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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
—— (3S)-3-cyclopropyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]butanamide —— C16H20N4OS
(3S)-3-cyclopropyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]butanamide
—— (2S)-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C13H17N3O2S3
(2S)-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— N-[(1S)-1-phenylethyl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H19N3O2S2
N-[(1S)-1-phenylethyl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2S)-3-methyl-N-(pyridin-3-ylmethyl)-2-pyridin-2-ylsulfanylbutanamide —— C16H19N3OS
(2S)-3-methyl-N-(pyridin-3-ylmethyl)-2-pyridin-2-ylsulfanylbutanamide
—— (2R)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H21FN4OS
(2R)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-Amino-6-(cyanomethylsulfanyl)-4-cyclohexylpyridin-1-ium-3,5-dicarbonitrile —— C15H16N5S+
2-Amino-6-(cyanomethylsulfanyl)-4-cyclohexylpyridin-1-ium-3,5-dicarbonitrile
—— 6-amino-1,3-dimethyl-5-[(2R)-2-(3-methylphenyl)sulfanylpropanoyl]pyrimidine-2,4-dione —— C16H19N3O3S
6-amino-1,3-dimethyl-5-[(2R)-2-(3-methylphenyl)sulfanylpropanoyl]pyrimidine-2,4-dione
—— (2R)-3-methyl-N-(pyridin-3-ylmethyl)-2-pyridin-2-ylsulfanylbutanamide —— C16H19N3OS
(2R)-3-methyl-N-(pyridin-3-ylmethyl)-2-pyridin-2-ylsulfanylbutanamide
—— 6-amino-1,3-dimethyl-5-[(2S)-2-(3-methylphenyl)sulfanylpropanoyl]pyrimidine-2,4-dione —— C16H19N3O3S
6-amino-1,3-dimethyl-5-[(2S)-2-(3-methylphenyl)sulfanylpropanoyl]pyrimidine-2,4-dione
—— (2R)-2-[[5-[2-oxo-2-(propylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide —— C11H18N4O2S3
(2R)-2-[[5-[2-oxo-2-(propylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide
—— (2S)-N-(1-cyanocyclohexyl)-2-(4-hydroxyphenyl)sulfanylpropanamide —— C16H20N2O2S
(2S)-N-(1-cyanocyclohexyl)-2-(4-hydroxyphenyl)sulfanylpropanamide
—— N-[(2R)-2-cyanopropyl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C14H16F3N3OS
N-[(2R)-2-cyanopropyl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— N-[(2R)-2-cyanopropyl]-N-ethyl-2-phenylsulfanylacetamide —— C14H18N2OS
N-[(2R)-2-cyanopropyl]-N-ethyl-2-phenylsulfanylacetamide
—— N-[(2S)-2-cyanopropyl]-N-ethyl-2-phenylsulfanylacetamide —— C14H18N2OS
N-[(2S)-2-cyanopropyl]-N-ethyl-2-phenylsulfanylacetamide
—— (2R)-N-cyclohexyl-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H24N4OS
(2R)-N-cyclohexyl-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[[(3S,8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-phenylsulfanylacetamide —— C16H22N2O2S
N-[[(3S,8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-phenylsulfanylacetamide
—— N-[[(2R)-oxolan-2-yl]methyl]-5-[(1R)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C14H18N4OS2
N-[[(2R)-oxolan-2-yl]methyl]-5-[(1R)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-[[(2S)-oxolan-2-yl]methyl]-5-[(1S)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C14H18N4OS2
N-[[(2S)-oxolan-2-yl]methyl]-5-[(1S)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— (2R)-1-isothiocyanato-2-methylbutane —— C6H11NS
(2R)-1-isothiocyanato-2-methylbutane
—— 2-(1-Methyltetrazol-5-yl)sulfanylethyl-(pyridin-4-ylmethyl)azanium —— C10H15N6S+
2-(1-Methyltetrazol-5-yl)sulfanylethyl-(pyridin-4-ylmethyl)azanium
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2-methyl-3-phenylprop-2-enylidene)amino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C22H20N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2-methyl-3-phenylprop-2-enylidene)amino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— 5-Ethylsulfanyl-1,2,3-triaza-4-azanidacyclopenta-2,5-diene —— C3H5N4S-
5-Ethylsulfanyl-1,2,3-triaza-4-azanidacyclopenta-2,5-diene
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(2S)-1-(2-oxopyrrolidin-1-yl)propan-2-yl]acetamide —— C15H22N4O2S
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(2S)-1-(2-oxopyrrolidin-1-yl)propan-2-yl]acetamide
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(2R)-1-(2-oxopyrrolidin-1-yl)propan-2-yl]acetamide —— C15H22N4O2S
