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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
—— [4-[4-[Heptyl(prop-2-enylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate —— C27H36N2O3S
[4-[4-[Heptyl(prop-2-enylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate
—— 3-(1,3-Benzothiazol-2-ylsulfanyl)-1-[6-[3-(1,3-benzothiazol-2-ylsulfanyl)-2,5-dihydroxypyrrol-1-yl]hexyl]pyrrole-2,5-diol —— C28H26N4O4S4
3-(1,3-Benzothiazol-2-ylsulfanyl)-1-[6-[3-(1,3-benzothiazol-2-ylsulfanyl)-2,5-dihydroxypyrrol-1-yl]hexyl]pyrrole-2,5-diol
—— (5Z)-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-3-cyclohexyl-2-cyclohexylimino-1,3-thiazolidin-4-one —— C26H29ClN2OS3
(5Z)-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-3-cyclohexyl-2-cyclohexylimino-1,3-thiazolidin-4-one
—— N-cycloheptyl-5-[1-(dimethylamino)-2-methyl-1-oxopropan-2-yl]sulfanyl-2-(4-methylpentanoyl)-1,3,4-oxadiazol-3-ium-3-carboxamide —— C22H37N4O4S+
N-cycloheptyl-5-[1-(dimethylamino)-2-methyl-1-oxopropan-2-yl]sulfanyl-2-(4-methylpentanoyl)-1,3,4-oxadiazol-3-ium-3-carboxamide
—— [2-(10-Bromodecoxy)-1,1-difluoro-2-oxoethyl]sulfonyl-[cyclopentyl-methyl-(2-oxocyclohexyl)-lambda4-sulfanyl]oxidanium —— C24H42BrF2O6S2+
[2-(10-Bromodecoxy)-1,1-difluoro-2-oxoethyl]sulfonyl-[cyclopentyl-methyl-(2-oxocyclohexyl)-lambda4-sulfanyl]oxidanium
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(2,5-dimethylthiophen-3-yl)ethylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C21H22N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(2,5-dimethylthiophen-3-yl)ethylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— 4,4,5,5,6,6,6-Heptafluoro-1-methylsulfanylhex-2-ene —— C7H7F7S
4,4,5,5,6,6,6-Heptafluoro-1-methylsulfanylhex-2-ene
—— 3-(2-Methoxyethoxy)-1-[2-(1-methylsulfanylethoxy)ethoxy]butane —— C12H26O4S
3-(2-Methoxyethoxy)-1-[2-(1-methylsulfanylethoxy)ethoxy]butane
—— 3,5,5-Trimethylhex-3-ene-2-thione —— C9H16S
3,5,5-Trimethylhex-3-ene-2-thione
—— 7-Propan-2-yl-2,3,4,5-tetrahydrothiepine 1,1-dioxide —— C9H16O2S
7-Propan-2-yl-2,3,4,5-tetrahydrothiepine 1,1-dioxide
—— 1-[4-(difluoromethylsulfanyl)phenyl]-3-[(E)-(3,3,5-trimethylcyclohexylidene)amino]thiourea —— C17H23F2N3S2
1-[4-(difluoromethylsulfanyl)phenyl]-3-[(E)-(3,3,5-trimethylcyclohexylidene)amino]thiourea
—— (E)-3-amino-2-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile —— C8H10N6OS
(E)-3-amino-2-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile
—— 2-hydroxy-N'-[(Z)-{3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl}methylidene]benzohydrazide —— C21H13N5O6S2
2-hydroxy-N'-[(Z)-{3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl}methylidene]benzohydrazide
—— 3-Chloro-2-(4-chloro-2-methylsulfanyl-2,3-dihydro-1-benzothiophene-5-carbonyl)cyclohex-2-en-1-one —— C16H14Cl2O2S2
3-Chloro-2-(4-chloro-2-methylsulfanyl-2,3-dihydro-1-benzothiophene-5-carbonyl)cyclohex-2-en-1-one
—— Ethoxyethane;ethylperoxyethane;2-methylsulfonylacetonitrile —— C11H25NO5S
Ethoxyethane;ethylperoxyethane;2-methylsulfonylacetonitrile
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[(E)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C21H20N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[(E)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— 4-Methyl-3-methylidene-5-methylsulfanylhexa-1,4-diene —— C9H14S
4-Methyl-3-methylidene-5-methylsulfanylhexa-1,4-diene
—— (+/-)-Ethyl {8-bromo-9-[(4-chlorophenyl)thio]-6-fluoro-2,3-dihydro-1h-pyrrolo[1,2-a]indol-1-yl}(difluoro)acetate —— C21H16BrClF3NO2S
(+/-)-Ethyl {8-bromo-9-[(4-chlorophenyl)thio]-6-fluoro-2,3-dihydro-1h-pyrrolo[1,2-a]indol-1-yl}(difluoro)acetate
—— N-(1-azabicyclo[2.2.2]octan-2-yl)-5-pyridin-2-ylsulfanylthiophene-2-carboxamide —— C17H19N3OS2
N-(1-azabicyclo[2.2.2]octan-2-yl)-5-pyridin-2-ylsulfanylthiophene-2-carboxamide
—— 1,3-Bis(hexylsulfanyl)-5-methylbenzene —— C19H32S2
1,3-Bis(hexylsulfanyl)-5-methylbenzene
—— 2-Hydroxy-4,4,5,5-tetramethyl-1-oxa-2lambda6-thiacyclopent-2-ene 2-oxide —— C7H14O3S
2-Hydroxy-4,4,5,5-tetramethyl-1-oxa-2lambda6-thiacyclopent-2-ene 2-oxide
—— 2,5-Dimethyl-4-(4-methylphenyl)sulfanylbenzenediazonium;trifluoroborane;fluoride —— C15H15BF4N2S
2,5-Dimethyl-4-(4-methylphenyl)sulfanylbenzenediazonium;trifluoroborane;fluoride
—— N-(2-amino-2-sulfanylideneethanethioyl)formamide —— C3H4N2OS2
N-(2-amino-2-sulfanylideneethanethioyl)formamide
—— N,N-dimethylcarbamothioyl chloride;methylimino(sulfanylidene)methane —— C5H9ClN2S2
N,N-dimethylcarbamothioyl chloride;methylimino(sulfanylidene)methane
—— 4-fluoro-N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]benzamide —— C19H11FN4O4S2
4-fluoro-N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]benzamide
—— 1-(Difluoromethylsulfanyl)propane —— C4H8F2S
1-(Difluoromethylsulfanyl)propane
—— 2-Hexyl-2-phenyl-1,3-dithian-4-ol —— C16H24OS2
2-Hexyl-2-phenyl-1,3-dithian-4-ol
—— 1-[5-(Cyclopropylmethyl)-2-(cyclopropylmethylsulfanyl)cyclohexyl]-2,2,2-trifluoroethanamine —— C16H26F3NS
1-[5-(Cyclopropylmethyl)-2-(cyclopropylmethylsulfanyl)cyclohexyl]-2,2,2-trifluoroethanamine
—— 9-(Trifluoromethylsulfonyl)nonan-1-amine —— C10H20F3NO2S
9-(Trifluoromethylsulfonyl)nonan-1-amine
—— 1-Carbamoyl-3-methyl-1,2-thiazole-2-carboxylic acid —— C6H8N2O3S
1-Carbamoyl-3-methyl-1,2-thiazole-2-carboxylic acid
—— Methyl 5-(phenylsulfanylmethyl)cyclohex-3-ene-1-carboxylate —— C15H18O2S
Methyl 5-(phenylsulfanylmethyl)cyclohex-3-ene-1-carboxylate
—— 1-(Fluoromethylsulfinyl)-4-methylidenecyclohexane —— C8H13FOS
1-(Fluoromethylsulfinyl)-4-methylidenecyclohexane
—— 3-Hepta-1,3,5-trien-2-ylsulfanylcyclohepta-1,3,5-triene —— C14H16S
3-Hepta-1,3,5-trien-2-ylsulfanylcyclohepta-1,3,5-triene
—— 5-[4-[(5-methyl-1H-pyrazol-3-yl)amino]-6-(3-morpholin-4-ylazetidin-1-yl)pyrimidin-2-yl]sulfanyl-2-(2,2,2-trifluoroethyl)isoindol-1-ol —— C25H27F3N8O2S
