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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
—— 1-(phenylmethoxymethyl)-5H-thiochromeno[2,3-d]pyrimidine-2,4-dione —— C19H16N2O3S
1-(phenylmethoxymethyl)-5H-thiochromeno[2,3-d]pyrimidine-2,4-dione
—— 3-[2-[2-(2,3-Dihydroxypropylsulfanyl)ethylsulfonyl]ethylsulfanyl]propane-1,2-diol —— C10H22O6S3
3-[2-[2-(2,3-Dihydroxypropylsulfanyl)ethylsulfonyl]ethylsulfanyl]propane-1,2-diol
—— 4-[2-[2-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]ethoxy]ethylsulfanyl]phenol —— C14H17NO2S3
4-[2-[2-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]ethoxy]ethylsulfanyl]phenol
—— 5-[(1-Methylimidazol-2-yl)sulfanylmethyl]-2-(pyridin-4-ylsulfanylmethyl)pyridine —— C16H16N4S2
5-[(1-Methylimidazol-2-yl)sulfanylmethyl]-2-(pyridin-4-ylsulfanylmethyl)pyridine
—— 5-Amino-2-(2,3-dichlorophenyl)sulfanylphenol;hydrochloride —— C12H10Cl3NOS
5-Amino-2-(2,3-dichlorophenyl)sulfanylphenol;hydrochloride
—— 5-Amino-2-(2,3-dichlorophenyl)sulfanylphenol —— C12H9Cl2NOS
5-Amino-2-(2,3-dichlorophenyl)sulfanylphenol
—— 2-(1-Benzyltetrazol-5-yl)sulfanyl-5-nitro-1,3-thiazole —— C11H8N6O2S2
2-(1-Benzyltetrazol-5-yl)sulfanyl-5-nitro-1,3-thiazole
—— 3-Chloro-4-[2-chloro-4-(dimethylamino)phenyl]sulfanylaniline —— C14H14Cl2N2S
3-Chloro-4-[2-chloro-4-(dimethylamino)phenyl]sulfanylaniline
—— 6,6-Dimethyl-1-(2-methyltetrazol-5-yl)-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one —— C13H16N4OS2
6,6-Dimethyl-1-(2-methyltetrazol-5-yl)-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 3-(4-methyl-anilino)-5-(2-methyl-benzylthio)-1,2,4-triazole 334538-94-2 C17H18N4S
3-(4-methyl-anilino)-5-(2-methyl-benzylthio)-1,2,4-triazole
—— N-tert-butyl-1-[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methanimine oxide —— C16H19NO3S
N-tert-butyl-1-[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methanimine oxide
—— (3Z)-3-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazoline-6-carboxylic acid —— C26H19N3O5S
(3Z)-3-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazoline-6-carboxylic acid
—— (2Z)-2-cyano-2-[(5Z)-3-(3-methoxypropyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-N-(2-morpholin-4-ylethyl)acetamide —— C24H30N4O4S2
(2Z)-2-cyano-2-[(5Z)-3-(3-methoxypropyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-N-(2-morpholin-4-ylethyl)acetamide
—— 8-Benzyl-5-methyl-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione —— C15H15N3O2S
8-Benzyl-5-methyl-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione
—— N-(cyanomethyl)-3-(2-methylpropylsulfonyl)-2-(2-methylpropylsulfonylmethyl)propanamide —— C14H26N2O5S2
N-(cyanomethyl)-3-(2-methylpropylsulfonyl)-2-(2-methylpropylsulfonylmethyl)propanamide
—— N-[2-[[4-(2-anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]ethyl]acetamide —— C18H19N5O2S
N-[2-[[4-(2-anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]ethyl]acetamide
—— 3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-(trifluoromethyl)pyridine-2-carbonitrile —— C17H16F3N3OS
3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-(trifluoromethyl)pyridine-2-carbonitrile
—— N,N-dimethyl-4-[[3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]aniline —— C16H18N4S2
N,N-dimethyl-4-[[3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]aniline
—— 5-[(2-methylphenyl)methyl]-3-[(5-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole —— C16H17N3S2
5-[(2-methylphenyl)methyl]-3-[(5-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole
—— Ethyl 2-[4-(4-propan-2-yloxypyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C14H18N4O3S
Ethyl 2-[4-(4-propan-2-yloxypyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 7-(6,6-Dimethyl-7-oxoheptyl)sulfinyl-2,2-dimethylheptanal —— C18H34O3S
7-(6,6-Dimethyl-7-oxoheptyl)sulfinyl-2,2-dimethylheptanal
—— 5-fluoro-6-methyl-2-[(1R)-3-(methylamino)-1-phenylpropyl]sulfanylpyridine-3-carbonitrile —— C17H18FN3S
5-fluoro-6-methyl-2-[(1R)-3-(methylamino)-1-phenylpropyl]sulfanylpyridine-3-carbonitrile
—— 5-[(4-chlorophenyl)methyl]-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole —— C14H12ClN3S2
5-[(4-chlorophenyl)methyl]-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole
—— Ethyl 2-[4-(4-chloro-3,5-dimethylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C13H15ClN4O2S
Ethyl 2-[4-(4-chloro-3,5-dimethylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 2-Chloroethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate —— C11H11ClN4O2S
2-Chloroethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate
—— 3-[(4-fluorophenyl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C14H12FN3S2
3-[(4-fluorophenyl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— N-hydroxy-N'-(5-methylsulfanyl-4-propan-2-ylsulfonylthiophen-3-yl)methanimidamide —— C9H14N2O3S3
N-hydroxy-N'-(5-methylsulfanyl-4-propan-2-ylsulfonylthiophen-3-yl)methanimidamide
—— 1-[2-(3-methylphenylsulfanyl)phenyl][1,4]-diazepane —— C18H22N2S
1-[2-(3-methylphenylsulfanyl)phenyl][1,4]-diazepane
—— (5S,6S)-6-(3-butylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C13H21N3S2
(5S,6S)-6-(3-butylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— exo-6-(3-(2-methoxyethylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H19N3OS2
exo-6-(3-(2-methoxyethylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 4-chloro-6-(2-fluorophenylamino)-2-methylsulfanylpyrimidine-5-carbaldehyde 444605-17-8 C12H9ClFN3OS
4-chloro-6-(2-fluorophenylamino)-2-methylsulfanylpyrimidine-5-carbaldehyde
—— 4-Methylsulfanyl-10,11,12,13,14,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,12,14-heptaen-8-one —— C11H6N6OS
4-Methylsulfanyl-10,11,12,13,14,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,12,14-heptaen-8-one
—— N-[2-[(5E)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C21H19FN2O3S2
N-[2-[(5E)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— 1-(2-hydroxyethyl)-3-[(1R,3S)-3-methylcyclohexyl]thiourea —— C10H20N2OS
1-(2-hydroxyethyl)-3-[(1R,3S)-3-methylcyclohexyl]thiourea
—— (5R,7S)-N-[3-(4-bromophenyl)sulfanyl-5-nitrophenyl]-5-(4-methylphenyl)-7-(trifluoromethyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide —— C27H21BrF3N5O3S
(5R,7S)-N-[3-(4-bromophenyl)sulfanyl-5-nitrophenyl]-5-(4-methylphenyl)-7-(trifluoromethyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
—— 1-Ethylsulfanylethanamine —— C4H11NS
1-Ethylsulfanylethanamine
—— (5R,7R)-N-[3-(4-bromophenyl)sulfanyl-5-nitrophenyl]-5-(4-methylphenyl)-7-(trifluoromethyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide —— C27H21BrF3N5O3S
(5R,7R)-N-[3-(4-bromophenyl)sulfanyl-5-nitrophenyl]-5-(4-methylphenyl)-7-(trifluoromethyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
—— (5S,7S)-N-[3-(4-bromophenyl)sulfanyl-5-nitrophenyl]-5-(4-methylphenyl)-7-(trifluoromethyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide —— C27H21BrF3N5O3S
(5S,7S)-N-[3-(4-bromophenyl)sulfanyl-5-nitrophenyl]-5-(4-methylphenyl)-7-(trifluoromethyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
—— 4-[(Z)-[3-[(E)-[(Z)-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]methylidenehydrazinylidene]methyl]-2-morpholin-4-ylcyclopent-2-en-1-ylidene]methyl]-N,N-diethylaniline —— C33H36F2N4O2S
4-[(Z)-[3-[(E)-[(Z)-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]methylidenehydrazinylidene]methyl]-2-morpholin-4-ylcyclopent-2-en-1-ylidene]methyl]-N,N-diethylaniline
—— 4-[(Z)-[3-[(Z)-[(Z)-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]methylidenehydrazinylidene]methyl]-2-morpholin-4-ylcyclopent-2-en-1-ylidene]methyl]-N,N-diethylaniline —— C33H36F2N4O2S
4-[(Z)-[3-[(Z)-[(Z)-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]methylidenehydrazinylidene]methyl]-2-morpholin-4-ylcyclopent-2-en-1-ylidene]methyl]-N,N-diethylaniline
—— N-[(Z)-(2,4-dichlorophenyl)methylideneamino]-6-(2-nitrophenyl)sulfanyl-5-phenylthieno[2,3-d]pyrimidin-4-amine —— C25H15Cl2N5O2S2
N-[(Z)-(2,4-dichlorophenyl)methylideneamino]-6-(2-nitrophenyl)sulfanyl-5-phenylthieno[2,3-d]pyrimidin-4-amine
—— N-ethyl-6-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-phenylpyridine-3-sulfonamide —— C24H25N5O3S3
N-ethyl-6-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-phenylpyridine-3-sulfonamide
—— (2E)-2-cyano-2-[(5E)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C25H22N6O5S2
(2E)-2-cyano-2-[(5E)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— [(4S)-4-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]-morpholin-4-ylmethanone —— C23H21N5O4S3
[(4S)-4-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]-morpholin-4-ylmethanone
—— butyl 2-[[(4R,9R,14R,19R)-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-trien-24-yl]sulfanyl]acetate;dichloromanganese —— C27H45Cl2MnN5O2S
butyl 2-[[(4R,9R,14R,19R)-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-trien-24-yl]sulfanyl]acetate;dichloromanganese
—— N-ethyl-6-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-phenylpyridine-3-sulfonamide —— C24H25N5O3S3
N-ethyl-6-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-phenylpyridine-3-sulfonamide
—— (2E)-2-cyano-2-[(5E)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C25H22N6O5S2
(2E)-2-cyano-2-[(5E)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (4R,9R,14R,19R)-24-cyclohexylsulfanyl-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-triene —— C27H45N5S
(4R,9R,14R,19R)-24-cyclohexylsulfanyl-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-triene
—— [(4R)-4-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]-morpholin-4-ylmethanone —— C23H21N5O4S3
[(4R)-4-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]-morpholin-4-ylmethanone
—— (2E)-4,4-dimethyl-2-[(5E)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-[[(2R)-oxolan-2-yl]methyl]-1,3-thiazolidin-2-ylidene]-3-oxopentanenitrile —— C26H25N5O5S2
(2E)-4,4-dimethyl-2-[(5E)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-[[(2R)-oxolan-2-yl]methyl]-1,3-thiazolidin-2-ylidene]-3-oxopentanenitrile