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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
—— 5-Chloro-2-[(2-chlorophenyl)thio]benzoic acid 5101-46-2 C13H8Cl2O2S
5-Chloro-2-[(2-chlorophenyl)thio]benzoic acid
—— 5-Chloro-2-(dodecylthio)benzenamine 16423-55-5 C18H30ClNS
5-Chloro-2-(dodecylthio)benzenamine
—— 8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-9-phenethyl-1,9-dihydro-purin-6-one 958014-14-7 C20H15BrN4O3S
8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-9-phenethyl-1,9-dihydro-purin-6-one
—— 8-(benzo[1,3]dioxol-5-ylsulfanyl)-9-phenethyl-1,9-dihydro-purin-6-one 958014-12-5 C20H16N4O3S
8-(benzo[1,3]dioxol-5-ylsulfanyl)-9-phenethyl-1,9-dihydro-purin-6-one
—— 8-(2,5-Dimethoxyphenyl)sulfanyl-9-ethenylpurin-6-amine 958020-38-7 C15H15N5O2S
8-(2,5-Dimethoxyphenyl)sulfanyl-9-ethenylpurin-6-amine
—— 4-[2-(3,5-Dioxo-1,2-diphenylpyrazolidin-4-ylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]-1,2-diphenylpyrazolidine-3,5-dione 1116390-72-7 C38H22N4O6S4
4-[2-(3,5-Dioxo-1,2-diphenylpyrazolidin-4-ylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]-1,2-diphenylpyrazolidine-3,5-dione
—— O-tert-Butyl dimethylcarbamothioate 919477-06-8 C7H15NOS
O-tert-Butyl dimethylcarbamothioate
—— Butanoic acid, 4-[(2,4-dimethylphenyl)thio]-, hydrazide 1344046-15-6 C12H18N2OS
Butanoic acid, 4-[(2,4-dimethylphenyl)thio]-, hydrazide
—— 3-fluoro-5-(1-methylpiperidin-4-ylsulfanyl)phenylamine 790671-33-9 C12H17FN2S
3-fluoro-5-(1-methylpiperidin-4-ylsulfanyl)phenylamine
—— 1-(4-bromo-phenyl)-2-(2-fluoro-phenyl)-4-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 885619-00-1 C18H11BrFN3OS
1-(4-bromo-phenyl)-2-(2-fluoro-phenyl)-4-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 5,6-dihydro-2H-thiazolo[2,3-c][1,2,4]triazol-3-one 1182359-48-3 C4H5N3OS
5,6-dihydro-2H-thiazolo[2,3-c][1,2,4]triazol-3-one
—— 3-(4-cyclohexylamino-2-methylsulfanyl-pyrimidin-5-yl)-3-oxo-propionic acid ethyl ester 1192132-86-7 C16H23N3O3S
3-(4-cyclohexylamino-2-methylsulfanyl-pyrimidin-5-yl)-3-oxo-propionic acid ethyl ester
—— N-(5-cyano-2-methylsulfanyl-pyrimidin-4-yl)-N-cyclobutyl-acetamide 1192132-94-7 C12H14N4OS
N-(5-cyano-2-methylsulfanyl-pyrimidin-4-yl)-N-cyclobutyl-acetamide
—— 4-[5-(5-methoxy-2-methylsulfanyl-pyrimidin-4-yl)thiophen-2-yl]-2-methylbutan-2-ol 778646-49-4 C15H20N2O2S2
4-[5-(5-methoxy-2-methylsulfanyl-pyrimidin-4-yl)thiophen-2-yl]-2-methylbutan-2-ol
—— (E)-4-[5-(2-methylsulfanylpyrimidin-4-yl)-thiophen-2-yl]-but-3-en-2-ol 778646-55-2 C13H14N2OS2
(E)-4-[5-(2-methylsulfanylpyrimidin-4-yl)-thiophen-2-yl]-but-3-en-2-ol
