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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
—— trans-2,6-diethylsulfonyl-1,4-dithiafulvene 74057-74-2 C8H12O4S4
trans-2,6-diethylsulfonyl-1,4-dithiafulvene
—— Dimethyl-2,4 methylthio-7 dihydro-1,2 pyrazino<4,3-c>pyridine 97224-48-1 C10H11N3OS
Dimethyl-2,4 methylthio-7 dihydro-1,2 pyrazino<4,3-c>pyridine
—— hydroxy-3 trimethyl-1,2,5 methylthio-4(1H)pyrrole 117839-41-5 C8H13NOS
hydroxy-3 trimethyl-1,2,5 methylthio-4(1H)pyrrole
—— Dimethyl-2,4 bis(methylthio)-5,7 oxo-1 dihydro-1,2 pyrazino<4,3-c>pyridine 97224-47-0 C11H13N3OS2
Dimethyl-2,4 bis(methylthio)-5,7 oxo-1 dihydro-1,2 pyrazino<4,3-c>pyridine
—— 2-phenyl-2-(phenylthio)tetrahydrofuran 1469994-85-1 C16H16OS
2-phenyl-2-(phenylthio)tetrahydrofuran
—— methyl β-dichloromethylsulfonylpropionate 119451-34-2 C5H8Cl2O4S
methyl β-dichloromethylsulfonylpropionate
—— 1-ethanesulfonyl-propene 161573-87-1 C5H10O2S
1-ethanesulfonyl-propene
—— (E)-ethyl 1-propenyl sulfone 65832-95-3 C5H10O2S
(E)-ethyl 1-propenyl sulfone
—— 3-chloro-1<i>t</i>-ethylsulfanyl-propene 70967-12-3 C5H9ClS
3-chloro-1<i>t</i>-ethylsulfanyl-propene
—— ethyl 2-propenyl sulfoxide 34757-40-9 C5H10OS
ethyl 2-propenyl sulfoxide
—— 5-[2-fluoro-6-(ethylthio)phenyl]oxazolidine-2,4-dione 100947-71-5 C11H10FNO3S
5-[2-fluoro-6-(ethylthio)phenyl]oxazolidine-2,4-dione
—— 5-(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)-1,3,4-thiadiazol-2-amine 110713-57-0 C5H5N5S3
5-(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)-1,3,4-thiadiazol-2-amine
—— 2-methylthio-4-(1-phenylethyl)amino-6-propylthiopyrimidine 1314704-90-9 C16H21N3S2
2-methylthio-4-(1-phenylethyl)amino-6-propylthiopyrimidine
—— N,N-Dimethyl-5-(methylsulfanyl)-1,3,4-thiadiazole-2-carbothioamide 90298-78-5 C6H9N3S3
N,N-Dimethyl-5-(methylsulfanyl)-1,3,4-thiadiazole-2-carbothioamide
—— 7-Methylbenzo<b>thiophen-3(2H)-on 68670-99-5 C9H8OS
7-Methylbenzo<b>thiophen-3(2H)-on
—— 2,2-dichlorocyclopropylmethanethiol 873804-88-7 C4H6Cl2S
2,2-dichlorocyclopropylmethanethiol
—— 3-(6-chloro-2-(methylthio)pyrimidin-4-yl)-2-(2-chloro-6-fluorophenyl)thiazolidin-4-one 1350308-15-4 C14H10Cl2FN3OS2
3-(6-chloro-2-(methylthio)pyrimidin-4-yl)-2-(2-chloro-6-fluorophenyl)thiazolidin-4-one
