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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
—— (2S)-N-(2-cyanoethyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H15N5OS2
(2S)-N-(2-cyanoethyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H18N4O3S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-prop-2-enyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H14N4OS2
(2S)-N-prop-2-enyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-cycloheptyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H22N4OS2
(2S)-N-cycloheptyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-1-(azepan-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C15H20N4OS2
(2S)-1-(azepan-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H15ClN4OS2
(2S)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H15FN4OS2
(2S)-N-[(4-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl N-[(2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate —— C11H12N4O3S2
methyl N-[(2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate
—— (2S)-N-tert-butyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H18N4OS2
(2S)-N-tert-butyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H18N4OS2
(2R)-N-[(4-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2Z)-2-(2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-ylidene)-3-oxo-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanenitrile —— C17H17N7OS2
(2Z)-2-(2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-ylidene)-3-oxo-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanenitrile
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetate —— C12H13N3O4S3
[(3R)-1,1-dioxothiolan-3-yl] 2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetate
—— (2R)-1-(azepan-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C15H20N4OS2
(2R)-1-(azepan-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H18N4O3S3
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H21N5OS2
(2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-benzyl-N-tert-butyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C20H24N4OS2
(2R)-N-benzyl-N-tert-butyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-(thiophen-2-ylmethyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H14N4OS3
(2R)-N-(thiophen-2-ylmethyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H21N5OS2
(2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H22N4OS2
(2R)-N-cycloheptyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H18N4O3S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H15FN4OS2
(2R)-N-[(4-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (3S)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C16H20N4OS2
(3S)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3R)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C16H20N4OS2
(3R)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (6S)-2-fluoro-6H-benzo[b][4,1]benzoxathiepine-6-carboxamide —— C14H10FNO2S
(6S)-2-fluoro-6H-benzo[b][4,1]benzoxathiepine-6-carboxamide
—— (6R)-2-fluoro-6H-benzo[b][4,1]benzoxathiepine-6-carboxamide —— C14H10FNO2S
(6R)-2-fluoro-6H-benzo[b][4,1]benzoxathiepine-6-carboxamide
—— methyl (2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C14H17N3O2S
methyl (2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— methyl (2S)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C14H17N3O2S
methyl (2S)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 2-[(4,5-Diethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C15H17N5OS
2-[(4,5-Diethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-[(4-Ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C14H15N5OS
2-[(4-Ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— (2R)-2-[3-(pyridin-2-ylamino)pyridin-2-yl]sulfanylpropanoic acid —— C13H13N3O2S
(2R)-2-[3-(pyridin-2-ylamino)pyridin-2-yl]sulfanylpropanoic acid
—— 1-[[2-(2,5-Difluorophenyl)sulfanylacetyl]amino]-3-(2-ethyl-6-methylphenyl)thiourea —— C18H19F2N3OS2
1-[[2-(2,5-Difluorophenyl)sulfanylacetyl]amino]-3-(2-ethyl-6-methylphenyl)thiourea
—— 2-[(4,6-Dimethyl-2-pyrimidinyl)sulfanyl]-1-phenylethanone oxime —— C14H15N3OS
2-[(4,6-Dimethyl-2-pyrimidinyl)sulfanyl]-1-phenylethanone oxime
—— 1-[3-(3,4-Difluorophenyl)sulfanylpropanoylamino]-3-(2-ethyl-6-methylphenyl)thiourea —— C19H21F2N3OS2
1-[3-(3,4-Difluorophenyl)sulfanylpropanoylamino]-3-(2-ethyl-6-methylphenyl)thiourea
—— 1-(2-ethyl-6-methylphenyl)-3-[[(E)-3-phenylsulfanylprop-2-enoyl]amino]thiourea —— C19H21N3OS2
1-(2-ethyl-6-methylphenyl)-3-[[(E)-3-phenylsulfanylprop-2-enoyl]amino]thiourea
—— (2S)-2-[3-(pyridin-2-ylamino)pyridin-2-yl]sulfanylpropanoic acid —— C13H13N3O2S
(2S)-2-[3-(pyridin-2-ylamino)pyridin-2-yl]sulfanylpropanoic acid
—— 1-[[2-(3,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-ethyl-6-methylphenyl)thiourea —— C20H25N3OS2
1-[[2-(3,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-ethyl-6-methylphenyl)thiourea
—— 1-(2-ethyl-6-methylphenyl)-3-[[(2R)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea —— C20H25N3OS2
1-(2-ethyl-6-methylphenyl)-3-[[(2R)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea
—— N-[(2S)-1-[2-(2-methoxyphenyl)sulfanylphenyl]propan-2-yl]formamide —— C17H19NO2S
N-[(2S)-1-[2-(2-methoxyphenyl)sulfanylphenyl]propan-2-yl]formamide
—— 1-(2-ethyl-6-methylphenyl)-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea —— C19H23N3OS2
1-(2-ethyl-6-methylphenyl)-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-(2-Ethyl-6-methylphenyl)-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea —— C19H22FN3OS2
1-(2-Ethyl-6-methylphenyl)-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea
—— 1-(2-Ethyl-6-methylphenyl)-3-[[2-(4-fluorophenyl)sulfanylacetyl]amino]thiourea —— C18H20FN3OS2
1-(2-Ethyl-6-methylphenyl)-3-[[2-(4-fluorophenyl)sulfanylacetyl]amino]thiourea
—— 1-[[2-(2,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-ethyl-6-methylphenyl)thiourea —— C20H25N3OS2
1-[[2-(2,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-ethyl-6-methylphenyl)thiourea
—— N-[(2R)-1-[2-(2-methoxyphenyl)sulfanylphenyl]propan-2-yl]formamide —— C17H19NO2S
N-[(2R)-1-[2-(2-methoxyphenyl)sulfanylphenyl]propan-2-yl]formamide
—— (2R,7S)-5-amino-13-(methoxymethyl)-4,11-dimethyl-8-thia-3,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),3,9,11-tetraen-6-one —— C13H16N4O2S
(2R,7S)-5-amino-13-(methoxymethyl)-4,11-dimethyl-8-thia-3,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),3,9,11-tetraen-6-one
—— (2S,7S)-5-amino-13-(methoxymethyl)-4,11-dimethyl-8-thia-3,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),3,9,11-tetraen-6-one —— C13H16N4O2S
(2S,7S)-5-amino-13-(methoxymethyl)-4,11-dimethyl-8-thia-3,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),3,9,11-tetraen-6-one
—— 1-[[2-(2,5-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-ethyl-6-methylphenyl)thiourea —— C20H25N3OS2
1-[[2-(2,5-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-ethyl-6-methylphenyl)thiourea
—— 1-[(2R)-3-[2-(1-adamantyl)ethoxy]-2-hydroxypropyl]-3-prop-2-enylthiourea —— C19H32N2O2S
1-[(2R)-3-[2-(1-adamantyl)ethoxy]-2-hydroxypropyl]-3-prop-2-enylthiourea
—— 1-[(2S)-3-[2-(1-adamantyl)ethoxy]-2-hydroxypropyl]-3-prop-2-enylthiourea —— C19H32N2O2S
1-[(2S)-3-[2-(1-adamantyl)ethoxy]-2-hydroxypropyl]-3-prop-2-enylthiourea
—— (2R,7R)-5-amino-13-(methoxymethyl)-4,11-dimethyl-8-thia-3,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),3,9,11-tetraen-6-one —— C13H16N4O2S
(2R,7R)-5-amino-13-(methoxymethyl)-4,11-dimethyl-8-thia-3,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),3,9,11-tetraen-6-one
—— (6R)-6-(furan-2-yl)-3-propyl-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C10H12N4OS
(6R)-6-(furan-2-yl)-3-propyl-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole