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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
—— Bis(trifluoromethylsulfonyl)azanide;2,5-dimethyl-4-[(4-methylphenyl)methylsulfanyl]benzenediazonium —— C18H17F6N3O4S3
Bis(trifluoromethylsulfonyl)azanide;2,5-dimethyl-4-[(4-methylphenyl)methylsulfanyl]benzenediazonium
—— 3-(2-chlorophenyl)-7-methyl-1-phenyl-4H-pyrimido[4,5-d]pyrimidin-2-one;3-(2-chlorophenyl)-7-methylsulfanyl-1-phenyl-4H-pyrimido[4,5-d]pyrimidin-2-one —— C38H30Cl2N8O2S
3-(2-chlorophenyl)-7-methyl-1-phenyl-4H-pyrimido[4,5-d]pyrimidin-2-one;3-(2-chlorophenyl)-7-methylsulfanyl-1-phenyl-4H-pyrimido[4,5-d]pyrimidin-2-one
—— (5Z)-5-({4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylidene)-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H9ClN2O3S3
(5Z)-5-({4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylidene)-2-sulfanylidene-1,3-thiazolidin-4-one
—— ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21ClN2O3S2
ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-Hexyl-3-methylsulfanylpyrrole-2,5-diol —— C11H19NO2S
1-Hexyl-3-methylsulfanylpyrrole-2,5-diol
—— 4-Hydroxyhexane-3-thione —— C6H12OS
4-Hydroxyhexane-3-thione
—— 1-Ethyl-4-methylidene-2-methylsulfanylcyclohexane —— C10H18S
1-Ethyl-4-methylidene-2-methylsulfanylcyclohexane
—— 2-Amino-1-pyridin-2-ylsulfanylethanethiol —— C7H10N2S2
2-Amino-1-pyridin-2-ylsulfanylethanethiol
—— Ethane;2-(2-methylbutylsulfanyl)pyridine —— C12H21NS
Ethane;2-(2-methylbutylsulfanyl)pyridine
—— 6-Methyl-2-methylsulfanyloct-4-yne —— C10H18S
6-Methyl-2-methylsulfanyloct-4-yne
—— 2,4-dimethylpentane-3-thiol —— C7H15S-
2,4-dimethylpentane-3-thiol
—— Cyclohexylsulfanylbenzene;dimethoxymethane;methanamine —— C29H50N2O2S2
Cyclohexylsulfanylbenzene;dimethoxymethane;methanamine
—— 11-Hydroxyundecyl hexadec-7-enylsulfanylformate —— C28H54O3S
11-Hydroxyundecyl hexadec-7-enylsulfanylformate
—— 3-Benzylsulfanyl-6,7-dihydro-2-benzothiophene-1-carbaldehyde —— C16H14OS2
3-Benzylsulfanyl-6,7-dihydro-2-benzothiophene-1-carbaldehyde
—— 2-(4-Methyl-2-methylsulfanyl-2,3-dihydro-1-benzothiophene-5-carbonyl)cyclohexane-1,3-dione —— C17H18O3S2
2-(4-Methyl-2-methylsulfanyl-2,3-dihydro-1-benzothiophene-5-carbonyl)cyclohexane-1,3-dione
—— 3-(2-ethylphenyl)sulfanyl-7-methyl-1H-indole —— C17H17NS
3-(2-ethylphenyl)sulfanyl-7-methyl-1H-indole
—— 1,3-Bis(pentadecylsulfanyl)benzene —— C36H66S2
1,3-Bis(pentadecylsulfanyl)benzene
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-[4-(diethylamino)-2-hydroxyphenyl]methylideneamino]acetamide —— C22H24ClN5O2S3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-[4-(diethylamino)-2-hydroxyphenyl]methylideneamino]acetamide
—— (2Z,5E)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-[(2,4-dimethylphenyl)imino]-1,3-thiazolidin-4-one —— C22H17ClN2O2S2
(2Z,5E)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-[(2,4-dimethylphenyl)imino]-1,3-thiazolidin-4-one
—— (7Z)-2-[(4-chlorophenyl)methylsulfanyl]-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile —— C25H17ClN2S3
(7Z)-2-[(4-chlorophenyl)methylsulfanyl]-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile
—— (4-methylphenyl) (Z)-N-(2,2-dichloro-1-diphenylphosphorylethenyl)benzenecarboximidothioate —— C28H22Cl2NOPS
(4-methylphenyl) (Z)-N-(2,2-dichloro-1-diphenylphosphorylethenyl)benzenecarboximidothioate
—— 1-(3,4-dimethylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C22H25N3S
1-(3,4-dimethylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-furan-3-ylmethylideneamino]triazole-4-carboxamide —— C17H13ClN8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-furan-3-ylmethylideneamino]triazole-4-carboxamide
—— (E)-2-(p-tolylthio)nicotinaldehyde O-4-methylbenzyl oxime —— C21H20N2OS
(E)-2-(p-tolylthio)nicotinaldehyde O-4-methylbenzyl oxime
—— N'-[(Z)-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]-1-benzofuran-2-carbohydrazide —— C21H16N2O3S
N'-[(Z)-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]-1-benzofuran-2-carbohydrazide
—— Ethane;4-(2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-amine —— C12H20N4S2
Ethane;4-(2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-amine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)-N-[(Z)-1-pyridin-3-ylethylideneamino]triazole-4-carboxamide —— C19H17N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)-N-[(Z)-1-pyridin-3-ylethylideneamino]triazole-4-carboxamide
—— 4-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)hydrazinylidene]-2,6-bis(2-methoxyethyl)-1,1-dioxo-1,2,6-thiadiazinane-3,5-dione —— C13H20N6O6S3
4-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)hydrazinylidene]-2,6-bis(2-methoxyethyl)-1,1-dioxo-1,2,6-thiadiazinane-3,5-dione
—— N-(2-methylpropyl)-4-methylsulfonyl-N-propylhexan-1-amine —— C14H31NO2S
N-(2-methylpropyl)-4-methylsulfonyl-N-propylhexan-1-amine
—— [6-[[6-(4-fluorophenyl)-7,8-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl]-1H-benzimidazol-2-yl] carbamate —— C19H14FN7O2S
[6-[[6-(4-fluorophenyl)-7,8-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl]-1H-benzimidazol-2-yl] carbamate
—— 4-[5-[(5,6-dichloro-1H-benzimidazol-2-yl)sulfanyl]furan-2-yl]-1,4,4a,6,7,8-hexahydropyrazolo[3,4-b][1,7]naphthyridin-5-one —— C20H14Cl2N6O2S
4-[5-[(5,6-dichloro-1H-benzimidazol-2-yl)sulfanyl]furan-2-yl]-1,4,4a,6,7,8-hexahydropyrazolo[3,4-b][1,7]naphthyridin-5-one
—— 1-[(4S,5aR,9aR)-3-hydroxy-4-(3-methylsulfanylthiophen-2-yl)-4,5a,6,7,8,9,9a,10-octahydro-2H-pyrrolo[3,4-c][1,5]benzodiazepin-5-yl]-2-hydroxyethanone —— C18H23N3O3S2
1-[(4S,5aR,9aR)-3-hydroxy-4-(3-methylsulfanylthiophen-2-yl)-4,5a,6,7,8,9,9a,10-octahydro-2H-pyrrolo[3,4-c][1,5]benzodiazepin-5-yl]-2-hydroxyethanone
—— 1-[(4-Chlorophenyl)methyl]-4-methylsulfanyl-2-(4-methylsulfanylphenyl)-6-oxopyrimidine-5-carboximidamide —— C20H19ClN4OS2
1-[(4-Chlorophenyl)methyl]-4-methylsulfanyl-2-(4-methylsulfanylphenyl)-6-oxopyrimidine-5-carboximidamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-1-pyridin-3-ylethylideneamino]triazole-4-carboxamide —— C20H19N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-1-pyridin-3-ylethylideneamino]triazole-4-carboxamide
—— 2-[[4-(Cyclohexylcarbamoyl)-5-(4-methylpentanoyl)-1,3,4-oxadiazol-4-ium-2-yl]sulfanyl]acetic acid —— C17H26N3O5S+
2-[[4-(Cyclohexylcarbamoyl)-5-(4-methylpentanoyl)-1,3,4-oxadiazol-4-ium-2-yl]sulfanyl]acetic acid
—— 4-(4-fluorophenyl)-2-[(E)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-1,3-thiazole —— C21H13FN4O2S2
4-(4-fluorophenyl)-2-[(E)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-1,3-thiazole
—— ethyl (2Z)-2-benzylidene-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H22N2O3S2
ethyl (2Z)-2-benzylidene-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3-Methylsulfanylprop-1-ynylcyclopropane —— C7H10S
3-Methylsulfanylprop-1-ynylcyclopropane
—— 3-[3-(cycloheptylmethylsulfanyl)phenyl]-N-ethylprop-2-yn-1-amine —— C19H27NS
3-[3-(cycloheptylmethylsulfanyl)phenyl]-N-ethylprop-2-yn-1-amine
—— Butylsulfonyl-[diethyl(2-oxoheptyl)-lambda4-sulfanyl]oxidanium —— C15H33O4S2+
Butylsulfonyl-[diethyl(2-oxoheptyl)-lambda4-sulfanyl]oxidanium
—— 2-pyridin-2-ylsulfanyl-N,N-bis(2-pyridin-2-ylsulfanylethyl)ethanamine —— C21H24N4S3
2-pyridin-2-ylsulfanyl-N,N-bis(2-pyridin-2-ylsulfanylethyl)ethanamine
—— [(E)-2-butylsulfonylethenyl] carbamimidothioate —— C7H14N2O2S2
[(E)-2-butylsulfonylethenyl] carbamimidothioate
—— Ethyl acetate;methylsulfanylethane —— C7H16O2S
Ethyl acetate;methylsulfanylethane
—— 8-(6-Sulfanylhexyl)-9-(8-sulfanyloctyl)-8-(1-sulfanyltridecan-6-yl)octadecane-1,9,18-trithiol —— C45H92S6
8-(6-Sulfanylhexyl)-9-(8-sulfanyloctyl)-8-(1-sulfanyltridecan-6-yl)octadecane-1,9,18-trithiol
—— 4-Methyl-6-methylsulfonylhex-5-en-2-one —— C8H14O3S
4-Methyl-6-methylsulfonylhex-5-en-2-one
—— 2-[3-chloro-2-[[5-(4-methylphenyl)sulfanylpyridin-2-yl]oxymethyl]phenyl]-2-methoxyimino-N-methylacetamide —— C23H22ClN3O3S
2-[3-chloro-2-[[5-(4-methylphenyl)sulfanylpyridin-2-yl]oxymethyl]phenyl]-2-methoxyimino-N-methylacetamide
—— 2-Methyl-1-methylsulfanylhexa-2,4-diene —— C8H14S
2-Methyl-1-methylsulfanylhexa-2,4-diene
—— 3,3-Bis[(4-chlorophenyl)sulfanyl]-1-methylpiperidin-2-one —— C18H17Cl2NOS2
3,3-Bis[(4-chlorophenyl)sulfanyl]-1-methylpiperidin-2-one
—— 8-(2,5-dimethoxyphenyl)sulfanyl-3-[2-(2-methoxyphenyl)ethyl]-7H-purin-3-ium-6-amine —— C22H24N5O3S+
8-(2,5-dimethoxyphenyl)sulfanyl-3-[2-(2-methoxyphenyl)ethyl]-7H-purin-3-ium-6-amine
—— 2-Methyl-4-phenylsulfanyl-1,3-thiazole —— C10H9NS2
2-Methyl-4-phenylsulfanyl-1,3-thiazole