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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
—— 4-(2-methoxy-phenylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester 631909-52-9 C13H11NO5S2
4-(2-methoxy-phenylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester
—— Diethyl-1-(p-chlorphenylthio)-vinylphosphat 2595-53-1 C10H12ClO4PS
Diethyl-1-(p-chlorphenylthio)-vinylphosphat
—— 2-Vinyloxy-aethanthiol 18343-77-6 C4H8OS
2-Vinyloxy-aethanthiol
—— 1,3-dibromo-2-(methylsulfonyl)propane 106124-83-8 C4H8Br2O2S
1,3-dibromo-2-(methylsulfonyl)propane
—— 1-(2,3-dihydro-3-methyl-3-hydroxymethylbenzo[b]thien-5-yl)ethanol 377050-83-4 C12H16O2S
1-(2,3-dihydro-3-methyl-3-hydroxymethylbenzo[b]thien-5-yl)ethanol
—— 3,5-bis-(4-methylsulfanylphenyl)-[1,2,4]thiadiazole 1637414-89-1 C16H14N2S3
3,5-bis-(4-methylsulfanylphenyl)-[1,2,4]thiadiazole
—— 10-(phenylthio)decylamine 149599-73-5 C16H27NS
10-(phenylthio)decylamine
—— 5-chloro-2-(7-thiazolidin-3-yl-heptylsulfanyl)-pyridine 91573-84-1 C15H23ClN2S2
5-chloro-2-(7-thiazolidin-3-yl-heptylsulfanyl)-pyridine
—— 5,6-dimethyl-7-phenylthio-1,2,3,4-tetrahydronaphthalene 1330631-27-0 C18H20S
5,6-dimethyl-7-phenylthio-1,2,3,4-tetrahydronaphthalene
—— 6-amino-2-(3-chloroquinoxalin-2-ylthio)pyrimidin-4(3H)-one 948190-28-1 C12H8ClN5OS
6-amino-2-(3-chloroquinoxalin-2-ylthio)pyrimidin-4(3H)-one
—— 4-((2,2,2-trifluoroethyl)thio)picolinonitrile 1408213-68-2 C8H5F3N2S
4-((2,2,2-trifluoroethyl)thio)picolinonitrile
—— 2-(2,2,2-trifluoroethylthio)-1-hexene 1239341-54-8 C8H13F3S
2-(2,2,2-trifluoroethylthio)-1-hexene
—— 1-hydroxy-3-(2,2,2-trifluoroethylthio)-prop-2-ene 340720-25-4 C5H7F3OS
1-hydroxy-3-(2,2,2-trifluoroethylthio)-prop-2-ene
—— hydron;3-[5-(5-methylsulfanylpyridin-2-yl)oxypentyl]-1,3-thiazolidine;dichloride —— C14H24Cl2N2OS2
hydron;3-[5-(5-methylsulfanylpyridin-2-yl)oxypentyl]-1,3-thiazolidine;dichloride
—— 35377-69-6 C11H20O2S
—— Thiazolidine, 3-(7-(5-chloro-2-pyridyl)thioheptyl)-, hydrochloride 40771-37-7 C15H24Cl2N2S2
Thiazolidine, 3-(7-(5-chloro-2-pyridyl)thioheptyl)-, hydrochloride
—— 1,2-dicyclobutyldisulfane 1215198-51-8 C8H14S2
1,2-dicyclobutyldisulfane
—— 5-bromo-2-(butylthio)oxazole 1268685-47-7 C7H10BrNOS
5-bromo-2-(butylthio)oxazole
—— Diethyl 2,3-bis[(4-methylphenyl)sulfanyl]butanedioate 5324-51-6 C22H26O4S2
Diethyl 2,3-bis[(4-methylphenyl)sulfanyl]butanedioate
—— 4-bromo-2-(butylthio)oxazole 1268685-49-9 C7H10BrNOS
4-bromo-2-(butylthio)oxazole
—— 6-(furan-2-yl)-2-(methylsulfanyl)pyrimidin-4-amine 856173-36-9 C9H9N3OS
6-(furan-2-yl)-2-(methylsulfanyl)pyrimidin-4-amine
—— ethyl <(5S)-6-(p-tolylthio)spiro<4.5>dec-6-en-2-yl>acetate 140421-07-4 C21H28O2S
ethyl <(5S)-6-(p-tolylthio)spiro<4.5>dec-6-en-2-yl>acetate
—— 3-[(5-ethyl-1,2,3-thiadiazol-4-yl)thio]propanoic acid, ethyl ester 114393-16-7 C9H14N2O2S2
3-[(5-ethyl-1,2,3-thiadiazol-4-yl)thio]propanoic acid, ethyl ester
—— 3-[[5-(Phenylmethyl)-,1,2,3-thiadiazol-4-yl]thio]propanoic acid, methyl ester 114393-50-9 C13H14N2O2S2
3-[[5-(Phenylmethyl)-,1,2,3-thiadiazol-4-yl]thio]propanoic acid, methyl ester
—— 1-(2-(neopentylamino)ethyl)-2-(6-vinylbenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-64-6 C22H27N5O2S
1-(2-(neopentylamino)ethyl)-2-(6-vinylbenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— ethyl 6-({1-[2-(2-bromophenyl)ethyl]-1H-imidazol-2-yl}sulfanyl)pyridine-3-carboxylate 895582-15-7 C19H18BrN3O2S
ethyl 6-({1-[2-(2-bromophenyl)ethyl]-1H-imidazol-2-yl}sulfanyl)pyridine-3-carboxylate
—— 6-Amino-5-ethylsulfanyl-4-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 89110-38-3 C9H11N3OS
6-Amino-5-ethylsulfanyl-4-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
