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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
—— (+)-(1S,6R)-2,2,6-trimethyl-1-[(phenylthio)methyl]cyclohexane 139406-53-4 C16H24S
(+)-(1S,6R)-2,2,6-trimethyl-1-[(phenylthio)methyl]cyclohexane
—— (-)-(1R,6S)-2,2,6-trimethyl-1-[(phenylthio)methyl]cyclohexane 139364-97-9 C16H24S
(-)-(1R,6S)-2,2,6-trimethyl-1-[(phenylthio)methyl]cyclohexane
—— N-[(S)-1-methyl-2-phenylsulfanylethyl]-N-[(S)-1-phenylethyl]formamide 261729-93-5 C18H21NOS
N-[(S)-1-methyl-2-phenylsulfanylethyl]-N-[(S)-1-phenylethyl]formamide
—— N-benzyl-N-[(R)-1-methyl-2-phenylsulfanylethyl]formamide 261729-83-3 C17H19NOS
N-benzyl-N-[(R)-1-methyl-2-phenylsulfanylethyl]formamide
—— 1-(1-phenylthio-2-cyclohexenyl)-1-heptanone 108139-05-5 C19H26OS
1-(1-phenylthio-2-cyclohexenyl)-1-heptanone
—— (1S)-1-methyl-N-[(R)-1-phenylethyl]-2-phenylsulfanylethylamine 261729-88-8 C17H21NS
(1S)-1-methyl-N-[(R)-1-phenylethyl]-2-phenylsulfanylethylamine
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-nitrophenyl)-3-oxo-1,6-dihydropyridazine 1306831-02-6 C25H17N5O4S2
5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-nitrophenyl)-3-oxo-1,6-dihydropyridazine
—— (1S)-1-methyl-N-[(S)-1-phenylethyl]-2-phenylsulfanylethylamine 261729-89-9 C17H21NS
(1S)-1-methyl-N-[(S)-1-phenylethyl]-2-phenylsulfanylethylamine
—— N-[(R)-1-methyl-2-phenylsulfanylethyl]-N-[(R)-1-phenylethyl]formamide 261729-95-7 C18H21NOS
N-[(R)-1-methyl-2-phenylsulfanylethyl]-N-[(R)-1-phenylethyl]formamide
—— (2-oxo-3-phenylsulfanylpropyl) N,N-dimethylcarbamate 115413-24-6 C12H15NO3S
(2-oxo-3-phenylsulfanylpropyl) N,N-dimethylcarbamate
—— 1-(1-phenylthio-2-cyclopentenyl)-1-heptanone 108139-16-8 C18H24OS
1-(1-phenylthio-2-cyclopentenyl)-1-heptanone
—— (Z)-4-(dimethylamino)-3-phenylsulfanyl-1-(2,2,2-trichloroethoxy)but-3-en-2-one 115413-30-4 C14H16Cl3NO2S
(Z)-4-(dimethylamino)-3-phenylsulfanyl-1-(2,2,2-trichloroethoxy)but-3-en-2-one
—— 2-Hydroxy-3-(phenylsulfanyl)propyl pivalate 115413-16-6 C14H20O3S
2-Hydroxy-3-(phenylsulfanyl)propyl pivalate
—— [(Z)-4-(dimethylamino)-2-oxo-3-phenylsulfanylbut-3-enyl] 2,2-dimethylpropanoate 115412-96-9 C17H23NO3S
[(Z)-4-(dimethylamino)-2-oxo-3-phenylsulfanylbut-3-enyl] 2,2-dimethylpropanoate
—— N-[(R)-1-methyl-2-phenylsulfanylethyl]-N-[(S)-1-phenylethyl]formamide 261729-94-6 C18H21NOS
N-[(R)-1-methyl-2-phenylsulfanylethyl]-N-[(S)-1-phenylethyl]formamide
—— 3-methyl-3-phenylthio-1-decen-4-one 108139-18-0 C17H24OS
3-methyl-3-phenylthio-1-decen-4-one
—— (4,4-dimethylpent-2-ynylsulfanyl)benzene 88096-95-1 C13H16S
(4,4-dimethylpent-2-ynylsulfanyl)benzene
—— 1-Phenylsulfanyl-3-(2,2,2-trichloroethoxy)propan-2-one 115413-21-3 C11H11Cl3O2S
1-Phenylsulfanyl-3-(2,2,2-trichloroethoxy)propan-2-one
—— O-Aethyl-N-(β-phenylthio-aethyl)-urethan 92147-10-9 C11H15NO2S
O-Aethyl-N-(β-phenylthio-aethyl)-urethan
—— 2-amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile 54356-39-7 C6H5ClN4S
2-amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— 5-amino-1-(benzothiazol-2'-ylthio)-4-imino-3-(p-methoxyphenyl)-7-phenyl-3,4-dihydrophthalazine-6,6(7H)-dicarbonitrile 1306830-99-8 C30H21N7OS2
5-amino-1-(benzothiazol-2'-ylthio)-4-imino-3-(p-methoxyphenyl)-7-phenyl-3,4-dihydrophthalazine-6,6(7H)-dicarbonitrile
—— (E)-prop-1-ene-1,3-diylbis(phenylsulfane) 80780-63-8 C15H14S2
(E)-prop-1-ene-1,3-diylbis(phenylsulfane)
—— 2-Methyl-3-<(phenylthio)methyl>pyridine 76915-54-3 C13H13NS
2-Methyl-3-<(phenylthio)methyl>pyridine
—— 1-(1-phenylthio-2-cyclohexenyl)ethanone 108139-14-6 C14H16OS
1-(1-phenylthio-2-cyclohexenyl)ethanone
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine hydrochloride 1306605-04-8 C25H18N4O2S2*ClH
5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine hydrochloride
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-1-(p-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine 1306831-01-5 C26H20N4O3S2
