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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
—— N-Cyclohexyl-N-(2-{cyclohexyl-[2-(octane-1-sulfonyl)-acetyl]-amino}-ethyl)-2-(octane-1-sulfonyl)-acetamide 61797-67-9 C34H64N2O6S2
N-Cyclohexyl-N-(2-{cyclohexyl-[2-(octane-1-sulfonyl)-acetyl]-amino}-ethyl)-2-(octane-1-sulfonyl)-acetamide
—— 5-(3,5-Dichlorophenylthio)-4-isopropyl-1-(3-phenylpropyl)-1H-imidazol-2-ylmethanol 178980-15-9 C22H24Cl2N2OS
5-(3,5-Dichlorophenylthio)-4-isopropyl-1-(3-phenylpropyl)-1H-imidazol-2-ylmethanol
—— 7-bromomethyl-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidin-5-one 111730-45-1 C7H7BrN2OS
7-bromomethyl-2,3-dihydro-5H-thiazolo<3,2-a>pyrimidin-5-one
—— 1-phenyl-3-(4-trimethylsilylphenyl)thiopropane 497181-12-1 C18H24SSi
1-phenyl-3-(4-trimethylsilylphenyl)thiopropane
—— [(7aR)-7a-methyl-1-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-5-one]propylenic thioacetal 395641-70-0 C13H18OS2
[(7aR)-7a-methyl-1-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-5-one]propylenic thioacetal
—— 3-Ethylthio-1-isothiocyanato-2-methylpropen 62927-35-9 C7H11NS2
3-Ethylthio-1-isothiocyanato-2-methylpropen
—— [(7aS)-7a-methyl-1-methylene-2,3,5,6,7,7a-hexahydro-1H-inden-5-one]propylenic thioacetal 395641-71-1 C14H20S2
[(7aS)-7a-methyl-1-methylene-2,3,5,6,7,7a-hexahydro-1H-inden-5-one]propylenic thioacetal
—— 1,3-Diisothiocyanato-2-methylprop-1-ene 62927-37-1 C6H6N2S2
1,3-Diisothiocyanato-2-methylprop-1-ene
—— 1-isopropylsulfanyl-octane 70591-98-9 C11H24S
1-isopropylsulfanyl-octane
—— Diethyl 2-cyclopentyl-2-phenylsulfanylpropanedioate 159561-81-6 C18H24O4S
Diethyl 2-cyclopentyl-2-phenylsulfanylpropanedioate
—— (1S,2R,3S,6S)-6-(phenylthio)-2,3-isopropylidendioxy-4-bromocyclohex-4-en-1-ol 885050-19-1 C15H17BrO3S
(1S,2R,3S,6S)-6-(phenylthio)-2,3-isopropylidendioxy-4-bromocyclohex-4-en-1-ol
—— 2-amino-4-(phenylthio)pyridine 64064-59-1 C11H10N2S
2-amino-4-(phenylthio)pyridine
—— 2-Methoxycarbonylamino-8-phenylthio-imidazo<1,2-a>pyridin 64064-62-6 C15H13N3O2S
2-Methoxycarbonylamino-8-phenylthio-imidazo<1,2-a>pyridin
—— 2-benzyl-3-phenylthiomethyl-cyclopentanone 61659-05-0 C19H20OS
2-benzyl-3-phenylthiomethyl-cyclopentanone
—— (1S,2R,3R,6S)-6-(phenylthio)-2,3-isopropylidendioxycyclohex-4-en-1-ol 885050-22-6 C15H18O3S
(1S,2R,3R,6S)-6-(phenylthio)-2,3-isopropylidendioxycyclohex-4-en-1-ol
—— bis(3-methylbut-2-enyl) sulfide 33049-96-6 C10H18S
bis(3-methylbut-2-enyl) sulfide
—— 3-methyl-4-(phenylthio)butyric acid 78428-90-7 C11H14O2S
3-methyl-4-(phenylthio)butyric acid
—— 3-[4-amino-3-(3-chloro-phenylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-yl]-azetidine-1-carboxylic acid ethyl ester 1151652-01-5 C17H17ClN6O2S
3-[4-amino-3-(3-chloro-phenylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-yl]-azetidine-1-carboxylic acid ethyl ester
—— 2-chloro-2-fluoroethyl phenyl sulfide 53485-41-9 C8H8ClFS
2-chloro-2-fluoroethyl phenyl sulfide
—— 1-acetoxy-3-phenyl-1-phenylthio-2-propanone 69798-72-7 C17H16O3S
1-acetoxy-3-phenyl-1-phenylthio-2-propanone
—— methyl 2-(3-indolylthio)nicotinate 242491-25-4 C15H12N2O2S
methyl 2-(3-indolylthio)nicotinate
—— methyl 2-(3-indolylthio)phenylacetate 242491-23-2 C17H15NO2S
methyl 2-(3-indolylthio)phenylacetate
—— 2-(3-indolylthio)nicotinic acid 242491-27-6 C14H10N2O2S
2-(3-indolylthio)nicotinic acid
—— 2-(3-indolylthio)phenylacetic acid 242491-21-0 C16H13NO2S
2-(3-indolylthio)phenylacetic acid
—— 3-[(4-Bromophenyl)sulfanyl]propan-1-amine--hydrogen chloride (1/1) 78540-49-5 C9H13BrClNS
3-[(4-Bromophenyl)sulfanyl]propan-1-amine--hydrogen chloride (1/1)
—— (6-Chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl acetate 76919-47-6 C8H9ClN2O2S
