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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
—— benzenecarbaldehyde N-[6-chloro-2-(methylsulfanyl)-4-pyrimidinyl]hydrazone 339017-98-0 C12H11ClN4S
benzenecarbaldehyde N-[6-chloro-2-(methylsulfanyl)-4-pyrimidinyl]hydrazone
—— Tert-butyl (1-{5-[(4-fluorobenzyl)sulfanyl]-1,3,4-oxadiazol-2-yl}-2-methylbutyl)carbamate —— C19H26FN3O3S
Tert-butyl (1-{5-[(4-fluorobenzyl)sulfanyl]-1,3,4-oxadiazol-2-yl}-2-methylbutyl)carbamate
—— 1-[2,5-Dimethyl-1-(oxolan-2-ylmethyl)pyrrol-3-yl]-2-[[5-[2-[2,5-dimethyl-1-(oxolan-2-ylmethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C28H36N4O4S3
1-[2,5-Dimethyl-1-(oxolan-2-ylmethyl)pyrrol-3-yl]-2-[[5-[2-[2,5-dimethyl-1-(oxolan-2-ylmethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[4-(methoxyiminomethyl)-2-nitrophenyl]sulfanylaniline —— C14H13N3O3S
2-[4-(methoxyiminomethyl)-2-nitrophenyl]sulfanylaniline
—— 3,4-dimethyl-5-({[2-(4-methylphenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4H-1,2,4-triazole —— C15H16N4S2
3,4-dimethyl-5-({[2-(4-methylphenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4H-1,2,4-triazole
—— 5-Phenylsulfanylthiadiazole —— C8H6N2S2
5-Phenylsulfanylthiadiazole
—— 3-[5-[4-(Difluoromethylsulfanyl)phenyl]furan-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C23H14F2N2OS2
3-[5-[4-(Difluoromethylsulfanyl)phenyl]furan-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— 12-Methoxysulfonothioyldodecan-1-amine —— C13H29NO2S2
12-Methoxysulfonothioyldodecan-1-amine
—— Ethyl 2-{[3-(4-ethylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetate —— C23H21N3O3S3
Ethyl 2-{[3-(4-ethylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetate
—— 6-methylsulfanyl-3,8-diphenyl-1H-[1,3]thiazolo[3,4-b][1,2,4]triazin-5-ium-2-one —— C18H14N3OS2+
6-methylsulfanyl-3,8-diphenyl-1H-[1,3]thiazolo[3,4-b][1,2,4]triazin-5-ium-2-one
—— 3-(ethylsulfanyl)-5-(thiophen-2-yl)-4H-1,2,4-triazol-4-amine 118158-92-2 C8H10N4S2
3-(ethylsulfanyl)-5-(thiophen-2-yl)-4H-1,2,4-triazol-4-amine
—— bis(7-methyl-5-oxo-5H-1,3,4-thiadiazolo<3,2-a>pyrimidyl-2)sulfide —— C12H8N6O2S3
bis(7-methyl-5-oxo-5H-1,3,4-thiadiazolo<3,2-a>pyrimidyl-2)sulfide
—— 2-{[4-(2-Thienyl)-2-pyrimidinyl]sulfanyl}acetonitrile —— C10H7N3S2
2-{[4-(2-Thienyl)-2-pyrimidinyl]sulfanyl}acetonitrile
—— (2-Benzylsulfanyl-5-chlorophenyl)-cyclopropylmethanamine —— C17H18ClNS
(2-Benzylsulfanyl-5-chlorophenyl)-cyclopropylmethanamine
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H20FN3OS3
N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(4-chlorophenyl)sulfanyl-N-(1-methoxypropan-2-yl)propanamide —— C13H18ClNO2S
3-(4-chlorophenyl)sulfanyl-N-(1-methoxypropan-2-yl)propanamide
—— 5-[[4-Bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(2-methoxyethyl)-2-(4-methoxyphenyl)imino-1,3-thiazolidin-4-one —— C24H20BrClN2O4S2
5-[[4-Bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(2-methoxyethyl)-2-(4-methoxyphenyl)imino-1,3-thiazolidin-4-one
—— 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(furan-2-yl)ethanone —— C8H7N3O2S2
2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(furan-2-yl)ethanone
—— 2-cyano-N-(furan-2-ylmethyl)-3-(5-phenylsulfanylfuran-2-yl)prop-2-enamide —— C19H14N2O3S
2-cyano-N-(furan-2-ylmethyl)-3-(5-phenylsulfanylfuran-2-yl)prop-2-enamide
—— {5-[1-Methyl-pent-4-en-(Z)-ylidene-hydrazinocarbonylmethylsulfanyl]-[1,3,4]thiadiazol-2-ylsulfanyl}-acetic acid [1-methyl-pent-4-en-(E)-ylidene]-hydrazide —— C18H26N6O2S3
{5-[1-Methyl-pent-4-en-(Z)-ylidene-hydrazinocarbonylmethylsulfanyl]-[1,3,4]thiadiazol-2-ylsulfanyl}-acetic acid [1-methyl-pent-4-en-(E)-ylidene]-hydrazide
—— 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylcyclohexyl)acetamide —— C17H20ClN3OS3
2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylcyclohexyl)acetamide
—— sodium;1-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-phenylmethanimidothioate —— C12H10N3NaOS2
sodium;1-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-phenylmethanimidothioate
—— N-ethyl-3-[[5-(5-methyl-1,2-oxazol-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H14N4O3S
N-ethyl-3-[[5-(5-methyl-1,2-oxazol-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 3-chloro-N-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C20H13Cl2N3O3S
3-chloro-N-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— 4-[[4-(4-Chlorophenyl)sulfanylphenyl]methylidene]-5-methyl-2-phenylpyrazol-3-one —— C23H17ClN2OS
4-[[4-(4-Chlorophenyl)sulfanylphenyl]methylidene]-5-methyl-2-phenylpyrazol-3-one
—— N-[(6-methylpyridin-2-yl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C14H14N4OS
N-[(6-methylpyridin-2-yl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide
—— 2-N-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-pyrrolidin-1-yl-1,3,5-triazine-2,4-diamine —— C27H26N8O2S
2-N-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-pyrrolidin-1-yl-1,3,5-triazine-2,4-diamine
—— 1-Methyl-2'-[4-(phenylsulfanyl)phenyl]-1',10b'-dihydrospiro[piperidine-4,5'-pyrazolo[1,5-c][1,3]benzoxazine] —— C27H27N3OS
1-Methyl-2'-[4-(phenylsulfanyl)phenyl]-1',10b'-dihydrospiro[piperidine-4,5'-pyrazolo[1,5-c][1,3]benzoxazine]
—— 4-(4-Bromophenyl)sulfanyl-6-(methylsulfonylmethyl)-2-phenylpyrimidine —— C18H15BrN2O2S2
4-(4-Bromophenyl)sulfanyl-6-(methylsulfonylmethyl)-2-phenylpyrimidine
—— 1-Cyclopentyl-3-[3-(propan-2-yloxy)propyl]thiourea —— C12H24N2OS
1-Cyclopentyl-3-[3-(propan-2-yloxy)propyl]thiourea
—— N'-octadec-9-enylethanedithioamide —— C20H38N2S2
N'-octadec-9-enylethanedithioamide
—— 4-(4-Methylsulfonylphenyl)sulfanylbenzoic acid —— C14H12O4S2
4-(4-Methylsulfonylphenyl)sulfanylbenzoic acid
—— 4-Methylphenyl 4-[(4-methylphenyl)sulfanyl]-3-nitrobenzyl ether —— C21H19NO3S
4-Methylphenyl 4-[(4-methylphenyl)sulfanyl]-3-nitrobenzyl ether
—— [5-(Sulfomethylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanylmethanesulfonic acid —— C4H6N2O6S5
[5-(Sulfomethylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanylmethanesulfonic acid
—— 2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dicyclohexylacetamide —— C26H36N4OS
2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dicyclohexylacetamide
—— methyl 2-[[5-(4-chlorophenyl)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H21ClN2O4S2
methyl 2-[[5-(4-chlorophenyl)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-methylpropyl 2-[[4-(diethylamino)phenyl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C30H35N3O3S2
2-methylpropyl 2-[[4-(diethylamino)phenyl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— methyl 2-[[4-(diethylamino)phenyl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H29N3O3S2
methyl 2-[[4-(diethylamino)phenyl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-(2-methoxyethyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H16N2O2S2
N-(2-methoxyethyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— ethyl N-[2-(2,4-dinitrophenyl)sulfanyl-1,3-benzothiazol-6-yl]carbamate —— C16H12N4O6S2
ethyl N-[2-(2,4-dinitrophenyl)sulfanyl-1,3-benzothiazol-6-yl]carbamate
—— 3-(3-chloro-1,2,4-triazol-1-yl)-N-(2-phenylsulfanylphenyl)adamantane-1-carboxamide —— C25H25ClN4OS
3-(3-chloro-1,2,4-triazol-1-yl)-N-(2-phenylsulfanylphenyl)adamantane-1-carboxamide
—— 3-Ethyl-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C19H16N2O3S3
3-Ethyl-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[2-(azepan-1-yl)-6-methylpyrimidin-4-yl]sulfanyl-N-[(2-chlorophenyl)methylideneamino]acetamide —— C20H24ClN5OS
2-[2-(azepan-1-yl)-6-methylpyrimidin-4-yl]sulfanyl-N-[(2-chlorophenyl)methylideneamino]acetamide
—— 2-(6-methyl-1H-benzimidazol-2-yl)-3-(2-phenylsulfanylphenyl)prop-2-enenitrile —— C23H17N3S
2-(6-methyl-1H-benzimidazol-2-yl)-3-(2-phenylsulfanylphenyl)prop-2-enenitrile
—— [1-(2,3-Dihydroindol-1-yl)-1-oxopropan-2-yl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate —— C25H19F3N2O5S
[1-(2,3-Dihydroindol-1-yl)-1-oxopropan-2-yl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(1-propan-2-ylpiperidin-4-ylidene)amino]acetamide —— C18H26BrN3OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(1-propan-2-ylpiperidin-4-ylidene)amino]acetamide
—— N,N-dibenzyl-2-[[5-(2,6-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C27H28N4OS2
N,N-dibenzyl-2-[[5-(2,6-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— Ethyl 5-hydroxy-4,4-dimethyl-1-(trifluoromethyl)-2-oxa-7-thiabicyclo[3.2.1]octane-6-carboxylate —— C12H17F3O4S
Ethyl 5-hydroxy-4,4-dimethyl-1-(trifluoromethyl)-2-oxa-7-thiabicyclo[3.2.1]octane-6-carboxylate
—— 4-(4-bromophenyl)sulfanyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran 7,7-dioxide —— C13H11BrO2S3
4-(4-bromophenyl)sulfanyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran 7,7-dioxide
—— 2-[[4-(4-Methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-[1,3]thiazolo[3,2-a]benzimidazol-1-one —— C23H15N3O3S2
2-[[4-(4-Methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-[1,3]thiazolo[3,2-a]benzimidazol-1-one