5-[4-[(5-methyl-1H-pyrazol-3-yl)amino]-6-(3-morpholin-4-ylazetidin-1-yl)pyrimidin-2-yl]sulfanyl-2-(2,2,2-trifluoroethyl)isoindol-1-ol
—— (E)-3-amino-2-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile —— C9H11N5OS
(E)-3-amino-2-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile
—— 1-(1-Chloroprop-2-ynyl)-4-[4-(1-chloroprop-2-ynyl)phenyl]sulfanylbenzene —— C18H12Cl2S
1-(1-Chloroprop-2-ynyl)-4-[4-(1-chloroprop-2-ynyl)phenyl]sulfanylbenzene
—— 1-[(E)-(4-methylsulfanylphenyl)methylideneamino]-3-propan-2-ylthiourea —— C12H17N3S2
1-[(E)-(4-methylsulfanylphenyl)methylideneamino]-3-propan-2-ylthiourea
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]pyridine-3-carboxamide —— C17H12ClN3O2S
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]pyridine-3-carboxamide
—— Methyl-oxo-(3,3,6-trimethyl-6-propanethioylcycloocta-1,4,7-trien-1-yl)azanium —— C15H22NOS+
Methyl-oxo-(3,3,6-trimethyl-6-propanethioylcycloocta-1,4,7-trien-1-yl)azanium
—— 4,6-Dichloro-2-methylsulfanyl-5-(nitrosomethyl)pyrimidine —— C6H5Cl2N3OS
4,6-Dichloro-2-methylsulfanyl-5-(nitrosomethyl)pyrimidine
—— 4-(4-hydroxyphenyl)sulfanyl-N-[(2-methylphenyl)methyl]pentanamide —— C19H23NO2S
4-(4-hydroxyphenyl)sulfanyl-N-[(2-methylphenyl)methyl]pentanamide
—— 8-(2,5-dimethoxyphenyl)sulfanyl-3-[2-[4-(dimethylamino)phenyl]ethyl]-7H-purin-3-ium-6-amine —— C23H27N6O2S+
8-(2,5-dimethoxyphenyl)sulfanyl-3-[2-[4-(dimethylamino)phenyl]ethyl]-7H-purin-3-ium-6-amine
—— (E)-2-benzoyl-3-(4-bromo-5-phenylsulfanylfuran-2-yl)prop-2-enenitrile —— C20H12BrNO2S
(E)-2-benzoyl-3-(4-bromo-5-phenylsulfanylfuran-2-yl)prop-2-enenitrile
—— 1-(3-chloro-4-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C21H22ClN3S
1-(3-chloro-4-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— N-methyl-6-[(6-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)sulfanyl]-1,3-benzothiazol-2-amine —— C15H13N5S2
N-methyl-6-[(6-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)sulfanyl]-1,3-benzothiazol-2-amine
—— 3-{(5Z)-5-[4-(methylsulfanyl)benzylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}propanoic acid —— C14H13NO3S3
3-{(5Z)-5-[4-(methylsulfanyl)benzylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}propanoic acid
—— 5-Methyl-1-(phenylmethoxymethyl)-6-pyridin-2-ylsulfanylpyrimidine-2,4-dione —— C18H17N3O3S
5-Methyl-1-(phenylmethoxymethyl)-6-pyridin-2-ylsulfanylpyrimidine-2,4-dione
—— 2-[[3-amino-5-(furan-2-yl)-1H-pyrazol-4-yl]sulfanyl]phenol —— C13H11N3O2S
2-[[3-amino-5-(furan-2-yl)-1H-pyrazol-4-yl]sulfanyl]phenol
—— N-[2-(3-chlorophenyl)sulfanylethyl]-2,2,2-trifluoroacetamide —— C10H9ClF3NOS
N-[2-(3-chlorophenyl)sulfanylethyl]-2,2,2-trifluoroacetamide
—— 5-Fluoro-6-[(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)sulfanyl]-1,3-benzothiazol-2-amine —— C13H9FN6S2
5-Fluoro-6-[(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)sulfanyl]-1,3-benzothiazol-2-amine