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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)-7-methyl-3-(4-methylsulfonylpiperazine-1-carbonyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C14H20N4O4S2
(3S)-7-methyl-3-(4-methylsulfonylpiperazine-1-carbonyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3R)-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C18H25N5O2S
(3R)-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-7-methyl-3-(4-methylsulfonylpiperazine-1-carbonyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C14H20N4O4S2
(3R)-7-methyl-3-(4-methylsulfonylpiperazine-1-carbonyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3R)-7-methyl-3-[4-(pyridin-3-ylmethyl)piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C19H23N5O2S
(3R)-7-methyl-3-[4-(pyridin-3-ylmethyl)piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3R)-8-tert-butyl-N-[(4-chlorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C19H22ClN3O2S
(3R)-8-tert-butyl-N-[(4-chlorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-methyl-3-[4-[(2S)-oxolane-2-carbonyl]piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C18H24N4O4S
(3S)-7-methyl-3-[4-[(2S)-oxolane-2-carbonyl]piperazine-1-carbonyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3S)-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C18H25N5O2S
(3S)-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— 2-(4-fluorophenyl)sulfanyl-1-[(3R)-3-(morpholin-4-ylmethyl)-1,4-thiazepan-4-yl]ethanone —— C18H25FN2O2S2
2-(4-fluorophenyl)sulfanyl-1-[(3R)-3-(morpholin-4-ylmethyl)-1,4-thiazepan-4-yl]ethanone
—— (3S)-N-benzyl-7-ethyl-8-methyl-6-oxo-N-propan-2-yl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C21H27N3O2S
(3S)-N-benzyl-7-ethyl-8-methyl-6-oxo-N-propan-2-yl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— 1-[(3S)-3-(morpholin-4-ylmethyl)-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one —— C19H28N2O2S2
1-[(3S)-3-(morpholin-4-ylmethyl)-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one
—— 2-(4-fluorophenyl)sulfanyl-1-[(3S)-3-(morpholin-4-ylmethyl)-1,4-thiazepan-4-yl]ethanone —— C18H25FN2O2S2
2-(4-fluorophenyl)sulfanyl-1-[(3S)-3-(morpholin-4-ylmethyl)-1,4-thiazepan-4-yl]ethanone
—— [(1S)-2-methyl-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propyl]azanium —— C14H20N3OS+
[(1S)-2-methyl-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propyl]azanium
—— 1-[(3R)-3-(morpholin-4-ylmethyl)-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one —— C19H28N2O2S2
1-[(3R)-3-(morpholin-4-ylmethyl)-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one
—— 2-[5-[2-(Diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]ethylazanium —— C10H19N4O2S+
2-[5-[2-(Diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]ethylazanium
—— [(1S,2R)-1-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylbutyl]azanium —— C9H18N3OS+
[(1S,2R)-1-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylbutyl]azanium
—— {[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetate 33621-24-8 C8H5N2O4S-
{[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetate
—— 2-[2-(4-Chlorophenyl)sulfanylpyridin-3-yl]sulfanylacetate —— C13H9ClNO2S2-
2-[2-(4-Chlorophenyl)sulfanylpyridin-3-yl]sulfanylacetate
—— 3-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11N2O3S-
3-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 2-(2-Morpholin-4-ium-4-ylethylsulfanyl)pyrimidine-4,6-diamine —— C10H18N5OS+
2-(2-Morpholin-4-ium-4-ylethylsulfanyl)pyrimidine-4,6-diamine
—— (2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11N2O3S-
(2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 2-[[(2R)-2-methyl-3H-thiophen-2-yl]oxy]acetonitrile —— C7H9NOS
2-[[(2R)-2-methyl-3H-thiophen-2-yl]oxy]acetonitrile
—— (2S)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C15H15N2O3S-
(2S)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 2-[4-Methyl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetate 88768-46-1 C8H6F3N2O2S-
2-[4-Methyl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetate
—— 2-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]acetate —— C13H13N2O2S-
