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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
—— dimethyl 2,2-(propane-2,2-diylbis(sulfanediyl))diacetate 61713-28-8 C9H16O4S2
dimethyl 2,2-(propane-2,2-diylbis(sulfanediyl))diacetate
—— 5-Methyl-3-methylene-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one 206554-06-5 C8H8N2OS
5-Methyl-3-methylene-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one
—— 4-amino-6-hydroxy-2-(2,6-difluorophenylmethylthio)-pyrimidine 166751-32-2 C11H9F2N3OS
4-amino-6-hydroxy-2-(2,6-difluorophenylmethylthio)-pyrimidine
—— bis-(3-tert-butyl-4-hydroxyphenyl)sulfide 7566-50-9 C20H26O2S
bis-(3-tert-butyl-4-hydroxyphenyl)sulfide
—— (4S,5S)-4-(3,5-difluoro-benzyl)-2,2-dimethyl-5-phenylsulfanylmethyl-oxazolidine-3-carboxylic acid tert-butyl ester 951401-12-0 C24H29F2NO3S
(4S,5S)-4-(3,5-difluoro-benzyl)-2,2-dimethyl-5-phenylsulfanylmethyl-oxazolidine-3-carboxylic acid tert-butyl ester
—— 4-acetylamino-2',3-dinitrodiphenyl sulfide 19579-06-7 C14H11N3O5S
4-acetylamino-2',3-dinitrodiphenyl sulfide
—— 3-[(4R,5R)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]propanal 864948-12-9 C14H18O3S
3-[(4R,5R)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]propanal
—— (Z)-1,2-bis(2-methoxyethtylthio)ethene-1,2-dicarbonitrile 1379667-65-8 C10H14N2O2S2
(Z)-1,2-bis(2-methoxyethtylthio)ethene-1,2-dicarbonitrile
—— (4S,6S)-6-(phenylthio)-4-p-tolyltetrahydro-2H-pyran-2-one 1610597-35-7 C18H18O2S
(4S,6S)-6-(phenylthio)-4-p-tolyltetrahydro-2H-pyran-2-one
—— 1-[(4R,5R)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]-5-methylhex-4-en-3-ol 864948-22-1 C18H26O3S
1-[(4R,5R)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]-5-methylhex-4-en-3-ol
—— 5-(methoxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b]1,4-dithiin-2-thione 355117-90-7 C7H8OS5
5-(methoxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b]1,4-dithiin-2-thione
—— 2,5-Bis(2-methoxyethylsulfanyl)-1,3,4-thiadiazole 108345-12-6 C8H14N2O2S3
2,5-Bis(2-methoxyethylsulfanyl)-1,3,4-thiadiazole
—— 1-butylsulfanyl-2-methyl-propene 90224-05-8 C8H16S
1-butylsulfanyl-2-methyl-propene
—— <i>N</i>-[2-(3-bromo-thiophen-2-ylsulfanyl)-phenyl]-formamide 56675-69-5 C11H8BrNOS2
<i>N</i>-[2-(3-bromo-thiophen-2-ylsulfanyl)-phenyl]-formamide
—— 1-ethylsulfanyl-1-methoxy-ethane 117583-93-4 C5H12OS
1-ethylsulfanyl-1-methoxy-ethane
—— 3-(2-methoxyethylthio)-5,6-diphenyl-1,2,4-triazine 1422153-73-8 C18H17N3OS
3-(2-methoxyethylthio)-5,6-diphenyl-1,2,4-triazine
—— 2-(2-methoxyethylthio)-5-methylpyrimidin-4-(1H)-one 221071-76-7 C8H12N2O2S
2-(2-methoxyethylthio)-5-methylpyrimidin-4-(1H)-one
—— 2-<(2-Methoxyethyl)thio>chlorobenzene 117341-26-1 C9H11ClOS
2-<(2-Methoxyethyl)thio>chlorobenzene
—— 1,2-bis(2-methoxyethtylthio)benzene 1379667-64-7 C12H18O2S2
1,2-bis(2-methoxyethtylthio)benzene
—— 1,2-bis(2-methoxyethtylthio)-4-methylbenzene 1379667-63-6 C13H20O2S2
1,2-bis(2-methoxyethtylthio)-4-methylbenzene
—— <i>N</i>-[2-(4-bromo-thiophen-3-ylsulfanyl)-phenyl]-formamide 56675-66-2 C11H8BrNOS2
<i>N</i>-[2-(4-bromo-thiophen-3-ylsulfanyl)-phenyl]-formamide
—— 2-<(2-Methoxyethyl)thio>bromobenzene 117341-27-2 C9H11BrOS
2-<(2-Methoxyethyl)thio>bromobenzene
—— 4,4'-thiobis[2,6-bis(tert-butyl)phenol] 4673-51-2 C28H42O2S
4,4'-thiobis[2,6-bis(tert-butyl)phenol]
—— 9-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)purine-6-carbonitrile 203657-95-8 C17H10N8S
9-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)purine-6-carbonitrile
—— [9-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)purin-6-yl]carbothioamide 203658-94-0 C17H12N8S2
[9-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)purin-6-yl]carbothioamide
—— N,N'-Bis-(3-hydroxy-propyl)-thioharnstoff 89850-89-5 C7H16N2O2S
N,N'-Bis-(3-hydroxy-propyl)-thioharnstoff
—— (6-phenylsulfanyl-imidazo[1,2-<i>a</i>]pyridin-2-yl)-carbamic acid methyl ester 64064-30-8 C15H13N3O2S
(6-phenylsulfanyl-imidazo[1,2-<i>a</i>]pyridin-2-yl)-carbamic acid methyl ester
—— bis-(1-methyl-hexyl)-sulfane 45162-42-3 C14H30S
bis-(1-methyl-hexyl)-sulfane
—— 1,3,7,9-Tetratert-butyl-11-chlorobenzo[d][1,3,6,2]benzodioxathiaphosphocine 95497-29-3 C28H40ClO2PS
1,3,7,9-Tetratert-butyl-11-chlorobenzo[d][1,3,6,2]benzodioxathiaphosphocine
—— 2-methylpropane-1,3-dithiol 98139-71-0 C5H12S2
2-methylpropane-1,3-dithiol
—— 1-Mercapto-1.2-dimethyl-cyclohexan 71159-87-0 C8H16S
1-Mercapto-1.2-dimethyl-cyclohexan
—— ((1R,2S)-1-(2,6-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-yloxy)diphenylphosphine 1221576-59-5 C30H31O2PS
((1R,2S)-1-(2,6-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-yloxy)diphenylphosphine
—— 2,4,8,10-Tetra-t-butyl-6-methoxydibenzo<d,g><1,3,6,2>dioxathiaphosphocin 95497-27-1 C29H43O3PS
2,4,8,10-Tetra-t-butyl-6-methoxydibenzo<d,g><1,3,6,2>dioxathiaphosphocin
—— 2-(phenylthio)-1-(p-tolyl)ethan-1-ol 119135-82-9 C15H16OS
2-(phenylthio)-1-(p-tolyl)ethan-1-ol
—— 2-(phenylthiotrimethylsilylmethyl)cyclohexanone 82202-15-1 C16H24OSSi
2-(phenylthiotrimethylsilylmethyl)cyclohexanone
—— (1R,2S)-1-(2,6-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-ol 1221576-21-1 C18H22O2S
(1R,2S)-1-(2,6-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-ol
—— (1R,2S)-3-methoxy-1-phenyl-1-(phenylthio)propan-2-ol 1221576-16-4 C16H18O2S
(1R,2S)-3-methoxy-1-phenyl-1-(phenylthio)propan-2-ol
—— 4-methyl-β-phenethylsulfonyl azide 54664-51-6 C9H11N3O2S
4-methyl-β-phenethylsulfonyl azide
—— methyl butyl trisulfide 120047-92-9 C5H12S3
methyl butyl trisulfide
—— ((1R,2S)-3-methoxy-1-phenyl-1-(phenylthio)propan-2-yloxy)diphenylphosphine 1221576-54-0 C28H27O2PS
((1R,2S)-3-methoxy-1-phenyl-1-(phenylthio)propan-2-yloxy)diphenylphosphine
—— 2,4-bis-tert-butyl-6-[(2,6-dimethylphenyl)thio]phenol 477949-44-3 C22H30OS
2,4-bis-tert-butyl-6-[(2,6-dimethylphenyl)thio]phenol
—— dimethyl α-phenylthiomalonate 37054-53-8 C11H12O4S
dimethyl α-phenylthiomalonate
—— bis(phenylthio)malononitrile 30866-18-3 C15H10N2S2
bis(phenylthio)malononitrile
—— ((1R,2R)-1-(3,5-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-yloxy)diphenylphosphine 1312540-25-2 C30H31O2PS
((1R,2R)-1-(3,5-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-yloxy)diphenylphosphine
—— Methyldisulfid 6251-26-9 CH4S2
Methyldisulfid
—— ((1R,2S)-1-(3,5-dimethylphenylthio)-1-mesityl-3-methoxypropan-2-yloxy)diphenylphosphine 1312540-17-2 C33H37O2PS
((1R,2S)-1-(3,5-dimethylphenylthio)-1-mesityl-3-methoxypropan-2-yloxy)diphenylphosphine
—— 2-phenyl-2-(4-bromobutyl)-1,3-dithiane 144227-03-2 C14H19BrS2
2-phenyl-2-(4-bromobutyl)-1,3-dithiane
—— 2-phenyl-2-(4-bromobutyl)-1,3-dithiolane 144227-02-1 C13H17BrS2
2-phenyl-2-(4-bromobutyl)-1,3-dithiolane
—— (E)-2-methylethenyl 2-(trimethylsilyl)ethyl sulfoxide 353244-09-4 C8H18OSSi
(E)-2-methylethenyl 2-(trimethylsilyl)ethyl sulfoxide
—— (4S,6S)-4-(4-chlorophenyl)-6-(phenylthio)tetrahydro-2H-pyran-2-one 1610597-31-3 C17H15ClO2S
(4S,6S)-4-(4-chlorophenyl)-6-(phenylthio)tetrahydro-2H-pyran-2-one