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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-(1-Methyltetrazol-5-yl)sulfanylethyl-(thiophen-3-ylmethyl)azanium;chloride 1049713-42-9 C9H14ClN5S2
2-(1-Methyltetrazol-5-yl)sulfanylethyl-(thiophen-3-ylmethyl)azanium;chloride
—— 2-[(2-chloro-6-fluorophenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole;chloride 1054552-28-1 C13H14Cl2FN3OS
2-[(2-chloro-6-fluorophenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole;chloride
—— 5-[(2-Chloro-1,1,2-trifluoroethyl)sulfanyl]pyridin-2-amine 887267-86-9 C7H6ClF3N2S
5-[(2-Chloro-1,1,2-trifluoroethyl)sulfanyl]pyridin-2-amine
—— 2,5-Dimethoxy-4-phenylthioamphetamine 952006-44-9 C17H21NO2S
2,5-Dimethoxy-4-phenylthioamphetamine
—— methyl N-(2,2,2-trichloro-1-phenylsulfanylethyl)carbamate 25801-39-2 C10H10Cl3NO2S
methyl N-(2,2,2-trichloro-1-phenylsulfanylethyl)carbamate
—— 6-benzyl-2-(benzylthio)-5-iodopyrimidin-4(3H)-one 1202564-60-0 C18H15IN2OS
6-benzyl-2-(benzylthio)-5-iodopyrimidin-4(3H)-one
—— 6-Benzyl-2-(1-phenylethylsulfanyl)pyrimidin-4-amine 1202564-73-5 C19H19N3S
6-Benzyl-2-(1-phenylethylsulfanyl)pyrimidin-4-amine
—— (2R)-Pentane-2-thiol 212195-83-0 C5H12S
(2R)-Pentane-2-thiol
—— 2-(benzylsulfanyl)-6-(3,5-dimethylbenzyl)-5-ethylpyrimidin-4(3H)-one 1147724-28-4 C22H24N2OS
2-(benzylsulfanyl)-6-(3,5-dimethylbenzyl)-5-ethylpyrimidin-4(3H)-one
—— N-({6-[(2-Hydroxyethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide 1158786-09-4 C17H24N4O5S3
N-({6-[(2-Hydroxyethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
—— 2-(6-Ethylsulfanylpyridazin-3-yl)-2-phenylethanethioamide 1159497-83-2 C14H15N3S2
2-(6-Ethylsulfanylpyridazin-3-yl)-2-phenylethanethioamide
—— 1-{4-[4-(2-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone 1173658-74-6 C19H17FN2OS2
1-{4-[4-(2-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone
—— 5-acetyl-4-[4-(3-fluoro-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one 1173658-56-4 C19H17FN2O2S
5-acetyl-4-[4-(3-fluoro-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— 5-Bromo-4-dimethylamino-6,6-dimethyl-6,7-dihydro-5H,10H-9-thia-1,3,10-triaza-anthracen-8-one 109880-28-6 C14H17BrN4OS
5-Bromo-4-dimethylamino-6,6-dimethyl-6,7-dihydro-5H,10H-9-thia-1,3,10-triaza-anthracen-8-one
—— 4-[4-(3-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-55-3 C20H19FN2O3S
4-[4-(3-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— N-[1-[4-(Methylthio)phenyl]ethyl]-1-piperidinepropanamine 1036591-10-2 C17H28N2S
N-[1-[4-(Methylthio)phenyl]ethyl]-1-piperidinepropanamine
—— N-(1-Ethyl-3-methylpentyl)-4-(methylthio)benzenamine 1036436-76-6 C15H25NS
N-(1-Ethyl-3-methylpentyl)-4-(methylthio)benzenamine
—— 2-[(2,3-Dihydro-1H-inden-5-yl)thio]benzonitrile 1094423-94-5 C16H13NS
2-[(2,3-Dihydro-1H-inden-5-yl)thio]benzonitrile
—— 2-chloro-6-(propylthio)pyrazine 1094842-84-8 C7H9ClN2S
2-chloro-6-(propylthio)pyrazine
—— 1-(2,5-Dichlorothiophen-3-yl)-2-(4-methylphenyl)sulfanylethanone 1152899-15-4 C13H10Cl2OS2
1-(2,5-Dichlorothiophen-3-yl)-2-(4-methylphenyl)sulfanylethanone
—— 2-[(6-Chloro-3-pyridazinyl)thio]-6-ethoxy-1H-benzimidazole 1094842-85-9 C13H11ClN4OS
2-[(6-Chloro-3-pyridazinyl)thio]-6-ethoxy-1H-benzimidazole
—— 5-[(3,3-Dimethylbutyl)thio]-2-pyridinamine 1095560-62-5 C11H18N2S
5-[(3,3-Dimethylbutyl)thio]-2-pyridinamine
—— 4-Ethyl-2-[(1-methyl-1H-tetrazol-5-yl)thio]cyclohexanecarbonitrile 1218642-41-1 C11H17N5S
4-Ethyl-2-[(1-methyl-1H-tetrazol-5-yl)thio]cyclohexanecarbonitrile
—— 2-(4-bromophenylthio)pyridin-3-amine 353277-66-4 C11H9BrN2S
2-(4-bromophenylthio)pyridin-3-amine
—— 5-Aminomethyl-2-tert-butylthio-pyridine 864266-68-2 C10H16N2S
5-Aminomethyl-2-tert-butylthio-pyridine
—— Benzenemethanamine, 4-[(2,5-difluorophenyl)thio]-I+/--methyl- 1154894-64-0 C14H13F2NS
Benzenemethanamine, 4-[(2,5-difluorophenyl)thio]-I+/--methyl-
—— Benzo[b]thiophen-3-amine, 2,3-dihydro-5,6-dimethyl-N-propyl- 1154342-08-1 C13H19NS
Benzo[b]thiophen-3-amine, 2,3-dihydro-5,6-dimethyl-N-propyl-
—— Methyl 3-[(5-amino-2-pyridinyl)thio]propanoate 176658-53-0 C9H12N2O2S
Methyl 3-[(5-amino-2-pyridinyl)thio]propanoate
—— N-(4-fluorobenzyl)-2-((6-morpholinopyrimidin-4-yl)thio)acetamide 1171934-76-1 C17H19FN4O2S
N-(4-fluorobenzyl)-2-((6-morpholinopyrimidin-4-yl)thio)acetamide
—— (2S)-1-(4-methylphenyl)sulfanyldec-3-yn-2-ol 1160482-47-2 C17H24OS
(2S)-1-(4-methylphenyl)sulfanyldec-3-yn-2-ol
—— 3,4-dihydro-N-[(2S)-3-[(2-methylphenyl)thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine 1169759-74-3 C20H25NOS2
3,4-dihydro-N-[(2S)-3-[(2-methylphenyl)thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine
—— (5S,8aR)-6,6-dimethyl-5-(phenylsulfanylmethyl)-2,3,5,7,8,8a-hexahydro-1H-naphthalene 1187954-14-8 C19H26S
(5S,8aR)-6,6-dimethyl-5-(phenylsulfanylmethyl)-2,3,5,7,8,8a-hexahydro-1H-naphthalene
—— 2-[4-(4-tert-Butyl-phenylsulfanyl)-3-chloro-phenyl]-2H-[1,2,4]triazine-3,5-dione 78983-72-9 C19H18ClN3O2S
2-[4-(4-tert-Butyl-phenylsulfanyl)-3-chloro-phenyl]-2H-[1,2,4]triazine-3,5-dione
—— 3-Chloro-6-(4-chloro-phenyl)-4-methylsulfanyl-pyran-2-one 203171-89-5 C12H8Cl2O2S
3-Chloro-6-(4-chloro-phenyl)-4-methylsulfanyl-pyran-2-one
—— N-[5-(methylthio)-1,3,4-thiadiazol-2-yl]sulfamide 1098266-13-7 C3H6N4O2S3
N-[5-(methylthio)-1,3,4-thiadiazol-2-yl]sulfamide
—— 2-(4,6-bis((E)-2-(4-octylthiophen-2-yl)vinyl)thieno[3,4-d]-1,3-dithiol-2-ylidene)-4,6-bis((E)-2-(4-octylthiophen-2-yl)vinyl)thieno[3,4-d]-1,3-dithiole 1196715-07-7 C66H84S10
2-(4,6-bis((E)-2-(4-octylthiophen-2-yl)vinyl)thieno[3,4-d]-1,3-dithiol-2-ylidene)-4,6-bis((E)-2-(4-octylthiophen-2-yl)vinyl)thieno[3,4-d]-1,3-dithiole
—— 2-amino-N-(4-methylthiazol-2-yl)-5-(phenylthio)benzamide 1146340-39-7 C17H15N3OS2
2-amino-N-(4-methylthiazol-2-yl)-5-(phenylthio)benzamide
—— 2-[(3,4-Dichlorophenyl)thio]-5-(trifluoromethyl)benzenamine 195045-27-3 C13H8Cl2F3NS
2-[(3,4-Dichlorophenyl)thio]-5-(trifluoromethyl)benzenamine
—— 6-nitro-2-(phenylthiomethyl)thiazolo[5,4-b]pyridine 1206549-66-7 C13H9N3O2S2
6-nitro-2-(phenylthiomethyl)thiazolo[5,4-b]pyridine
—— Tert-butyl-[[4-[tert-butyl(diphenyl)silyl]oxy-2-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiol-7-yl]oxy]-diphenylsilane 1206719-64-3 C44H44O2S6Si2
Tert-butyl-[[4-[tert-butyl(diphenyl)silyl]oxy-2-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiol-7-yl]oxy]-diphenylsilane
—— 1-methyl-2-(4-phenylsulfanylphenyl)ethylamine 1204749-21-2 C15H17NS
1-methyl-2-(4-phenylsulfanylphenyl)ethylamine
—— (2R,4aS,6S,6aS,9aR)-7-Benzyl-2-phenyl-6-(phenylsulfanyl)hexahydro-2H-[1,3]dioxino[4',5':5,6]pyrano[3,4-d][1,3]oxazol-8(6H)-one 910805-49-1 C27H25NO5S
(2R,4aS,6S,6aS,9aR)-7-Benzyl-2-phenyl-6-(phenylsulfanyl)hexahydro-2H-[1,3]dioxino[4',5':5,6]pyrano[3,4-d][1,3]oxazol-8(6H)-one
—— [5-(4-Fluorophenyl)furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium;chloride 1050502-70-9 C15H17ClFN5OS
[5-(4-Fluorophenyl)furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium;chloride
—— 3-methyl-1,1-bis-methylsulfanyl-buta-1,2-diene 67945-61-3 C7H12S2
3-methyl-1,1-bis-methylsulfanyl-buta-1,2-diene
—— [2-Bromo-4-(2-chlorophenyl)sulfanylphenyl]methanol 1226773-50-7 C13H10BrClOS
[2-Bromo-4-(2-chlorophenyl)sulfanylphenyl]methanol
—— 2-[(4-Bromophenyl)thio]-4-methylcyclohexanecarbonitrile 1218288-33-5 C14H16BrNS
2-[(4-Bromophenyl)thio]-4-methylcyclohexanecarbonitrile
—— 4-[1-[[4-(Methylthio)phenyl]amino]ethyl]phenol 1019586-14-1 C15H17NOS
4-[1-[[4-(Methylthio)phenyl]amino]ethyl]phenol
—— 4-(p-tert-Butylphenylmercapto)-phenylisonitril 83270-45-5 C17H17NS
4-(p-tert-Butylphenylmercapto)-phenylisonitril
—— 2-[(3,4-Difluorophenyl)thio]-3-methylbutanoic acid 1098352-15-8 C11H12F2O2S
2-[(3,4-Difluorophenyl)thio]-3-methylbutanoic acid
—— 2-[(3,4-Difluorophenyl)thio]-N-hydroxyethanimidamide 1097125-24-0 C8H8F2N2OS
2-[(3,4-Difluorophenyl)thio]-N-hydroxyethanimidamide