5-benzamido-3-(benzothiazol-2'-ylthio)-1-(p-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine
—— 2-Oxo-3-(phenylsulfanyl)propyl pivalate 115413-23-5 C14H18O3S
2-Oxo-3-(phenylsulfanyl)propyl pivalate
—— 3-(benzothiazol-2'-ylthio)-6-imino-1-(p-methoxylphenyl)-4-methyl-1,6-dihydropyridazine-5-carbonitrile 1306604-99-8 C20H15N5OS2
3-(benzothiazol-2'-ylthio)-6-imino-1-(p-methoxylphenyl)-4-methyl-1,6-dihydropyridazine-5-carbonitrile
—— 4-cyclohexylmethylsulfanyl-phenylamine 76253-35-5 C13H19NS
4-cyclohexylmethylsulfanyl-phenylamine
—— 5-amino-1-(benzothiazol-2'-ylthio)-4-imino-3-(p-methoxyphenyl)-7-phenyl-3,4-dihydrophthalazine-6,6(7H)-dicarbonitrile hydrochloride 1306605-03-7 C30H21N7OS2*ClH
5-amino-1-(benzothiazol-2'-ylthio)-4-imino-3-(p-methoxyphenyl)-7-phenyl-3,4-dihydrophthalazine-6,6(7H)-dicarbonitrile hydrochloride
—— 3-(benzothiazol-2'-ylthio)-6-imino-4-methyl-1-(p-nitrophenyl)-1,6-dihydropyridazine-6-carbonitrile 1306830-98-7 C19H12N6O2S2
3-(benzothiazol-2'-ylthio)-6-imino-4-methyl-1-(p-nitrophenyl)-1,6-dihydropyridazine-6-carbonitrile
—— 3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-methylphenyl)-6-oxo-1,6-dihydropyridazine-5-carbonitrile hydrochloride 1306604-98-7 C20H14N4OS2*ClH
3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-methylphenyl)-6-oxo-1,6-dihydropyridazine-5-carbonitrile hydrochloride
—— 3-(benzothiazol-2'-ylthio)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine-5-carbonitrile 1306604-96-5 C19H12N4OS2
3-(benzothiazol-2'-ylthio)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine-5-carbonitrile
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-1-(p-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine hydrochloride 1306605-06-0 C26H20N4O3S2*ClH
5-benzamido-3-(benzothiazol-2'-ylthio)-1-(p-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine hydrochloride
—— 3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-methylphenyl)-6-oxo-1,6-dihydropyridazine-5-carbonitrile 1306830-97-6 C20H14N4OS2
3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-methylphenyl)-6-oxo-1,6-dihydropyridazine-5-carbonitrile
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-nitrophenyl)-3-oxo-1,6-dihydropyridazine hydrochloride 1306605-08-2 C25H17N5O4S2*ClH
5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-nitrophenyl)-3-oxo-1,6-dihydropyridazine hydrochloride
—— 1,5-Bis(phenylthio)-3-pentanone 119352-90-8 C17H18OS2
1,5-Bis(phenylthio)-3-pentanone
—— 4-(2-methyl-allylsulfanyl)-phenylamine 27955-23-3 C10H13NS
4-(2-methyl-allylsulfanyl)-phenylamine
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine 1306831-00-4 C25H18N4O2S2
5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine
—— trans-2-Chlor-4-phenylmercapto-buten-(2) 51637-56-0 C10H11ClS
trans-2-Chlor-4-phenylmercapto-buten-(2)
—— 3,6-bis-phenylthiopyridine-2-carboxylic acid 85330-73-0 C18H13NO2S2
3,6-bis-phenylthiopyridine-2-carboxylic acid
—— 4-Cyano-3-phenylthiobenzenamine 147696-60-4 C13H10N2S
4-Cyano-3-phenylthiobenzenamine
—— [(difluorophenylmethyl)sulfanyl]benzene 22235-32-1 C13H10F2S
[(difluorophenylmethyl)sulfanyl]benzene
—— 3-fluoro-4-(phenylthio)nitrobenzene 147696-80-8 C12H8FNO2S
3-fluoro-4-(phenylthio)nitrobenzene
—— 2-bromo-3-chloro-propane-1-thiol 5521-81-3 C3H6BrClS
2-bromo-3-chloro-propane-1-thiol
—— 1,2,μ-trithio-dicarbonic acid dimethylamide-methylamide 25691-01-4 C5H10N2S3
1,2,μ-trithio-dicarbonic acid dimethylamide-methylamide
—— 2,3,5,6-tetrachloro-4-trifluoromethylthiopyridine 129626-65-9 C6Cl4F3NS
2,3,5,6-tetrachloro-4-trifluoromethylthiopyridine
—— bis-methanesulfonylmercapto-selane 60411-22-5 C2H6O4S4Se
bis-methanesulfonylmercapto-selane
—— 1,4-Bis(chloromethyl)-2-phenylsulfanylbenzene 67666-85-7 C14H12Cl2S
1,4-Bis(chloromethyl)-2-phenylsulfanylbenzene
—— 1,μ-dithio-dicarbonic acid-1-dimethylamide-2-isopropyl ester 31676-30-9 C7H13NO2S2
1,μ-dithio-dicarbonic acid-1-dimethylamide-2-isopropyl ester