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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
—— 4-hydroxy-3-phenylthiobutanonitrile 108078-46-2 C10H11NOS
4-hydroxy-3-phenylthiobutanonitrile
—— 4-((4-nitrophenyl)thio)pyridine 746630-21-7 C11H8N2O2S
4-((4-nitrophenyl)thio)pyridine
—— (2-chlorophenyl)(4-nitrophenyl)sulfane 33667-99-1 C12H8ClNO2S
(2-chlorophenyl)(4-nitrophenyl)sulfane
—— [(p-tolylthio)methyl]diphenylphosphine oxide 31238-58-1 C20H19OPS
[(p-tolylthio)methyl]diphenylphosphine oxide
—— 4-hydroxy-3-p-tolylthiobutanonitrile 108078-48-4 C11H13NOS
4-hydroxy-3-p-tolylthiobutanonitrile
—— [(1-chloro-2,2,2-trifluoroethyl)sulfanyl](ethoxy)methanethione 845523-76-4 C5H6ClF3OS2
[(1-chloro-2,2,2-trifluoroethyl)sulfanyl](ethoxy)methanethione
—— 3-anilino-5-(α-methylbenzylthio)-1,2,4-triazole 334538-56-6 C16H16N4S
3-anilino-5-(α-methylbenzylthio)-1,2,4-triazole
—— ethyl N-[(2S)-1-[[2-(4-chlorophenyl)sulfanylacetyl]amino]-4-methylpentan-2-yl]carbamate —— C17H25ClN2O3S
ethyl N-[(2S)-1-[[2-(4-chlorophenyl)sulfanylacetyl]amino]-4-methylpentan-2-yl]carbamate
—— (5R,6S)-6-(3-isohexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane 162184-39-6 C15H25N3S2
(5R,6S)-6-(3-isohexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— ethyl N-[(2R)-1-[[2-(4-chlorophenyl)sulfanylacetyl]amino]-4-methylpentan-2-yl]carbamate —— C17H25ClN2O3S
ethyl N-[(2R)-1-[[2-(4-chlorophenyl)sulfanylacetyl]amino]-4-methylpentan-2-yl]carbamate
—— Ethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate —— C11H12N4O2S
Ethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate
—— N-[(2R)-2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]-2-(2,4-dimethylphenyl)sulfanylpyridine-3-carboxamide —— C24H26N2O4S
N-[(2R)-2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]-2-(2,4-dimethylphenyl)sulfanylpyridine-3-carboxamide
—— N-(3-fluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine —— C15H13FN4OS
N-(3-fluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine
—— endo-2-methyl-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C13H21N3S2
endo-2-methyl-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— methyl 3-[4-[6-(3,5-di-t-butyl-4-hydroxyphenylthio)-1-methyl-1H-benzimidazol-2-ylmethoxy]phenyl]-2-(4-fluorobenzyloxy)propionate —— C40H45FN2O5S
methyl 3-[4-[6-(3,5-di-t-butyl-4-hydroxyphenylthio)-1-methyl-1H-benzimidazol-2-ylmethoxy]phenyl]-2-(4-fluorobenzyloxy)propionate
—— 2-[2,3-Dichloro-4-(2-isopropyl-phenylsulfanyl)-phenyl]-cyclopropanecarboxylic acid [3-(2-oxo-pyrrolidin-1-yl)-propyl]-amide —— C26H30Cl2N2O2S
2-[2,3-Dichloro-4-(2-isopropyl-phenylsulfanyl)-phenyl]-cyclopropanecarboxylic acid [3-(2-oxo-pyrrolidin-1-yl)-propyl]-amide
—— N-[(2S)-1-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H27FN2OS
N-[(2S)-1-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(2S)-1-[(3S,5S)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H27FN2OS
N-[(2S)-1-[(3S,5S)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-2-(4-fluorophenyl)sulfanylacetamide
—— 1,2-Diethyl-3-[5-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]pyrimidin-4-yl]guanidine —— C17H20N8OS
1,2-Diethyl-3-[5-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]pyrimidin-4-yl]guanidine
—— 3-[[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]oxy]-4-(3,3,3-trifluoropropylsulfanyl)-1,2,5-thiadiazole —— C11H14F3N3OS2
3-[[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]oxy]-4-(3,3,3-trifluoropropylsulfanyl)-1,2,5-thiadiazole
—— N-hydroxy-4-(4-pyridin-4-ylsulfanylphenyl)sulfonyloxane-4-carboxamide —— C17H18N2O5S2
N-hydroxy-4-(4-pyridin-4-ylsulfanylphenyl)sulfonyloxane-4-carboxamide
—— 2-(2,4-Dichlorophenyl)sulfanyl-4-(3-methyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile —— C21H17Cl2N3S
2-(2,4-Dichlorophenyl)sulfanyl-4-(3-methyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile
—— N-(diaminomethylidene)-3-methylsulfanyl-8,9-dihydro-7H-benzo[7]annulene-6-carboxamide;methanesulfonic acid —— C15H21N3O4S2
N-(diaminomethylidene)-3-methylsulfanyl-8,9-dihydro-7H-benzo[7]annulene-6-carboxamide;methanesulfonic acid
—— 5-[(2-fluorophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H15FN4O2S2
5-[(2-fluorophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 4-[[(2R,4S)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol —— C17H19NO2S2
4-[[(2R,4S)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol
—— 2-(2,6-dimethylphenyl)sulfanyl-6-imidazol-1-yl-1H-benzimidazole —— C18H16N4S
2-(2,6-dimethylphenyl)sulfanyl-6-imidazol-1-yl-1H-benzimidazole
—— 5-(thiophen-2-ylmethyl)-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole —— C12H11N3S3
5-(thiophen-2-ylmethyl)-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole
—— (Z)-cyclopentyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium —— C17H20NO3S+
(Z)-cyclopentyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium
—— 3-(6-Pyridin-2-ylsulfanylpyridin-3-yl)-3,10-diazabicyclo[4.3.1]decane —— C18H22N4S
3-(6-Pyridin-2-ylsulfanylpyridin-3-yl)-3,10-diazabicyclo[4.3.1]decane
—— 3,3,3-Trifluoropropyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate —— C12H11F3N4O2S
3,3,3-Trifluoropropyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C24H28N4OS
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C18H22N4O3S2
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]-N-methylacetamide —— C23H25FN4OS
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]-N-methylacetamide
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]-N-methylacetamide —— C23H25FN4OS
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]-N-methylacetamide
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C18H22N4O3S2
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide —— C23H33N5O2S
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide —— C23H33N5O2S
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide
—— (3R)-3-[[5-[[2-[(4-chlorophenyl)methyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C19H21ClN4O2S3
(3R)-3-[[5-[[2-[(4-chlorophenyl)methyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— (3S)-3-[[5-[[2-[(4-chlorophenyl)methyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C19H21ClN4O2S3
(3S)-3-[[5-[[2-[(4-chlorophenyl)methyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C24H28N4OS
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-[(4-chlorophenyl)methyl]-4-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole —— C22H21ClN4OS3
2-[(4-chlorophenyl)methyl]-4-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole
—— (3S)-3-[5-[[2-[(4-chlorophenyl)methyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C18H19ClN4O2S3
(3S)-3-[5-[[2-[(4-chlorophenyl)methyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C22H30N4O3S2
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— (3R)-3-[5-[[2-[(4-chlorophenyl)methyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C18H19ClN4O2S3
(3R)-3-[5-[[2-[(4-chlorophenyl)methyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— 3-[(5R,6R)-1-azabicyclo[3.2.1]octan-6-yl]-4-[5-[[4-[(5R,6R)-1-azabicyclo[3.2.1]octan-6-yl]-1,2,5-thiadiazol-3-yl]sulfanyl]-3-methylpentyl]sulfanyl-1,2,5-thiadiazole —— C24H36N6S4
3-[(5R,6R)-1-azabicyclo[3.2.1]octan-6-yl]-4-[5-[[4-[(5R,6R)-1-azabicyclo[3.2.1]octan-6-yl]-1,2,5-thiadiazol-3-yl]sulfanyl]-3-methylpentyl]sulfanyl-1,2,5-thiadiazole
—— 3,5-dichloro-N-[3-chloro-4-[(6-methyl-1,3-benzothiazol-2-yl)sulfanyl]phenyl]benzenesulfonamide —— C20H13Cl3N2O2S3
3,5-dichloro-N-[3-chloro-4-[(6-methyl-1,3-benzothiazol-2-yl)sulfanyl]phenyl]benzenesulfonamide
—— (2R)-2-amino-3-(3-hydroxypropylsulfanyl)propanal —— C6H13NO2S
(2R)-2-amino-3-(3-hydroxypropylsulfanyl)propanal
—— 2-[[5-(2-Ethyl-5-methylpyrazol-3-yl)-4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-5-nitro-1,3-thiazole —— C15H19N7O3S2
2-[[5-(2-Ethyl-5-methylpyrazol-3-yl)-4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-5-nitro-1,3-thiazole
—— 2-(1-Benzylsulfonylpyrrolidin-2-yl)sulfanylphenol —— C17H19NO3S2
2-(1-Benzylsulfonylpyrrolidin-2-yl)sulfanylphenol
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]piperazin-1-yl]methanone —— C19H23N3O2S
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]piperazin-1-yl]methanone