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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-[(cyclopropylmethyl)sulfanyl]-5-(tetrahydro-2H-pyran-2-yloxy)pyrimidin-4(3H)-one 1417817-72-1 C13H18N2O3S
2-[(cyclopropylmethyl)sulfanyl]-5-(tetrahydro-2H-pyran-2-yloxy)pyrimidin-4(3H)-one
—— 2,3,6,8-tetraazaphenothiazine-7,9(6H,8H)-dione 88048-58-2 C8H5N5O2S
2,3,6,8-tetraazaphenothiazine-7,9(6H,8H)-dione
—— 2,3,6-triazaphenothiazine 88048-57-1 C9H6N4S
2,3,6-triazaphenothiazine
—— 2,6-Dimethyl-2-aethyl-1,3-oxathian 110271-13-1 C8H16OS
2,6-Dimethyl-2-aethyl-1,3-oxathian
—— 2,6-Dithia-11-selena-9,10-diazabicyclo<6.3.0>undeca-1(8),9-dien 159355-12-1 C6H8N2S2Se
2,6-Dithia-11-selena-9,10-diazabicyclo<6.3.0>undeca-1(8),9-dien
—— 2-octyl-3-tridecyl-5,6-dihydro-1,4-dithiin 157332-70-2 C25H48S2
2-octyl-3-tridecyl-5,6-dihydro-1,4-dithiin
—— 2-octyl-5,6-dihydro-1,4-dithiin 134255-47-3 C12H22S2
2-octyl-5,6-dihydro-1,4-dithiin
—— [3-methyl-4-(trifluoromethylsulfanyl)phenyl]-(o-tolyl)-S-trifluoromethylsulfonium trifluoromethanesulfonate 1256347-04-2 CF3O3S*C16H13F6S2
[3-methyl-4-(trifluoromethylsulfanyl)phenyl]-(o-tolyl)-S-trifluoromethylsulfonium trifluoromethanesulfonate
—— 1,2,3,3a,5,6-Hexahydro-4,4-(1,3-propanediyldithio)-4H-inden-1-one 167101-24-8 C12H16OS2
1,2,3,3a,5,6-Hexahydro-4,4-(1,3-propanediyldithio)-4H-inden-1-one
—— 3-[2-(2-[1,3]Dioxan-2-yl-ethyl)-[1,3]dithian-2-yl]-cyclopentanone 167101-23-7 C15H24O3S2
3-[2-(2-[1,3]Dioxan-2-yl-ethyl)-[1,3]dithian-2-yl]-cyclopentanone
—— 1,3,4-Thiadiazole, 2-amino-5-(hexadecylthio)- 33313-11-0 C18H35N3S2
1,3,4-Thiadiazole, 2-amino-5-(hexadecylthio)-
—— cyclododecyl methyl sulfide 17359-21-6 C13H26S
cyclododecyl methyl sulfide
—— 1-Chlor-dibutyl-sulfoxid 21128-90-5 C8H17ClOS
1-Chlor-dibutyl-sulfoxid
—— 2-(Acetonylthio)-4(3H)-pyrimidinone 17649-28-4 C7H8N2O2S
2-(Acetonylthio)-4(3H)-pyrimidinone
—— (E)-1-butenyl butyl sulfide 73687-58-8 C8H16S
(E)-1-butenyl butyl sulfide
—— Isobuten-episulfid 25118-02-9 C4H8OS
Isobuten-episulfid
—— 5-methanesulfinyl-pentan-2-one 13921-21-6 C6H12O2S
5-methanesulfinyl-pentan-2-one
—— (E)-oct-2-en-1-yl(phenyl)sulfane 1172595-22-0 C15H22S
(E)-oct-2-en-1-yl(phenyl)sulfane
—— 2-Isopropyl-2,6-dimethyl-1,3-oxathiane 33709-61-4 C9H18OS
2-Isopropyl-2,6-dimethyl-1,3-oxathiane
—— 1,2-Dithia-cyclotetradecane 69466-45-1 C12H24S2
1,2-Dithia-cyclotetradecane
—— 1-Benzenesulfonyl-2-((E)-2-benzo[1,3]dioxol-5-yl-vinyl)-3-phenylsulfanyl-1H-indole 98055-04-0 C29H21NO4S2
1-Benzenesulfonyl-2-((E)-2-benzo[1,3]dioxol-5-yl-vinyl)-3-phenylsulfanyl-1H-indole
—— 6-(3-Phenylsulfanyl-1H-indol-2-yl)-5H-[1,3]dioxolo[4,5-f]indole 156749-37-0 C23H16N2O2S
6-(3-Phenylsulfanyl-1H-indol-2-yl)-5H-[1,3]dioxolo[4,5-f]indole
—— 2-(3-chloropropyl)-2-pentadeuterophenyl-1,3-dithiane 566198-00-3 C13H17ClS2
2-(3-chloropropyl)-2-pentadeuterophenyl-1,3-dithiane
—— 1-chloro-1-methanesulfonylmethylsulfanyl-ethane 68483-77-2 C4H9ClO2S2
1-chloro-1-methanesulfonylmethylsulfanyl-ethane
—— 2-(tert-Butylsulfonyl)-N'-hydroxyacetimidamide —— C6H14N2O3S
2-(tert-Butylsulfonyl)-N'-hydroxyacetimidamide
—— (S)-2-mesyloxy-6-(phenylthio)hexane 1416148-55-4 C13H20O3S2
(S)-2-mesyloxy-6-(phenylthio)hexane
