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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
—— 3-methyl-5-[(1R)-2-oxocyclohexyl]sulfanyl-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H26N4O3S
3-methyl-5-[(1R)-2-oxocyclohexyl]sulfanyl-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidine-2,4-dione
—— (2R)-N-(1-cyanocyclohexyl)-2-[(4-cyclopropyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H28N6O2S
(2R)-N-(1-cyanocyclohexyl)-2-[(4-cyclopropyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-benzyl-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanamide —— C19H21NO3S
(2S)-N-benzyl-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanamide
—— ethyl (2S)-2-hydroxy-2-(2-hydroxy-5-methylsulfanylphenyl)acetate —— C11H14O4S
ethyl (2S)-2-hydroxy-2-(2-hydroxy-5-methylsulfanylphenyl)acetate
—— (2Z,5Z)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-3-(furan-2-ylmethyl)-2-(phenylimino)-1,3-thiazolidin-4-one —— C25H17ClN2O2S3
(2Z,5Z)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-3-(furan-2-ylmethyl)-2-(phenylimino)-1,3-thiazolidin-4-one
—— (E)-3-amino-2-[2-(2,5-dimethylphenyl)sulfanylacetyl]but-2-enenitrile —— C14H16N2OS
(E)-3-amino-2-[2-(2,5-dimethylphenyl)sulfanylacetyl]but-2-enenitrile
—— 2-ethylsulfanyl-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazole —— C10H16N2OS3
2-ethylsulfanyl-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazole
—— (2S)-2-(4-fluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide —— C17H18FNOS
(2S)-2-(4-fluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide
—— N-[2-(4-methylthiadiazol-5-yl)sulfanylethyl]-6-[(3R)-piperidin-3-yl]pyrimidin-4-amine —— C14H20N6S2
N-[2-(4-methylthiadiazol-5-yl)sulfanylethyl]-6-[(3R)-piperidin-3-yl]pyrimidin-4-amine
—— 2-ethylsulfanyl-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazole —— C10H16N2OS3
2-ethylsulfanyl-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazole
—— (3R)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-3-pyrrolidin-1-ylpiperidine —— C17H25N5OS
(3R)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-3-pyrrolidin-1-ylpiperidine
—— (3S)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-3-pyrrolidin-1-ylpiperidine —— C17H25N5OS
(3S)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-3-pyrrolidin-1-ylpiperidine
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H24N4O2S
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]piperidine —— C16H23NO2S
(2S)-2-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]piperidine
—— (5Z)-3-benzyl-5-[(5-nitro-2-phenylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H16N2O3S3
(5Z)-3-benzyl-5-[(5-nitro-2-phenylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2S)-2-propan-2-ylsulfanylpropanal —— C6H12OS
(2S)-2-propan-2-ylsulfanylpropanal
—— (2Z,5Z)-3-(4-methoxybenzyl)-2-(phenylimino)-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-1,3-thiazolidin-4-one —— C28H22N2O3S2
(2Z,5Z)-3-(4-methoxybenzyl)-2-(phenylimino)-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-1,3-thiazolidin-4-one
—— (2R)-1-[amino(ethyl)amino]propane-2-thiol —— C5H14N2S
(2R)-1-[amino(ethyl)amino]propane-2-thiol
—— N-[(5Z)-5-{4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzylidene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]benzamide —— C23H14ClN3O4S3
N-[(5Z)-5-{4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzylidene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]benzamide
—— (2S)-2-(2-chlorophenyl)sulfanyl-1-morpholin-4-ylpropan-1-one —— C13H16ClNO2S
(2S)-2-(2-chlorophenyl)sulfanyl-1-morpholin-4-ylpropan-1-one
—— (R)-N,N-dimethyl-3-methylpent-4-enethioamide —— C8H15NS
(R)-N,N-dimethyl-3-methylpent-4-enethioamide
—— 10-{[5-(1,3-benzothiazol-2-ylsulfanyl)-2-furyl]methylene}-7-(2,5-dimethoxyphenyl)-5,7-dihydro-6H-benzo[h][1,3]thiazolo[2,3-b]quinazolin-9(10H)-one —— C34H25N3O4S3
10-{[5-(1,3-benzothiazol-2-ylsulfanyl)-2-furyl]methylene}-7-(2,5-dimethoxyphenyl)-5,7-dihydro-6H-benzo[h][1,3]thiazolo[2,3-b]quinazolin-9(10H)-one
—— 2-[(S)-tert-butylsulfinyl]-N,N-dimethylethanethioamide —— C8H17NOS2
2-[(S)-tert-butylsulfinyl]-N,N-dimethylethanethioamide
—— 5-[(1R)-1-fluoroethyl]-2-methylsulfanylpyrimidine —— C7H9FN2S
5-[(1R)-1-fluoroethyl]-2-methylsulfanylpyrimidine
—— 4-[(2S)-2-methylbutyl]sulfanyl-1-oxidopyridin-1-ium —— C10H15NOS
4-[(2S)-2-methylbutyl]sulfanyl-1-oxidopyridin-1-ium
—— (2S)-3-methyl-1-pyridin-2-ylsulfanylbutan-2-ol —— C10H15NOS
(2S)-3-methyl-1-pyridin-2-ylsulfanylbutan-2-ol
—— (3R)-3-methyl-4-pyridin-2-ylsulfanylbutan-2-one —— C10H13NOS
(3R)-3-methyl-4-pyridin-2-ylsulfanylbutan-2-one
—— (2R)-2-methylsulfonyl-1-propan-2-ylaziridine —— C6H13NO2S
(2R)-2-methylsulfonyl-1-propan-2-ylaziridine
—— (2Z)-2-[(5Z)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-[2-(trifluoromethyl)phenyl]-1,3-thiazolidin-2-ylidene]-3-oxo-3-piperidin-1-ylpropanenitrile —— C29H21F3N6O4S2
(2Z)-2-[(5Z)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-[2-(trifluoromethyl)phenyl]-1,3-thiazolidin-2-ylidene]-3-oxo-3-piperidin-1-ylpropanenitrile
—— 2-Isopropyl-2-methoxy-3,3-dimethyl-thiiran 50407-01-7 C8H16OS
2-Isopropyl-2-methoxy-3,3-dimethyl-thiiran
—— (2S)-2-benzyl-2-ethyl-1,3-oxathiolane —— C12H16OS
(2S)-2-benzyl-2-ethyl-1,3-oxathiolane
—— 3-(2-Ethylphenyl)-2-[(2-ethylphenyl)imino]-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidin-4-one —— C27H26N2OS2
3-(2-Ethylphenyl)-2-[(2-ethylphenyl)imino]-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidin-4-one
—— (1R)-1-(methylsulfanylmethoxy)cyclohex-2-ene-1-carbonitrile —— C9H13NOS
(1R)-1-(methylsulfanylmethoxy)cyclohex-2-ene-1-carbonitrile
—— (1S)-1-(methylsulfanylmethoxy)cyclohex-2-ene-1-carbonitrile —— C9H13NOS
(1S)-1-(methylsulfanylmethoxy)cyclohex-2-ene-1-carbonitrile
—— (2S)-2-(methylsulfanylmethoxy)cyclopentan-1-one —— C7H12O2S
(2S)-2-(methylsulfanylmethoxy)cyclopentan-1-one
—— (2R)-2-(methylsulfanylmethoxy)cyclopentan-1-one —— C7H12O2S
(2R)-2-(methylsulfanylmethoxy)cyclopentan-1-one
—— [(2R)-1-(dimethylamino)propan-2-yl] carbamimidothioate —— C6H15N3S
[(2R)-1-(dimethylamino)propan-2-yl] carbamimidothioate
—— 6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazocine —— C7H9N3S
6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazocine
—— [(2R)-butan-2-yl]-methylcarbamodithioic acid —— C6H13NS2
[(2R)-butan-2-yl]-methylcarbamodithioic acid
—— 3-(2-Methylphenyl)-2-[(2-methylphenyl)imino]-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidin-4-one —— C25H22N2OS2
3-(2-Methylphenyl)-2-[(2-methylphenyl)imino]-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidin-4-one
—— N-[(1R,4R,5S)-2-azabicyclo[2.2.1]heptan-5-yl]-4-methylsulfanylpyrazole-1-carboxamide —— C11H16N4OS
N-[(1R,4R,5S)-2-azabicyclo[2.2.1]heptan-5-yl]-4-methylsulfanylpyrazole-1-carboxamide
—— 1-[(2S)-2-ethyl-1,3-oxathiolan-2-yl]ethanone —— C7H12O2S
1-[(2S)-2-ethyl-1,3-oxathiolan-2-yl]ethanone
—— 1-[(3R)-5-methylsulfanyl-3,4-dihydro-2H-pyrrol-3-yl]ethanone —— C7H11NOS
1-[(3R)-5-methylsulfanyl-3,4-dihydro-2H-pyrrol-3-yl]ethanone
—— (3R)-3-[(S)-methylsulfinyl]butan-2-one —— C5H10O2S
(3R)-3-[(S)-methylsulfinyl]butan-2-one
—— (3S)-3-[(S)-methylsulfinyl]butan-2-one —— C5H10O2S
(3S)-3-[(S)-methylsulfinyl]butan-2-one
—— (2Z)-2-[(5Z)-3-(2,5-dimethylphenyl)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-3-oxo-3-(4-propylphenyl)propanenitrile —— C34H27N5O4S2
(2Z)-2-[(5Z)-3-(2,5-dimethylphenyl)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-3-oxo-3-(4-propylphenyl)propanenitrile
—— N-(3,4-dimethylphenyl)-2-[(5Z)-2,4-dioxo-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-1,3-thiazolidin-3-yl]acetamide —— C24H20N2O4S2
N-(3,4-dimethylphenyl)-2-[(5Z)-2,4-dioxo-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-1,3-thiazolidin-3-yl]acetamide
—— (E)-4-(1,3-benzothiazol-2-yl)-5-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)pent-4-enoic acid —— C22H16N4O4S2
(E)-4-(1,3-benzothiazol-2-yl)-5-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)pent-4-enoic acid
—— (6Z)-4-bromo-6-[[2-[4-[methyl-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]amino]-6-phenylsulfanyl-1,3,5-triazin-2-yl]hydrazinyl]methylidene]cyclohexa-2,4-dien-1-one —— C21H19BrN8O2S
(6Z)-4-bromo-6-[[2-[4-[methyl-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]amino]-6-phenylsulfanyl-1,3,5-triazin-2-yl]hydrazinyl]methylidene]cyclohexa-2,4-dien-1-one
—— (4R)-4-methanethioylcyclopentene-1-carbaldehyde —— C7H8OS
(4R)-4-methanethioylcyclopentene-1-carbaldehyde