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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-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
—— 1-(4-Chlorophenyl)-3-[2-[[5-[1-[2-[(4-chlorophenyl)carbamothioyl]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanoylamino]thiourea —— C22H22Cl2N8O2S5
1-(4-Chlorophenyl)-3-[2-[[5-[1-[2-[(4-chlorophenyl)carbamothioyl]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanoylamino]thiourea
—— N-[[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-(2-methylphenoxy)acetamide —— C23H18N4O4S2
N-[[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-(2-methylphenoxy)acetamide
—— 3-[4-Bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-naphthalen-2-ylprop-2-enenitrile —— C23H13BrClNOS
3-[4-Bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-naphthalen-2-ylprop-2-enenitrile
—— 4-[(4-Methylsulfanylphenyl)methylidene]-3-phenyl-1,2-oxazol-5-one —— C17H13NO2S
4-[(4-Methylsulfanylphenyl)methylidene]-3-phenyl-1,2-oxazol-5-one
—— 2-{[3,6-Bis(2-methylphenyl)-7-oxo-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N,N-diethylacetamide —— C25H26N4O2S3
2-{[3,6-Bis(2-methylphenyl)-7-oxo-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N,N-diethylacetamide
—— 3-[(4-Chloroanilino)methyl]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidine-2,4-dione —— C18H15ClN2O2S2
3-[(4-Chloroanilino)methyl]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— 2-(4-methyl-6-methylsulfanylpyrimidin-2-yl)sulfanyl-N-[(4-methylphenyl)methylideneamino]acetamide —— C16H18N4OS2
2-(4-methyl-6-methylsulfanylpyrimidin-2-yl)sulfanyl-N-[(4-methylphenyl)methylideneamino]acetamide
—— 1-Cyclooctyl-3-(3-methoxypropyl)thiourea —— C13H26N2OS
1-Cyclooctyl-3-(3-methoxypropyl)thiourea
—— 2-[(5-Chloro-2-pyrimidinyl)thio]acetohydrazide, AldrichCPR —— C6H7ClN4OS
2-[(5-Chloro-2-pyrimidinyl)thio]acetohydrazide, AldrichCPR
—— N-(1-adamantyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C21H26N4OS2
N-(1-adamantyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N,N-diethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanamine —— C14H19N3OS
N,N-diethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanamine
—— 2-{[3-(3,4-Dimethylphenyl)-6-(2-methylphenyl)-7-oxo-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetonitrile —— C22H18N4OS3
2-{[3-(3,4-Dimethylphenyl)-6-(2-methylphenyl)-7-oxo-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetonitrile
—— 3-(3,4-Dimethylphenyl)-6-(2-methylphenyl)-5-{[2-oxo-2-(pyrrolidin-1-YL)ethyl]sulfanyl}-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-7-one —— C26H26N4O2S3
3-(3,4-Dimethylphenyl)-6-(2-methylphenyl)-5-{[2-oxo-2-(pyrrolidin-1-YL)ethyl]sulfanyl}-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-7-one
—— dodecyl [(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate —— C17H31N3O2S
dodecyl [(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 1-(3,3-Dimethylbut-1-ynylsulfanyl)-2,3,4,5,6-pentafluorobenzene —— C12H9F5S
1-(3,3-Dimethylbut-1-ynylsulfanyl)-2,3,4,5,6-pentafluorobenzene
—— 2-({3-[(Furan-2-YL)methyl]-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL}sulfanyl)-N-(2-phenylethyl)acetamide —— C26H22N4O3S3
2-({3-[(Furan-2-YL)methyl]-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL}sulfanyl)-N-(2-phenylethyl)acetamide
—— 2-[5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(4-ethylphenyl)acetamide —— C26H20ClN3O5S2
2-[5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(4-ethylphenyl)acetamide
—— 4-bromo-N-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline —— C20H16BrN3O2S
4-bromo-N-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline
—— N'-[3-(4-chlorophenyl)sulfanylpropanoyl]adamantane-1-carbohydrazide —— C20H25ClN2O2S
N'-[3-(4-chlorophenyl)sulfanylpropanoyl]adamantane-1-carbohydrazide
—— 3-[(3-Nitro-2-pyridinyl)thio]-1,2-propanediol 353257-78-0 C8H10N2O4S
3-[(3-Nitro-2-pyridinyl)thio]-1,2-propanediol
—— 2-{[3-(2-Methylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N-[(4-methylphenyl)methyl]acetamide —— C28H24N4O2S3
2-{[3-(2-Methylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N-[(4-methylphenyl)methyl]acetamide
—— 12-(2-Chlorophenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C15H11ClN2S2
12-(2-Chlorophenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— N-(2,4-dimethylphenyl)-2-[5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C27H23N3O5S2
N-(2,4-dimethylphenyl)-2-[5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 5-{[(4-Fluorophenyl)methyl]sulfanyl}-3-(2-methylphenyl)-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-7-one —— C25H18FN3OS3
5-{[(4-Fluorophenyl)methyl]sulfanyl}-3-(2-methylphenyl)-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-7-one
—— 3-(2-Methylphenyl)-5-{[(4-methylphenyl)methyl]sulfanyl}-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-7-one —— C26H21N3OS3
3-(2-Methylphenyl)-5-{[(4-methylphenyl)methyl]sulfanyl}-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-7-one
—— N-(4-phenylbutan-2-yl)-2-pyridin-2-ylsulfanylacetamide 721909-77-9 C17H20N2OS
N-(4-phenylbutan-2-yl)-2-pyridin-2-ylsulfanylacetamide