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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
—— (6-Methyl-pyrid-2-ylthio)-essigsaeure 68840-22-2 C8H9NO2S
(6-Methyl-pyrid-2-ylthio)-essigsaeure
—— 2-(phenylthio)thiolane 1-oxide 162934-90-9 C10H12OS2
2-(phenylthio)thiolane 1-oxide
—— 3-Chlor-5-methylthio-1,2,4-triazol 51108-40-8 C3H4ClN3S
3-Chlor-5-methylthio-1,2,4-triazol
—— N-2-Pyrazinylmethyl-S-phenylmercaptoacetamid 55316-48-8 C13H13N3OS
N-2-Pyrazinylmethyl-S-phenylmercaptoacetamid
—— 3-benzyl-1-methyl-2-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine 1012787-14-2 C26H24N4S
3-benzyl-1-methyl-2-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine
—— 4-Amino-6-dibenzylamino-2-methylmercapto-pyrimidin 60755-24-0 C19H20N4S
4-Amino-6-dibenzylamino-2-methylmercapto-pyrimidin
—— 2-amino-3-(phenylthio)pyridine 64064-61-5 C11H10N2S
2-amino-3-(phenylthio)pyridine
—— N-(5-bromo-3-(phenylthio)pyridin-2-yl)thiazolo[5,4-b]pyridin-2-amine hydrochloride 953041-94-6 C17H11BrN4S2*ClH
N-(5-bromo-3-(phenylthio)pyridin-2-yl)thiazolo[5,4-b]pyridin-2-amine hydrochloride
—— 3,7-Diphenyl-1H-[1,2,4]triazino[5,6-e][1,3,4]thiadiazine 120588-53-6 C16H11N5S
3,7-Diphenyl-1H-[1,2,4]triazino[5,6-e][1,3,4]thiadiazine
—— 2-(1'-Phenylthio-cycloprop-1'-yl)-propen 63049-11-6 C12H14S
2-(1'-Phenylthio-cycloprop-1'-yl)-propen
—— 7-(1-hydroxy-4-thiacyclohexyl)-7-phenylthio-8-oxo-2,2-dimethyl-3-oxa-1-azabicyclo[4.2.0]octane 98810-72-1 C19H25NO3S2
7-(1-hydroxy-4-thiacyclohexyl)-7-phenylthio-8-oxo-2,2-dimethyl-3-oxa-1-azabicyclo[4.2.0]octane
—— 2-(1-Hydroxy-ethyl)-3-phenylsulfanyl-cyclohexanone 74457-11-7 C14H18O2S
2-(1-Hydroxy-ethyl)-3-phenylsulfanyl-cyclohexanone
—— 8-chloro-3,4,5,6-tetrahydro-5-phenyl-2H-1,6-benzothiazocine 87697-05-0 C16H16ClNS
8-chloro-3,4,5,6-tetrahydro-5-phenyl-2H-1,6-benzothiazocine
—— 2-benzyl-3-(2-pyridyl)thio-propionic acid ethyl ester 116622-22-1 C17H19NO2S
2-benzyl-3-(2-pyridyl)thio-propionic acid ethyl ester
—— N-[2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octane-1-sulfonyl)-ethyl]-formamide 1158091-34-9 C11H10F13NO3S
N-[2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octane-1-sulfonyl)-ethyl]-formamide
—— (4,4-Dimethyl-cyclobut-1-enylsulfanyl)-benzene 63048-76-0 C12H14S
(4,4-Dimethyl-cyclobut-1-enylsulfanyl)-benzene
—— (1,1-dioxo-1λ<sup>6</sup>-thietan-3-yl)amine trifluoroacetate 1331887-01-4 C2HF3O2*C3H7NO2S
(1,1-dioxo-1λ<sup>6</sup>-thietan-3-yl)amine trifluoroacetate
—— Mo(N(t-Bu)(3,5-C6H3Me2))3(η1-PhC(SPh)N) 647858-87-5 C49H64MoN4S
Mo(N(t-Bu)(3,5-C6H3Me2))3(η1-PhC(SPh)N)
—— 2-pentylsulfanyl-pyrimidin-4-ylamine 60722-69-2 C9H15N3S
2-pentylsulfanyl-pyrimidin-4-ylamine
—— 6-(Benzyloxy)-2-(methylsulfanyl)pyrimidin-4-amine 60722-76-1 C12H13N3OS
6-(Benzyloxy)-2-(methylsulfanyl)pyrimidin-4-amine
—— (Z)-3-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-4,4-bis-phenylsulfanyl-but-2-enoic acid methyl ester 159684-42-1 C22H24O4S2
(Z)-3-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-4,4-bis-phenylsulfanyl-but-2-enoic acid methyl ester
—— (1RS,3S)-3,4-isopropylidenedioxy-1-methoxy-1-phenylthio-butan-2-one 872311-74-5 C14H18O4S
(1RS,3S)-3,4-isopropylidenedioxy-1-methoxy-1-phenylthio-butan-2-one
—— 1-butylsulfanyl-4-methylsulfanyl-buta-1,3-diene 100949-60-8 C9H16S2
1-butylsulfanyl-4-methylsulfanyl-buta-1,3-diene
—— 3-[(2-bromophenyl)thio]benzo[b]thiophene-2-carboxylic acid 1618666-15-1 C15H9BrO2S2
3-[(2-bromophenyl)thio]benzo[b]thiophene-2-carboxylic acid
—— bis(N-tert-butoxycarbonyl-2-pyrrolyl)sulfide 187237-63-4 C18H24N2O4S
bis(N-tert-butoxycarbonyl-2-pyrrolyl)sulfide
—— 1-(methylthio)cycloheptanecarbaldehyde 1287313-05-6 C9H16OS
1-(methylthio)cycloheptanecarbaldehyde
—— 3-<1-(phenylthio)ethyl>-3-sulfolene 122236-26-4 C12H14O2S2
3-<1-(phenylthio)ethyl>-3-sulfolene
—— 1.4-Dibutylmercapto-buta-1.3-dien 92039-05-9 C12H22S2
1.4-Dibutylmercapto-buta-1.3-dien
—— 1.4-Dibutylsulfonyl-buta-1c.3c-dien 4858-99-5 C12H22O4S2
1.4-Dibutylsulfonyl-buta-1c.3c-dien
—— 1.4-Dibutylsulfonyl-buta-1c.3t-dien 5799-63-3 C12H22O4S2
1.4-Dibutylsulfonyl-buta-1c.3t-dien
—— 6-acetyl-8-chloro-3,4,5,6-tetrahydro-5-phenyl-2h-1,6-benzothiazocine 87697-14-1 C18H18ClNOS
6-acetyl-8-chloro-3,4,5,6-tetrahydro-5-phenyl-2h-1,6-benzothiazocine
—— 3-(1,1-bis(phenylthio)ethyl)cyclohexanone 89969-02-8 C20H22OS2
3-(1,1-bis(phenylthio)ethyl)cyclohexanone
—— ethyl 2-(p-chlorophenylthio)-2-fluoroacetate 129600-91-5 C10H10ClFO2S
ethyl 2-(p-chlorophenylthio)-2-fluoroacetate
—— 2-hydroxy-2-methyl-3-phenylsulfenyl-4-(cyclohex-2-enyliden)-3-butene 154227-37-9 C17H20OS
2-hydroxy-2-methyl-3-phenylsulfenyl-4-(cyclohex-2-enyliden)-3-butene
—— 5-benzyl-2-[(4-chlorobenzyl)sulfanyl]-6-hydroxypyrimidin-4(3H)-one 415939-62-7 C18H15ClN2O2S
5-benzyl-2-[(4-chlorobenzyl)sulfanyl]-6-hydroxypyrimidin-4(3H)-one
—— 1,1-Dideuterio-1-ethylsulfanylpropane 139097-66-8 C5H12S
1,1-Dideuterio-1-ethylsulfanylpropane
—— 2-hydroxy-2-methyl-3-phenylsulfenyl-3,4,6-heptatriene 154227-27-7 C14H16OS
2-hydroxy-2-methyl-3-phenylsulfenyl-3,4,6-heptatriene
—— 1-phenylthiopent-4-en-1-yne 154227-20-0 C11H10S
1-phenylthiopent-4-en-1-yne
—— 1-Cyclohexyl-4-{1-[4-(4-methoxy-phenylsulfanyl)-phenyl]-vinyl}-piperidine 221459-04-7 C26H33NOS
1-Cyclohexyl-4-{1-[4-(4-methoxy-phenylsulfanyl)-phenyl]-vinyl}-piperidine
—— pyridine-4-carboxaldehyde (4-methylthiophenyl)imine 165806-92-8 C13H12N2S
pyridine-4-carboxaldehyde (4-methylthiophenyl)imine
—— 3-cyclopentyl-2-(4-methanesulfanyl-phenyl)propionic acid methyl ester 300356-41-6 C16H22O2S
3-cyclopentyl-2-(4-methanesulfanyl-phenyl)propionic acid methyl ester
—— 3-(phenylthioethynyl)cyclohexene 154227-21-1 C14H14S
3-(phenylthioethynyl)cyclohexene
—— 4,6-dichloro-5-(cyclohex-2-en-1-yl)-2-(methylthio)pyrimidine 1233493-48-5 C11H12Cl2N2S
4,6-dichloro-5-(cyclohex-2-en-1-yl)-2-(methylthio)pyrimidine
—— 2-Amino-4-(cyclohex-2-enylsulfanyl)-6-methylsulfanyl-pyrimidine-5-carbonitrile 114460-83-2 C12H14N4S2
2-Amino-4-(cyclohex-2-enylsulfanyl)-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— 5-methyl-4-thioxo-hexan-2-one 15578-81-1 C7H12OS
5-methyl-4-thioxo-hexan-2-one
—— 2-(4-Chlor-phenylmercapto)-1-dimethylamino-aethan 90945-21-4 C10H14ClNS
2-(4-Chlor-phenylmercapto)-1-dimethylamino-aethan
—— Propyl-thiocarbamic acid S-(4-chloro-phenyl) ester 14496-61-8 C10H12ClNOS
Propyl-thiocarbamic acid S-(4-chloro-phenyl) ester
—— N-methyl-2-(2'-amino-4'-hydroxymethylphenylthio)-5-bromobenzylamine 1005412-80-5 C15H17BrN2OS
N-methyl-2-(2'-amino-4'-hydroxymethylphenylthio)-5-bromobenzylamine
—— [3-amino-4-[4-iodo-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol 1005413-02-4 C16H19IN2OS
[3-amino-4-[4-iodo-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol
—— [3-amino-4-[4-bromo-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol 1005413-01-3 C16H19BrN2OS
[3-amino-4-[4-bromo-2-[[methyl((111C)methyl)amino]methyl]phenyl]sulfanylphenyl]methanol