—— (p-Tolyl)[[(1R,6S)-6beta-(3-acetoxypropyl)bicyclo[4.1.0]heptan]-1beta-yl] sulfide —— C19H26O2S
(p-Tolyl)[[(1R,6S)-6beta-(3-acetoxypropyl)bicyclo[4.1.0]heptan]-1beta-yl] sulfide
—— 3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>propyl acetate 139590-74-2 C19H26O2S
3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>propyl acetate
—— <<2-(Methylthio)phenyl>methyl>phenylphosphinsaeure-methylester 122278-86-8 C15H17O2PS
<<2-(Methylthio)phenyl>methyl>phenylphosphinsaeure-methylester
—— 3-<(1S,6S)-6-(p-tolylthio)(5,5-(2)H2)bicyclo<4.1.0>hept-1-yl>propyl acetate 139590-80-0 C19H26O2S
3-<(1S,6S)-6-(p-tolylthio)(5,5-(2)H2)bicyclo<4.1.0>hept-1-yl>propyl acetate
—— 3-<(1S)-1-methyl-2-(p-tolylthio)cyclohex-2-en-1-yl>propyl acetate 139590-77-5 C19H26O2S
3-<(1S)-1-methyl-2-(p-tolylthio)cyclohex-2-en-1-yl>propyl acetate
—— 4-[2-(4-chlorophenylthio)-2,2-difluoroethyl]oxazolidin-2-one 1355214-08-2 C11H10ClF2NO2S
4-[2-(4-chlorophenylthio)-2,2-difluoroethyl]oxazolidin-2-one
—— 4-[2,2-difluoro-2-(phenylthio)ethyl]oxazolidin-2-one 1355213-96-5 C11H11F2NO2S
4-[2,2-difluoro-2-(phenylthio)ethyl]oxazolidin-2-one
—— 1-methylsulfonyl-3-methylthio-5-(1H-1,2,4-triazolamine) 122652-06-6 C4H8N4O2S2
1-methylsulfonyl-3-methylthio-5-(1H-1,2,4-triazolamine)
—— 5-methoxycarbonylethylthio-1,2,3-thiadiazole 69893-90-9 C6H8N2O2S2
5-methoxycarbonylethylthio-1,2,3-thiadiazole
—— (3S,4R,1'R)-2-(α-methylbenzyl)-3-phenyl-4-(phenylsulfenyl)-1,2-thiazetidine 1,1-dioxide 218460-70-9 C22H21NO2S2
(3S,4R,1'R)-2-(α-methylbenzyl)-3-phenyl-4-(phenylsulfenyl)-1,2-thiazetidine 1,1-dioxide
—— 5-Difluoromethylthio-3-phenylisoxazole 126767-48-4 C10H7F2NOS
5-Difluoromethylthio-3-phenylisoxazole
—— (3R,4S,1'R)-2-(α-methylbenzyl)-3-phenyl-4-(phenylsulfenyl)-1,2-thiazetidine 1,1-dioxide 218460-57-2 C22H21NO2S2
(3R,4S,1'R)-2-(α-methylbenzyl)-3-phenyl-4-(phenylsulfenyl)-1,2-thiazetidine 1,1-dioxide
—— N-(4-(4-(2H-1,2,4-triazol-3-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide 1079394-23-2 C15H11ClF3N7OS
N-(4-(4-(2H-1,2,4-triazol-3-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide
—— 2-methoxy-1-phenylthio-3-butene 82578-08-3 C11H14OS
2-methoxy-1-phenylthio-3-butene
—— [5-Chloro-2-(4-chloro-phenylsulfanyl)-phenyl]-methanol 13420-69-4 C13H10Cl2OS
[5-Chloro-2-(4-chloro-phenylsulfanyl)-phenyl]-methanol
—— 3-chloro-6-[(4'-chlorophenyl)-thio]-benzyl chloride 14359-50-3 C13H9Cl3S
3-chloro-6-[(4'-chlorophenyl)-thio]-benzyl chloride
—— N-(4-(4-(3-amino-1H-1,2,4-triazol-1-yl)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide 1079394-24-3 C15H11ClF3N7OS
N-(4-(4-(3-amino-1H-1,2,4-triazol-1-yl)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide
—— ((Z)-3-Methoxy-but-2-enylsulfanyl)-benzene 79631-61-1 C11H14OS
((Z)-3-Methoxy-but-2-enylsulfanyl)-benzene
—— 7-bromo-9-(4-ethylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine 395073-87-7 C18H20BrN3S
7-bromo-9-(4-ethylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine
—— 7-bromo-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one 256950-35-3 C12H8BrNOS
7-bromo-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one
—— (+/-)-7-bromo-9,10-dihydro-9-hydroxypyrrolo[2,1-b][1,3]benzothiazepine 256950-36-4 C12H10BrNOS
(+/-)-7-bromo-9,10-dihydro-9-hydroxypyrrolo[2,1-b][1,3]benzothiazepine
—— 7-bromo-9-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine 395073-86-6 C17H18BrN3S
7-bromo-9-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine
—— (+/-)-7,9-dibromo-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepine 256950-37-5 C12H9Br2NS
(+/-)-7,9-dibromo-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepine