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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
—— (E)-methyl 3-thiophenyl-2-propenoate 49833-37-6 C10H10O2S
(E)-methyl 3-thiophenyl-2-propenoate
—— 2,2-dimethyl-5-tert butylsulfonyl-5-hexen-3-ol 97779-16-3 C12H24O3S
2,2-dimethyl-5-tert butylsulfonyl-5-hexen-3-ol
—— bis-(2,4,5-trimethyl-phenyl)-sulfide 61841-56-3 C18H22S
bis-(2,4,5-trimethyl-phenyl)-sulfide
—— methyl 3-phenylthio-2,2-dichlorocyclopropanecarboxylate 74407-85-5 C11H10Cl2O2S
methyl 3-phenylthio-2,2-dichlorocyclopropanecarboxylate
—— γ-phenylthiomethyl-α,β-butenolide 78508-88-0 C11H10O2S
γ-phenylthiomethyl-α,β-butenolide
—— 1-nitro-1-(phenylthio)hexane 59906-56-8 C12H17NO2S
1-nitro-1-(phenylthio)hexane
—— 2-n-Propylthio-4-chlor-6-amino-pyrimidin 89728-50-7 C7H10ClN3S
2-n-Propylthio-4-chlor-6-amino-pyrimidin
—— (5R)-2,2,4,4-tetramethyl-5-[(E)-3-methyl-5-phenylsulfanylpent-3-enyl]-1,3-dioxolane 119906-65-9 C19H28O2S
(5R)-2,2,4,4-tetramethyl-5-[(E)-3-methyl-5-phenylsulfanylpent-3-enyl]-1,3-dioxolane
—— 1-(phenylthio)cyclobutanecarbonitrile 101329-85-5 C11H11NS
1-(phenylthio)cyclobutanecarbonitrile
—— (Z)-1,2-bis(phenylthio)-4-hydroxy-1-butene 137540-64-8 C16H16OS2
(Z)-1,2-bis(phenylthio)-4-hydroxy-1-butene
—— (E)-1-bromo-1-phenyl-2-(phenylthio)propene 152959-16-5 C15H13BrS
(E)-1-bromo-1-phenyl-2-(phenylthio)propene
—— (4aR,8R,8aR)-2,2-Di-tert-butyl-6-phenylsulfanyl-8-triisopropylsilanyloxy-4,4a,8,8a-tetrahydro-1,3,5-trioxa-2-sila-naphthalene 844492-11-1 C29H50O4SSi2
(4aR,8R,8aR)-2,2-Di-tert-butyl-6-phenylsulfanyl-8-triisopropylsilanyloxy-4,4a,8,8a-tetrahydro-1,3,5-trioxa-2-sila-naphthalene
—— (S)-2-(2-Phenylsulfanyl-ethyl)-hexanoic acid ethyl ester 353291-37-9 C16H24O2S
(S)-2-(2-Phenylsulfanyl-ethyl)-hexanoic acid ethyl ester
—— 1-(phenylthio)cyclopentanecarbonitrile 36638-54-7 C12H13NS
1-(phenylthio)cyclopentanecarbonitrile
—— 1-(methoxymethyl)-6-phenylthiothymine 136160-17-3 C13H14N2O3S
1-(methoxymethyl)-6-phenylthiothymine
—— [(2E)-3-methylhepta-2,6-dienyl]sulfanylbenzene 852238-73-4 C14H18S
[(2E)-3-methylhepta-2,6-dienyl]sulfanylbenzene
—— (Z)-1-phenylseleno-2-phenylthiohex-1-ene 851935-12-1 C18H20SSe
(Z)-1-phenylseleno-2-phenylthiohex-1-ene
—— 2-o-bromobenzylthio-1-o-bromobenzyl-5-piperidinomethyluracil 932379-57-2 C24H25Br2N3OS
2-o-bromobenzylthio-1-o-bromobenzyl-5-piperidinomethyluracil
—— 2-bromobenzyl 2-fluorophenyl thioether 475039-99-7 C13H10BrFS
2-bromobenzyl 2-fluorophenyl thioether
—— 6-Methoxy-2-(4-methoxyphenyl)-3-[4-(2-piperidin-1-ylethoxy)phenyl]sulfanyl-1-benzothiophene 1-oxide 189286-83-7 C29H31NO4S2
6-Methoxy-2-(4-methoxyphenyl)-3-[4-(2-piperidin-1-ylethoxy)phenyl]sulfanyl-1-benzothiophene 1-oxide
—— 6-methyl-6-(phenylthio)hept-1-en-3-ol 477482-19-2 C14H20OS
6-methyl-6-(phenylthio)hept-1-en-3-ol
—— 5-methoxy-2-methyl-3-(phenylthio)-1H-indole 98055-12-0 C16H15NOS
5-methoxy-2-methyl-3-(phenylthio)-1H-indole
—— (2,4-dimethylphenyl)(4-methylphenyl) sulfide 16704-46-4 C15H16S