—— 5-Chloro-2-(methylthio)-3-nitropyridine 886373-50-8 C6H5ClN2O2S
5-Chloro-2-(methylthio)-3-nitropyridine
—— tert-butyl α-(methylsulphonyl)acrylate 73017-59-1 C8H14O4S
tert-butyl α-(methylsulphonyl)acrylate
—— 2-(2,2-diethoxy-ethylsulfanyl)-3<i>H</i>-pyrimidin-4-one 34662-60-7 C10H16N2O3S
2-(2,2-diethoxy-ethylsulfanyl)-3<i>H</i>-pyrimidin-4-one
—— 3-(1-chloro-2-cyclopropylethyl)-5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazole 917383-09-6 C12H18ClN3S
3-(1-chloro-2-cyclopropylethyl)-5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazole
—— 2-cyclopropyl-1-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}ethanone 917383-07-4 C12H17N3OS
2-cyclopropyl-1-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}ethanone
—— N,N-dimethyl-2-(methylsulfinyl)ethylamine 76429-58-8 C5H13NOS
N,N-dimethyl-2-(methylsulfinyl)ethylamine
—— 3-methylthio-2-[4-(4.4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))phenyl]thiophene 851198-99-7 C17H21BO2S2
3-methylthio-2-[4-(4.4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))phenyl]thiophene
—— acetic acid-[4-(4-amino-3-methoxy-phenylsulfanyl)-anilide] 861061-44-1 C15H16N2O2S
acetic acid-[4-(4-amino-3-methoxy-phenylsulfanyl)-anilide]
—— 4-(3-(benzyloxy)phenylthio)-2-chloroaniline 1007165-68-5 C19H16ClNOS
4-(3-(benzyloxy)phenylthio)-2-chloroaniline
—— 2(1H)-Pyridinone,1-[4-(methylthio)phenyl]-5-(trifluoromethyl)- 1198411-43-6 C13H10F3NOS
2(1H)-Pyridinone,1-[4-(methylthio)phenyl]-5-(trifluoromethyl)-
—— 1,2,3-Thiadiazol-5-amine, 4-[(4-pyrimidinylthio)methyl]- 1343062-16-7 C7H7N5S2
1,2,3-Thiadiazol-5-amine, 4-[(4-pyrimidinylthio)methyl]-
—— [2-chloro-4-(3-ethylphenylthio)phenyl]acetaldehyde 1006727-32-7 C16H15ClOS
[2-chloro-4-(3-ethylphenylthio)phenyl]acetaldehyde
—— S-3-(difluoromethyl)phenyl dimethylcarbamothioate 1006729-46-9 C10H11F2NOS
S-3-(difluoromethyl)phenyl dimethylcarbamothioate
—— 4-Chloro-5-isopropyl-6-(methylthio)pyrimidine 1341321-06-9 C8H11ClN2S
4-Chloro-5-isopropyl-6-(methylthio)pyrimidine
—— 1,2-Dimethyl-13-oxa-3,23-dithiahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-4,6,8,10,15,17,19,21-octaene-12,14-dione 129199-48-0 C22H14O3S2
1,2-Dimethyl-13-oxa-3,23-dithiahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-4,6,8,10,15,17,19,21-octaene-12,14-dione
—— Benzenamine, 3-chloro-2-[[(3-methyl-1H-1,2,4-triazol-5-yl)thio]methyl]- 1339602-01-5 C10H11ClN4S
Benzenamine, 3-chloro-2-[[(3-methyl-1H-1,2,4-triazol-5-yl)thio]methyl]-
—— 2-chloro-4-(1-methyl-1H-imidazol-2-ylthio)pyridine 945988-49-8 C9H8ClN3S
2-chloro-4-(1-methyl-1H-imidazol-2-ylthio)pyridine
