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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
—— methyl 3-(1,2,2-trimethylpropyl)-4-pentenedithioate —— C12H22S2
methyl 3-(1,2,2-trimethylpropyl)-4-pentenedithioate
—— 1-(N-(dodec-1-yl)-N-methylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one —— C31H42FN5O2S
1-(N-(dodec-1-yl)-N-methylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one
—— 2-methyl-5-(phenylsulfanyl)aniline —— C13H13NS
2-methyl-5-(phenylsulfanyl)aniline
—— 1-butanesulfinic acid —— C4H10O2S
1-butanesulfinic acid
—— 1-(Oct-1-ylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one —— C26H32FN5O2S
1-(Oct-1-ylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one
—— (R)-2-hydroxy-2-methyl-N-[2-methyl-4-(phenylthio)phenyl]-3,3,3-trifluoropropanamide —— C17H16F3NO2S
(R)-2-hydroxy-2-methyl-N-[2-methyl-4-(phenylthio)phenyl]-3,3,3-trifluoropropanamide
—— 1-(Dodec-1-ylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one —— C30H40FN5O2S
1-(Dodec-1-ylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one
—— (E)-5-Phenylsulfanyl-hept-3-en-2-one 711028-28-3 C13H16OS
(E)-5-Phenylsulfanyl-hept-3-en-2-one
—— 1-{[2-(Octadecylsulfanyl)propan-2-yl]sulfanyl}octadecane 65796-89-6 C39H80S2
1-{[2-(Octadecylsulfanyl)propan-2-yl]sulfanyl}octadecane
—— 2,2,4,6-tetrakis(prop-2-en-1-yl)-1,3,5-trithiane 1,1,3,3,5,5-hexaoxide —— C15H22O6S3
2,2,4,6-tetrakis(prop-2-en-1-yl)-1,3,5-trithiane 1,1,3,3,5,5-hexaoxide
—— α-Methylvinyl-vinyl-sulfon 36560-65-3 C5H8O2S
α-Methylvinyl-vinyl-sulfon
—— 1,2-Dithia-5,8,11,14-tetraoxacyclohexadecane 89141-21-9 C10H20O4S2
1,2-Dithia-5,8,11,14-tetraoxacyclohexadecane
—— (S)-2-Phenylsulfanyl-butan-1-ol 156546-59-7 C10H14OS
(S)-2-Phenylsulfanyl-butan-1-ol
—— 1,16-bis(4'-methylphenyl)-1,16-dithia-4,7,10,13-tetraoxahexadecane 537708-71-7 C24H34O4S2
1,16-bis(4'-methylphenyl)-1,16-dithia-4,7,10,13-tetraoxahexadecane
—— Butyl-isopropyl-sulfoxid 2977-03-9 C7H16OS
Butyl-isopropyl-sulfoxid
—— 2,2-Dibenzimidazolylsulfide 2469-66-1 C14H10N4S
2,2-Dibenzimidazolylsulfide
—— {1(S)-[hydroxy-(2-phenyl-[1,3]dithian-2-yl)-methyl]pentyl}carbamic acid tert-butyl ester 848836-55-5 C21H33NO3S2
{1(S)-[hydroxy-(2-phenyl-[1,3]dithian-2-yl)-methyl]pentyl}carbamic acid tert-butyl ester
—— 1,1-Difluoro-2-(phenylthio)-1H-cyclopropabenzol 130974-12-8 C13H8F2S
1,1-Difluoro-2-(phenylthio)-1H-cyclopropabenzol
—— 2,5-Bis-(phenylthio)-1,1-difluoro-1H-cyclopropabenzol 130974-23-1 C19H12F2S2
2,5-Bis-(phenylthio)-1,1-difluoro-1H-cyclopropabenzol
—— 2,2'-(ethane-1,2-diylbis(sulfanediyl))diethanol 14124-16-4 C6H14O2S2
2,2'-(ethane-1,2-diylbis(sulfanediyl))diethanol
—— N-allyl-N'-(3-hydroxypropyl)thiourea 5137-50-8 C7H14N2OS
N-allyl-N'-(3-hydroxypropyl)thiourea
—— 2-(tert-butyldimethylsilyl)ethyl-4'-bromophenyl sulfide 221292-40-6 C14H23BrSSi
2-(tert-butyldimethylsilyl)ethyl-4'-bromophenyl sulfide
—— 2-(tert-butyldimethylsilyl)ethyl-4'-<(trimethylsilyl)ethynyl>phenyl sulfide 221292-44-0 C19H32SSi2
2-(tert-butyldimethylsilyl)ethyl-4'-<(trimethylsilyl)ethynyl>phenyl sulfide
—— (4S,5R)-4-fluoromethyl-2-(2-isopropoxyethyl)-5-(4-methylthiophenyl)-2-oxazoline 116763-44-1 C16H22FNO2S
(4S,5R)-4-fluoromethyl-2-(2-isopropoxyethyl)-5-(4-methylthiophenyl)-2-oxazoline
—— (5-bromo-4-methylsulfanyl-pyrimidin-2-yl)-(3-chloro-4-fluorophenyl)-amine 1220417-45-7 C11H8BrClFN3S
