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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
—— [((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
—— 3-ethylsulfanylbenzene-1,2-diamine 872471-97-1 C8H12N2S
3-ethylsulfanylbenzene-1,2-diamine
—— Chloromethyl-methyl-thiocarbamic acid S-methyl ester 39073-80-8 C4H8ClNOS
Chloromethyl-methyl-thiocarbamic acid S-methyl ester
—— lithium 3-(methylthio)benzenesulfinate 1609560-83-9 C7H7O2S2*Li
lithium 3-(methylthio)benzenesulfinate
—— 6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine 1380333-85-6 C16H16N4OS
6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine
—— 4-Methyl-6-methylsulfanyl-1H-pyridin-2-one 128951-36-0 C7H9NOS
4-Methyl-6-methylsulfanyl-1H-pyridin-2-one
—— 2,5-bis(1,3-benzodithiol-2-yl)-3-formylpyrrole 153850-69-2 C19H13NOS4
2,5-bis(1,3-benzodithiol-2-yl)-3-formylpyrrole
—— 3,6-Dimethyl-2,5-N,N'-dicyandiimin-2,5-dihydrothieno<3,2-b>thiophen 125594-12-9 C10H6N4S2
3,6-Dimethyl-2,5-N,N'-dicyandiimin-2,5-dihydrothieno<3,2-b>thiophen
—— 2-Thioxo-propionaldehyde 132604-58-1 C3H4OS
2-Thioxo-propionaldehyde
—— (Z)-2-phenylthio-1-ethenyl acetyl selenide 105590-43-0 C10H10OSSe
(Z)-2-phenylthio-1-ethenyl acetyl selenide
—— 2,2-dimethyl-2,3-dihydrobenzothiophene-7-carboxylic acid 123656-28-0 C11H12O2S
2,2-dimethyl-2,3-dihydrobenzothiophene-7-carboxylic acid
—— 4-(4-(phenyl)thiazol-2-yl)thio-1-nitrobenzene 228401-28-3 C15H10N2O2S2
4-(4-(phenyl)thiazol-2-yl)thio-1-nitrobenzene
—— 2-chloro-6-oxo-7-carboxymethyl-5H-pyrido<2,3-b><1,4>thiazine 96662-19-0 C9H7ClN2O3S
2-chloro-6-oxo-7-carboxymethyl-5H-pyrido<2,3-b><1,4>thiazine
—— 2-(3-phenylsulfanylpropyl)cyclopentanone 77516-32-6 C14H18OS
2-(3-phenylsulfanylpropyl)cyclopentanone
—— methyl dithiopivalate 40920-16-9 C6H12S2
methyl dithiopivalate
—— 3-(5-hexylsulfanyl-3H-imidazol-4-yl)-pyridine 1073552-66-5 C14H19N3S
3-(5-hexylsulfanyl-3H-imidazol-4-yl)-pyridine
—— 3-[5-hexylsulfanyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazol-4-yl]-pyridine 1073552-65-4 C20H33N3OSSi
3-[5-hexylsulfanyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazol-4-yl]-pyridine
—— N-{4-[4-methyl-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-2-phenyl-butyramide 943616-43-1 C32H30N4OS
N-{4-[4-methyl-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-2-phenyl-butyramide
—— 2-allyl-[1,3]dithiane-2-carboxylic acid 71404-66-5 C8H12O2S2
2-allyl-[1,3]dithiane-2-carboxylic acid
—— 9-(2-hydroxyethylthio)octadecan-1-ol 1301263-36-4 C20H42O2S
9-(2-hydroxyethylthio)octadecan-1-ol
—— 4,6-dimethoxy-7-(p-tolylthio)hept-1-ene 190667-93-7 C16H24O2S
4,6-dimethoxy-7-(p-tolylthio)hept-1-ene
—— 5-methyl-17-thia-2,12,13,15-tetrazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,4,6,8,13,15-heptaen-11-ol 144918-78-5 C13H10N4OS
5-methyl-17-thia-2,12,13,15-tetrazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,4,6,8,13,15-heptaen-11-ol
—— 2-cyclohex-2-enyl-[1,3]dithiane-2-carboxylic acid 63048-49-7 C11H16O2S2
2-cyclohex-2-enyl-[1,3]dithiane-2-carboxylic acid
—— 1,5-bis-butylsulfanyl-pentane 13344-03-1 C13H28S2
1,5-bis-butylsulfanyl-pentane
—— 5-p-tolylthio-4-methoxypentan-2-one 95349-76-1 C13H18O2S
5-p-tolylthio-4-methoxypentan-2-one
—— 2-Methyl-mercapto-propen 7594-44-7 C4H8S
2-Methyl-mercapto-propen
—— 1-Chloro-4-(2-chloro-2-methoxy-ethylsulfanyl)-benzene 103200-21-1 C9H10Cl2OS
1-Chloro-4-(2-chloro-2-methoxy-ethylsulfanyl)-benzene