—— 2-[(4-chlorophenyl)thio]-6-fluorobenzaldehyde 710961-05-0 C13H8ClFOS
2-[(4-chlorophenyl)thio]-6-fluorobenzaldehyde
—— (2-nitro-1,3-phenylene)bis(phenylsulfane) 98119-89-2 C18H13NO2S2
(2-nitro-1,3-phenylene)bis(phenylsulfane)
—— (3-chloro-2-nitro-phenyl)-<i>p</i>-tolyl sulfide 860240-96-6 C13H10ClNO2S
(3-chloro-2-nitro-phenyl)-<i>p</i>-tolyl sulfide
—— 2,2-bis-ethylsulfanyl-3,3-dimethyl-butane 91717-90-7 C10H22S2
2,2-bis-ethylsulfanyl-3,3-dimethyl-butane
—— 1-(2,6-dichlorophenyl)-6-(2,4-difluorophenylthio)-3,4-dihydropyrido[3,2-d]pyrimidin-2(1H)-one 547756-17-2 C19H11Cl2F2N3OS
1-(2,6-dichlorophenyl)-6-(2,4-difluorophenylthio)-3,4-dihydropyrido[3,2-d]pyrimidin-2(1H)-one
—— N-[[3,5-dibromo-6-(2,4-difluorophenyl)sulfanylpyridin-2-yl]methyl]-1-(4-methoxyphenyl)methanamine 632628-10-5 C20H16Br2F2N2OS
N-[[3,5-dibromo-6-(2,4-difluorophenyl)sulfanylpyridin-2-yl]methyl]-1-(4-methoxyphenyl)methanamine
—— 1-[[3,5-Dibromo-6-(2,4-difluorophenyl)sulfanylpyridin-2-yl]methyl]-3-(2,6-dichlorophenyl)-1-[(4-methoxyphenyl)methyl]urea 632628-11-6 C27H19Br2Cl2F2N3O2S
1-[[3,5-Dibromo-6-(2,4-difluorophenyl)sulfanylpyridin-2-yl]methyl]-3-(2,6-dichlorophenyl)-1-[(4-methoxyphenyl)methyl]urea
—— 1-Chloro-4-[(1,1,2,2,3,3,4,4-octafluorobutyl)sulfanyl]benzene 138451-16-8 C10H5ClF8S
1-Chloro-4-[(1,1,2,2,3,3,4,4-octafluorobutyl)sulfanyl]benzene
—— 2-Dodecyl-1,3-propanedithiol 112997-72-5 C15H32S2
2-Dodecyl-1,3-propanedithiol
—— 1-(propane-1-sulfonyl)propan-2-one 91313-63-2 C6H12O3S
1-(propane-1-sulfonyl)propan-2-one
—— (2-Amino-aethyl)-vinyl-sulfid 20855-94-1 C4H9NS
(2-Amino-aethyl)-vinyl-sulfid
—— 3-(2-Chlorethylsulphonyl)-N-(2-vinylthioethyl)-propionamide 64433-21-2 C9H16ClNO3S2
3-(2-Chlorethylsulphonyl)-N-(2-vinylthioethyl)-propionamide
—— 1-(propylsulfanyl)propyne 144304-06-3 C6H10S
1-(propylsulfanyl)propyne
—— 9-methylsulfanyl-6,7-dihydro-5-thia-8-aza-benzocycloheptene 23483-05-8 C10H11NS2
9-methylsulfanyl-6,7-dihydro-5-thia-8-aza-benzocycloheptene
—— 2-cyclohexyl-2-acetoxymethyl-1,3-dithiane 56698-01-2 C13H22O2S2
2-cyclohexyl-2-acetoxymethyl-1,3-dithiane
—— 5-benzylthio-2-n-butylamino-1,3,4-thiadiazole 125908-48-7 C13H17N3S2
5-benzylthio-2-n-butylamino-1,3,4-thiadiazole
—— tert-butyl N-[3-[3-(cyclohexylmethylsulfanyl)phenyl]prop-2-ynyl]carbamate 1215076-74-6 C21H29NO2S
tert-butyl N-[3-[3-(cyclohexylmethylsulfanyl)phenyl]prop-2-ynyl]carbamate
—— 2-(4-nitrophenylthio)-3-cyano-5-methylpyridine 87373-60-2 C13H9N3O2S
2-(4-nitrophenylthio)-3-cyano-5-methylpyridine
—— 7-Ethoxy-5-phenyl-3,4-benzo-2,6-thiazabicyclo<3.2.0>hepta-3,6-diene 84538-73-8 C17H15NOS
7-Ethoxy-5-phenyl-3,4-benzo-2,6-thiazabicyclo<3.2.0>hepta-3,6-diene
—— 7-Ethoxy-1-methyl-5-phenyl-3,4-benzo-2,6-thiazabicyclo<3.2.0>hepta-3,6-diene 84538-74-9 C18H17NOS
7-Ethoxy-1-methyl-5-phenyl-3,4-benzo-2,6-thiazabicyclo<3.2.0>hepta-3,6-diene
—— 2,3-dihydro-3-ethoxy-5-phenyl-1,4-benzothiazepine 78134-70-0 C17H17NOS
2,3-dihydro-3-ethoxy-5-phenyl-1,4-benzothiazepine
—— 1-(Diethylamino)-7-methyl-5-phenyl-3,4-benzo-2,6-thiazabicyclo<3.2.0>hepta-3,6-diene 84538-80-7 C20H22N2S
1-(Diethylamino)-7-methyl-5-phenyl-3,4-benzo-2,6-thiazabicyclo<3.2.0>hepta-3,6-diene
—— 2-(4-nitrophenylthio)-3-cyano-5-bromomethylpyridine 88553-19-9 C13H8BrN3O2S
2-(4-nitrophenylthio)-3-cyano-5-bromomethylpyridine
—— 3-cyano-5-(dimethoxymethyl)-2-<(p-nitrophenyl)thio>pyridine 87373-64-6 C15H13N3O4S
3-cyano-5-(dimethoxymethyl)-2-<(p-nitrophenyl)thio>pyridine
—— 3-cyano-5-formyl-2-<(p-nitrophenyl)thio>pyridine 87373-63-5 C13H7N3O3S
3-cyano-5-formyl-2-<(p-nitrophenyl)thio>pyridine
—— (1E,3E)-2-methyl-4-morpholino-1-(phenylthio)buta-1,3-diene 133870-31-2 C15H19NOS
(1E,3E)-2-methyl-4-morpholino-1-(phenylthio)buta-1,3-diene
—— (1Z,3E)-2-methyl-4-morpholino-1-(phenylthio)buta-1,3-diene 133870-37-8 C15H19NOS
(1Z,3E)-2-methyl-4-morpholino-1-(phenylthio)buta-1,3-diene
—— (1E,3E)-2-methyl-1-(phenylthio)penta-1,3-diene 133870-25-4 C12H14S
(1E,3E)-2-methyl-1-(phenylthio)penta-1,3-diene
—— 5-phenylthio-2,3-dimethoxy-1,4-benzoquinone 69241-94-7 C14H12O4S
5-phenylthio-2,3-dimethoxy-1,4-benzoquinone
—— Valeraldehyd-thiosemicarbazon 22397-19-9 C6H13N3S
Valeraldehyd-thiosemicarbazon
—— 6-methylene-6,7-dihydro-4H-thiazolo<2,3-c><1,2,4>-triazin-4-one 97099-92-8 C6H5N3OS
6-methylene-6,7-dihydro-4H-thiazolo<2,3-c><1,2,4>-triazin-4-one
—— 2,3-dihydro-3-methylene-7H-thiazolo<3,2-b><1,2,4>triazin-7H-one 90997-78-7 C6H5N3OS
2,3-dihydro-3-methylene-7H-thiazolo<3,2-b><1,2,4>triazin-7H-one
—— 3-propargylmercapto-1,2,4-triazin-5(2H)-one 90997-75-4 C6H5N3OS
3-propargylmercapto-1,2,4-triazin-5(2H)-one