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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
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-(1-propylpiperidin-4-yl)acetamide —— C18H27BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-(1-propylpiperidin-4-yl)acetamide
—— 2-(4-bromophenyl)sulfanyl-N-(1-propylpiperidin-1-ium-4-yl)acetamide —— C16H24BrN2OS+
2-(4-bromophenyl)sulfanyl-N-(1-propylpiperidin-1-ium-4-yl)acetamide
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C18H17N5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C10H17N5O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— 2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C18H12ClN3OS2
2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— 5-Chloro-4-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]thiadiazole —— C13H12ClN5S3
5-Chloro-4-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]thiadiazole
—— 3-[5-[(1R)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C19H25N5OS
3-[5-[(1R)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone —— C20H19N3O3S2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C17H14FN5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-1-cyclopropyl-5-[2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C15H18N6O3S
6-Amino-1-cyclopropyl-5-[2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-1-cyclopropyl-5-[2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C16H22N6O3S
6-Amino-1-cyclopropyl-5-[2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-1,2,3,4-tetrahydronaphthalen-2-yl]benzamide —— C24H20N2OS
2-(2-cyanophenyl)sulfanyl-N-[(2R)-1,2,3,4-tetrahydronaphthalen-2-yl]benzamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-1,2,3,4-tetrahydronaphthalen-2-yl]benzamide —— C24H20N2OS
2-(2-cyanophenyl)sulfanyl-N-[(2S)-1,2,3,4-tetrahydronaphthalen-2-yl]benzamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[5-(4-fluorophenyl)-2-oxo-1,3,4-oxadiazol-3-yl]acetamide —— C18H15ClFN3O3S
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[5-(4-fluorophenyl)-2-oxo-1,3,4-oxadiazol-3-yl]acetamide
—— (E)-N-[2-(4-chlorophenyl)sulfanylethyl]-3-(furan-2-yl)prop-2-enamide —— C15H14ClNO2S
(E)-N-[2-(4-chlorophenyl)sulfanylethyl]-3-(furan-2-yl)prop-2-enamide
—— 4-bromo-N'-[2-(2,4-dimethylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide —— C15H16BrN3O2S
4-bromo-N'-[2-(2,4-dimethylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide
—— 4-bromo-N'-[2-(4-methylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide —— C14H14BrN3O2S
4-bromo-N'-[2-(4-methylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide
—— (6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C18H12ClN3O2S2
(6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— N-[2-[(5E)-5-[(4-chlorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-phenylsulfanylacetamide —— C20H17ClN2O3S2
N-[2-[(5E)-5-[(4-chlorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-phenylsulfanylacetamide
—— (6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C19H14ClN3O2S2
(6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[(5-benzylsulfanylfuran-2-yl)methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C24H17N3O2S2
(6E)-6-[(5-benzylsulfanylfuran-2-yl)methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-3-benzylsulfanyl-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C24H17ClN4O2S3
(6E)-3-benzylsulfanyl-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C24H16ClN3O2S2
(6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C19H14ClN3O2S2
(6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[(5-benzylsulfanylfuran-2-yl)methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C19H15N3O2S2
(6E)-6-[(5-benzylsulfanylfuran-2-yl)methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-(dimethylamino)-2-(4-ethylphenyl)ethyl]acetamide —— C27H31N5O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-(dimethylamino)-2-(4-ethylphenyl)ethyl]acetamide
—— (Z)-3-amino-2-[2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]acetyl]but-2-enenitrile —— C21H17N5OS
(Z)-3-amino-2-[2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]acetyl]but-2-enenitrile
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-(dimethylamino)-2-(4-ethylphenyl)ethyl]acetamide —— C27H31N5O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-(dimethylamino)-2-(4-ethylphenyl)ethyl]acetamide
—— 5-Chloro-2-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3-benzothiazole —— C14H9ClN2O4S3
5-Chloro-2-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3-benzothiazole
—— 2-(3-Butyl-5,6-dimethyl-4-oxothieno[2,3-d]pyrimidin-2-yl)sulfanyl-5-nitrobenzonitrile —— C19H18N4O3S2
2-(3-Butyl-5,6-dimethyl-4-oxothieno[2,3-d]pyrimidin-2-yl)sulfanyl-5-nitrobenzonitrile
—— (Z)-3-amino-2-[2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C15H15N5OS2
(Z)-3-amino-2-[2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— 3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[(4-fluorophenyl)methyl]propanamide —— C18H21FN4O2S
3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[(4-fluorophenyl)methyl]propanamide
—— 2-(4-bromophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]pyridine-3-carboxamide —— C20H20BrN3OS2
2-(4-bromophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]pyridine-3-carboxamide
—— 2-(4-bromophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]pyridine-3-carboxamide —— C20H20BrN3OS2
2-(4-bromophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]pyridine-3-carboxamide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-(4-fluorophenyl)-2-morpholin-4-ylethyl]acetamide —— C22H26FN5O3S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-(4-fluorophenyl)-2-morpholin-4-ylethyl]acetamide
—— [(3R)-1-ethylpiperidin-3-yl] 2-(4-bromophenyl)sulfanylacetate —— C15H20BrNO2S
[(3R)-1-ethylpiperidin-3-yl] 2-(4-bromophenyl)sulfanylacetate
—— [(3S)-1-ethylpiperidin-3-yl] 2-(4-bromophenyl)sulfanylacetate —— C15H20BrNO2S
[(3S)-1-ethylpiperidin-3-yl] 2-(4-bromophenyl)sulfanylacetate
—— 2-[[5-cyclohexyl-4-[(Z)-(2-methyl-1,3-thiazol-4-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C15H19N5O2S2
2-[[5-cyclohexyl-4-[(Z)-(2-methyl-1,3-thiazol-4-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-(5-methylfuran-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H19N4O3S-
2-[[5-cyclohexyl-4-[(Z)-(5-methylfuran-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H28N5O2S-
2-[[5-cyclohexyl-4-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(5-methylthiophen-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H19N4O2S2-
2-[[5-cyclohexyl-4-[(Z)-(5-methylthiophen-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(2,4,5-trimethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H25N4O2S-
2-[[5-cyclohexyl-4-[(Z)-(2,4,5-trimethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(3-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H21N4O2S-
2-[[5-cyclohexyl-4-[(Z)-(3-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(4-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C18H22N4O2S
2-[[5-cyclohexyl-4-[(Z)-(4-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-(2-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H21N4O2S-
2-[[5-cyclohexyl-4-[(Z)-(2-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C16H20N4O2S2
2-[[5-cyclohexyl-4-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-furan-2-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C15H18N4O3S
2-[[5-cyclohexyl-4-[(Z)-furan-2-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-thiophen-2-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C15H18N4O2S2
2-[[5-cyclohexyl-4-[(Z)-thiophen-2-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— [(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C20H15N3O3S
[(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[butyl-[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate —— C18H24BrNO5S2
[2-[butyl-[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate