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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
—— (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
—— N-(3-fluoro-2-methylphenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine —— C16H15FN4OS
N-(3-fluoro-2-methylphenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine
—— 4-[3-(cyclopropylmethylsulfanyl)-5-methyl-1,2-oxazol-4-yl]-N-phenylpyrimidin-2-amine —— C18H18N4OS
4-[3-(cyclopropylmethylsulfanyl)-5-methyl-1,2-oxazol-4-yl]-N-phenylpyrimidin-2-amine
—— 4-[(3-benzylsulfanyl-1H-1,2,4-triazol-5-yl)methyl]-N,N-dimethylaniline —— C18H20N4S
4-[(3-benzylsulfanyl-1H-1,2,4-triazol-5-yl)methyl]-N,N-dimethylaniline
—— (+/-) 3-(6-Phenylthio-3-pyridyl)-9-methyl-3,9-diazabicyclo-[4.2.1]-nonane 387870-16-8 C19H23N3S
(+/-) 3-(6-Phenylthio-3-pyridyl)-9-methyl-3,9-diazabicyclo-[4.2.1]-nonane
—— 2-[(1R)-3-amino-1-phenylpropyl]sulfanyl-6-(difluoromethyl)pyridine-3-carbonitrile —— C16H15F2N3S
2-[(1R)-3-amino-1-phenylpropyl]sulfanyl-6-(difluoromethyl)pyridine-3-carbonitrile
—— [4-amino-5-(5-ethyl-furan-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 476302-18-8 C15H19N3O3S
[4-amino-5-(5-ethyl-furan-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester 476302-05-3 C15H17N3O2S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester
—— 4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine —— C16H16N4OS
4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine
—— [4-amino-5-(5-methyl-furan-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 476302-19-9 C14H17N3O3S
[4-amino-5-(5-methyl-furan-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester
—— 3-[(3-methylthiophen-2-yl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C13H13N3S3
3-[(3-methylthiophen-2-yl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— 5-[(3-methylphenyl)methyl]-3-(thiophen-3-ylmethylsulfanyl)-1H-1,2,4-triazole —— C15H15N3S2
5-[(3-methylphenyl)methyl]-3-(thiophen-3-ylmethylsulfanyl)-1H-1,2,4-triazole
—— 4-[2-(4-Methoxyphenyl)sulfanylphenyl]-1,2,3,6-tetrahydropyridine —— C18H19NOS
4-[2-(4-Methoxyphenyl)sulfanylphenyl]-1,2,3,6-tetrahydropyridine
—— 2-[(3S)-3-amino-4-hydroxy-1-(1,2-oxazol-3-yl)butyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C14H16N4O2S
2-[(3S)-3-amino-4-hydroxy-1-(1,2-oxazol-3-yl)butyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— Methyl 2-[4-amino-5-(furan-3-ylmethyl)pyrimidin-2-yl]sulfanylacetate —— C12H13N3O3S
Methyl 2-[4-amino-5-(furan-3-ylmethyl)pyrimidin-2-yl]sulfanylacetate
—— 1-(Methylsulfonylmethyldisulfanyl)pentane —— C7H16O2S3
1-(Methylsulfonylmethyldisulfanyl)pentane
—— 3-aminopropyl(2-methylthioethyl)phosphinic acid —— C6H16NO2PS
3-aminopropyl(2-methylthioethyl)phosphinic acid
—— 5-(Cyclopentylsulfanyl)-4H-1,2,4-triazol-3-amine —— C7H12N4S
5-(Cyclopentylsulfanyl)-4H-1,2,4-triazol-3-amine
—— 5-Hydroxy-1-benzothiophen-3-one —— C8H6O2S
5-Hydroxy-1-benzothiophen-3-one
—— 2-[(4-Ethylphenyl)sulfanylmethyl]oxirane —— C11H14OS
2-[(4-Ethylphenyl)sulfanylmethyl]oxirane
—— 2-mercapto ethanol amine —— C2H7NOS
2-mercapto ethanol amine
—— N'-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-N-hydroxymethanimidamide —— C5H8N4OS2
N'-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-N-hydroxymethanimidamide
—— butyl 2-[[(4R,9R,14R,19R)-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-trien-24-yl]sulfanyl]acetate —— C27H45N5O2S
butyl 2-[[(4R,9R,14R,19R)-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-trien-24-yl]sulfanyl]acetate
—— (4R,9R,14R,19R)-24-cyclohexylsulfanyl-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-triene;dichloromanganese —— C27H45Cl2MnN5S
(4R,9R,14R,19R)-24-cyclohexylsulfanyl-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-triene;dichloromanganese
—— 3-chloro-N-[3,5-dichloro-4-[(5-methyl-1,3-benzothiazol-2-yl)sulfanyl]phenyl]-5-(trifluoromethyl)benzenesulfonamide —— C21H12Cl3F3N2O2S3
3-chloro-N-[3,5-dichloro-4-[(5-methyl-1,3-benzothiazol-2-yl)sulfanyl]phenyl]-5-(trifluoromethyl)benzenesulfonamide