2-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]acetate
—— 1-(2-Phenylsulfanylethyl)piperazine-1,4-diium —— C12H20N2S+2
1-(2-Phenylsulfanylethyl)piperazine-1,4-diium
—— 2-[[(2S)-2-methyl-3H-thiophen-2-yl]oxy]acetonitrile —— C7H9NOS
2-[[(2S)-2-methyl-3H-thiophen-2-yl]oxy]acetonitrile
—— Dimethyl-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]azanium —— C12H16N3OS+
Dimethyl-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]azanium
—— 4-[(6R)-8-chloro-6H-benzo[c][1,5]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium —— C19H21ClNOS+
4-[(6R)-8-chloro-6H-benzo[c][1,5]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium
—— [(2S)-1-[2-(2-hydroxyphenyl)sulfanylphenyl]propan-2-yl]-dimethylazanium —— C17H22NOS+
[(2S)-1-[2-(2-hydroxyphenyl)sulfanylphenyl]propan-2-yl]-dimethylazanium
—— (5S,9S)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C16H23NOS3
(5S,9S)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
—— (5S,9R)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C16H23NOS3
(5S,9R)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
—— (5S,9S)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C16H23NOS3
(5S,9S)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
—— (5S,9R)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C16H23NOS3
(5S,9R)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
—— [(2R)-1-[2-(4-hydroxyphenyl)sulfanylphenyl]propan-2-yl]-methylazanium —— C16H20NOS+
[(2R)-1-[2-(4-hydroxyphenyl)sulfanylphenyl]propan-2-yl]-methylazanium
—— 1-[3-[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]propyl]piperidin-1-ium —— C21H26NOS+
1-[3-[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]propyl]piperidin-1-ium
—— [(2R)-1-[2-(4-hydroxyphenyl)sulfanylphenyl]propan-2-yl]azanium —— C15H18NOS+
[(2R)-1-[2-(4-hydroxyphenyl)sulfanylphenyl]propan-2-yl]azanium
—— (1R)-2,2-dimethyl-N-[(3R)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine —— C12H25NOS
(1R)-2,2-dimethyl-N-[(3R)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine
—— (1S)-2,2-dimethyl-N-[(3S)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine —— C12H25NOS
(1S)-2,2-dimethyl-N-[(3S)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine
—— (1R)-2,2-dimethyl-N-[(3S)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine —— C12H25NOS
(1R)-2,2-dimethyl-N-[(3S)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine
—— (5R)-2-(4-chlorophenyl)sulfanyl-3-hydroxy-5-phenylcyclohex-2-en-1-one —— C18H15ClO2S
(5R)-2-(4-chlorophenyl)sulfanyl-3-hydroxy-5-phenylcyclohex-2-en-1-one
—— (4-Methylpiperazin-4-ium-1-yl)-(2-phenylsulfanylphenyl)methanone —— C18H21N2OS+
(4-Methylpiperazin-4-ium-1-yl)-(2-phenylsulfanylphenyl)methanone
—— (1R,2S,7S,8S)-4-(4,6-dimethylpyridin-2-yl)sulfanyl-5-hydroxytricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione —— C18H17NO3S
(1R,2S,7S,8S)-4-(4,6-dimethylpyridin-2-yl)sulfanyl-5-hydroxytricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione
—— 2-[2-(4-Aminophenyl)sulfanylphenyl]acetate —— C14H12NO2S-
2-[2-(4-Aminophenyl)sulfanylphenyl]acetate
—— [3-(4-Chlorophenyl)sulfanylphenyl]methyl-dimethylazanium —— C15H17ClNS+
[3-(4-Chlorophenyl)sulfanylphenyl]methyl-dimethylazanium
—— [2-(4-Bromophenyl)sulfanylphenyl]methyl-dimethylazanium —— C15H17BrNS+
[2-(4-Bromophenyl)sulfanylphenyl]methyl-dimethylazanium
—— dimethyl-[2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]ethyl]azanium —— C6H12N3S3+
dimethyl-[2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]ethyl]azanium
—— [2-[2-Amino-4-(trifluoromethyl)phenyl]sulfanyl-5-fluorophenyl]methyl-dimethylazanium —— C16H17F4N2S+
[2-[2-Amino-4-(trifluoromethyl)phenyl]sulfanyl-5-fluorophenyl]methyl-dimethylazanium
—— 2-Phenylsulfanylcarbonylsulfanylacetate —— C9H7O3S2-
2-Phenylsulfanylcarbonylsulfanylacetate
—— (2S)-2-(3-bromothiophen-2-yl)sulfanylpropanoate —— C7H6BrO2S2-
(2S)-2-(3-bromothiophen-2-yl)sulfanylpropanoate
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-4-methylpiperazine-1,4-diium —— C13H21ClN2S+2
1-[2-(4-Chlorophenyl)sulfanylethyl]-4-methylpiperazine-1,4-diium