(2,4-dimethylphenyl)(4-methylphenyl) sulfide
—— 4,5-dimethyl-2-(phenylthio)thiazole 1462945-91-0 C11H11NS2
4,5-dimethyl-2-(phenylthio)thiazole
—— 1-(N,N-dimethylsulfamoyl)-2-phenylthio-1H-imidazole 123914-19-2 C11H13N3O2S2
1-(N,N-dimethylsulfamoyl)-2-phenylthio-1H-imidazole
—— 2,5-dimethyl-3-(phenylthio)-1H-indole 64137-76-4 C16H15NS
2,5-dimethyl-3-(phenylthio)-1H-indole
—— 3-Thia-15-heptadecyne 873944-58-2 C16H30S
3-Thia-15-heptadecyne
—— 1-decynyl phenyl sulfide 160985-71-7 C16H22S
1-decynyl phenyl sulfide
—— 3-phenyl-4-(phenylthio)-6,7,8,9-tetrahydro-1H-benzo[4,5]thieno[3,2-c]pyran-1-one 1356456-80-8 C23H18O2S2
3-phenyl-4-(phenylthio)-6,7,8,9-tetrahydro-1H-benzo[4,5]thieno[3,2-c]pyran-1-one
—— (3-chloro-4-methylphenyl)(phenyl)sulfane 65662-90-0 C13H11ClS
(3-chloro-4-methylphenyl)(phenyl)sulfane
—— methyl 3-(phenylthio)thiophene-2-carboxylate 67525-95-5 C12H10O2S2
methyl 3-(phenylthio)thiophene-2-carboxylate
—— 3,3-bis(phenylthio)-2-piperidone 161095-99-4 C17H17NOS2
3,3-bis(phenylthio)-2-piperidone
—— o-bromobenzyl p-tolyl sulfide 1274787-94-8 C14H13BrS
o-bromobenzyl p-tolyl sulfide
—— 1-(2,5-dimethylbenzyl)-6-(phenylthio)thymine 1393847-36-3 C20H20N2O2S
1-(2,5-dimethylbenzyl)-6-(phenylthio)thymine
—— 2-(3-phenylsulfanylphenyl)-[1,3]dioxolane 142327-36-4 C15H14O2S
2-(3-phenylsulfanylphenyl)-[1,3]dioxolane
—— 1-ethoxymethyl-6-(phenylthio)uracil 1393847-22-7 C13H14N2O3S
1-ethoxymethyl-6-(phenylthio)uracil
—— 2'-phenylthio-1,1,1,3,3,3-hexafluoro-2-phenylpropan-2-ol 1456629-13-2 C15H10F6OS
2'-phenylthio-1,1,1,3,3,3-hexafluoro-2-phenylpropan-2-ol
—— 2-[(2-Bromophenyl)methylsulfanyl]-5-chloroaniline 28661-18-9 C13H11BrClNS
2-[(2-Bromophenyl)methylsulfanyl]-5-chloroaniline
—— 1-(phenylthio)-1-octene 69036-39-1 C14H20S
1-(phenylthio)-1-octene
—— 2-ethylphenyl phenyl sulfide 23075-79-8 C14H14S
2-ethylphenyl phenyl sulfide
—— (1-(p-tolyl)ethane-1,2-diyl)bis(phenylsulfane) 1313220-45-9 C21H20S2
(1-(p-tolyl)ethane-1,2-diyl)bis(phenylsulfane)
—— 2-chloro-3-fluoro-4-(phenylthio)pyridine 945988-80-7 C11H7ClFNS
2-chloro-3-fluoro-4-(phenylthio)pyridine
—— 2-(2-bromophenylmethylthio)aniline 52694-49-2 C13H12BrNS
2-(2-bromophenylmethylthio)aniline
—— 2-(2-bromomethylthio)-5-(pyrazine-2-yl)-1,3,4-thiadiazole 1404052-53-4 C13H9BrN4S2
2-(2-bromomethylthio)-5-(pyrazine-2-yl)-1,3,4-thiadiazole
—— (1-(2-chlorophenyl)ethane-1,2-diyl)bis(phenylsulfane) 1313220-50-6 C20H17ClS2
(1-(2-chlorophenyl)ethane-1,2-diyl)bis(phenylsulfane)
—— 1-(phenylthiomethyl)cyclohexene 79597-48-1 C13H16S
1-(phenylthiomethyl)cyclohexene
—— 1-(2,5-dimethylbenzyl)-6-(phenylthio)uracil 1393847-26-1 C19H18N2O2S
1-(2,5-dimethylbenzyl)-6-(phenylthio)uracil
—— 1-benzyl-3-(phenylthio)-1H-pyrrolo[2,3-b]pyridine 1310492-97-7 C20H16N2S
1-benzyl-3-(phenylthio)-1H-pyrrolo[2,3-b]pyridine
—— (1-(m-tolyl)ethane-1,2-diyl)bis(phenylsulfane) 1313220-46-0 C21H20S2
(1-(m-tolyl)ethane-1,2-diyl)bis(phenylsulfane)
—— (4-ethoxyphenyl) phenyl sulfide 645-26-1 C14H14OS
(4-ethoxyphenyl) phenyl sulfide