaza-6,14,17,22,25-pentaoxabicyclo<9.8.8>heptacosane-2,10-dithione
—— 2-ethylsulfanyl-6-methyl-4H-thiopyran-4-one 935700-38-2 C8H10OS2
2-ethylsulfanyl-6-methyl-4H-thiopyran-4-one
—— 1,4,12-Trioxa-7,9,15,17-tetraazacyclononadecane-8,16-dithione 107447-41-6 C12H24N4O3S2
1,4,12-Trioxa-7,9,15,17-tetraazacyclononadecane-8,16-dithione
—— 1,3,9,11-tetraaza-6,14,17,22-tetraoxabicyclo<9.8.5>tetracosane-2,10-dithione 110228-75-6 C16H30N4O4S2
1,3,9,11-tetraaza-6,14,17,22-tetraoxabicyclo<9.8.5>tetracosane-2,10-dithione
—— 3-phenylsulfanyl-1-(1H-pyrazol-3-yl)-6,7-dihydrothieno[3,4-c]pyridin-4(5H)-one 1374103-04-4 C16H13N3OS2
3-phenylsulfanyl-1-(1H-pyrazol-3-yl)-6,7-dihydrothieno[3,4-c]pyridin-4(5H)-one
—— N,N-bis(trimethylsilyl)-3-amino-4-butylthio-1,2,5-thiadiazole 191467-39-7 C12H27N3S2Si2
N,N-bis(trimethylsilyl)-3-amino-4-butylthio-1,2,5-thiadiazole
—— bis-(4-amino-3-methyl-phenyl)-sulfide 34237-94-0 C14H16N2S
bis-(4-amino-3-methyl-phenyl)-sulfide
—— 1-Hexynyl trifluoromethyl sulfone 119353-19-4 C7H9F3O2S
1-Hexynyl trifluoromethyl sulfone
—— 2-chloro-4-diethylamino-8-p-tolylsulfanylpyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester 1352402-79-9 C20H21ClN4O2S
2-chloro-4-diethylamino-8-p-tolylsulfanylpyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester
—— 8-benzylsulfanyl-4-diethylamino-2-p-tolylsulfanylpyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester 1352402-84-6 C27H28N4O2S2
8-benzylsulfanyl-4-diethylamino-2-p-tolylsulfanylpyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester
—— 2-p-tolylsulfanyl-8-chloro-4-diethylaminopyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester 1352402-82-4 C20H21ClN4O2S
2-p-tolylsulfanyl-8-chloro-4-diethylaminopyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester
—— N-benzyl-(Z)-3-phenylthio-2-(benzylthio)propenamide 1294897-83-8 C23H21NOS2
N-benzyl-(Z)-3-phenylthio-2-(benzylthio)propenamide
—— 6-Amino-9-benzyl-8-bromo-2-phenylthiopurine 226907-79-5 C18H14BrN5S
6-Amino-9-benzyl-8-bromo-2-phenylthiopurine
—— S-prenyl isothiourea hydrobromide 62770-96-1 BrH*C6H12N2S
S-prenyl isothiourea hydrobromide
—— 4-ethoxycarbonyl-5-methyl-2-methylthio-1,3-selenazole 647032-82-4 C8H11NO2SSe
4-ethoxycarbonyl-5-methyl-2-methylthio-1,3-selenazole
—— 4-butoxycarbonyl-2-butylthio-5-methyl-1,3-selenazole 647032-85-7 C13H21NO2SSe
4-butoxycarbonyl-2-butylthio-5-methyl-1,3-selenazole
—— 4-butoxycarbonyl-5-methyl-2-methylthio-1,3-selenazole 647032-84-6 C10H15NO2SSe
4-butoxycarbonyl-5-methyl-2-methylthio-1,3-selenazole
—— 2-butylthio-4-ethoxycarbonyl-5-methyl-1,3-selenazole 647032-83-5 C11H17NO2SSe
2-butylthio-4-ethoxycarbonyl-5-methyl-1,3-selenazole
—— 3-(dodecane-1-sulfonyl)-propionic acid ethyl ester 101791-28-0 C17H34O4S
3-(dodecane-1-sulfonyl)-propionic acid ethyl ester
—— (6-Amino-3,5-dicyano-pyridin-2-ylsulfanyl)-acetic acid 119022-86-5 C9H6N4O2S
(6-Amino-3,5-dicyano-pyridin-2-ylsulfanyl)-acetic acid
—— 1-Butylsulfanyl-4-methyl-2-(2-methylprop-2-enyl)pent-4-ene-1-selone 173281-66-8 C14H24SSe
1-Butylsulfanyl-4-methyl-2-(2-methylprop-2-enyl)pent-4-ene-1-selone
—— 2-(4-Chloro-phenylsulfanyl)-5-trifluoromethyl-phenylamine 32631-27-9 C13H9ClF3NS
2-(4-Chloro-phenylsulfanyl)-5-trifluoromethyl-phenylamine
—— 3-methyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 781558-69-8 C10H14N4S
3-methyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-trifluoromethyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 66933-19-5 C10H11F3N4S
3-trifluoromethyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-methyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 66933-23-1 C10H16N4S
3-methyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-ethyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 744995-07-1 C11H16N4S
3-ethyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-ethyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60681-20-1 C11H18N4S
3-ethyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 5-acetyl-3-ethyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60681-27-8 C13H20N4OS
5-acetyl-3-ethyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— <i>S</i>-dimethylaminomethyl-isothiourea 98021-15-9 C4H11N3S
<i>S</i>-dimethylaminomethyl-isothiourea