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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
—— 1-Amino-2-methylpropane-1-thiol —— C4H11NS
1-Amino-2-methylpropane-1-thiol
—— 2-(4-Fluoro-benzylsulfanyl)-5-(1-methyl-1H-pyrazol-4-ylmethyl)-1-[2-(4-octyl-piperazin-1-yl)-2-oxo-ethyl]-1H-pyrimidin-4-one —— C30H41FN6O2S
2-(4-Fluoro-benzylsulfanyl)-5-(1-methyl-1H-pyrazol-4-ylmethyl)-1-[2-(4-octyl-piperazin-1-yl)-2-oxo-ethyl]-1H-pyrimidin-4-one
—— N-[(4-carbamimidoylphenyl)methyl]-2-[6-oxo-5-(2-phenylethylamino)-2-phenylsulfanylpyrimidin-1-yl]acetamide;hydrochloride —— C28H29ClN6O2S
N-[(4-carbamimidoylphenyl)methyl]-2-[6-oxo-5-(2-phenylethylamino)-2-phenylsulfanylpyrimidin-1-yl]acetamide;hydrochloride
—— 2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]-N-[(3-ethylsulfanylpyridin-2-yl)methyl]acetamide —— C21H21ClF2N6O3S
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]-N-[(3-ethylsulfanylpyridin-2-yl)methyl]acetamide
—— 5-[(E)-4-[4-[2-tert-butyl-6-(trifluoromethyl)pyrimidin-4-yl]-1,4-diazepan-1-yl]-2-methylbut-2-enyl]sulfanyl-4-methyl-1,2,4-triazol-3-amine —— C22H33F3N8S
5-[(E)-4-[4-[2-tert-butyl-6-(trifluoromethyl)pyrimidin-4-yl]-1,4-diazepan-1-yl]-2-methylbut-2-enyl]sulfanyl-4-methyl-1,2,4-triazol-3-amine
—— 2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]-N-[(3-methylsulfanylpyridin-2-yl)methyl]acetamide —— C20H19ClF2N6O3S
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]-N-[(3-methylsulfanylpyridin-2-yl)methyl]acetamide
—— (Z,Z)-2-bromo-N-(3-cyclohexyl-5-cyclohexylsulfanyl-1,2,4-triazol-4-yl)-3-phenylprop-2-en-1-imine —— C23H29BrN4S
(Z,Z)-2-bromo-N-(3-cyclohexyl-5-cyclohexylsulfanyl-1,2,4-triazol-4-yl)-3-phenylprop-2-en-1-imine
—— 2-Chloro-3-(2,4-dichlorophenyl)sulfanyl-4-(methanesulfonamido)benzenesulfonamide —— C13H11Cl3N2O4S3
2-Chloro-3-(2,4-dichlorophenyl)sulfanyl-4-(methanesulfonamido)benzenesulfonamide
—— alpha-Sulfone 35d —— C21H24N2O4S2
alpha-Sulfone 35d
—— 3-(2,4-dichlorothiophenoxy)-4-methylsulfonylamino-benzenesulfonamide —— C13H12Cl2N2O4S3
3-(2,4-dichlorothiophenoxy)-4-methylsulfonylamino-benzenesulfonamide
—— N-[[(5S)-3-[3-fluoro-4-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide —— C15H13FN4O4S3
N-[[(5S)-3-[3-fluoro-4-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide
—— 5-[(2,3-difluorophenyl)methylsulfanyl]-7-[(4-hydroxypyrrolidin-3-yl)amino]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C16H15F2N5O2S2
5-[(2,3-difluorophenyl)methylsulfanyl]-7-[(4-hydroxypyrrolidin-3-yl)amino]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 5-[(2,3-difluorophenyl)methylsulfanyl]-7-[1-(dimethylamino)propan-2-ylamino]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C17H19F2N5OS2
5-[(2,3-difluorophenyl)methylsulfanyl]-7-[1-(dimethylamino)propan-2-ylamino]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 2-[1-(Naphthalen-1-ylmethyl)benzimidazol-2-yl]sulfanylbenzoic acid —— C25H18N2O2S
2-[1-(Naphthalen-1-ylmethyl)benzimidazol-2-yl]sulfanylbenzoic acid
—— 5-(8-phenyloctylsulfanyl)-2-(pyridin-3-ylmethyl)-1H-pyrimidin-6-one —— C24H29N3OS
5-(8-phenyloctylsulfanyl)-2-(pyridin-3-ylmethyl)-1H-pyrimidin-6-one
—— 1-(Benzoxazol-2-ylmethyl)-5-ethyl-6-(3,5-dimethylphenyl)thio-2,4-pyrimidinedione —— C22H21N3O3S
