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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
—— Phenyl 1,2,2-trifluoroethyl sulfide 136370-27-9 C8H7F3S
Phenyl 1,2,2-trifluoroethyl sulfide
—— 4,6-dimethyl-2-(prop-2-en-1-ylsulfanyl)pyrimidine 55749-32-1 C9H12N2S
4,6-dimethyl-2-(prop-2-en-1-ylsulfanyl)pyrimidine
—— 5-acetyl-5,6,11,12-tetrahydro-8-bromo-2-methylthiodibenz[b,f]azocine 1446113-94-5 C18H18BrNOS
5-acetyl-5,6,11,12-tetrahydro-8-bromo-2-methylthiodibenz[b,f]azocine
—— 1-(3,5-dimethyl-1H-pyrazol-1-yl)-2-phenyl-1-(phenylthio)ethane 122606-08-0 C19H20N2S
1-(3,5-dimethyl-1H-pyrazol-1-yl)-2-phenyl-1-(phenylthio)ethane
—— 4-{[(1-methyl-1H-imidazol-5-yl)methyl]sulfanyl}aniline 497853-77-7 C11H13N3S
4-{[(1-methyl-1H-imidazol-5-yl)methyl]sulfanyl}aniline
—— 4-chloro-N-(3-methylsulfanylphenyl)pyrimidin-2-amine 945396-91-8 C11H10ClN3S
4-chloro-N-(3-methylsulfanylphenyl)pyrimidin-2-amine
—— 8-Methylthio-1-azaphenothiazin 117000-77-8 C12H10N2S2
8-Methylthio-1-azaphenothiazin
—— (3-methylsulfanyl-phenyl)-pyridin-2-yl-amine 106167-23-1 C12H12N2S
(3-methylsulfanyl-phenyl)-pyridin-2-yl-amine
—— 2-(3'-Methylthioanilinium)-5-methyl-5-nitro-1,3,2-dioxaphosphorinan 2-oxid 20926-64-1 C11H15N2O5PS
2-(3'-Methylthioanilinium)-5-methyl-5-nitro-1,3,2-dioxaphosphorinan 2-oxid
—— 1,1'-(5,5'-disulfanediylbis(2-chloro-5,1-phenylene))bis(3-methyl-3-(3-(methylthio)phenyl)guanidine) 1349064-27-2 C30H30Cl2N6S4
1,1'-(5,5'-disulfanediylbis(2-chloro-5,1-phenylene))bis(3-methyl-3-(3-(methylthio)phenyl)guanidine)
—— N-(5-benzylthio-2-chlorophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine hydrochloride 917894-08-7 C22H22ClN3S2*ClH
N-(5-benzylthio-2-chlorophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine hydrochloride
—— 2-benzyl-8-(4-chlorophenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one 1262118-00-2 C25H18ClN3OS
2-benzyl-8-(4-chlorophenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one
—— 2-benzyl-8-(4-chlorophenylthio)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one 1262117-95-2 C25H18ClN3O2S
2-benzyl-8-(4-chlorophenylthio)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one
—— methyl n-octanesulphonylacetate 221119-53-5 C11H22O4S
methyl n-octanesulphonylacetate
—— 3-(2-chloro-5-((2-(18)fluoroethyl)thio)phenyl)-1-methyl-1-(3-(methylthio)phenyl)guanidine 917894-12-3 C17H19ClFN3S2
3-(2-chloro-5-((2-(18)fluoroethyl)thio)phenyl)-1-methyl-1-(3-(methylthio)phenyl)guanidine
—— (Z)-2-(5-bromo-1H-indol-yl)-3-(4-(phenylthio)pyridin-3-yl)acrylonitrile 1613334-42-1 C22H14BrN3S
(Z)-2-(5-bromo-1H-indol-yl)-3-(4-(phenylthio)pyridin-3-yl)acrylonitrile
—— 3-(2-chloro-5-(2-fluoroethylthio)phenyl)-N'-methyl-N'-(3-(methylthio)phenyl)guanidine 917894-11-2 C17H19ClFN3S2
3-(2-chloro-5-(2-fluoroethylthio)phenyl)-N'-methyl-N'-(3-(methylthio)phenyl)guanidine
—— pyridine-4-carboxaldehyde (3-methylthiophenyl)imine 165806-93-9 C13H12N2S
pyridine-4-carboxaldehyde (3-methylthiophenyl)imine
—— 1-(3,5-dimethyl-1H-pyrazol-1-yl)-1-(phenylthio)ethane 122606-09-1 C13H16N2S
1-(3,5-dimethyl-1H-pyrazol-1-yl)-1-(phenylthio)ethane
—— 2-(3,5-dimethyl-1H-pyrazol-1-yl)-1-(4-methylphenyl)-2-(phenylthio)ethanol 122606-12-6 C20H22N2OS
2-(3,5-dimethyl-1H-pyrazol-1-yl)-1-(4-methylphenyl)-2-(phenylthio)ethanol
—— 1-Methylspiro(piperidine-4,6'-dibenz<b,e>-1,4-oxathiepin) 98796-28-2 C18H19NOS
1-Methylspiro(piperidine-4,6'-dibenz<b,e>-1,4-oxathiepin)
—— 2-[5-Chloro-2-(2-fluorophenyl)sulfanylphenyl]acetic acid 73129-27-8 C14H10ClFO2S
2-[5-Chloro-2-(2-fluorophenyl)sulfanylphenyl]acetic acid
—— (R)-N-[2-fluoro-4-(2-fluorophenylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide 252016-86-7 C16H12F5NO2S
(R)-N-[2-fluoro-4-(2-fluorophenylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 6-(3-Piperidinopropyl)-6H-dibenz<b,e>-1,4-oxathiepin 83193-49-1 C21H25NOS
6-(3-Piperidinopropyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— S-Methyl-S'-(2'-bromphenyl)-3-acetamido-dithio-hydrochinon 5166-81-4 C15H14BrNOS2
S-Methyl-S'-(2'-bromphenyl)-3-acetamido-dithio-hydrochinon
—— 4,4'-Diisocyanato-diphenylsulfid 14353-02-7 C14H8N2O2S
4,4'-Diisocyanato-diphenylsulfid
—— 2-(2-Fluorophenylthio)benzaldehyde 83193-43-5 C13H9FOS
2-(2-Fluorophenylthio)benzaldehyde
—— 2-(2-fluorophenylthio)benzyl alcohol 87033-72-5 C13H11FOS
2-(2-fluorophenylthio)benzyl alcohol
—— 4-{[5-chloro-2-(2-fluoro-phenylsulfanyl)-phenyl]-thioacetyl}-morpholine 73129-23-4 C18H17ClFNOS2
4-{[5-chloro-2-(2-fluoro-phenylsulfanyl)-phenyl]-thioacetyl}-morpholine
—— 8-Trifluoromethyl-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin 83986-18-9 C20H20F3NOS
8-Trifluoromethyl-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— α-(1-Methyl-4-piperidyl)-2-(2-fluorophenylthio)benzyl Alcohol 83193-46-8 C19H22FNOS
α-(1-Methyl-4-piperidyl)-2-(2-fluorophenylthio)benzyl Alcohol
—— 2-(3-fluoro-4-(methylthio)phenyl)acetic acid 259543-76-5 C9H9FO2S
2-(3-fluoro-4-(methylthio)phenyl)acetic acid
—— 2-(2-fluorophenylthio)acetaldehyde 1248249-23-1 C8H7FOS
2-(2-fluorophenylthio)acetaldehyde
—— 3-<2-(2-fluorophenylthio)phenyl>propionic acid 87033-77-0 C15H13FO2S
3-<2-(2-fluorophenylthio)phenyl>propionic acid
—— 5-(2-Fluorophenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1026500-21-9 C17H14FNO4S
5-(2-Fluorophenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— alpha-(1-Methyl-4-piperidyl)-2-(2-fluorophenylthio)-5-trifluoromethylbenzyl alcohol 83986-19-0 C20H21F4NOS
alpha-(1-Methyl-4-piperidyl)-2-(2-fluorophenylthio)-5-trifluoromethylbenzyl alcohol
—— 6-(1-Methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin 83193-56-0 C19H21NOS
6-(1-Methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— 6-(1-Methyl-3-piperidylmethyl)-6H-dibenz<b,e>-1,4-oxathiepin 83985-99-3 C20H23NOS
6-(1-Methyl-3-piperidylmethyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— α-(1-methyl-3-piperidylmethyl)-2-(2-fluorophenylthio)benzyl alcohol 83193-50-4 C20H24FNOS
α-(1-methyl-3-piperidylmethyl)-2-(2-fluorophenylthio)benzyl alcohol
—— N-(6-(2-(2-fluorophenylthio)pyridin-4-yl)imidazo[1,2-b]pyridazin-2-yl)acetamide 1162680-03-6 C19H14FN5OS
N-(6-(2-(2-fluorophenylthio)pyridin-4-yl)imidazo[1,2-b]pyridazin-2-yl)acetamide
—— 4-Cyanoethylthio-6-methyl-2-phenyl-pyrimidine-5-carbonitrile 128503-06-0 C15H12N4S
4-Cyanoethylthio-6-methyl-2-phenyl-pyrimidine-5-carbonitrile
—— 3-(2-fluorophenylthio)quinoline 1299398-28-9 C15H10FNS
3-(2-fluorophenylthio)quinoline
—— 4-((2-Fluorophenyl)thio)butan-2-one 1044058-12-9 C10H11FOS
4-((2-Fluorophenyl)thio)butan-2-one
—— 6-(3-Dimethylaminopropyl)-6H-dibenz<b,e>-1,4-oxathiepin 83193-47-9 C18H21NOS
6-(3-Dimethylaminopropyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— cis-1-Methoxy-2-methylthioethen 42931-47-5 C4H8OS
cis-1-Methoxy-2-methylthioethen
—— Methoxy-methylmercapto-ethylen 42848-05-5 C4H8OS
Methoxy-methylmercapto-ethylen
—— 3-(2-Fluorophenyl)sulfanyl-1-methylindole 530116-21-3 C15H12FNS
3-(2-Fluorophenyl)sulfanyl-1-methylindole
—— 2,4-bis(2-phenyl-1,3-benzodithiol-2-yl)pyrrole 147089-53-0 C30H21NS4
2,4-bis(2-phenyl-1,3-benzodithiol-2-yl)pyrrole
—— 2-(2-Fluorophenylthio)-5-trifluoromethylbenzaldehyde 83986-21-4 C14H8F4OS
2-(2-Fluorophenylthio)-5-trifluoromethylbenzaldehyde
—— (S)-3-(2-fluorophenylthio)cyclohexanone 1215843-23-4 C12H13FOS
(S)-3-(2-fluorophenylthio)cyclohexanone