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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
—— (2Z,5Z)-5-{4-[(4-chlorophenyl)sulfanyl]benzylidene}-2-(phenylimino)-3-(tetrahydrofuran-2-ylmethyl)-1,3-thiazolidin-4-one —— C27H23ClN2O2S2
(2Z,5Z)-5-{4-[(4-chlorophenyl)sulfanyl]benzylidene}-2-(phenylimino)-3-(tetrahydrofuran-2-ylmethyl)-1,3-thiazolidin-4-one
—— (4E)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C27H22ClN3O4S2
(4E)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]aniline —— C17H13ClN2OS
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]aniline
—— 5-Bromo-3-(4-fluorophenyl)sulfanyl-2-methyl-1-benzofuran —— C15H10BrFOS
5-Bromo-3-(4-fluorophenyl)sulfanyl-2-methyl-1-benzofuran
—— 1-Ethynylsulfanyltetradecane —— C16H30S
1-Ethynylsulfanyltetradecane
—— Bis(ethylsulfonyl)methanimine —— C5H11NO4S2
Bis(ethylsulfonyl)methanimine
—— (2Z,5E)-5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-(phenylimino)-1,3-thiazolidin-4-one —— C20H12BrClN2O2S2
(2Z,5E)-5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-(phenylimino)-1,3-thiazolidin-4-one
—— (NZ)-N-[2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclododecylidene]hydroxylamine —— C14H24N4OS
(NZ)-N-[2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclododecylidene]hydroxylamine
—— 12-hydroxy-11-methyl-N-(1-phenylbutan-2-yl)-11,12-dihydro-10H-benzo[b][1,4]benzothiazocine-8-carboxamide —— C26H28N2O2S
12-hydroxy-11-methyl-N-(1-phenylbutan-2-yl)-11,12-dihydro-10H-benzo[b][1,4]benzothiazocine-8-carboxamide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-3-ylethylideneamino]acetamide —— C18H16ClN5OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-3-ylethylideneamino]acetamide
—— 4-[2-[6-Amino-8-(2,5-dimethoxyphenyl)sulfanylpurin-9-yl]ethyl]-5-methyl-1,2-dihydropyrazol-3-one —— C19H21N7O3S
4-[2-[6-Amino-8-(2,5-dimethoxyphenyl)sulfanylpurin-9-yl]ethyl]-5-methyl-1,2-dihydropyrazol-3-one
—— 2-aminoethyl(methyl)carbamothioic S-acid —— C4H10N2OS
2-aminoethyl(methyl)carbamothioic S-acid
—— 1-(2-Propoxyphenyl)sulfanylnaphthalene —— C19H18OS
1-(2-Propoxyphenyl)sulfanylnaphthalene
—— Ethyl hexen-5-yl sulfide —— C8H16S
Ethyl hexen-5-yl sulfide
—— Ethane;2,3,4,5-tetrahydrothiepine 1,1-dioxide —— C8H16O2S
Ethane;2,3,4,5-tetrahydrothiepine 1,1-dioxide
—— 1-Prop-1-enylsulfinylcyclopentene —— C8H12OS
1-Prop-1-enylsulfinylcyclopentene
—— (4E)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C27H21ClN4O3S2
(4E)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione
—— propan-2-yl (2Z)-5-(4-ethoxyphenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C28H26N4O5S2
propan-2-yl (2Z)-5-(4-ethoxyphenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 8-(7-Sulfanylheptyl)-7-(5-sulfanylpentyl)-7-[1-sulfanyl-5-(3-sulfanylpropyl)undecan-5-yl]hexadecane-1,8,16-trithiol —— C42H86S7
8-(7-Sulfanylheptyl)-7-(5-sulfanylpentyl)-7-[1-sulfanyl-5-(3-sulfanylpropyl)undecan-5-yl]hexadecane-1,8,16-trithiol
—— 5-(3-Chlorophenyl)sulfanyl-1,2,4-trimethylpyrrole-3-carboxamide;propan-1-ol —— C17H23ClN2O2S
5-(3-Chlorophenyl)sulfanyl-1,2,4-trimethylpyrrole-3-carboxamide;propan-1-ol
