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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-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-benzyl-N-(2-methoxyethyl)acetamide —— C16H21N5O3S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-benzyl-N-(2-methoxyethyl)acetamide
—— 4-amino-6-methyl-3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1,2,4-triazin-5-one —— C17H19N5O2S
4-amino-6-methyl-3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1,2,4-triazin-5-one
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C20H19FN2OS2
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— 4-Amino-3-[2-(azocan-1-yl)-2-oxoethyl]sulfanyl-6-methyl-1,2,4-triazin-5-one —— C13H21N5O2S
4-Amino-3-[2-(azocan-1-yl)-2-oxoethyl]sulfanyl-6-methyl-1,2,4-triazin-5-one
—— (2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C20H19FN2OS2
(2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H22N4O2S2
N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (1R,3R)-3-(4-cyclopentylsulfanylphenyl)cyclopentan-1-amine —— C16H23NS
(1R,3R)-3-(4-cyclopentylsulfanylphenyl)cyclopentan-1-amine
—— 2-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C19H17N3O3S2
2-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— 2-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C16H20N6OS2
2-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (1R,3S)-3-(4-cyclopentylsulfanylphenyl)cyclopentan-1-amine —— C16H23NS
(1R,3S)-3-(4-cyclopentylsulfanylphenyl)cyclopentan-1-amine
—— [2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C17H16FNO4S2
[2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S2
N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-5-methylhexan-2-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O2S2
N-[(2R)-5-methylhexan-2-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-5-methylhexan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O2S2
N-[(2S)-5-methylhexan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H23N3O3S2
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S2
N-[(1R)-1-cyclopropylethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S2
N-[(1S)-1-cyclopropylethyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C19H21NO4S2
[2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— 2-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C19H17N3O3S2
2-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— N-[(2R)-heptan-2-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O2S2
N-[(2R)-heptan-2-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (3R)-3-[(4-cyclopentylsulfanylphenyl)methyl]pyrrolidine —— C16H23NS
(3R)-3-[(4-cyclopentylsulfanylphenyl)methyl]pyrrolidine
—— 1-[4-(2,5-Difluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpyrrolidine —— C16H14F2N2O4S2
1-[4-(2,5-Difluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpyrrolidine
—— (1S,3R)-3-(4-cyclopentylsulfanylphenyl)cyclopentan-1-amine —— C16H23NS
(1S,3R)-3-(4-cyclopentylsulfanylphenyl)cyclopentan-1-amine
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S2
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C16H20N6OS2
2-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S2
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-(azocan-1-yl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H27N3O2S2
1-(azocan-1-yl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 4-[[4-(2,5-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C19H19F2N3OS2
4-[[4-(2,5-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C19H21N3O2S3
N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide —— C18H25N3O2S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide
—— N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C19H21N3O2S3
N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— 1,4-Difluoro-2-(4-methylsulfonyl-2-nitrophenyl)sulfanylbenzene —— C13H9F2NO4S2
1,4-Difluoro-2-(4-methylsulfonyl-2-nitrophenyl)sulfanylbenzene
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C19H27N3O3S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-(2,5-Difluorophenyl)sulfanyl-5-nitrobenzonitrile —— C13H6F2N2O2S
2-(2,5-Difluorophenyl)sulfanyl-5-nitrobenzonitrile
—— (3S)-3-[(4-cyclopentylsulfanylphenyl)methyl]pyrrolidine —— C16H23NS
(3S)-3-[(4-cyclopentylsulfanylphenyl)methyl]pyrrolidine
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S2
N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-heptan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O2S2
N-[(2S)-heptan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide —— C18H25N3O2S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide
—— N-[(2R)-5-methylhexan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O2S2
N-[(2R)-5-methylhexan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S2
N-[(1S)-1-cyclopropylethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H22N4O2S2
N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-heptan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O2S2
N-[(2R)-heptan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-(azocan-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H27N3O2S2
1-(azocan-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-hexyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H27N3O2S2
N-hexyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-[[4-(2,5-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C19H20F2N3OS2+
4-[[4-(2,5-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— (1R)-1-(4-propan-2-ylsulfanylphenyl)-2-pyrazol-1-ylethanamine —— C14H19N3S
(1R)-1-(4-propan-2-ylsulfanylphenyl)-2-pyrazol-1-ylethanamine
—— 1-cyclopentylsulfanyl-4-[(2S)-1-isocyanatopropan-2-yl]benzene —— C15H19NOS
1-cyclopentylsulfanyl-4-[(2S)-1-isocyanatopropan-2-yl]benzene
—— 1-[3-(4-Ethylsulfanylphenyl)propyl]pyrazol-4-amine —— C14H19N3S
1-[3-(4-Ethylsulfanylphenyl)propyl]pyrazol-4-amine
—— (1S)-1-(4-propan-2-ylsulfanylphenyl)-2-pyrazol-1-ylethanamine —— C14H19N3S
(1S)-1-(4-propan-2-ylsulfanylphenyl)-2-pyrazol-1-ylethanamine
—— [2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] (E)-3-(3-methylthiophen-2-yl)prop-2-enoate —— C19H21NO3S2
[2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] (E)-3-(3-methylthiophen-2-yl)prop-2-enoate