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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
—— potassium methylsulfinylacetate 156699-76-2 C3H5O3S*K
potassium methylsulfinylacetate
—— 2-hydroxymethyl-4-methylthio-6-ethylpyrimidine 911388-89-1 C8H12N2OS
2-hydroxymethyl-4-methylthio-6-ethylpyrimidine
—— 1-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophene 125150-88-1 C9H12S2
1-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophene
—— 1-acetyl-2,5,6,7-tetrahydrothiopyrano<3,2-c>pyrazole-3(1H)-one 124187-79-7 C8H10N2O2S
1-acetyl-2,5,6,7-tetrahydrothiopyrano<3,2-c>pyrazole-3(1H)-one
—— 4,4-bis(ethylthio)cyclohexa-2,5-dienone 1234217-82-3 C10H14OS2
4,4-bis(ethylthio)cyclohexa-2,5-dienone
—— (2-tert-Butyl-5-cyano-6-methylsulfanyl-pyrimidin-4-yloxy)-acetic acid 119491-71-3 C12H15N3O3S
(2-tert-Butyl-5-cyano-6-methylsulfanyl-pyrimidin-4-yloxy)-acetic acid
—— Benzene, 5-bromo-2-fluoro-1-methyl-3-(methylthio)- 1822862-39-4 C8H8BrFS
Benzene, 5-bromo-2-fluoro-1-methyl-3-(methylthio)-
—— 3-phenyl-1,1-bis(p-tolylthio)-3-(trimethylsilyloxy)propan-2-one 130796-21-3 C26H30O2S2Si
3-phenyl-1,1-bis(p-tolylthio)-3-(trimethylsilyloxy)propan-2-one
—— 4-(methylthio)-2-phenylpyrimido[4,5-d]pyridazin-5(6H)-one 1425383-92-1 C13H10N4OS
4-(methylthio)-2-phenylpyrimido[4,5-d]pyridazin-5(6H)-one
—— 3-hydroxy-3-phenyl-1,1-bis(p-tolylthio)propan-2-one 130796-23-5 C23H22O2S2
3-hydroxy-3-phenyl-1,1-bis(p-tolylthio)propan-2-one
—— 3-carbethoxy-2-(methylthio)-Δ<sup>1</sup>-pyrroline 61254-37-3 C8H13NO2S
3-carbethoxy-2-(methylthio)-Δ<sup>1</sup>-pyrroline
—— 3-(Methylsulfanyl)-6-phenylthieno[2,3-e][1,2,4]triazine 69347-03-1 C12H9N3S2
3-(Methylsulfanyl)-6-phenylthieno[2,3-e][1,2,4]triazine
—— 1-acetyl-3-acetyloxy-1,5,6,7-tetrahydrothiopyrano<3,2-c>pyrazole 124187-78-6 C10H12N2O3S
1-acetyl-3-acetyloxy-1,5,6,7-tetrahydrothiopyrano<3,2-c>pyrazole
—— 2-[4-[4-[3,6-bis(phenylimino)cyclohexa-1,4-dien-1-yl]sulfanylphenyl]sulfanylphenyl]sulfanyl-1-N,4-N-diphenylcyclohexa-2,5-diene-1,4-diimine 325963-57-3 C48H34N4S3
2-[4-[4-[3,6-bis(phenylimino)cyclohexa-1,4-dien-1-yl]sulfanylphenyl]sulfanylphenyl]sulfanyl-1-N,4-N-diphenylcyclohexa-2,5-diene-1,4-diimine
—— 2-butylsulfanyl-1-N,4-N-diphenylbenzene-1,4-diamine 911110-01-5 C22H24N2S
2-butylsulfanyl-1-N,4-N-diphenylbenzene-1,4-diamine
—— diethyl (1S,2S,3S,4S,5S)-3-ethyl-2-(4-methylphenyl)sulfanyl-5-nitrocyclohexane-1,4-dicarboxylate 1334997-74-8 C21H29NO6S
diethyl (1S,2S,3S,4S,5S)-3-ethyl-2-(4-methylphenyl)sulfanyl-5-nitrocyclohexane-1,4-dicarboxylate
—— diethyl (1S,2R,3S,4R,5S)-3-[tert-butyl(dimethyl)silyl]oxy-2-(4-methylphenyl)sulfanyl-5-nitrocyclohexane-1,4-dicarboxylate 1334997-78-2 C25H39NO7SSi
diethyl (1S,2R,3S,4R,5S)-3-[tert-butyl(dimethyl)silyl]oxy-2-(4-methylphenyl)sulfanyl-5-nitrocyclohexane-1,4-dicarboxylate
—— 2,6-bis(butylsulfanyl)-1-N,4-N-diphenylbenzene-1,4-diamine 911110-02-6 C26H32N2S2
2,6-bis(butylsulfanyl)-1-N,4-N-diphenylbenzene-1,4-diamine
—— 2-acetyl-3-acetyloxy-2,5,6,7-tetrahydrothiopyrano<3,2-c>pyrazole 124187-77-5 C10H12N2O3S
2-acetyl-3-acetyloxy-2,5,6,7-tetrahydrothiopyrano<3,2-c>pyrazole
—— N-(Thioacetyl)carbaminsaeure-ethylester 72139-54-9 C5H9NO2S
N-(Thioacetyl)carbaminsaeure-ethylester
—— 3-oxo 2-phenylthiomethyl cycloheptane carbonitrile 112496-78-3 C15H17NOS
3-oxo 2-phenylthiomethyl cycloheptane carbonitrile
—— methyl 5-chloro-2-(phenylthio)benzoate 1353055-80-7 C14H11ClO2S
methyl 5-chloro-2-(phenylthio)benzoate
—— 4-phenyl-1-phenylsulfanylbutan-2-one 83187-71-7 C16H16OS
4-phenyl-1-phenylsulfanylbutan-2-one
—— 2,2-bis(phenylthio)-4-phenyl-butane 108164-59-6 C22H22S2
2,2-bis(phenylthio)-4-phenyl-butane
—— 3-glycidylthio-5-methyl-1H-1,2,4-triazole 125707-68-8 C6H9N3OS
3-glycidylthio-5-methyl-1H-1,2,4-triazole
—— (4R)-(+)-2,4-dimethyl-1-iodo-5-phenylthiopent-1-ene 101212-38-8 C13H17IS
(4R)-(+)-2,4-dimethyl-1-iodo-5-phenylthiopent-1-ene
—— Dimethylphosphorylmethylphenylsulfid 70369-42-5 C9H13O3PS
Dimethylphosphorylmethylphenylsulfid
—— (3,3-Dimethyl-4-phenylsulfanylbut-1-en-2-yl) acetate 214960-41-5 C14H18O2S
(3,3-Dimethyl-4-phenylsulfanylbut-1-en-2-yl) acetate
—— (R)-(-)-2-methyl-3-(phenylthio)propan-1-ol 101212-36-6 C10H14OS
(R)-(-)-2-methyl-3-(phenylthio)propan-1-ol
—— 2-Phenylthiomethyl-2-methyl-1-propanol 51916-36-0 C11H16OS
2-Phenylthiomethyl-2-methyl-1-propanol
—— 1-Acetyl-4-(4-phenylsulfanyl-benzenesulfonyl)-piperidine-4-carboxylic acid 226397-56-4 C20H21NO5S2
1-Acetyl-4-(4-phenylsulfanyl-benzenesulfonyl)-piperidine-4-carboxylic acid
—— ethylcyanothioformanilide 13621-48-2 C4H6N2S
ethylcyanothioformanilide
—— 1,1-Bis-(phenylthio)-2-methyl-1,3-butadien 66581-88-2 C17H16S2
1,1-Bis-(phenylthio)-2-methyl-1,3-butadien
—— (2-methylthiophenylpyrrolyl)dipyrrolylphosphine 856702-67-5 C19H18N3PS
(2-methylthiophenylpyrrolyl)dipyrrolylphosphine
—— 3-oxo 2-phenylthiomethylcyclopentane carbonitrile 90380-01-1 C13H13NOS
3-oxo 2-phenylthiomethylcyclopentane carbonitrile
—— 3-oxo 2-phenylthiomethyl cyclohexane carbonitrile 112496-77-2 C14H15NOS
3-oxo 2-phenylthiomethyl cyclohexane carbonitrile
—— (Z)-1-nonen-1-yl phenyl sulfide 81114-93-4 C15H22S
(Z)-1-nonen-1-yl phenyl sulfide
—— (S)-2-methyl-3-phenylthiomethoxypropanal 116021-16-0 C11H14O2S
(S)-2-methyl-3-phenylthiomethoxypropanal
—— 5-methyl-6-(2-thienylmethyl)-2-{[(phenylsulfanyl)methyl]sulfanyl}pyrimidin-4(3H)-onepyrimidin-4(1H)-one 1290637-16-9 C17H16N2OS3
5-methyl-6-(2-thienylmethyl)-2-{[(phenylsulfanyl)methyl]sulfanyl}pyrimidin-4(3H)-onepyrimidin-4(1H)-one
—— (E)-1-nonen-1-yl phenyl sulfide 81114-87-6 C15H22S
(E)-1-nonen-1-yl phenyl sulfide
—— (+/-)-3c-allyl-4,4-dimethyl-2r-phenylsulfanylmethyl-cyclohexanone ethane-1,2-diyl acetal 123966-68-7 C20H28O2S
(+/-)-3c-allyl-4,4-dimethyl-2r-phenylsulfanylmethyl-cyclohexanone ethane-1,2-diyl acetal
—— ((phenylthio)methylene)cyclohexane 33521-88-9 C13H16S
((phenylthio)methylene)cyclohexane
—— (1S,2R,3S,4R,5S)-ethyl 4-isocyanato-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexanecarboxylate 1197396-53-4 C22H30N2O6S
(1S,2R,3S,4R,5S)-ethyl 4-isocyanato-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexanecarboxylate
—— Phenylmercaptomethanphosphonsaeure 89854-56-8 C7H9O3PS
Phenylmercaptomethanphosphonsaeure
—— diethyl (1S,2R,3S,4R,5S)-2-(4-methylphenyl)sulfanyl-5-nitro-3-pentan-3-yloxycyclohexane-1,4-dicarboxylate 1334287-26-1 C24H35NO7S
diethyl (1S,2R,3S,4R,5S)-2-(4-methylphenyl)sulfanyl-5-nitro-3-pentan-3-yloxycyclohexane-1,4-dicarboxylate
—— (3-methylbut-1-enyl)(phenyl)sulfane 33923-89-6 C11H14S
(3-methylbut-1-enyl)(phenyl)sulfane
—— (+/-)-6t-hydroxy-4,4-dimethyl-8c-phenylsulfanyl-(4ar,8at)-octahydro-naphthalen-1-one ethane-1,2-diyl acetal 123966-75-6 C20H28O3S
(+/-)-6t-hydroxy-4,4-dimethyl-8c-phenylsulfanyl-(4ar,8at)-octahydro-naphthalen-1-one ethane-1,2-diyl acetal
—— methyl 3-oxo-5-(phenylthio)pentanoate 51849-20-8 C12H14O3S
methyl 3-oxo-5-(phenylthio)pentanoate
—— (+/-)-6c-hydroxy-4,4-dimethyl-8t-phenylsulfanyl-(4ar,8at)-octahydro-naphthalen-1-one ethane-1,2-diyl acetal 123966-75-6 C20H28O3S
(+/-)-6c-hydroxy-4,4-dimethyl-8t-phenylsulfanyl-(4ar,8at)-octahydro-naphthalen-1-one ethane-1,2-diyl acetal
—— (+/-)-3t-allyl-4,4-dimethyl-2r-phenylsulfanylmethyl-cyclohexanone ethane-1,2-diyl acetal 123966-68-7 C20H28O2S
(+/-)-3t-allyl-4,4-dimethyl-2r-phenylsulfanylmethyl-cyclohexanone ethane-1,2-diyl acetal