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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
—— (E)-3-((2-chlorobenzyl)thio)-N-((5-methylfuran-2-yl)methylene)-4H-1,2,4-triazol-4-amine —— C15H13ClN4OS
(E)-3-((2-chlorobenzyl)thio)-N-((5-methylfuran-2-yl)methylene)-4H-1,2,4-triazol-4-amine
—— N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-nitrobenzamide —— C19H13N5O4S
N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-nitrobenzamide
—— (2E)-2-[(4-{[(1-methyl-1H-imidazol-2-yl)sulfanyl]methyl}thiophen-2-yl)methylidene]hydrazinecarboxamide —— C11H13N5OS2
(2E)-2-[(4-{[(1-methyl-1H-imidazol-2-yl)sulfanyl]methyl}thiophen-2-yl)methylidene]hydrazinecarboxamide
—— N-(2-methylcyclohexyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H24N4O2S
N-(2-methylcyclohexyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (6E)-5-azanylidene-2-methyl-6-[[5-(phenylmethylsulfanyl)furan-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C18H14N4O2S2
(6E)-5-azanylidene-2-methyl-6-[[5-(phenylmethylsulfanyl)furan-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 5-((2-chloro-6-fluorobenzyl)thio)-1,3-dimethyl-7-neopentylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C20H22ClFN4O2S
5-((2-chloro-6-fluorobenzyl)thio)-1,3-dimethyl-7-neopentylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 2-[[7-(1,3-Benzothiazol-2-ylthio)-4-nitro-benzofurazan-5-yl]-methyl-amino]ethanol —— C16H13N5O4S2
2-[[7-(1,3-Benzothiazol-2-ylthio)-4-nitro-benzofurazan-5-yl]-methyl-amino]ethanol
—— (Z)-but-2-enedioic acid;4-(3-chloro-6H-benzo[b][4,1]benzoxathiepin-6-yl)-1-methylpiperidine —— C23H24ClNO5S
(Z)-but-2-enedioic acid;4-(3-chloro-6H-benzo[b][4,1]benzoxathiepin-6-yl)-1-methylpiperidine
—— (6E)-5-azanylidene-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-2-propyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C18H16N4O3S2
(6E)-5-azanylidene-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-2-propyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— Ethyl 3-oxo-2-{[5-(4-pyridinyl)-1,3,4-oxadiazol-2-yl]sulfanyl}butanoate —— C13H13N3O4S
Ethyl 3-oxo-2-{[5-(4-pyridinyl)-1,3,4-oxadiazol-2-yl]sulfanyl}butanoate
—— methyl 11-(1-methyl-4-piperidinyl)-11H-dibenzo[b,e][1,4]oxathiepin-2-yl ether —— C24H27NO6S
methyl 11-(1-methyl-4-piperidinyl)-11H-dibenzo[b,e][1,4]oxathiepin-2-yl ether
—— (Z)-but-2-enedioic acid;4-(8-chloro-6H-benzo[c][1,5]benzoxathiepin-6-yl)-1-methylpiperidine —— C23H24ClNO5S
(Z)-but-2-enedioic acid;4-(8-chloro-6H-benzo[c][1,5]benzoxathiepin-6-yl)-1-methylpiperidine
—— 2-(2-Diethylamino-ethylsulfanyl)-6-hydroxy-5-propyl-3H-pyrimidin-4-one —— C13H24ClN3O2S
2-(2-Diethylamino-ethylsulfanyl)-6-hydroxy-5-propyl-3H-pyrimidin-4-one
—— 2-benzylsulfanyl-5-pyridin-3-yl-1,3,4-oxadiazole;hydrochloride —— C14H12ClN3OS
2-benzylsulfanyl-5-pyridin-3-yl-1,3,4-oxadiazole;hydrochloride
—— 4-hydroxy-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-5-propan-2-yl-1H-pyrimidin-6-one;chloride —— C13H22ClN3O3S
4-hydroxy-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-5-propan-2-yl-1H-pyrimidin-6-one;chloride
—— ethyl 4-[2-(diethylamino)acetyl]-2-methylthieno[2,3-b][1,4]benzothiazine-3-carboxylate;hydrochloride —— C20H25ClN2O3S2
ethyl 4-[2-(diethylamino)acetyl]-2-methylthieno[2,3-b][1,4]benzothiazine-3-carboxylate;hydrochloride
—— N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-5-tert-butyl-2,3-dimethylbenzenesulfonamide —— C25H26N2O3S3
N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-5-tert-butyl-2,3-dimethylbenzenesulfonamide
—— 2-({6-(1,3-Benzoxazol-2-ylsulfanyl)-3-nitro-2-pyridinyl}sulfanyl)-1,3-benzoxazole —— C19H10N4O4S2
2-({6-(1,3-Benzoxazol-2-ylsulfanyl)-3-nitro-2-pyridinyl}sulfanyl)-1,3-benzoxazole
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[3-cyano-4-methyl-6-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C22H26F3N3OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-[3-cyano-4-methyl-6-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— 4,6-Dimethyl-2-[(3-methyl-5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]pyridine-3-carbonitrile —— C16H14N4OS2
4,6-Dimethyl-2-[(3-methyl-5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]pyridine-3-carbonitrile
—— (2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one —— C19H25N3OS2
(2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-5-nitro-N-(1,3-thiazol-2-yl)benzamide —— C14H10N4O3S3
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-5-nitro-N-(1,3-thiazol-2-yl)benzamide
—— (2R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one —— C19H25N3OS2
(2R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one
—— 2-[(7S)-6-(4-methylphenyl)-3-[(2S)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C17H17N4O3S-
2-[(7S)-6-(4-methylphenyl)-3-[(2S)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(7R)-6-(4-methylphenyl)-3-[(2S)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C17H17N4O3S-
2-[(7R)-6-(4-methylphenyl)-3-[(2S)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-(2-bromophenyl)-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12BrFN2OS
2-(2-bromophenyl)-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]pyridine-3-carbonitrile —— C14H7ClN4OS
2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]pyridine-3-carbonitrile
—— 2-(2-bromophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12BrFN2OS
2-(2-bromophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— (2R)-3-(4-methylphenyl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C18H18N4S2
(2R)-3-(4-methylphenyl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylacetamide —— C13H20N4O2S3
2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylacetamide
—— (1R)-1-[5-(2-aminoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C16H25N5S
(1R)-1-[5-(2-aminoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— 2-[(7R)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C17H18N4O3S
2-[(7R)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— (1S)-1-[5-(2-aminoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C16H25N5S
(1S)-1-[5-(2-aminoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— 7-[[4-Cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C18H17N5OS3
7-[[4-Cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 3-[(4-Benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(4-fluorophenyl)-4-methyl-1,2-oxazole —— C23H21FN4OS
3-[(4-Benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(4-fluorophenyl)-4-methyl-1,2-oxazole
—— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-tert-butylacetamide —— C19H29N5OS
2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-tert-butylacetamide
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— 2-(3,5-dimethyl-4-nitropyrazol-1-yl)-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C16H20N4O3S
2-(3,5-dimethyl-4-nitropyrazol-1-yl)-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— (2R)-2-chloro-N-(2-phenylsulfanylphenyl)propanamide —— C15H14ClNOS
(2R)-2-chloro-N-(2-phenylsulfanylphenyl)propanamide
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide —— C17H24N4OS
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide —— C17H24N4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— (9aS)-3-[(2R)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C12H16N4OS
(9aS)-3-[(2R)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— N-(2-methylpropyl)-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H25N4O2S+
N-(2-methylpropyl)-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylpropyl)-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H24N4O2S
N-(2-methylpropyl)-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (9aR)-3-[(2S)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C12H16N4OS
(9aR)-3-[(2S)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C14H22N4O4S2
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 1-[2-(4-chlorophenyl)ethyl]-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea —— C18H20ClN3OS2
1-[2-(4-chlorophenyl)ethyl]-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-[2-(4-Chlorophenyl)ethyl]-3-[[2-(2,5-dimethylphenyl)sulfanylacetyl]amino]thiourea —— C19H22ClN3OS2
1-[2-(4-Chlorophenyl)ethyl]-3-[[2-(2,5-dimethylphenyl)sulfanylacetyl]amino]thiourea
—— 1-[3-(4-Fluorophenyl)sulfanylpropanoylamino]-3-(3-methylbutyl)thiourea —— C15H22FN3OS2
1-[3-(4-Fluorophenyl)sulfanylpropanoylamino]-3-(3-methylbutyl)thiourea