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(2R)-1-(2-oxopyrrolidin-1-yl)propan-2-yl]acetamide
—— (2S)-2-[[5-morpholin-4-yl-4-(2,2,2-trifluoroethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C11H16F3N5O2S
(2S)-2-[[5-morpholin-4-yl-4-(2,2,2-trifluoroethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-2-[[5-morpholin-4-yl-4-(2,2,2-trifluoroethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C11H16F3N5O2S
(2R)-2-[[5-morpholin-4-yl-4-(2,2,2-trifluoroethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(2-fluorophenyl)methyl]-2-(4-hydroxyphenyl)sulfanylpropanamide —— C16H16FNO2S
(2R)-N-[(2-fluorophenyl)methyl]-2-(4-hydroxyphenyl)sulfanylpropanamide
—— (2'R)-2',7,8-trimethylspiro[1,5-dihydro-2,4-benzodithiepine-3,1'-cyclohexane] —— C17H24S2
(2'R)-2',7,8-trimethylspiro[1,5-dihydro-2,4-benzodithiepine-3,1'-cyclohexane]
—— (2'S)-2',7,8-trimethylspiro[1,5-dihydro-2,4-benzodithiepine-3,1'-cyclohexane] —— C17H24S2
(2'S)-2',7,8-trimethylspiro[1,5-dihydro-2,4-benzodithiepine-3,1'-cyclohexane]
—— 4-[(2R)-2,3-dihydroxypropyl]sulfonylbutanenitrile —— C7H13NO4S
4-[(2R)-2,3-dihydroxypropyl]sulfonylbutanenitrile
—— 2-[1-(Carboxylatomethylsulfanyl)-1-phenylethyl]sulfanylacetate —— C12H12O4S2-2
2-[1-(Carboxylatomethylsulfanyl)-1-phenylethyl]sulfanylacetate
—— (2R)-N-(1-propylpiperidin-4-yl)-2,3-dihydro-1-benzothiophene-2-carboxamide —— C17H24N2OS
(2R)-N-(1-propylpiperidin-4-yl)-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-1-(prop-2-enylamino)-3-thiophen-2-ylsulfanylpropan-2-ol —— C10H15NOS2
(2S)-1-(prop-2-enylamino)-3-thiophen-2-ylsulfanylpropan-2-ol
—— 4-[(2S)-2,3-dihydroxypropyl]sulfonylbutanenitrile —— C7H13NO4S
4-[(2S)-2,3-dihydroxypropyl]sulfonylbutanenitrile
—— N-(2-aminoethyl)-3-[(2S)-2,3-dihydroxypropyl]sulfonylpropanamide —— C8H18N2O5S
N-(2-aminoethyl)-3-[(2S)-2,3-dihydroxypropyl]sulfonylpropanamide
—— (2R)-1-(prop-2-enylamino)-3-thiophen-2-ylsulfanylpropan-2-ol —— C10H15NOS2
(2R)-1-(prop-2-enylamino)-3-thiophen-2-ylsulfanylpropan-2-ol
—— [(2S)-2-hydroxy-3-thiophen-2-ylsulfanylpropyl]-prop-2-enylazanium —— C10H16NOS2+
[(2S)-2-hydroxy-3-thiophen-2-ylsulfanylpropyl]-prop-2-enylazanium
—— N-(2-aminoethyl)-3-[2-[[(2R)-butan-2-yl]amino]-2-oxoethyl]sulfonylpropanamide —— C11H23N3O4S
N-(2-aminoethyl)-3-[2-[[(2R)-butan-2-yl]amino]-2-oxoethyl]sulfonylpropanamide
—— (2'R)-2',4',4',7,8-pentamethylspiro[1,5-dihydro-2,4-benzodithiepine-3,1'-cyclopentane] —— C18H26S2
(2'R)-2',4',4',7,8-pentamethylspiro[1,5-dihydro-2,4-benzodithiepine-3,1'-cyclopentane]
—— (2R)-2-[3-(2-aminoethylamino)-3-oxopropyl]sulfonylpropanoic acid —— C8H16N2O5S
(2R)-2-[3-(2-aminoethylamino)-3-oxopropyl]sulfonylpropanoic acid
—— (2S)-2-[3-(2-aminoethylamino)-3-oxopropyl]sulfonylpropanoic acid —— C8H16N2O5S
(2S)-2-[3-(2-aminoethylamino)-3-oxopropyl]sulfonylpropanoic acid
—— [(2R)-2-hydroxy-3-thiophen-2-ylsulfanylpropyl]-prop-2-enylazanium —— C10H16NOS2+
[(2R)-2-hydroxy-3-thiophen-2-ylsulfanylpropyl]-prop-2-enylazanium
—— 2-(2-amino-2-sulfanylideneethyl)sulfonyl-N-[(2R)-butan-2-yl]acetamide —— C8H16N2O3S2
2-(2-amino-2-sulfanylideneethyl)sulfonyl-N-[(2R)-butan-2-yl]acetamide
—— (2S)-2-(2-amino-2-sulfanylideneethyl)sulfonylpropanoic acid —— C5H9NO4S2
(2S)-2-(2-amino-2-sulfanylideneethyl)sulfonylpropanoic acid
—— 3-[(2S)-2,3-dihydroxypropyl]sulfonylpropanethioamide —— C6H13NO4S2
3-[(2S)-2,3-dihydroxypropyl]sulfonylpropanethioamide
—— 3-[(2R)-2,3-dihydroxypropyl]sulfonylpropanethioamide —— C6H13NO4S2
3-[(2R)-2,3-dihydroxypropyl]sulfonylpropanethioamide
—— 2-(2-amino-2-sulfanylideneethyl)sulfonyl-N-[(2S)-butan-2-yl]acetamide —— C8H16N2O3S2
2-(2-amino-2-sulfanylideneethyl)sulfonyl-N-[(2S)-butan-2-yl]acetamide
—— (2R)-2-(2-amino-2-sulfanylideneethyl)sulfonylpropanoic acid —— C5H9NO4S2
(2R)-2-(2-amino-2-sulfanylideneethyl)sulfonylpropanoic acid
—— 2-(3-amino-3-sulfanylidenepropyl)sulfonyl-N-[(2S)-butan-2-yl]acetamide —— C9H18N2O3S2
2-(3-amino-3-sulfanylidenepropyl)sulfonyl-N-[(2S)-butan-2-yl]acetamide
—— (2R)-3-(3-hydroxypropylsulfonyl)propane-1,2-diol —— C6H14O5S
(2R)-3-(3-hydroxypropylsulfonyl)propane-1,2-diol