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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-(4,5-diethyl-3H-thiophen-2-ylidene)-5-methoxy-N-methyl-1,3-dithiolan-4-imine —— C13H19NOS3
2-(4,5-diethyl-3H-thiophen-2-ylidene)-5-methoxy-N-methyl-1,3-dithiolan-4-imine
—— N-benzyl-N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]aniline —— C24H19N5O2S
N-benzyl-N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]aniline
—— 2,3,5-Trimethyl-4-(sulfanylmethyl)hex-5-enal —— C10H18OS
2,3,5-Trimethyl-4-(sulfanylmethyl)hex-5-enal
—— N-ethyl-3-methyl-N-propan-2-ylbutanethioamide —— C10H21NS
N-ethyl-3-methyl-N-propan-2-ylbutanethioamide
—— (3Z)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N,N-dimethylpropan-1-amine —— C20H23NS
(3Z)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N,N-dimethylpropan-1-amine
—— N-benzyl-4-(3-hydroxyphenyl)sulfanylpentanamide —— C18H21NO2S
N-benzyl-4-(3-hydroxyphenyl)sulfanylpentanamide
—— [(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]urea —— C12H10ClN3O2S
[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]urea
—— 3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine-1-carboximidamide —— C15H19N5S
3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine-1-carboximidamide
—— 1-Sulfanylpentan-2-ylideneazanium;chloride —— C5H12ClNS
1-Sulfanylpentan-2-ylideneazanium;chloride
—— 1-Fluoro-2-methylsulfonylethene —— C3H5FO2S
1-Fluoro-2-methylsulfonylethene
—— N-[[2-chloro-6-(5,6-dihydro-1,4,2-dioxazin-3-yl)phenyl]methyl]-4-methyl-3-methylsulfanyl-5-oxo-1,2,4-triazole-1-carboxamide;methanol;4-methyl-3-methylsulfanyl-1H-1,2,4-triazol-5-one —— C20H27ClN8O6S2
N-[[2-chloro-6-(5,6-dihydro-1,4,2-dioxazin-3-yl)phenyl]methyl]-4-methyl-3-methylsulfanyl-5-oxo-1,2,4-triazole-1-carboxamide;methanol;4-methyl-3-methylsulfanyl-1H-1,2,4-triazol-5-one
—— (7Z)-8-methyl-2-(1,3-thiazol-4-ylmethylsulfanyl)-4,5-dihydro-3H-azocin-6-one —— C12H14N2OS2
(7Z)-8-methyl-2-(1,3-thiazol-4-ylmethylsulfanyl)-4,5-dihydro-3H-azocin-6-one
—— (E)-3-(4-bromo-5-phenylsulfanylfuran-2-yl)-2-cyano-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)prop-2-enamide —— C23H16BrN3O2S2
(E)-3-(4-bromo-5-phenylsulfanylfuran-2-yl)-2-cyano-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)prop-2-enamide
—— 3-(4-Chlorocyclohexa-2,4-dien-1-yl)sulfonyl-3-(3,6-difluoro-6-methylcyclohexa-2,4-dien-1-yl)-1-prop-2-enylcyclobutane-1-carbonitrile —— C21H22ClF2NO2S
3-(4-Chlorocyclohexa-2,4-dien-1-yl)sulfonyl-3-(3,6-difluoro-6-methylcyclohexa-2,4-dien-1-yl)-1-prop-2-enylcyclobutane-1-carbonitrile
—— Bis(methylsulfonyl)methanimine —— C3H7NO4S2
Bis(methylsulfonyl)methanimine
—— methyl (Z)-2-chloro-3-(4-chlorophenyl)sulfanylprop-2-enoate —— C10H8Cl2O2S
methyl (Z)-2-chloro-3-(4-chlorophenyl)sulfanylprop-2-enoate
—— [4-[3-[2-Phenylethyl(2-phenylethylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate —— C33H34N2O3S
[4-[3-[2-Phenylethyl(2-phenylethylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C16H18N4OS2
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 2-Methyl-1-sulfanylideneguanidine —— C2H5N3S
2-Methyl-1-sulfanylideneguanidine
—— N-[(3R,4S)-1-azabicyclo[2.2.1]heptan-3-yl]-2-phenylsulfanyl-1,3-thiazole-5-carboxamide —— C16H17N3OS2
N-[(3R,4S)-1-azabicyclo[2.2.1]heptan-3-yl]-2-phenylsulfanyl-1,3-thiazole-5-carboxamide
—— 4-[1-(4-Methylsulfanylphenyl)-3-(trifluoromethyl)-1,2,4-triazol-1-ium-1-yl]pyridine —— C15H12F3N4S+
4-[1-(4-Methylsulfanylphenyl)-3-(trifluoromethyl)-1,2,4-triazol-1-ium-1-yl]pyridine
—— 3-[(3,3-dimethoxy-2-methylpropyl)disulfanyl]-1,1-dimethoxy-2-methylpropane —— C12H26O4S2
3-[(3,3-dimethoxy-2-methylpropyl)disulfanyl]-1,1-dimethoxy-2-methylpropane
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(1Z)-1-(2-hydroxyphenyl)ethylidene]acetohydrazide —— C19H18N4O2S3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(1Z)-1-(2-hydroxyphenyl)ethylidene]acetohydrazide
—— methyl 2-(5-tert-butylsulfanyl-4-oxo-1H-pyridin-2-yl)acetate —— C12H17NO3S
methyl 2-(5-tert-butylsulfanyl-4-oxo-1H-pyridin-2-yl)acetate
—— 2,2-dioxo-1H-2lambda6,4,1-benzodithiazine-3-carbaldehyde —— C8H7NO3S2
2,2-dioxo-1H-2lambda6,4,1-benzodithiazine-3-carbaldehyde
—— [5-Phenylsulfanyl-4-propan-2-yl-1-(pyridin-2-ylmethyl)imidazol-2-yl]methyldiazene —— C19H21N5S
[5-Phenylsulfanyl-4-propan-2-yl-1-(pyridin-2-ylmethyl)imidazol-2-yl]methyldiazene
—— 4,5-bis(pyrimidin-2-ylsulfanyl)-4H-pyridazin-3-one —— C12H8N6OS2
4,5-bis(pyrimidin-2-ylsulfanyl)-4H-pyridazin-3-one
—— 4-[(3-methoxyphenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-methyloxime —— C15H14N2O4S
4-[(3-methoxyphenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-methyloxime
—— 5,6-Dihydro-7h-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one —— C5H5N3OS
5,6-Dihydro-7h-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
—— 3-(2,5-dihydroxy-1-propylpyrrol-3-yl)sulfanyl-N-[2-[2-(2-ethoxyethoxy)ethoxy]ethyl]propanamide —— C18H32N2O6S
3-(2,5-dihydroxy-1-propylpyrrol-3-yl)sulfanyl-N-[2-[2-(2-ethoxyethoxy)ethoxy]ethyl]propanamide
—— 3-Ethylidene-1-benzothiophene —— C10H10S
3-Ethylidene-1-benzothiophene
—— N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]benzamide —— C19H13N3O2S2
N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]benzamide
—— N-[(4-chlorophenyl)methyl]-6-(3-hydroxypropyl)-1-methylthieno[2,3-e][1,3,4]thiadiazine-3-carboxamide —— C17H18ClN3O2S2
N-[(4-chlorophenyl)methyl]-6-(3-hydroxypropyl)-1-methylthieno[2,3-e][1,3,4]thiadiazine-3-carboxamide