1-(Benzoxazol-2-ylmethyl)-5-ethyl-6-(3,5-dimethylphenyl)thio-2,4-pyrimidinedione
—— 1,2-Diethyl-3-[5-[[5-(3-methoxy-1,2-oxazol-5-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]guanidine —— C16H20N8O3S
1,2-Diethyl-3-[5-[[5-(3-methoxy-1,2-oxazol-5-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]guanidine
—— 5-[(2,3-difluorophenyl)methylsulfanyl]-7-[2-(dimethylamino)ethylamino]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C16H17F2N5OS2
5-[(2,3-difluorophenyl)methylsulfanyl]-7-[2-(dimethylamino)ethylamino]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 1-Benzyl-6-(3,5-dimethylphenyl)sulfanyl-5-propylpyrimidine-2,4-dione —— C22H24N2O2S
1-Benzyl-6-(3,5-dimethylphenyl)sulfanyl-5-propylpyrimidine-2,4-dione
—— {[5-(tert-butyl)(1,3,4-thiadiazol-2-yl)]amino}-N-(3-(4-pyridylthio)phenyl)carboxamide 229002-31-7 C18H19N5OS2
{[5-(tert-butyl)(1,3,4-thiadiazol-2-yl)]amino}-N-(3-(4-pyridylthio)phenyl)carboxamide
—— 5-Ethyl-2,2-dimethyl-5-(3-naphthalen-2-ylsulfanylphenyl)-1,3-dioxane —— C24H26O2S
5-Ethyl-2,2-dimethyl-5-(3-naphthalen-2-ylsulfanylphenyl)-1,3-dioxane
—— N-(5-tert-butyl-thien-3-yl)-N'-(4-(pyridin-4-yl)thiophenyl)-urea —— C20H21N3OS2
N-(5-tert-butyl-thien-3-yl)-N'-(4-(pyridin-4-yl)thiophenyl)-urea
—— 4-(4-Methylphenyl)sulfanyl-6-phenoxythieno[2,3-c]pyridin-6-ium-2-carbaldehyde —— C21H16NO2S2+
4-(4-Methylphenyl)sulfanyl-6-phenoxythieno[2,3-c]pyridin-6-ium-2-carbaldehyde
—— 3-Methyl-4-[2-(4-methyl-5-thiazolyl)ethylthio]2-[(2-pyridinylthio)methyl]pyridine —— C18H19N3S3
3-Methyl-4-[2-(4-methyl-5-thiazolyl)ethylthio]2-[(2-pyridinylthio)methyl]pyridine
—— (4R)-4-[(1E,5E,7Z,11R)-11-methoxytetradeca-1,5,7,13-tetraenyl]-2-[(1R,2S)-2-methylcyclopropyl]-4,5-dihydro-1,3-thiazole —— C22H33NOS
(4R)-4-[(1E,5E,7Z,11R)-11-methoxytetradeca-1,5,7,13-tetraenyl]-2-[(1R,2S)-2-methylcyclopropyl]-4,5-dihydro-1,3-thiazole
—— 7-[(2-aminoethyl)amino]-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo(4,5-d]pyrimidin-2(3H)-one —— C14H13F2N5OS2
7-[(2-aminoethyl)amino]-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo(4,5-d]pyrimidin-2(3H)-one
—— (Z)-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]-(2,4,4-trimethylpentan-2-yl)azanium —— C20H28NO3S+
(Z)-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]-(2,4,4-trimethylpentan-2-yl)azanium
—— N-[(2-methoxyphenyl)methyl]-N-(2-phenylsulfanylphenyl)acetamide —— C22H21NO2S
N-[(2-methoxyphenyl)methyl]-N-(2-phenylsulfanylphenyl)acetamide
—— 2-[[4-(4-Methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]methylamino]oxyacetamide —— C17H17N3O2S2
2-[[4-(4-Methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]methylamino]oxyacetamide
—— 2-[[2-(Acetylamino)ethyl]amino]-5-(pentylthio)thiazolo[4,5-d]pyrimidin-7(4H)-one 259100-54-4 C14H21N5O2S2
2-[[2-(Acetylamino)ethyl]amino]-5-(pentylthio)thiazolo[4,5-d]pyrimidin-7(4H)-one
—— [2-[2-[(Dimethylamino)methyl]phenyl]sulfanyl-5-(trifluoromethyl)phenyl]methanol —— C17H18F3NOS
[2-[2-[(Dimethylamino)methyl]phenyl]sulfanyl-5-(trifluoromethyl)phenyl]methanol
—— 8-(4-Fluorophenyl)sulfanyl-5-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine —— C13H8F4N4S
