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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
—— 2-[[4-(furan-2-ylmethyl)-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-(1-methylimidazol-2-yl)-phenylmethyl]acetamide —— C25H29N7O2S
2-[[4-(furan-2-ylmethyl)-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-(1-methylimidazol-2-yl)-phenylmethyl]acetamide
—— (2R)-N-[(5-sulfamoylthiophen-2-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C14H14N2O3S3
(2R)-N-[(5-sulfamoylthiophen-2-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-N-(cyclohexylmethyl)-2-[(4-cyclopropyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H31N5O2S
(2R)-N-(cyclohexylmethyl)-2-[(4-cyclopropyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[[5-(cyclopentylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C20H28N4OS
2-[[5-(cyclopentylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-[[5-(cyclopentylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C20H28N4OS
2-[[5-(cyclopentylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— (2S)-6-methyl-N-[2-(N-methylanilino)ethyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H22N2OS
(2S)-6-methyl-N-[2-(N-methylanilino)ethyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-N-pentyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C22H30N4O3S
(2R)-N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-N-pentyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-2-phenylsulfanyl-1-[4-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methyl]piperazin-1-yl]propan-1-one —— C20H22N4O2S2
(2S)-2-phenylsulfanyl-1-[4-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methyl]piperazin-1-yl]propan-1-one
—— 2-[[5-(cyclopentylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C20H28N4OS
2-[[5-(cyclopentylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— 1,3-dimethyl-6-[[4-[[(2R)-oxolan-2-yl]methyl]-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C19H28N6O3S
1,3-dimethyl-6-[[4-[[(2R)-oxolan-2-yl]methyl]-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— (2S)-N-(cyclohexylmethyl)-2-[(4-cyclopropyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H31N5O2S
(2S)-N-(cyclohexylmethyl)-2-[(4-cyclopropyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(S)-cyclopropyl-(4-methylphenyl)methyl]-2-phenylsulfanylpropanamide —— C20H23NOS
(2R)-N-[(S)-cyclopropyl-(4-methylphenyl)methyl]-2-phenylsulfanylpropanamide
—— 4-(4-methylphenyl)-2-[(E)-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-1,3-thiazole —— C25H20N2O2S2
4-(4-methylphenyl)-2-[(E)-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-1,3-thiazole
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C25H37N5O3S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2S)-N-[(S)-cyclopropyl-(4-methylphenyl)methyl]-2-phenylsulfanylpropanamide —— C20H23NOS
(2S)-N-[(S)-cyclopropyl-(4-methylphenyl)methyl]-2-phenylsulfanylpropanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C13H13F3N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— 2-[2-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-oxoethyl]sulfanyl-4,5,6-trimethylpyridine-3-carbonitrile —— C19H26N4O3S2
2-[2-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-oxoethyl]sulfanyl-4,5,6-trimethylpyridine-3-carbonitrile
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C13H13F3N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— 2-chloro-5-[(2Z)-2-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]benzoic acid —— C20H13Cl2N3O4S
2-chloro-5-[(2Z)-2-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]benzoic acid
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H16ClN3O2S2
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H26N4O4S3
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C23H30N4O3S
2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-5-ethyl-1,3,4-oxadiazole —— C20H27N5OS2
2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-5-ethyl-1,3,4-oxadiazole
—— 2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C19H21N3O2S2
2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— N-[(2,4-dimethylphenyl)methyl]-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C21H28N4O3S2
N-[(2,4-dimethylphenyl)methyl]-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— (2S)-2-[[4-(furan-2-ylmethyl)-5-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide —— C15H22N4O2S
(2S)-2-[[4-(furan-2-ylmethyl)-5-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C22H28N4O2S2
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— 4-butyl-3-[(2R)-3-(furan-2-ylmethoxy)-2-hydroxypropyl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H21N3O4S
4-butyl-3-[(2R)-3-(furan-2-ylmethoxy)-2-hydroxypropyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C23H30N4O3S
2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone —— C20H29N5OS2
2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H20N4O3S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C22H28N4O2S2
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— N-methyl-5-[4-[(3R)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C15H19N5O4S3
N-methyl-5-[4-[(3R)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 4-[4-methyl-5-[4-[(3R)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,2,4-triazol-3-yl]pyridine —— C20H22N6O4S2
4-[4-methyl-5-[4-[(3R)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,2,4-triazol-3-yl]pyridine
—— (3R)-3-methyl-1-[4-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonylpiperidine —— C20H23N5O4S3
(3R)-3-methyl-1-[4-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonylpiperidine
—— (7R)-4-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C20H21N5OS2
(7R)-4-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— (7S)-4-[[4-(2-methoxyethyl)-5-pyridin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C21H22N6OS2
(7S)-4-[[4-(2-methoxyethyl)-5-pyridin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C16H22N4OS3
2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (7R)-7-methyl-4-[(4-methyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C19H18N6S2
(7R)-7-methyl-4-[(4-methyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— (3R)-1-[4-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonyl-3-methylpiperidine —— C21H25N5O5S2
(3R)-1-[4-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonyl-3-methylpiperidine
—— 4-[[4-(4-fluorophenyl)-5-[(1S)-1-piperidin-1-ylethyl]-1,2,4-triazol-3-yl]sulfanyl]-5,6-dimethylthieno[2,3-d]pyrimidine —— C23H25FN6S2
4-[[4-(4-fluorophenyl)-5-[(1S)-1-piperidin-1-ylethyl]-1,2,4-triazol-3-yl]sulfanyl]-5,6-dimethylthieno[2,3-d]pyrimidine
—— 4-[[4-(4-fluorophenyl)-5-[(1S)-1-piperidin-1-ylethyl]-1,2,4-triazol-3-yl]sulfanyl]thieno[2,3-d]pyrimidine —— C21H21FN6S2
4-[[4-(4-fluorophenyl)-5-[(1S)-1-piperidin-1-ylethyl]-1,2,4-triazol-3-yl]sulfanyl]thieno[2,3-d]pyrimidine
—— (3R)-3-methyl-1-[4-[[5-methyl-4-(2-methylphenyl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonylpiperidine —— C22H25N5O4S2
(3R)-3-methyl-1-[4-[[5-methyl-4-(2-methylphenyl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonylpiperidine
—— (3R)-1-[4-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]sulfonyl-3-methylpiperidine —— C22H25N5O4S2
(3R)-1-[4-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]sulfonyl-3-methylpiperidine
—— (3S)-3-methyl-1-[4-[[5-methyl-4-(2-methylphenyl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonylpiperidine —— C22H25N5O4S2
(3S)-3-methyl-1-[4-[[5-methyl-4-(2-methylphenyl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonylpiperidine
—— (3S)-1-[4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonyl-3-methylpiperidine —— C20H23N5O5S2
(3S)-1-[4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]sulfonyl-3-methylpiperidine
—— 2-(4-bromophenyl)sulfanyl-N-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]acetamide —— C20H20BrN3OS
2-(4-bromophenyl)sulfanyl-N-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]acetamide
—— (2R)-N-[(4-chlorophenyl)methyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H19ClN4OS3
(2R)-N-[(4-chlorophenyl)methyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-ethyl-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H18N4OS3
(2S)-N-ethyl-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-[[1-(difluoromethyl)imidazol-2-yl]methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C12H15F2N5OS2
5-[[1-(difluoromethyl)imidazol-2-yl]methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine