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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
—— [(S)-methylsulfinyl]-[(R)-methylsulfinyl]methane —— C3H8O2S2
[(S)-methylsulfinyl]-[(R)-methylsulfinyl]methane
—— [(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea —— C15H14N4O2S2
[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea
—— 1,2-Bis(isopropylsulfonyl)-1,2-dichloroethylene —— C8H14Cl2O4S2
1,2-Bis(isopropylsulfonyl)-1,2-dichloroethylene
—— 2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide —— C21H23N7OS
2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide
—— (5Z)-3-(2-methoxyphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C24H18N2O4S3
(5Z)-3-(2-methoxyphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C19H26N4O2S2
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— 2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C25H26N4OS2
2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— N-[(Z)-[2-methyl-5-(1-methyltetrazol-5-yl)sulfanylpyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]-4-nitroaniline —— C20H16N10O2S
N-[(Z)-[2-methyl-5-(1-methyltetrazol-5-yl)sulfanylpyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]-4-nitroaniline
—— 4-fluoro-N-[(Z)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide —— C21H12FN5O5S2
4-fluoro-N-[(Z)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide
—— 4-[(R)-methylsulfinyl]butan-2-one —— C5H10O2S
4-[(R)-methylsulfinyl]butan-2-one
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(R)-(4-fluorophenyl)-(1-methylimidazol-2-yl)methyl]acetamide —— C21H21BrFN3OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(R)-(4-fluorophenyl)-(1-methylimidazol-2-yl)methyl]acetamide
—— 2-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C19H29N5O3S
2-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— (5Z)-3-(3-chloro-4-methoxyphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C24H17ClN2O4S3
(5Z)-3-(3-chloro-4-methoxyphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(2R)-6-methylheptan-2-yl]-2-[[5-[(E)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H26N4OS2
N-[(2R)-6-methylheptan-2-yl]-2-[[5-[(E)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-4-carboxamide —— C17H14N6O3S
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-4-carboxamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-[(E)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H16N4O2S2
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-[(E)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (3S)-3-(3-aminophenyl)sulfanyl-1-methylpyrrolidine-2,5-dione —— C11H12N2O2S
(3S)-3-(3-aminophenyl)sulfanyl-1-methylpyrrolidine-2,5-dione
—— N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[[5-[(E)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H17FN4OS3
N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[[5-[(E)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(2-chlorophenyl)methyl]-2-[(3R)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]acetamide —— C15H14ClN3O2S
N-[(2-chlorophenyl)methyl]-2-[(3R)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]acetamide
—— 2-[(3R)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]-N-(3-phenylpropyl)acetamide —— C17H19N3O2S
2-[(3R)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]-N-(3-phenylpropyl)acetamide
—— 2-[(2Z)-2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]hydrazinyl]benzoic acid —— C24H17N5O3S2
2-[(2Z)-2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]hydrazinyl]benzoic acid
—— (3R)-3-[2-(4-ethylpiperazin-1-yl)-2-oxoethyl]-6,7-dimethyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C16H24N4O2S
(3R)-3-[2-(4-ethylpiperazin-1-yl)-2-oxoethyl]-6,7-dimethyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-benzyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H22N4O2S2
N-benzyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-benzyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H22N4O2S2
N-benzyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(3R)-7-ethyl-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]-N-[(4-methylphenyl)methyl]acetamide —— C18H21N3O2S
2-[(3R)-7-ethyl-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]-N-[(4-methylphenyl)methyl]acetamide
—— 2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C21H24N4O2S2
2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— (3S)-7-methyl-3-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H20N4O2S
(3S)-7-methyl-3-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 5-chloro-1-[(4-fluorophenyl)methyl]-3-methyl-N-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]pyrazole-4-carboxamide —— C22H19ClFN5OS2
5-chloro-1-[(4-fluorophenyl)methyl]-3-methyl-N-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]pyrazole-4-carboxamide
—— (3S)-3-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H19N3O3S
(3S)-3-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-cyclohexyl-2-[(3R)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]acetamide —— C14H19N3O2S
N-cyclohexyl-2-[(3R)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]acetamide
—— 1-[(2R)-2-ethylhexyl]-3-propan-2-ylthiourea —— C12H26N2S
1-[(2R)-2-ethylhexyl]-3-propan-2-ylthiourea
—— N-[(E)-[4-(4-methylsulfanylphenyl)-3-prop-2-enyl-1,3-thiazol-2-ylidene]amino]adamantane-1-carboxamide —— C24H29N3OS2
N-[(E)-[4-(4-methylsulfanylphenyl)-3-prop-2-enyl-1,3-thiazol-2-ylidene]amino]adamantane-1-carboxamide
—— (2S)-2-(3,4-dimethyl-N-methylsulfonylanilino)-N-(2-phenylsulfanylphenyl)butanamide —— C25H28N2O3S2
(2S)-2-(3,4-dimethyl-N-methylsulfonylanilino)-N-(2-phenylsulfanylphenyl)butanamide
—— (14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-phenyl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C32H21N3O2S3
(14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-phenyl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (2S)-2-naphthalen-2-yloxy-N-(2-phenylsulfanylphenyl)propanamide —— C25H21NO2S
(2S)-2-naphthalen-2-yloxy-N-(2-phenylsulfanylphenyl)propanamide
—— N-[(Z)-1-(2-hydroxyphenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H20N4O2S3
N-[(Z)-1-(2-hydroxyphenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-(2-chlorophenoxy)-N-(2-phenylsulfanylphenyl)propanamide —— C21H18ClNO2S
(2S)-2-(2-chlorophenoxy)-N-(2-phenylsulfanylphenyl)propanamide
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2-phenylacetamide —— C21H16ClN3O3S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2-phenylacetamide
—— (E)-2-(5,6-dimethyl-4-oxo-3H-thieno[2,3-d]pyrimidin-2-yl)-3-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]prop-2-enenitrile —— C21H16N6O3S2
(E)-2-(5,6-dimethyl-4-oxo-3H-thieno[2,3-d]pyrimidin-2-yl)-3-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]prop-2-enenitrile
—— (2R)-2-naphthalen-1-yloxy-N-(2-phenylsulfanylphenyl)propanamide —— C25H21NO2S
(2R)-2-naphthalen-1-yloxy-N-(2-phenylsulfanylphenyl)propanamide
—— (2E)-3-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}-2-cyano-N-(3-methylphenyl)prop-2-enamide —— C21H15ClN2O2S
(2E)-3-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}-2-cyano-N-(3-methylphenyl)prop-2-enamide
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H13ClN2O3S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2S)-4-benzylsulfonyl-N-(2-phenylsulfanylphenyl)-2,3-dihydro-1,4-benzoxazine-2-carboxamide —— C28H24N2O4S2
(2S)-4-benzylsulfonyl-N-(2-phenylsulfanylphenyl)-2,3-dihydro-1,4-benzoxazine-2-carboxamide
—— 6-nitro-2-[(E)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-1,3-benzothiazole —— C19H11N5O4S2
6-nitro-2-[(E)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-1,3-benzothiazole
—— 5-{2-[(1E)-2-(4-Chlorophenyl)-1-cyanoeth-1-EN-1-YL]-1,3-thiazol-4-YL}-2-(ethylsulfanyl)-6-methylpyridine-3-carbonitrile —— C21H15ClN4S2
5-{2-[(1E)-2-(4-Chlorophenyl)-1-cyanoeth-1-EN-1-YL]-1,3-thiazol-4-YL}-2-(ethylsulfanyl)-6-methylpyridine-3-carbonitrile
—— 3-[2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-6-methyl-4H-1,2,4-triazin-5-one —— C19H16ClN5O3S
3-[2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-6-methyl-4H-1,2,4-triazin-5-one
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[3-(dimethylamino)propyl]propanamide —— C14H21ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[3-(dimethylamino)propyl]propanamide
—— 4-[(2R)-2-phenylsulfanylpropanoyl]piperazine-1-carbaldehyde —— C14H18N2O2S
4-[(2R)-2-phenylsulfanylpropanoyl]piperazine-1-carbaldehyde
—— (3S)-1-(5-fluoro-2-methoxyphenyl)sulfonyl-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C25H25FN2O4S2
(3S)-1-(5-fluoro-2-methoxyphenyl)sulfonyl-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— (3-nitropyridin-2-yl) (2S,6S)-2,6-dimethylpiperidine-1-carbodithioate —— C13H17N3O2S2
(3-nitropyridin-2-yl) (2S,6S)-2,6-dimethylpiperidine-1-carbodithioate