(5-bromo-4-methylsulfanyl-pyrimidin-2-yl)-(3-chloro-4-fluorophenyl)-amine
—— p-(methylthio)phenyl t-butyl sulphide 87544-10-3 C11H16S2
p-(methylthio)phenyl t-butyl sulphide
—— 2-isopropyl-2-ethyl-1,3-benzodithiole-1,1,3,3-tetraoxide 121163-82-4 C12H16O4S2
2-isopropyl-2-ethyl-1,3-benzodithiole-1,1,3,3-tetraoxide
—— 2-isopropyl-2-methyl-1,3-benzodithiole-1,1,3,3-tetraoxide 121163-75-5 C11H14O4S2
2-isopropyl-2-methyl-1,3-benzodithiole-1,1,3,3-tetraoxide
—— 2-(1H-imidazol-1-yl)-3-((3,4,5-trimethoxyphenyl)thio)-1H-indole 1416576-23-2 C20H19N3O3S
2-(1H-imidazol-1-yl)-3-((3,4,5-trimethoxyphenyl)thio)-1H-indole
—— 2-(4-pyridinyl)ethyl-4'-<(trimethylsilyl)ethynyl>phenyl sulfide 207724-46-7 C18H21NSSi
2-(4-pyridinyl)ethyl-4'-<(trimethylsilyl)ethynyl>phenyl sulfide
—— <i>S</i>-Acetyl-isothioharnstoff 21156-13-8 C3H6N2OS
<i>S</i>-Acetyl-isothioharnstoff
—— 1,3-diisopropoxy-2-(phenylthio)benzene 1314254-19-7 C18H22O2S
1,3-diisopropoxy-2-(phenylthio)benzene
—— 2-<2-Aethyl-hexylmercapto>-aethanol 99867-99-9 C10H22OS
2-<2-Aethyl-hexylmercapto>-aethanol
—— 3-(furan-2-yl)-3-phenylsulfanyl-propanoic acid 1011763-42-0 C13H12O3S
3-(furan-2-yl)-3-phenylsulfanyl-propanoic acid
—— N-Benzyloxy-3-furan-2-yl-3-phenylsulfanyl-propionamide 851231-16-8 C20H19NO3S
N-Benzyloxy-3-furan-2-yl-3-phenylsulfanyl-propionamide
—— 3-Phenylsulfanyl-octanoic acid benzyloxy-amide 851228-27-8 C21H27NO2S
3-Phenylsulfanyl-octanoic acid benzyloxy-amide
—— 3-Phenylsulfanyl-hexanoic acid benzyloxy-amide 851228-25-6 C19H23NO2S
3-Phenylsulfanyl-hexanoic acid benzyloxy-amide
—— 1,4-bis(5-bromo-3-dodecylthio-2-thienyl)benzene 372104-12-6 C38H56Br2S4
1,4-bis(5-bromo-3-dodecylthio-2-thienyl)benzene
—— 1,4-bis(5-bromo-3-butylthio-2-thienyl)benzene 372104-06-8 C22H24Br2S4
1,4-bis(5-bromo-3-butylthio-2-thienyl)benzene
—— 1,4-bis(5-bromo-3-octylthio-2-thienyl)benzene 372104-09-1 C30H40Br2S4
1,4-bis(5-bromo-3-octylthio-2-thienyl)benzene
—— ((6R,7S,7aS)-3-Oxo-6-phenylsulfanylmethyl-tetrahydro-pyrrolo[1,2-c]oxazol-7-yl)-acetic acid methyl ester 205680-49-5 C16H19NO4S
((6R,7S,7aS)-3-Oxo-6-phenylsulfanylmethyl-tetrahydro-pyrrolo[1,2-c]oxazol-7-yl)-acetic acid methyl ester
—— tert-butyl 3-(3-(cyclohexylmethylthio)phenyl)-3-hydroxypropylcarbamate 1215077-15-8 C21H33NO3S
tert-butyl 3-(3-(cyclohexylmethylthio)phenyl)-3-hydroxypropylcarbamate
—— 4-chloro-2-(methylthio)-6-(2,2,2-trifluoroethoxy)pyrimidine 1430195-59-7 C7H6ClF3N2OS
4-chloro-2-(methylthio)-6-(2,2,2-trifluoroethoxy)pyrimidine
—— Diisopropylamin-hydrogenthiocyanat 22793-69-7 CHNS*C6H15N
Diisopropylamin-hydrogenthiocyanat
—— 1-(Octylsulfinyl)ethene 89743-76-0 C10H20OS
1-(Octylsulfinyl)ethene
—— ((6S,7S,7aS)-3-Oxo-6-phenylsulfanylmethyl-tetrahydro-pyrrolo[1,2-c]oxazol-7-yl)-acetic acid methyl ester 205680-50-8 C16H19NO4S
((6S,7S,7aS)-3-Oxo-6-phenylsulfanylmethyl-tetrahydro-pyrrolo[1,2-c]oxazol-7-yl)-acetic acid methyl ester
—— 3-Bromothiete 1,1-dioxide 59463-74-0 C3H3BrO2S
3-Bromothiete 1,1-dioxide
—— (3-(2-chloro-5-((2-hydroxyethyl)thio)phenyl)-1-methyl-1-(3-(methylthio)phenyl)guanidine) 1430660-31-3 C17H20ClN3OS2
(3-(2-chloro-5-((2-hydroxyethyl)thio)phenyl)-1-methyl-1-(3-(methylthio)phenyl)guanidine)
—— 1-(2-methylpropan-2-ylsulfonyl)propa-1,2-diene 400883-52-5 C7H12O2S
1-(2-methylpropan-2-ylsulfonyl)propa-1,2-diene
—— octadec-9<i>c</i>-enyl isothiocyanate 149623-47-2 C19H35NS
octadec-9<i>c</i>-enyl isothiocyanate