—— (E)-2-(1H-benzimidazol-2-yl)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]prop-2-enenitrile —— C21H13N5OS
(E)-2-(1H-benzimidazol-2-yl)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]prop-2-enenitrile
—— 5-Amino-1-(4-methylpentyl)-2-(1-propan-2-ylbenzimidazol-2-yl)sulfanylimidazole-4-carboxamide —— C20H28N6OS
5-Amino-1-(4-methylpentyl)-2-(1-propan-2-ylbenzimidazol-2-yl)sulfanylimidazole-4-carboxamide
—— 9-chloro-3,4-dihydro-2H-pyrimido[1,2-b][1,4,2]benzodithiazine —— C10H9ClN2S2
9-chloro-3,4-dihydro-2H-pyrimido[1,2-b][1,4,2]benzodithiazine
—— (5Z)-3-(2-methylphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C24H18N2O3S3
(5Z)-3-(2-methylphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (1-Bromo-2,2,2-trifluoroethyl)-[2-chloro-4-methyl-5-(2,2,2-trifluoroethylsulfanyl)phenyl]diazene —— C11H8BrClF6N2S
(1-Bromo-2,2,2-trifluoroethyl)-[2-chloro-4-methyl-5-(2,2,2-trifluoroethylsulfanyl)phenyl]diazene
—— 2-[5-(3,4-dichlorophenyl)sulfanyl-4-propan-2-yl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl]butanoic acid —— C23H24Cl2N2O2S
2-[5-(3,4-dichlorophenyl)sulfanyl-4-propan-2-yl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl]butanoic acid
—— [3-[3-[Cyclohexylcarbamoyl(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate —— C31H36N2O3S
[3-[3-[Cyclohexylcarbamoyl(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate
—— 1-Methylsulfinylpentan-3-ol —— C6H14O2S
1-Methylsulfinylpentan-3-ol
—— (3E,5E)-1,1-dimethyl-3,5-bis[(4-methylsulfanylphenyl)methylidene]piperidin-1-ium-4-one —— C23H26NOS2+
(3E,5E)-1,1-dimethyl-3,5-bis[(4-methylsulfanylphenyl)methylidene]piperidin-1-ium-4-one
—— 3-Methyl-7-propylsulfanylhept-1-ene —— C11H22S
3-Methyl-7-propylsulfanylhept-1-ene
—— 3-[2-(2-Aminoethylsulfanylmethyl)pyridin-3-yl]sulfanyl-1-azabicyclo[4.2.0]oct-2-en-8-one —— C15H19N3OS2
3-[2-(2-Aminoethylsulfanylmethyl)pyridin-3-yl]sulfanyl-1-azabicyclo[4.2.0]oct-2-en-8-one
—— 3-(2-ethylphenyl)sulfanyl-2-methyl-1H-indole —— C17H17NS
3-(2-ethylphenyl)sulfanyl-2-methyl-1H-indole
—— Isothiocyanatoethane;sulfanylidenephosphane —— C3H6NPS2
Isothiocyanatoethane;sulfanylidenephosphane
—— 2-Ethylsulfanyl-2,5-dimethylhexane —— C10H22S
2-Ethylsulfanyl-2,5-dimethylhexane
—— 1-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-ethylthiourea —— C14H14ClN3OS2
1-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-ethylthiourea
—— 3-Cyclohexyliminopropanethioamide —— C9H16N2S
3-Cyclohexyliminopropanethioamide
—— 3-[2-[6-[3-(2-carboxyethyl)-4-hydroxy-2-sulfanylidene-1,3-thiazol-5-yl]hexa-2,4,5-trienylidene]-5,6-bis(methylsulfanyl)-3H-1-benzothiophen-3-yl]propanoic acid —— C25H25NO5S5
3-[2-[6-[3-(2-carboxyethyl)-4-hydroxy-2-sulfanylidene-1,3-thiazol-5-yl]hexa-2,4,5-trienylidene]-5,6-bis(methylsulfanyl)-3H-1-benzothiophen-3-yl]propanoic acid