—— 2-Methylcyclopentanethiol 57067-19-3 C6H12S
2-Methylcyclopentanethiol
—— 3-Ethyl-hexan-2-thiol ('1,1-Diethyl-butan-1-thiol') 55956-00-8 C8H18S
3-Ethyl-hexan-2-thiol ('1,1-Diethyl-butan-1-thiol')
—— 2,2'-thiobis(6-t-octyl-4-methylphenol) 13816-08-5 C30H46O2S
2,2'-thiobis(6-t-octyl-4-methylphenol)
—— 2-(1'-pivaloylamino-2',2'-dichlorovinyl)thiouracil 147298-53-1 C11H13Cl2N3O2S
2-(1'-pivaloylamino-2',2'-dichlorovinyl)thiouracil
—— (R)-6-phenylthio-2-hexanol 1416148-46-3 C12H18OS
(R)-6-phenylthio-2-hexanol
—— 4,4-bis(methylthio)-2-methyl-2-butenal 84735-59-1 C7H12OS2
4,4-bis(methylthio)-2-methyl-2-butenal
—— 3-cyano-4-(methylthio)-2,6-dimethylpyridine 130445-76-0 C9H10N2S
3-cyano-4-(methylthio)-2,6-dimethylpyridine
—— 4-cyano-3-(phenylthio)benzo[b][1,6]naphthyridine 370844-73-8 C19H11N3S
4-cyano-3-(phenylthio)benzo[b][1,6]naphthyridine
—— 5-(4-methylsulphanylphenylsulphanyl)indoline 329794-78-7 C15H15NS2
5-(4-methylsulphanylphenylsulphanyl)indoline
—— 2-Phenyl-6-methylthio-4H-pyran-4-one 117683-53-1 C12H10O2S
2-Phenyl-6-methylthio-4H-pyran-4-one
—— methyl 4-methyl-2-(methylsulfanyl)-6-(p-tolylsulfanyl)benzoate 1195804-25-1 C17H18O2S2
methyl 4-methyl-2-(methylsulfanyl)-6-(p-tolylsulfanyl)benzoate
—— methyl 3,4-dimethyl-6-(methylsulfanyl)-2-(phenylsulfanyl)benzoate 1195804-31-9 C17H18O2S2
methyl 3,4-dimethyl-6-(methylsulfanyl)-2-(phenylsulfanyl)benzoate
—— 4,4,5,5-Tetra(methylthio)-octane-2,3,6,7-tetraone 140611-78-5 C12H18O4S4
4,4,5,5-Tetra(methylthio)-octane-2,3,6,7-tetraone
—— methyl 3,4-dimethyl-6-(methylsulfanyl)-2-(p-tolylsulfanyl)benzoate 1195804-33-1 C18H20O2S2
methyl 3,4-dimethyl-6-(methylsulfanyl)-2-(p-tolylsulfanyl)benzoate
—— {2-[3-(4-morpholin-4-ylmethylphenyl)-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl]phenyl}methanol 946050-92-6 C24H24N4O2S
{2-[3-(4-morpholin-4-ylmethylphenyl)-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl]phenyl}methanol
—— 2,4,6,8-Tetrathiaadamantane, 1,3,5,7,9-pentamethyl- 17749-59-6 C11H18S4
2,4,6,8-Tetrathiaadamantane, 1,3,5,7,9-pentamethyl-
—— (R)-[5-(4-methylsulphanylphenylsulphanyl)-1-(3,3,3-trifluoro-2-hydroxy-2-methylpropionyl)indoline] 329794-58-3 C19H18F3NO2S2
(R)-[5-(4-methylsulphanylphenylsulphanyl)-1-(3,3,3-trifluoro-2-hydroxy-2-methylpropionyl)indoline]
—— S-t-Butyl phenylthiothioacetate 63006-70-2 C12H16OS2
S-t-Butyl phenylthiothioacetate
—— 1-Chloro-1-(dichloro-methanesulfonyl-methanesulfonyl)-ethane 68483-82-9 C4H7Cl3O4S2
1-Chloro-1-(dichloro-methanesulfonyl-methanesulfonyl)-ethane
—— 1-(4-(4,6-dimethylpyrimidin-2-ylthio)phenyl)-3-(4-(trifluoromethoxy)phenyl)urea 1263499-67-7 C20H17F3N4O2S
1-(4-(4,6-dimethylpyrimidin-2-ylthio)phenyl)-3-(4-(trifluoromethoxy)phenyl)urea
—— 1,1-bis(methylthio)-n-pentane 52317-55-2 C7H16S2
1,1-bis(methylthio)-n-pentane
—— 2,4,6,8-Tetrathiaadamantane-1-carboxylic acid, 3,5,7-trimethyl- 21404-62-6 C10H14O2S4
2,4,6,8-Tetrathiaadamantane-1-carboxylic acid, 3,5,7-trimethyl-
—— 2,4,6,8-Tetrathiaadamantane, 1,3,5,7,9,9,10,10-octamethyl- 17749-62-1 C14H24S4
2,4,6,8-Tetrathiaadamantane, 1,3,5,7,9,9,10,10-octamethyl-
—— 2,4,6,8,9-Pentathiaadamantane, 1,3,5,7,10-pentamethyl- 17443-93-5 C10H16S5
2,4,6,8,9-Pentathiaadamantane, 1,3,5,7,10-pentamethyl-