(6-Chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl acetate
—— N-[(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine 83253-31-0 C6H6ClN3OS
N-[(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine
—— (6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl N-methylcarbamate 76919-53-4 C8H10ClN3O2S
(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl N-methylcarbamate
—— (6-Chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl ethylcarbamate 76932-63-3 C9H12ClN3O2S
(6-Chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl ethylcarbamate
—— (6-Methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl ethylcarbamate 76919-59-0 C10H15N3O2S
(6-Methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl ethylcarbamate
—— 2-N-(n-butylamino)cyclopentene-1-dithiocarboxylic acid S-methyl ester 91334-26-8 C11H19NS2
2-N-(n-butylamino)cyclopentene-1-dithiocarboxylic acid S-methyl ester
—— (6-Methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl methylcarbamate 76919-54-5 C9H13N3O2S
(6-Methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl methylcarbamate
—— N-[(6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine 83253-32-1 C7H9N3OS
N-[(6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine
—— 3-Methyl-2-butenyl 4-methylphenyl sulfide 123359-07-9 C12H16S
3-Methyl-2-butenyl 4-methylphenyl sulfide
—— β-Propylamino-cyclopenten-dithiocarbonsaeure-methylester 91140-51-1 C10H17NS2
β-Propylamino-cyclopenten-dithiocarbonsaeure-methylester
—— 1-ethylsulfanyl-pent-1-en-3-yne 2807-28-5 C7H10S
1-ethylsulfanyl-pent-1-en-3-yne
—— 2,4-bis-(hydroxymethyl)diphenyl sulfide 67666-83-5 C14H14O2S
2,4-bis-(hydroxymethyl)diphenyl sulfide
—— 6-hydroxy-5,7,8-trimethyl-1,4-benzoxathiin-2(3H)-one 115048-26-5 C11H12O3S
6-hydroxy-5,7,8-trimethyl-1,4-benzoxathiin-2(3H)-one
—— 2,4-Bis(chloromethyl)diphenylsulfid 67666-86-8 C14H12Cl2S
2,4-Bis(chloromethyl)diphenylsulfid
—— 2,4-bis-(carboxymethyl)diphenylsulfide 67666-89-1 C16H14O4S
2,4-bis-(carboxymethyl)diphenylsulfide
—— (2,2-difluoroethyl)(phenyl)sulfane 134024-36-5 C8H8F2S
(2,2-difluoroethyl)(phenyl)sulfane
—— 4-benzyloxy-6-ethyl-8,8-dimethyl-2-methylsulfanyl-7,8-dihydro-6H-9-oxa-1,3,6-triazabenzocyclohepten-5-one 1448987-79-8 C19H23N3O3S
4-benzyloxy-6-ethyl-8,8-dimethyl-2-methylsulfanyl-7,8-dihydro-6H-9-oxa-1,3,6-triazabenzocyclohepten-5-one
—— 4-chloro-6-ethyl-8,8-dimethyl-2-methylsulfanyl-7,8-dihydro-6H-9-oxa-1,3,6-triazabenzocyclohepten-5-one 1448987-72-1 C12H16ClN3O2S
4-chloro-6-ethyl-8,8-dimethyl-2-methylsulfanyl-7,8-dihydro-6H-9-oxa-1,3,6-triazabenzocyclohepten-5-one
—— (E,2R)-1-[2-[(2R,4E)-2-[tert-butyl(dimethyl)silyl]oxy-4-methylocta-4,7-dienyl]-1,3-dithian-2-yl]-5-methyl-7-phenylhept-5-en-2-ol 1375412-52-4 C33H54O2S2Si
(E,2R)-1-[2-[(2R,4E)-2-[tert-butyl(dimethyl)silyl]oxy-4-methylocta-4,7-dienyl]-1,3-dithian-2-yl]-5-methyl-7-phenylhept-5-en-2-ol
—— 3,3-Bis(ethylthio)-2-(phenylthio)acrylonitril 139427-28-4 C13H15NS3
3,3-Bis(ethylthio)-2-(phenylthio)acrylonitril
—— 4-chloro-6-ethyl-8,8-dimethyl-2-methylsulfanyl-6,7,8,9-tetrahydro-10-oxa-1,3,6-triazabenzocycloocten-5-one 1448987-99-2 C13H18ClN3O2S
4-chloro-6-ethyl-8,8-dimethyl-2-methylsulfanyl-6,7,8,9-tetrahydro-10-oxa-1,3,6-triazabenzocycloocten-5-one
—— 4,5-bis<<2-(methylthio)ethyl>thio>-1,3-dithiole-2-thione 75949-39-2 C9H14S7
4,5-bis<<2-(methylthio)ethyl>thio>-1,3-dithiole-2-thione
—— 2-(Ethylthio)bicyclo<2.2.1>hepta-2,5-dien 86661-00-9 C9H12S
2-(Ethylthio)bicyclo<2.2.1>hepta-2,5-dien
—— p-Chlorphenyl-thioisobuttersaeurechlorid 18518-82-6 C10H10Cl2OS
p-Chlorphenyl-thioisobuttersaeurechlorid
—— 2-Methyl-7-phenylsulfanylundec-2-en-5-yn-4-one 532390-39-9 C18H22OS
2-Methyl-7-phenylsulfanylundec-2-en-5-yn-4-one