—— 5-benzyl-4-hydroxy-8-methyl-3,5-dihydro-2H-pyridazino[4,5-f][1,4]thiazepin-9-one —— C15H17N3O2S
5-benzyl-4-hydroxy-8-methyl-3,5-dihydro-2H-pyridazino[4,5-f][1,4]thiazepin-9-one
—— (E)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-thiophen-2-ylprop-2-enoic acid —— C15H9FN2O3S2
(E)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-thiophen-2-ylprop-2-enoic acid
—— tert-butyl N-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4,4-bis(methylsulfanyl)-1-oxobutan-2-yl]-N-(4-oxobutyl)carbamate —— C20H36N2O6S2
tert-butyl N-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4,4-bis(methylsulfanyl)-1-oxobutan-2-yl]-N-(4-oxobutyl)carbamate
—— (Z)-2-(2-cyclohexylethyl)-5-imino-6-((5-(phenylthio)furan-2-yl)methylene)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one —— C24H24N4O2S2
(Z)-2-(2-cyclohexylethyl)-5-imino-6-((5-(phenylthio)furan-2-yl)methylene)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one
—— 1-Ethylsulfinylbut-1-ene —— C6H12OS
1-Ethylsulfinylbut-1-ene
—— N-[6-[[6-(3-hydroxyprop-1-ynyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl]sulfanyl]imidazo[1,2-b]pyridazin-2-yl]acetamide —— C17H13N7O2S
N-[6-[[6-(3-hydroxyprop-1-ynyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl]sulfanyl]imidazo[1,2-b]pyridazin-2-yl]acetamide
—— ethyl 4-chloro-9-methyl-2-methylsulfanyl-5-oxo-7,8-dihydro-6H-pyrimido[4,5-b]azepine-6-carboxylate —— C13H16ClN3O3S
ethyl 4-chloro-9-methyl-2-methylsulfanyl-5-oxo-7,8-dihydro-6H-pyrimido[4,5-b]azepine-6-carboxylate
—— 1-Ethylsulfonyl-4-methylbicyclo[2.2.2]octane —— C11H20O2S
1-Ethylsulfonyl-4-methylbicyclo[2.2.2]octane
—— 2-(Cyclohexylmethylsulfonyl)-2-methylpropanamide —— C11H21NO3S
2-(Cyclohexylmethylsulfonyl)-2-methylpropanamide
—— (5Z)-1-(4-methylphenyl)-5-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)pyrimidine-2,4,6(1H,3H,5H)-trione —— C23H18N2O4S
(5Z)-1-(4-methylphenyl)-5-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
—— N-[1-(4-chlorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-2-methylaniline 1140915-63-4 C22H17ClFNS
N-[1-(4-chlorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-2-methylaniline
—— N'-[(E)-1-(4-bromophenyl)ethylidene]-2-[(4,6-dimethyl-2-pyrimidinyl)thio]acetohydrazide —— C16H17BrN4OS
N'-[(E)-1-(4-bromophenyl)ethylidene]-2-[(4,6-dimethyl-2-pyrimidinyl)thio]acetohydrazide
—— 1-Ethylsulfonyl-4-methylbicyclo[2.2.2]octane —— C11H19O2S-
1-Ethylsulfonyl-4-methylbicyclo[2.2.2]octane
—— (2Z)-3-chloro-2-[(4-chlorophenyl)sulfanyl-nitrosomethylidene]-5-(trifluoromethyl)-1H-pyridine —— C13H7Cl2F3N2OS
(2Z)-3-chloro-2-[(4-chlorophenyl)sulfanyl-nitrosomethylidene]-5-(trifluoromethyl)-1H-pyridine
—— Diphenyl 2-cyano-3-methyliminobutanediimidothioate —— C18H16N4S2
Diphenyl 2-cyano-3-methyliminobutanediimidothioate
—— 2-(4-fluoroanilino)-N-[(Z)-[2-(4-methylphenyl)sulfanyl-5-nitrophenyl]methylideneamino]acetamide —— C22H19FN4O3S
2-(4-fluoroanilino)-N-[(Z)-[2-(4-methylphenyl)sulfanyl-5-nitrophenyl]methylideneamino]acetamide
—— (4E)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C26H20ClN3O3S3
