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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
—— [5-(4-Azocan-1-yl-but-2-ynylsulfanyl)-[1,3,4]thiadiazol-2-yl]-carbamic acid allyl ester 141992-76-9 C17H24N4O2S2
[5-(4-Azocan-1-yl-but-2-ynylsulfanyl)-[1,3,4]thiadiazol-2-yl]-carbamic acid allyl ester
—— [5-(4-Azocan-1-yl-but-2-ynylsulfanyl)-[1,3,4]thiadiazol-2-yl]-carbamic acid ethyl ester 141992-71-4 C16H24N4O2S2
[5-(4-Azocan-1-yl-but-2-ynylsulfanyl)-[1,3,4]thiadiazol-2-yl]-carbamic acid ethyl ester
—— N,N-Dimethylthiocarbamoylisothiocyanat 30013-32-2 C4H6N2S2
N,N-Dimethylthiocarbamoylisothiocyanat
—— trichloroethoxycarbonylisothiocyanate 56539-09-4 C4H2Cl3NO2S
trichloroethoxycarbonylisothiocyanate
—— 5-butyl-3-[1-hydroxy-4,4-bis(phenylsulfanyl)butyl]-3-(phenylselanyl)oxolan-2-one 1432519-03-3 C30H34O3S2Se
5-butyl-3-[1-hydroxy-4,4-bis(phenylsulfanyl)butyl]-3-(phenylselanyl)oxolan-2-one
—— bis-(propane-2-sulfonyl)-methane 6330-39-8 C7H16O4S2
bis-(propane-2-sulfonyl)-methane
—— 1-[5-butyl-2-oxo-3-(phenylselanyl)oxolan-3-yl]-4,4-bis-(phenylsulfanyl)butyl acetate 1432519-06-6 C32H36O4S2Se
1-[5-butyl-2-oxo-3-(phenylselanyl)oxolan-3-yl]-4,4-bis-(phenylsulfanyl)butyl acetate
—— 2-(p-tolylthio)benzaldehyde 62351-50-2 C14H12OS
2-(p-tolylthio)benzaldehyde
—— 4-Pyridyl-n-dodecylthioether 10351-15-2 C17H29NS
4-Pyridyl-n-dodecylthioether
—— 3,6,10,13-Tetrathiapentadecane-1,15-dithiol 88458-57-5 C11H24S6
3,6,10,13-Tetrathiapentadecane-1,15-dithiol
—— N,N'-(methylethylene)-2,2'-thiodibenzamide 1393085-58-9 C17H16N2O2S
N,N'-(methylethylene)-2,2'-thiodibenzamide
—— 2-[(4-bromophenyl)sulfanyl]benzaldehyde 139009-34-0 C13H9BrOS
2-[(4-bromophenyl)sulfanyl]benzaldehyde
—— 2-((4-fluorophenyl)thio)benzaldehyde 643763-14-8 C13H9FOS
2-((4-fluorophenyl)thio)benzaldehyde
—— (naphthalen-3-yl)(naphthalen-4-yl)sulfane 62393-34-4 C20H14S
(naphthalen-3-yl)(naphthalen-4-yl)sulfane
—— ethyl 2-methyl-2-(4-pyridylsulfanyl)propanoate 125305-74-0 C11H15NO2S
ethyl 2-methyl-2-(4-pyridylsulfanyl)propanoate
—— 2-Methyl-but-1-ene-1-thione 131136-78-2 C5H8S
2-Methyl-but-1-ene-1-thione
—— 1-Amino-2-methylbutane-2-thiol--hydrogen chloride (1/1) 32047-54-4 C5H14ClNS
1-Amino-2-methylbutane-2-thiol--hydrogen chloride (1/1)
—— ω-(Ethylthio)-1-pentanthiol 36044-04-9 C7H16S2
ω-(Ethylthio)-1-pentanthiol
—— 1,2-Diphenyl-4-γ-phenylthiopropyl-pyrazolidin-3,5-dion 58813-42-6 C24H22N2O2S
1,2-Diphenyl-4-γ-phenylthiopropyl-pyrazolidin-3,5-dion
—— N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)cyclobutanecarboxamide 820975-33-5 C21H19F2NOS2
N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)cyclobutanecarboxamide
—— O-(1-methoxy-2,2-dimethylvinyl) S-propyl dithiocarbonate 123311-26-2 C9H16O2S2
O-(1-methoxy-2,2-dimethylvinyl) S-propyl dithiocarbonate
—— 4-[3-[4-(2-Methylimidazol-1-ylmethyl)phenylthio]phenyl]-3,4,5,6-tetrahydro-2H-pyran-4carboxylic acid 179420-58-7 C23H24N2O3S
4-[3-[4-(2-Methylimidazol-1-ylmethyl)phenylthio]phenyl]-3,4,5,6-tetrahydro-2H-pyran-4carboxylic acid
—— 4-Methyl-2-(phenylsulfanyl)pentanal 127941-11-1 C12H16OS
4-Methyl-2-(phenylsulfanyl)pentanal
—— 2,6-Dichloro-3-bromo-5-benzylthiopyridine 129836-62-0 C12H8BrCl2NS
2,6-Dichloro-3-bromo-5-benzylthiopyridine
—— 1-(2-Methyl-[1,3]dithiolan-2-yl)-butan-1-one 61784-42-7 C8H14OS2
1-(2-Methyl-[1,3]dithiolan-2-yl)-butan-1-one
—— 6-methyl-2-(phenylthio)tetrahydropyran 193539-57-0 C12H16OS
6-methyl-2-(phenylthio)tetrahydropyran
—— [((E)-Hex-3-enyl)oxy]-phenylsulfanyl-acetic acid ethyl ester 134277-88-6 C16H22O3S
[((E)-Hex-3-enyl)oxy]-phenylsulfanyl-acetic acid ethyl ester
—— methyl 2-methyl-1,3-dithiolane-2-carboxylate 61784-35-8 C6H10O2S2
methyl 2-methyl-1,3-dithiolane-2-carboxylate
—— 5-<(E)-1-(Phenylthio)-1-propenyl>-1-pyrroline 128845-07-8 C13H15NS
5-<(E)-1-(Phenylthio)-1-propenyl>-1-pyrroline
—— N,N'-(hexamethylene)bisdithiocarbamic acid 45131-67-7 C8H16N2S4
N,N'-(hexamethylene)bisdithiocarbamic acid
—— N,2-dimethyl-N-hydroxy-1-propanethioamide 105183-87-7 C5H11NOS
N,2-dimethyl-N-hydroxy-1-propanethioamide
—— hexamethylenedithiourea 10017-50-2 C8H18N4S2
hexamethylenedithiourea
—— 2-(2,4-dichloro-benzenesulfonylamino)-N-methoxy-N-methyl-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-isonicotinamide 882500-08-5 C25H26Cl2N4O6S3
2-(2,4-dichloro-benzenesulfonylamino)-N-methoxy-N-methyl-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-isonicotinamide
—— (3'S,4S)-3-[3'-hydroxy-4-(2-methyl-1,3-dithianyl)]butanoate-4-isopropyloxazolidin-2-one 236094-48-7 C15H25NO4S2
(3'S,4S)-3-[3'-hydroxy-4-(2-methyl-1,3-dithianyl)]butanoate-4-isopropyloxazolidin-2-one
—— (3'R,4S)-3-[3'-hydroxy-4-(2-methyl-1,3-dithianyl)]butanoate-4-isopropylooxazolidin-2-one 236094-47-6 C15H25NO4S2
(3'R,4S)-3-[3'-hydroxy-4-(2-methyl-1,3-dithianyl)]butanoate-4-isopropylooxazolidin-2-one
—— N-<2-Phenylmercapto-1-methyl-aethyl>-acetamid 91281-29-7 C11H15NOS
N-<2-Phenylmercapto-1-methyl-aethyl>-acetamid
—— 2-(Methylsulfinylmethylsulfanyl)-5-phenyl-1,3,4-thiadiazole 154220-74-3 C10H10N2OS3
2-(Methylsulfinylmethylsulfanyl)-5-phenyl-1,3,4-thiadiazole
—— (4S)-3-<(2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanyl-1-oxoheptyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one 143879-17-8 C20H29NO4S
(4S)-3-<(2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanyl-1-oxoheptyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one
—— trans-3-Ethyl-2,4,5-trithia-6-octene 2-S-oxide 197566-05-5 C7H14OS3
trans-3-Ethyl-2,4,5-trithia-6-octene 2-S-oxide
—— Imidodi(thiokohlensaeure-O-ethylester) 77588-28-4 C6H11NO2S2
Imidodi(thiokohlensaeure-O-ethylester)
—— (4S)-3-<(2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanyl-1-oxohexyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one 143879-16-7 C19H27NO4S
(4S)-3-<(2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanyl-1-oxohexyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one
—— (2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanylhexan-1-ol 182824-31-3 C13H20O2S
(2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanylhexan-1-ol
—— (4S)-3-<(2R,3S,4R)-3-Hydroxy-2,5-dimethyl-4-phenylsulfanyl-1-oxohexyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one 143879-18-9 C20H29NO4S
(4S)-3-<(2R,3S,4R)-3-Hydroxy-2,5-dimethyl-4-phenylsulfanyl-1-oxohexyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one
—— (2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanylheptan-1-ol 143879-19-0 C14H22O2S
(2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanylheptan-1-ol
—— (4S)-3-<(2R,3S)-3-hydroxy-2-methyl-1-oxo-3-(1-phenylsulfanylcyclododecyl)propyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one 154868-38-9 C28H43NO4S
(4S)-3-<(2R,3S)-3-hydroxy-2-methyl-1-oxo-3-(1-phenylsulfanylcyclododecyl)propyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one
—— Ethyl {[(2-methoxyethoxy)carbonyl]sulfanyl}acetate 135742-69-7 C8H14O5S
Ethyl {[(2-methoxyethoxy)carbonyl]sulfanyl}acetate
—— (3R)-3-mercaptopentan-1-ol 350611-23-3 C5H12OS
(3R)-3-mercaptopentan-1-ol
—— 1-[5-(2-methyl-1,3-benzodithiol-2-yl)-1H-pyrrol-3-yl]ethanone 147089-10-9 C14H13NOS2
1-[5-(2-methyl-1,3-benzodithiol-2-yl)-1H-pyrrol-3-yl]ethanone
—— 2-(benzylthio)pyrimidine-4,5,6-triamine 95493-97-3 C11H13N5S
2-(benzylthio)pyrimidine-4,5,6-triamine
—— bis-(Heptadecafluorooctanesulfonyl)methane 29214-34-4 C17H2F34O4S2
bis-(Heptadecafluorooctanesulfonyl)methane