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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-Phenyl-2-pentachlorphenylthio-ethin 92030-34-7 C14H5Cl5S
1-Phenyl-2-pentachlorphenylthio-ethin
—— 2,5-bis-(2,2-dimethoxy-ethylmercapto)-thiophene 108481-15-8 C12H20O4S3
2,5-bis-(2,2-dimethoxy-ethylmercapto)-thiophene
—— 1-(2,2-Dichloroethenesulfonyl)-2-methylpropane 106307-35-1 C6H10Cl2O2S
1-(2,2-Dichloroethenesulfonyl)-2-methylpropane
—— 2-bromo-1-(phenylthio)propane 13012-62-9 C9H11BrS
2-bromo-1-(phenylthio)propane
—— 2,5-bis[3-(2-aminophenylthio)prop-1-ynyl]thiophene 260803-79-0 C22H18N2S3
2,5-bis[3-(2-aminophenylthio)prop-1-ynyl]thiophene
—— 3-Pyridin-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428565-78-9 C17H10F3N5S
3-Pyridin-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 2-(5'-methylthio-1',3',4'-thiadiazol-2'-yl)pyridine 28609-09-8 C8H7N3S2
2-(5'-methylthio-1',3',4'-thiadiazol-2'-yl)pyridine
—— 7-(2-Heptyl-1,3-dithian-2-yl)heptan-1-ol 861997-60-6 C18H36OS2
7-(2-Heptyl-1,3-dithian-2-yl)heptan-1-ol
—— 2-Benzylsulfanyl-5-pyridin-2-yl-1,3,4-oxadiazole 197371-76-9 C14H11N3OS
2-Benzylsulfanyl-5-pyridin-2-yl-1,3,4-oxadiazole
—— (4-bromobenzyl)(4-fluorophenyl)sulfane 3801-47-6 C13H10BrFS
(4-bromobenzyl)(4-fluorophenyl)sulfane
—— 3-(3-bromo-phenylsulfanyl)-6-chloro-2-methyl-1-pyridin-3-yl-1H-indole 1359982-15-2 C20H14BrClN2S
3-(3-bromo-phenylsulfanyl)-6-chloro-2-methyl-1-pyridin-3-yl-1H-indole
—— 3-[(cyclopropylmethyl)sulfanyl]-6,6-dimethyl-1-(1H-pyrazol-3-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one 1395919-23-9 C17H20N2OS2
3-[(cyclopropylmethyl)sulfanyl]-6,6-dimethyl-1-(1H-pyrazol-3-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one
—— 1,2,2-trifluoro-1-phenylsulfanyloctane 709668-96-2 C14H19F3S
1,2,2-trifluoro-1-phenylsulfanyloctane
—— 1,1,2-trifluoro-1-oxolan-2-yl-2-(phenylsulfanyl)ethane 709668-91-7 C12H13F3OS
1,1,2-trifluoro-1-oxolan-2-yl-2-(phenylsulfanyl)ethane
—— 1-cyclohexyl-1,1,2-trifluoro-2-phenylsulfanylethane 709668-99-5 C14H17F3S
1-cyclohexyl-1,1,2-trifluoro-2-phenylsulfanylethane
—— 1,2,2-trifluoro-3-methyl-1-phenylsulfanylbutane 709668-98-4 C11H13F3S
1,2,2-trifluoro-3-methyl-1-phenylsulfanylbutane
—— 8-((7-(furan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)thio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289544-69-9 C23H26N6O3S
8-((7-(furan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)thio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 10,10-dimethylphenothiasiline 61431-08-1 C14H14SSi
10,10-dimethylphenothiasiline
—— 9-(3-(isopropylamino)propyl)-8-((7-(oxazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)thio)-9H-purin-6-amine 1289544-76-8 C22H25N7O3S
9-(3-(isopropylamino)propyl)-8-((7-(oxazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)thio)-9H-purin-6-amine
—— 8-((7-(1H-pyrazol-3-yl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)thio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289544-71-3 C22H26N8O2S
8-((7-(1H-pyrazol-3-yl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)thio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— Trimethyl-[2-[2-methyl-4-[2-[4-(2-trimethylsilylethylsulfanyl)phenyl]ethynyl]phenyl]ethynyl]silane 221292-52-0 C25H32SSi2
Trimethyl-[2-[2-methyl-4-[2-[4-(2-trimethylsilylethylsulfanyl)phenyl]ethynyl]phenyl]ethynyl]silane
—— 2-(trimethylsilyl)ethyl-4'-<(trimethylsilyl)ethynyl>phenyl sulfide 221292-43-9 C16H26SSi2
2-(trimethylsilyl)ethyl-4'-<(trimethylsilyl)ethynyl>phenyl sulfide
—— 2-[3-Ethyl-4-[2-[4-(2-trimethylsilylethylsulfanyl)phenyl]ethynyl]phenyl]ethynyl-trimethylsilane 1187448-57-2 C26H34SSi2
2-[3-Ethyl-4-[2-[4-(2-trimethylsilylethylsulfanyl)phenyl]ethynyl]phenyl]ethynyl-trimethylsilane