—— 4-[(3-Bromophenyl)sulfanyl]-2-chloropyridine 1339375-57-3 C11H7BrClNS
4-[(3-Bromophenyl)sulfanyl]-2-chloropyridine
—— tert-butyl N-[4-(4,4-difluoropiperidin-1-yl)-6-[[1-(fluoromethyl)-5-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]pyridin-2-yl]-N-(2,2,2-trifluoroethyl)carbamate 1186690-88-9 C22H28F6N6O2S
tert-butyl N-[4-(4,4-difluoropiperidin-1-yl)-6-[[1-(fluoromethyl)-5-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]pyridin-2-yl]-N-(2,2,2-trifluoroethyl)carbamate
—— tert-butyl [2,2-dimethyl-3-(methylsulfonyl)propyl]carbamate 947664-69-9 C11H23NO4S
tert-butyl [2,2-dimethyl-3-(methylsulfonyl)propyl]carbamate
—— 2-[(2,4-Difluorophenyl)thio]benzaldehyde 947188-18-3 C13H8F2OS
2-[(2,4-Difluorophenyl)thio]benzaldehyde
—— 4-(2-Methylphenyl)sulfanylbenzaldehyde 1343678-63-6 C14H12OS
4-(2-Methylphenyl)sulfanylbenzaldehyde
—— [2-(2-Chloro-phenylsulfanyl)-phenyl]-methanol 13420-54-7 C13H11ClOS
[2-(2-Chloro-phenylsulfanyl)-phenyl]-methanol
—— Benzenemethanol, I+/--methyl-4-(2-thienylthio)- 1340270-69-0 C12H12OS2
Benzenemethanol, I+/--methyl-4-(2-thienylthio)-
—— Benzenemethanol, 2-[(2-fluorophenyl)thio]-I+/--methyl- 1467314-66-4 C14H13FOS
Benzenemethanol, 2-[(2-fluorophenyl)thio]-I+/--methyl-
—— (2-Chloro-6-phenylsulfanyl-phenyl)-methanol 13420-65-0 C13H11ClOS
(2-Chloro-6-phenylsulfanyl-phenyl)-methanol
—— 2-(2-Thienylthio)-benzylalkohol 16269-64-0 C11H10OS2
2-(2-Thienylthio)-benzylalkohol
—— 1-(Bromomethyl)-2-[(4-chlorophenyl)thio]benzene 41932-37-0 C13H10BrClS
1-(Bromomethyl)-2-[(4-chlorophenyl)thio]benzene
—— Imidazo[2,1-b]thiazole-5-ethanamine, 6-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]- 1478111-18-0 C10H12N6S2
Imidazo[2,1-b]thiazole-5-ethanamine, 6-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]-
—— 1-(4-Bromophenyl)sulfanyl-3,3-dimethyl-2-pyrimidin-5-ylbutan-2-ol 1261279-63-3 C16H19BrN2OS
1-(4-Bromophenyl)sulfanyl-3,3-dimethyl-2-pyrimidin-5-ylbutan-2-ol
—— 2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl]-1,3-thiazole-4-carboxylic acid 1149756-94-4 C12H7F2N3O3S2
2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl]-1,3-thiazole-4-carboxylic acid
—— 1-(dibenzotetrathiafulvalene-2-yl)ethylamine 1181734-36-0 C16H13NS4
1-(dibenzotetrathiafulvalene-2-yl)ethylamine
—— 2-(4-Methylsulfonylphenylthio)-benzylalkohol 16185-14-1 C14H14O3S2
2-(4-Methylsulfonylphenylthio)-benzylalkohol
—— [2-(3-Chlorophenyl)sulfanylphenyl]methanol 13420-59-2 C13H11ClOS
[2-(3-Chlorophenyl)sulfanylphenyl]methanol
—— 2-Methyl-1-(trifluoromethanesulfonyl)propane 61794-41-0 C5H9F3O2S
2-Methyl-1-(trifluoromethanesulfonyl)propane