(4E)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
—— 2-[2-Tert-butyl-4-[5-tert-butyl-4-(1-hydroxypropoxy)-2-methylphenyl]sulfanyl-5-methylphenyl]propane-1,3-diol —— C28H42O4S
2-[2-Tert-butyl-4-[5-tert-butyl-4-(1-hydroxypropoxy)-2-methylphenyl]sulfanyl-5-methylphenyl]propane-1,3-diol
—— 3-(2-Methylsulfanylethylsulfanyl)propan-1-ol —— C6H14OS2
3-(2-Methylsulfanylethylsulfanyl)propan-1-ol
—— (5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-[(2-nitrophenyl)methyl]-1,3-thiazolidine-2,4-dione —— C24H17N3O6S2
(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-[(2-nitrophenyl)methyl]-1,3-thiazolidine-2,4-dione
—— N-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]benzamide —— C24H17N3O4S3
N-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]benzamide
—— (4E)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C27H22ClN3O4S2
(4E)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
—— 1-Chloro-4-methylidene-2-methylsulfanylcyclohexane —— C8H13ClS
1-Chloro-4-methylidene-2-methylsulfanylcyclohexane
—— 2-[2-(4-Chlorophenyl)ethylsulfanyl]-4-[[6-ethyl-4-(4-methylpiperazin-1-yl)-1,4-dihydro-1,3,5-triazin-2-yl]amino]pyrimidine-5-carbonitrile —— C23H28ClN9S
2-[2-(4-Chlorophenyl)ethylsulfanyl]-4-[[6-ethyl-4-(4-methylpiperazin-1-yl)-1,4-dihydro-1,3,5-triazin-2-yl]amino]pyrimidine-5-carbonitrile
—— 2-[(Z)-2-phenylsulfanylethylideneamino]guanidine —— C9H12N4S
2-[(Z)-2-phenylsulfanylethylideneamino]guanidine
—— 5-(1-Phenylcyclopropyl)sulfanyl-1-propan-2-yltetrazole —— C13H16N4S
5-(1-Phenylcyclopropyl)sulfanyl-1-propan-2-yltetrazole
—— 1-Methoxy-1-(methylsulfanylmethoxymethyl)cyclohexane;1-methoxy-1-(methylsulfanylmethylsulfanylmethyl)cyclohexane —— C20H40O3S3
1-Methoxy-1-(methylsulfanylmethoxymethyl)cyclohexane;1-methoxy-1-(methylsulfanylmethylsulfanylmethyl)cyclohexane
—— 3-Amino-4-methylsulfonylbutanal —— C5H11NO3S
3-Amino-4-methylsulfonylbutanal
—— N-[2,5-dihydroxy-4-[[4-[2-[2-(2-hydroxyethoxy)ethylamino]-2-oxoethyl]-1,3-thiazol-2-yl]sulfanyl]phenyl]-2-hexyldecanamide;2-[2-[2,5-dihydroxy-4-(methylcarbamoylamino)phenyl]sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide;2-[2-(2,5-dihydroxy-4-methylsulfanylphenyl)sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide;2-[2-[2,5-dihydroxy-4-(octylcarbamoylamino)phenyl]sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide;2-[2-[4-(dodecylcarbamoylamino)-2,5-dihydroxyphenyl]sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide —— C104H147N17O21S11
N-[2,5-dihydroxy-4-[[4-[2-[2-(2-hydroxyethoxy)ethylamino]-2-oxoethyl]-1,3-thiazol-2-yl]sulfanyl]phenyl]-2-hexyldecanamide;2-[2-[2,5-dihydroxy-4-(methylcarbamoylamino)phenyl]sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide;2-[2-(2,5-dihydroxy-4-methylsulfanylphenyl)sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide;2-[2-[2,5-dihydroxy-4-(octylcarbamoylamino)phenyl]sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide;2-[2-[4-(dodecylcarbamoylamino)-2,5-dihydroxyphenyl]sulfanyl-1,3-thiazol-4-yl]-N-methylacetamide
—— 1-Methylsulfanyl-4-(sulfinatoamino)but-2-yne —— C5H8NO2S2-
1-Methylsulfanyl-4-(sulfinatoamino)but-2-yne