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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
—— 4-(1-naphthylmethyl)-2-phenyl-5-(phenylsulfanyl)-thiazole 1167412-43-2 C26H19NS2
4-(1-naphthylmethyl)-2-phenyl-5-(phenylsulfanyl)-thiazole
—— 4-benzyl-2-phenyl-5-(phenylsulfanyl)thiazole 1167412-39-6 C22H17NS2
4-benzyl-2-phenyl-5-(phenylsulfanyl)thiazole
—— 1-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]piperidine 124163-71-9 C11H20N4S
1-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]piperidine
—— 4-(4-methoxybenzyl)-2-phenyl-5-(phenylsulfanyl)thiazole 1167412-35-2 C23H19NOS2
4-(4-methoxybenzyl)-2-phenyl-5-(phenylsulfanyl)thiazole
—— 1-[4-(dimethylamino)phenyl]-2,2-difluoro-2-(phenylsulfanyl)ethanol 1363319-11-2 C16H17F2NOS
1-[4-(dimethylamino)phenyl]-2,2-difluoro-2-(phenylsulfanyl)ethanol
—— N,N'-diethyl-N,N'-bis(phenylsulfanylmethyl)propane-1,3-diamine 214148-91-1 C21H30N2S2
N,N'-diethyl-N,N'-bis(phenylsulfanylmethyl)propane-1,3-diamine
—— 2,6-bis(methylthio)-4-octylphenol 123914-65-8 C16H26OS2
2,6-bis(methylthio)-4-octylphenol
—— 1,2,5-Trimethyl-4-[(phenylsulfanyl)ethynyl]-1,2,3,6-tetrahydropyridine 61464-09-3 C16H19NS
1,2,5-Trimethyl-4-[(phenylsulfanyl)ethynyl]-1,2,3,6-tetrahydropyridine
—— 1-phenylthio-1-trimethylsilylpentane 76200-37-8 C14H24SSi
1-phenylthio-1-trimethylsilylpentane
—— 1,2,3,4-tetrakis(isopropylthio)benzene 74542-68-0 C18H30S4
1,2,3,4-tetrakis(isopropylthio)benzene
—— 2'-Brom-,4-chlor-2,6-dinitro-diphenylsulfid 16771-05-4 C12H6BrClN2O4S
2'-Brom-,4-chlor-2,6-dinitro-diphenylsulfid
—— 2'-Brom-4-chlor-6-nitro-2-formamino-diphenylsulfid 16771-07-6 C13H8BrClN2O3S
2'-Brom-4-chlor-6-nitro-2-formamino-diphenylsulfid
—— 2,2-Dimethyl-4-[(phenylsulfanyl)ethynyl]thian-4-ol 60843-69-8 C15H18OS2
2,2-Dimethyl-4-[(phenylsulfanyl)ethynyl]thian-4-ol
—— 2'-Brom-4-chlor-2-amino-6-nitro-diphenylsulfid 16771-06-5 C12H8BrClN2O2S
2'-Brom-4-chlor-2-amino-6-nitro-diphenylsulfid
—— 2,2-Dimethyl-4-[(phenylsulfanyl)ethynyl]-3,6-dihydro-2H-thiopyran 61464-08-2 C15H16S2
2,2-Dimethyl-4-[(phenylsulfanyl)ethynyl]-3,6-dihydro-2H-thiopyran
—— 4-[3-(palmitoylamino)propylthio]pyridine 155965-62-1 C24H42N2OS
4-[3-(palmitoylamino)propylthio]pyridine
—— 2,2-Dimethyl-4-[(phenylsulfanyl)ethynyl]-3,6-dihydro-2H-pyran 61464-07-1 C15H16OS
2,2-Dimethyl-4-[(phenylsulfanyl)ethynyl]-3,6-dihydro-2H-pyran
—— S-allylisothiourea hydrochloride 2547-92-4 C4H8N2S*ClH
S-allylisothiourea hydrochloride
—— Propanethiosulfonic acid S-(2-hydroxy-ethyl) ester 13700-10-2 C5H12O3S2
Propanethiosulfonic acid S-(2-hydroxy-ethyl) ester
—— 1-Methyl-sulfinyl-2-hydroxy-hexan 7296-91-5 C7H16O2S
1-Methyl-sulfinyl-2-hydroxy-hexan
—— N,N-Dimethylhexanethioamide 5310-03-2 C8H17NS
N,N-Dimethylhexanethioamide
—— 2-(Hexadecylsulfonyl)ethanol 24475-69-2 C18H38O3S
2-(Hexadecylsulfonyl)ethanol
—— 4-chloro-2-{[2-chloro-4-(methylsulfonyl)phenyl]thio}phenol 847148-18-9 C13H10Cl2O3S2
4-chloro-2-{[2-chloro-4-(methylsulfonyl)phenyl]thio}phenol
—— (S)-2-(((tert-butoxy)carbonyl)amino)-4-[2-chloro-4-((2-(methoxymethyloxy)-5-((trifluoromethane)sulfonyloxy)phenyl)thio)phenyl]-2-propylbutan-1-ol 1383617-49-9 C27H35ClF3NO8S2
(S)-2-(((tert-butoxy)carbonyl)amino)-4-[2-chloro-4-((2-(methoxymethyloxy)-5-((trifluoromethane)sulfonyloxy)phenyl)thio)phenyl]-2-propylbutan-1-ol
—— 3-ethylsulfanyl-2-methyl-butyraldehyde 183554-51-0 C7H14OS
3-ethylsulfanyl-2-methyl-butyraldehyde
—— 2-(2-ethyl-1,3-dithiolan-2-yl)propan-1-ol 1228104-28-6 C8H16OS2
2-(2-ethyl-1,3-dithiolan-2-yl)propan-1-ol
—— 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