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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
—— [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
—— 2-isopropylbenzo[d]-1,3-oxathiin-4-one 94442-82-7 C11H12O2S
2-isopropylbenzo[d]-1,3-oxathiin-4-one
—— tris(N,N-diisobutyldithiocarbamato)bismuth 90285-80-6 C27H54BiN3S6
tris(N,N-diisobutyldithiocarbamato)bismuth
—— 2-(2-methyl-benzo[<i>h</i>]quinolin-4-ylsulfanyl)-benzoic acid 67218-20-6 C21H15NO2S
2-(2-methyl-benzo[<i>h</i>]quinolin-4-ylsulfanyl)-benzoic acid
—— 6-methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine 353293-46-6 C9H12N2O4S
6-methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine
—— 4-amino-6-chloro-5-iodo-2-methylthio-pyrimidine 500896-56-0 C5H5ClIN3S
4-amino-6-chloro-5-iodo-2-methylthio-pyrimidine
—— Methyl 2-(1-methyl-1H-tetrazol-5-ylthio)acetate 100505-05-3 C5H8N4O2S
Methyl 2-(1-methyl-1H-tetrazol-5-ylthio)acetate
—— 1-methylsulfanyl-hept-1-ene 34047-45-5 C8H16S
1-methylsulfanyl-hept-1-ene
—— trans-1-triethylgermyl-3-phenylthio-1-propene 78750-36-4 C15H24GeS
trans-1-triethylgermyl-3-phenylthio-1-propene
—— 2,2-Dimethyl-3-thiapentandial-(1,5) 83792-70-5 C6H10O2S
2,2-Dimethyl-3-thiapentandial-(1,5)
—— 1-bis(phenylthio)methoxy-2-(trimethylsilyl)ethane 746638-59-5 C18H24OS2Si
1-bis(phenylthio)methoxy-2-(trimethylsilyl)ethane
—— 3-(6,7-dimethoxyquinazolin-4-ylsulfanyl)-benzenamine 1188908-42-0 C16H15N3O2S
3-(6,7-dimethoxyquinazolin-4-ylsulfanyl)-benzenamine
—— 1-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)-3-p-tolylthiourea 1417341-34-4 C24H24N4OS2
1-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)-3-p-tolylthiourea
—— 2-butylthio-2-propen-1-ol 60812-13-7 C7H14OS
2-butylthio-2-propen-1-ol
—— 2,2-Bis(ethylsulfanyl)propane-1,3-diol 86771-22-4 C7H16O2S2
2,2-Bis(ethylsulfanyl)propane-1,3-diol
—— 1-[(4-Chlorophenyl)methyl]-5-(methylsulfanyl)-1H-1,2,4-triazol-3-amine 84827-89-4 C10H11ClN4S
1-[(4-Chlorophenyl)methyl]-5-(methylsulfanyl)-1H-1,2,4-triazol-3-amine
—— Benzene, 1,1'-[(3-methylbutylidene)bis(thio)]bis- 102488-95-9 C17H20S2
Benzene, 1,1'-[(3-methylbutylidene)bis(thio)]bis-
—— 4-methylsulfanyl-1-p-tolylpyrimidine-2(1H)-thione 883130-31-2 C12H12N2S2
4-methylsulfanyl-1-p-tolylpyrimidine-2(1H)-thione
—— C6H5-C{NH(o-C6H4SMe)}=NC6H5 1361456-19-0 C20H18N2S
C6H5-C{NH(o-C6H4SMe)}=NC6H5
—— 2-chloro-6-(3-fluoro-phenylsulfanyl)-phenol 905815-91-0 C12H8ClFOS
2-chloro-6-(3-fluoro-phenylsulfanyl)-phenol
—— 4-bromo-2-(3-fluoro-phenylsulfanyl)-phenol 791642-80-3 C12H8BrFOS
4-bromo-2-(3-fluoro-phenylsulfanyl)-phenol
—— 3-chloro-2-(3-fluoro-phenylsulfanyl)-phenol 791642-69-8 C12H8ClFOS
3-chloro-2-(3-fluoro-phenylsulfanyl)-phenol
—— 4-chloro-2-(3-fluoro-phenylsulfanyl)-phenol 791643-89-5 C12H8ClFOS
4-chloro-2-(3-fluoro-phenylsulfanyl)-phenol
—— 5-bromo-2-(3-fluoro-phenylsulfanyl)-phenol 905815-92-1 C12H8BrFOS
5-bromo-2-(3-fluoro-phenylsulfanyl)-phenol
—— 5-chloro-2-(3-fluoro-phenylsulfanyl)-phenol 791642-72-3 C12H8ClFOS
5-chloro-2-(3-fluoro-phenylsulfanyl)-phenol