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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-(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-
—— 16-bromo-1-hexadecanethiol 1362855-77-3 C16H33BrS
16-bromo-1-hexadecanethiol
—— 5-ethylamino-3-methylsulfanyl-1,2,4-triazine-6-carbaldehyde 406920-81-8 C7H10N4OS
5-ethylamino-3-methylsulfanyl-1,2,4-triazine-6-carbaldehyde
—— 2-(octylthio)-4,6(1H,5H)-pyrimidinedione 86627-13-6 C12H20N2O2S
2-(octylthio)-4,6(1H,5H)-pyrimidinedione
—— Thiosulfuric acid S-{N-[3-(4-methylsulfanyl-phenyl)-adamantan-1-ylmethyl]-carbamimidoylmethyl} ester 117077-52-8 C20H28N2O3S3
Thiosulfuric acid S-{N-[3-(4-methylsulfanyl-phenyl)-adamantan-1-ylmethyl]-carbamimidoylmethyl} ester
—— {4-[4-(1,5-Diphenyl-4,5-dihydro-1H-pyrazol-3-yl)-phenylsulfanyl]-phenyl}-[1-phenyl-meth-(E)-ylidene]-amine 154599-66-3 C34H27N3S
{4-[4-(1,5-Diphenyl-4,5-dihydro-1H-pyrazol-3-yl)-phenylsulfanyl]-phenyl}-[1-phenyl-meth-(E)-ylidene]-amine
—— 2,2-dichlorocyclopropylmethyl 1H-1,2,4-triazol-5-yl sulfide 118124-76-8 C6H7Cl2N3S
2,2-dichlorocyclopropylmethyl 1H-1,2,4-triazol-5-yl sulfide
—— 6-<(4-chlorophenyl)thio>-N,N-dimethyl-1,2,4,5-tetrazin-3-amine 75328-95-9 C10H10ClN5S
6-<(4-chlorophenyl)thio>-N,N-dimethyl-1,2,4,5-tetrazin-3-amine
—— 2,2-dichlorocyclopropylmethyl pentyl sulfide 892219-89-5 C9H16Cl2S
2,2-dichlorocyclopropylmethyl pentyl sulfide
—— 1-butylthio-2-phenylthio-ethane 29654-72-6 C12H18S2
1-butylthio-2-phenylthio-ethane
—— 2,2-dichlorocyclopropylmethyl phenyl sulfide 86476-99-5 C10H10Cl2S
2,2-dichlorocyclopropylmethyl phenyl sulfide
—— Cyclohexane, (pentylthio)- 7133-42-8 C11H22S
Cyclohexane, (pentylthio)-
—— (1S,3aS,4S,7aR)-7a-Methyl-5-oxo-6-phenylsulfanyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-3a-trimethylsilanyloxy-octahydro-indene-1-carbonitrile 1026450-31-6 C30H41NO4SSi
(1S,3aS,4S,7aR)-7a-Methyl-5-oxo-6-phenylsulfanyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-3a-trimethylsilanyloxy-octahydro-indene-1-carbonitrile
—— (E)-1-Butylsulfanyl-buta-1,3-diene 109921-64-4 C8H14S
(E)-1-Butylsulfanyl-buta-1,3-diene
—— 2-o-Tolylmercapto-butanon-(3) 17078-35-2 C11H14OS
2-o-Tolylmercapto-butanon-(3)
—— 2,2-dimethylpropyl 2,2-dimethylpropanesulfinyl sulfone 82360-14-3 C10H22O3S2
2,2-dimethylpropyl 2,2-dimethylpropanesulfinyl sulfone
—— bis(benzo[4,5]thieno)[2,3-b: 2'3'-e][1,4]dithiin 42057-21-6 C16H8S4
bis(benzo[4,5]thieno)[2,3-b: 2'3'-e][1,4]dithiin
—— 1-(3-(furfurylthio)-2-pyrazinyl)-2-methyl-1-propanone 118043-62-2 C13H14N2O2S
1-(3-(furfurylthio)-2-pyrazinyl)-2-methyl-1-propanone
—— 2-(2,5-Dimethyl-phenylmercapto)-butanon-(3) 1204-94-0 C12H16OS
2-(2,5-Dimethyl-phenylmercapto)-butanon-(3)
—— (3-hydroxy-6-methyl-pyridin-2-ylsulfanyl)-phenyl-acetic acid 32002-83-8 C14H13NO3S
(3-hydroxy-6-methyl-pyridin-2-ylsulfanyl)-phenyl-acetic acid
—— α-(2-pyridylthio)benzyllithium 38711-74-9 C12H10LiNS
α-(2-pyridylthio)benzyllithium
—— tributyl[2-(phenylthio)-3,6-(MeO)2-phenyl]tin 780820-51-1 C26H40O2SSn
tributyl[2-(phenylthio)-3,6-(MeO)2-phenyl]tin
—— 3-<3-Methyl-phenylmercapto>-butan-2-on 93351-10-1 C11H14OS
3-<3-Methyl-phenylmercapto>-butan-2-on
—— 1-ethoxy-1-phenylthiononane 99054-49-6 C17H28OS
1-ethoxy-1-phenylthiononane
—— 2-(4-Phenylsulfanyl-butylidene)-malonic acid diethyl ester 130247-52-8 C17H22O4S
2-(4-Phenylsulfanyl-butylidene)-malonic acid diethyl ester