—— 4-methyl-1-phenyl-2-(phenylthio)pentane-3-one 1383467-73-9 C18H20OS
4-methyl-1-phenyl-2-(phenylthio)pentane-3-one
—— 2-Phenylthioaethen-boronsaeure-dibutylester 97787-19-4 C16H25BO2S
2-Phenylthioaethen-boronsaeure-dibutylester
—— (2R,3R)-3-({6-chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}oxy)butan-2-ol 878384-87-3 C15H15ClF2N2O2S
(2R,3R)-3-({6-chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}oxy)butan-2-ol
—— (2S,3S)-2-amino-3-methylpentane-1-thiol 681850-93-1 C6H15NS
(2S,3S)-2-amino-3-methylpentane-1-thiol
—— (E/Z)-5-phenylthio-4-penten-1-ol 111341-52-7 C11H14OS
(E/Z)-5-phenylthio-4-penten-1-ol
—— (S)-3-(3,3-bis(phenylthio)propyl)-5-((3E,5Z)-2-methyl-5-((trimethylsilyl)oxy)hepta-3,5-dien-2-yl)furan-2(5H)-one 1354572-34-1 C30H38O3S2Si
(S)-3-(3,3-bis(phenylthio)propyl)-5-((3E,5Z)-2-methyl-5-((trimethylsilyl)oxy)hepta-3,5-dien-2-yl)furan-2(5H)-one
—— (4S,5S,10S,E)-5,9,9-trimethyl-4-(phenylthio)-11-oxabicyclo[8.2.1]trideca-1(13),7-diene-6,12-dione 1354572-36-3 C21H24O3S
(4S,5S,10S,E)-5,9,9-trimethyl-4-(phenylthio)-11-oxabicyclo[8.2.1]trideca-1(13),7-diene-6,12-dione
—— 4-[(5-chloro-2-phenylsulfanyl-phenyl)-thioacetyl]-morpholine 67643-07-6 C18H18ClNOS2
4-[(5-chloro-2-phenylsulfanyl-phenyl)-thioacetyl]-morpholine
—— 3-benzyl-5-methylsulfanyl-1<i>H</i>-[1,2,4]triazole 103274-32-4 C10H11N3S
3-benzyl-5-methylsulfanyl-1<i>H</i>-[1,2,4]triazole
—— 2-(8-Hydroxy-7-oxo-6-phenylthiooctyl)-4-hydroxy-cyclopent-2-en-1-one 76329-76-5 C19H24O4S
2-(8-Hydroxy-7-oxo-6-phenylthiooctyl)-4-hydroxy-cyclopent-2-en-1-one
—— N-[2-(4-chlorophenyl)sulfanyl-1-phenylethylidene]hydroxylamine 338794-35-7 C14H12ClNOS
N-[2-(4-chlorophenyl)sulfanyl-1-phenylethylidene]hydroxylamine
—— Carbonic acid, thio-, bis(anhydrosulfide) with hexamethylenebis(dithiocarbamic acid), diethyl ester 19657-28-4 C14H24N2O4S4
Carbonic acid, thio-, bis(anhydrosulfide) with hexamethylenebis(dithiocarbamic acid), diethyl ester
—— 3-Methyl-5,6-dihydrothieno[2,3-c]pyridazine 74359-54-9 C7H8N2S
3-Methyl-5,6-dihydrothieno[2,3-c]pyridazine
—— phenyl 3-azido-4-O-tert-butyldimethylsilyl-2,3,6-trideoxy-1-thio-D-arabinohexopyranoside 258857-69-1 C18H29N3O2SSi
phenyl 3-azido-4-O-tert-butyldimethylsilyl-2,3,6-trideoxy-1-thio-D-arabinohexopyranoside
—— 2-Cyclohexyl-2-phenylthioaethanol 66164-83-8 C14H20OS
2-Cyclohexyl-2-phenylthioaethanol
—— Butyl 4-(4-chlorophenyl)sulfanylbutanoate 29107-88-8 C14H19ClO2S
Butyl 4-(4-chlorophenyl)sulfanylbutanoate
—— 2-[methyl-(9-oxo-9H-thioxanthen-2-yl)-carbamoyl]-3-phenylsulfanyl-benzo[b]thiophene-6-carboxylic acid 1440092-60-3 C30H19NO4S3
2-[methyl-(9-oxo-9H-thioxanthen-2-yl)-carbamoyl]-3-phenylsulfanyl-benzo[b]thiophene-6-carboxylic acid
—— 2-Cyclohexyl-2-(phenylthio)essigsaeureaethylester 66164-84-9 C16H22O2S
2-Cyclohexyl-2-(phenylthio)essigsaeureaethylester
—— 2-Butoxy-2-cyclohexylaethyl-phenylsulfid 66165-03-5 C18H28OS
2-Butoxy-2-cyclohexylaethyl-phenylsulfid
—— Butyl 4-phenylsulfanylbutanoate 29193-75-7 C14H20O2S
Butyl 4-phenylsulfanylbutanoate
—— 5-propylmercapto-thiophene-2-carbaldehyde 106166-77-2 C8H10OS2
5-propylmercapto-thiophene-2-carbaldehyde
—— 3-Methyl-2-phenylthiobutyl-phenylsulfid 34224-40-3 C17H20S2
3-Methyl-2-phenylthiobutyl-phenylsulfid
—— 2-hydroxymethyl-5-propylmercapto-thiophene 98558-24-8 C8H12OS2
2-hydroxymethyl-5-propylmercapto-thiophene
—— 2-propylsulfanyl-thiophene 89892-77-3 C7H10S2
2-propylsulfanyl-thiophene
—— 2-hydroxymethyl-5-isobutylmercapto-thiophene 104550-73-4 C9H14OS2
2-hydroxymethyl-5-isobutylmercapto-thiophene
—— 2-isobutylsulfanyl-thiophene 6911-37-1 C8H12S2
2-isobutylsulfanyl-thiophene
—— 5-isobutylmercapto-thiophene-2-carbaldehyde 98954-29-1 C9H12OS2
5-isobutylmercapto-thiophene-2-carbaldehyde