8-(4-Fluorophenyl)sulfanyl-5-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine
—— 1-phenyl-2-oxo-3,4-dihydro-6-phenylthioquinazoline 342433-95-8 C20H16N2OS
1-phenyl-2-oxo-3,4-dihydro-6-phenylthioquinazoline
—— 3-(1-Azatricyclo[3.3.1.13,7]decan-4-yl)-4-propylsulfanyl-1,2,5-thiadiazole;hydrochloride —— C14H22ClN3S2
3-(1-Azatricyclo[3.3.1.13,7]decan-4-yl)-4-propylsulfanyl-1,2,5-thiadiazole;hydrochloride
—— 4-(2,3-Dichlorophenyl)sulfanyl-3-methoxyaniline —— C13H11Cl2NOS
4-(2,3-Dichlorophenyl)sulfanyl-3-methoxyaniline
—— 4-[2-[2-(1H-imidazol-2-ylsulfanyl)ethoxy]ethylsulfanyl]phenol —— C13H16N2O2S2
4-[2-[2-(1H-imidazol-2-ylsulfanyl)ethoxy]ethylsulfanyl]phenol
—— 3-[(Z)-2-methylpent-2-enyl]sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C15H20N4S
3-[(Z)-2-methylpent-2-enyl]sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 3-(5-methylthiophen-2-yl)sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine —— C13H12N4S2
3-(5-methylthiophen-2-yl)sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine
—— [5-(Furan-2-yl)-2H-pyrazol-3-yl]-(6-methyl-2-phenylsulfanylmethyl-pyrimidin-4-yl)-amine 1060650-90-9 C19H17N5OS
[5-(Furan-2-yl)-2H-pyrazol-3-yl]-(6-methyl-2-phenylsulfanylmethyl-pyrimidin-4-yl)-amine
—— 4-[[3-[(5-chlorothiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]methyl]-N,N-dimethylaniline —— C16H17ClN4S2
4-[[3-[(5-chlorothiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]methyl]-N,N-dimethylaniline
—— 4-(2-methylsulfanylphenyl)-1-(1-phenylcyclohexyl)-3,6-dihydro-2H-pyridine —— C24H29NS
4-(2-methylsulfanylphenyl)-1-(1-phenylcyclohexyl)-3,6-dihydro-2H-pyridine
—— 5-(2-Aminopyridin-4-yl)-4-(4-chlorophenyl)-2-methylsulfanylthiophene-3-carbonitrile —— C17H12ClN3S2
5-(2-Aminopyridin-4-yl)-4-(4-chlorophenyl)-2-methylsulfanylthiophene-3-carbonitrile
—— 5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-2-methyl-1H-pyrrole-3-methanol —— C17H21Cl2NOS
5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-2-methyl-1H-pyrrole-3-methanol
—— 4-(5-methyl-3-pentylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine —— C19H22N4OS
4-(5-methyl-3-pentylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine
—— ethyl 2-[4-[[(Z)-1-azabicyclo[2.2.1]heptan-3-ylideneamino]oxymethyl]thiadiazol-5-yl]sulfanylacetate —— C13H18N4O3S2
ethyl 2-[4-[[(Z)-1-azabicyclo[2.2.1]heptan-3-ylideneamino]oxymethyl]thiadiazol-5-yl]sulfanylacetate
—— N-[4-[[3-[(5-methyl-1H-pyrazol-3-yl)amino]-1,2,4-triazin-5-yl]sulfanyl]phenyl]acetamide —— C15H15N7OS
N-[4-[[3-[(5-methyl-1H-pyrazol-3-yl)amino]-1,2,4-triazin-5-yl]sulfanyl]phenyl]acetamide
—— 4-[3-(3,3-Dimethyl-4-oxobutyl)sulfinylpropylsulfinyl]-2,2-dimethylbutanal —— C15H28O4S2
4-[3-(3,3-Dimethyl-4-oxobutyl)sulfinylpropylsulfinyl]-2,2-dimethylbutanal
—— 2-Benzylsulfanyl-1-methyl-5-(thiophen-2-ylsulfanylmethyl)pyrrole —— C17H17NS3
2-Benzylsulfanyl-1-methyl-5-(thiophen-2-ylsulfanylmethyl)pyrrole
—— N-(2,4-difluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine —— C15H12F2N4OS
N-(2,4-difluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine
—— 4-(3-Anilino-1,2,4-triazin-5-yl)-3-methyl-5-methylsulfanylthiophene-2-carbonitrile —— C16H13N5S2
4-(3-Anilino-1,2,4-triazin-5-yl)-3-methyl-5-methylsulfanylthiophene-2-carbonitrile