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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
—— ethynyl(o-tolyl)sulfane 86130-44-1 C9H8S
ethynyl(o-tolyl)sulfane
—— 1-methylthio-s-triazolo[3,4-c]benzo-as-triazine 77185-27-4 C9H7N5S
1-methylthio-s-triazolo[3,4-c]benzo-as-triazine
—— 2-methylphenyl vinyl sulfide 7297-72-5 C9H10S
2-methylphenyl vinyl sulfide
—— 2-(3-methoxyphenylthio)benzaldehyde 127905-37-7 C14H12O2S
2-(3-methoxyphenylthio)benzaldehyde
—— (5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester 65693-65-4 C7H11N3O2S2
(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester
—— (5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester 5319-74-4 C6H9N3O2S2
(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid ethyl ester
—— 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-(methylthio)pyrimidine 123061-67-6 C12H22N2OSSi
4-(((tert-butyldimethylsilyl)oxy)methyl)-2-(methylthio)pyrimidine
—— 2-amino-6-(methylthio)-5-nitrosopyrimidin-4(3H)-one 98525-47-4 C5H6N4O2S
2-amino-6-(methylthio)-5-nitrosopyrimidin-4(3H)-one
—— threo-N,N-diisopropyl-2,3-dimethylthiopent-4-enamide 86943-10-4 C13H25NS
threo-N,N-diisopropyl-2,3-dimethylthiopent-4-enamide
—— 1,2,3,4,5a,6,7,8,9-nonahydro-4a-methoxydibenzothiophene 5,5-dioxide 39190-58-4 C13H20O3S
1,2,3,4,5a,6,7,8,9-nonahydro-4a-methoxydibenzothiophene 5,5-dioxide
—— Dimethyl-thiocyclopentanone 77412-94-3 C7H12OS2
Dimethyl-thiocyclopentanone
—— 1,1-Bis(phenylthio)-1-(trimethylsilyl)ethane 87729-81-5 C17H22S2Si
1,1-Bis(phenylthio)-1-(trimethylsilyl)ethane
—— 5-Chloro-2-(2-fluorophenylthio)benzaldehyde 83986-05-4 C13H8ClFOS
5-Chloro-2-(2-fluorophenylthio)benzaldehyde
—— 5-Chloro-2-(2-fluorophenylthio)-α-(1-methyl-4-piperidyl)benzyl alcohol 83986-03-2 C19H21ClFNOS
5-Chloro-2-(2-fluorophenylthio)-α-(1-methyl-4-piperidyl)benzyl alcohol
—— 2-(2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetamide 1417526-08-9 C16H16FN3O2S
2-(2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetamide
—— [5-Amino-2-(2-fluorophenyl)sulfanylphenyl]methanol 73129-17-6 C13H12FNOS
[5-Amino-2-(2-fluorophenyl)sulfanylphenyl]methanol
—— <2-(3-trifluoromethylphenylthio)phenyl>acetic acid 16174-91-7 C15H11F3O2S
<2-(3-trifluoromethylphenylthio)phenyl>acetic acid
—— 2-[(2-Fluorophenyl)thio]-5-nitrobenzenemethanol 73129-15-4 C13H10FNO3S
2-[(2-Fluorophenyl)thio]-5-nitrobenzenemethanol
—— 5-chloro-2-(2-fluorophenylthio)benzyl alcohol 73129-19-8 C13H10ClFOS
5-chloro-2-(2-fluorophenylthio)benzyl alcohol
—— 2-(2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetonitrile 1417526-10-3 C16H14FN3OS
2-(2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetonitrile
—— 2-Methylene-3a-phenylsulfanyl-octahydro-inden-4-one 77517-74-9 C16H18OS
2-Methylene-3a-phenylsulfanyl-octahydro-inden-4-one
—— 3-Chloro-4-(1-butylthio)-1,2,5-thiadiazole 178367-57-2 C6H9ClN2S2
3-Chloro-4-(1-butylthio)-1,2,5-thiadiazole
—— 2-(1-hydroxy-1-phenylmethyl)-2-(methylthio)thiolane 181823-35-8 C12H16OS2
2-(1-hydroxy-1-phenylmethyl)-2-(methylthio)thiolane
—— 4-<i>p</i>-tolylsulfanyl-oxazole 41514-35-6 C10H9NOS
4-<i>p</i>-tolylsulfanyl-oxazole
—— 2-ethylmercapto-5-fluoro-6-methyl-3<i>H</i>-pyrimidin-4-one 705-50-0 C7H9FN2OS
2-ethylmercapto-5-fluoro-6-methyl-3<i>H</i>-pyrimidin-4-one
—— cyclohexanespiro-2'-4'-phenyl-1',3'-oxathiolan-5'-one 71318-64-4 C14H16O2S
cyclohexanespiro-2'-4'-phenyl-1',3'-oxathiolan-5'-one
—— 5-(4-Fluorophenyl)sulfanyl-3-methoxy-6-nitro-1-benzofuran 286377-37-5 C15H10FNO4S
5-(4-Fluorophenyl)sulfanyl-3-methoxy-6-nitro-1-benzofuran
—— tris[2-(phenylthio)ethyl]phosphine oxide 37753-39-2 C24H27OPS3
tris[2-(phenylthio)ethyl]phosphine oxide
—— 4-[2-hydroxy-1-tert-butyldimethylsilyloxy-2-(2-nonyl-1,3-dithian-2-yl)-(1R)-ethyl]-3-methyl-5-phenyl-(4S,5R)-1,3-oxazolan-2-one 651359-05-6 C31H53NO4S2Si
4-[2-hydroxy-1-tert-butyldimethylsilyloxy-2-(2-nonyl-1,3-dithian-2-yl)-(1R)-ethyl]-3-methyl-5-phenyl-(4S,5R)-1,3-oxazolan-2-one
—— S-propyl dipropylthiocarbamate S,S-dioxide 51892-64-9 C10H21NO3S
S-propyl dipropylthiocarbamate S,S-dioxide
—— [1-((Z)-2-Methoxy-vinyl)-heptylsulfanyl]-benzene 63109-52-4 C16H24OS
[1-((Z)-2-Methoxy-vinyl)-heptylsulfanyl]-benzene
—— [((E)-1-Buta-1,3-dienyl)-heptylsulfanyl]-benzene 125153-25-5 C17H24S
[((E)-1-Buta-1,3-dienyl)-heptylsulfanyl]-benzene
—— 4-methyl-5-phenylsulfanyl-(Z,4S)-2-penten-1-ol 556834-59-4 C12H16OS
4-methyl-5-phenylsulfanyl-(Z,4S)-2-penten-1-ol
—— methyl 4-methyl-5-phenylsulfanyl-(Z,4S)-2-pentenoate 556834-58-3 C13H16O2S
methyl 4-methyl-5-phenylsulfanyl-(Z,4S)-2-pentenoate
—— [4-(phenylthio)phenyl]phenylsulfoxide 99901-62-9 C18H14OS2
[4-(phenylthio)phenyl]phenylsulfoxide
—— 1,3-Bis(methylthio)-1-propanol 54884-93-4 C5H12OS2
1,3-Bis(methylthio)-1-propanol
—— 3-Cyclohexyl-8-Phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazepine 76457-83-5 C17H18N4S
3-Cyclohexyl-8-Phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazepine
—— 3-Chloro-4-[(2,5-dichlorophenyl)sulfanyl]aniline 87294-30-2 C12H8Cl3NS
3-Chloro-4-[(2,5-dichlorophenyl)sulfanyl]aniline
—— 4-(phenylthio)dihydrofuran-2(3H)-one 156540-92-0 C10H10O2S
4-(phenylthio)dihydrofuran-2(3H)-one
—— (2S)-1-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-heptyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]pent-4-en-2-ol 1431375-90-4 C29H56O2S4Si
(2S)-1-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-heptyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]pent-4-en-2-ol
—— N,N'-ethylenebis(thioacetylacetonylideneimine) 53103-67-6 C12H20N2S2
N,N'-ethylenebis(thioacetylacetonylideneimine)
—— 3-dimethylcarbamoyloxy-5-ethylsulfanyl-[1,2,4]thiadiazole 72182-95-7 C7H11N3O2S2
3-dimethylcarbamoyloxy-5-ethylsulfanyl-[1,2,4]thiadiazole
—— 2,5-bis(β-chloroethylsulfonyl)pentylamine hydrochloride 122289-60-5 C9H19Cl2NO4S2*ClH
2,5-bis(β-chloroethylsulfonyl)pentylamine hydrochloride
—— cyanomethyl ethylsulfinylacetate 85389-96-4 C6H9NO3S
cyanomethyl ethylsulfinylacetate
—— 4-(phenylthio)dihydrofuran-2(3H)-one 1588512-08-6 C10H10O2S
4-(phenylthio)dihydrofuran-2(3H)-one
—— 5-allylsulfanyl-3-dimethylcarbamoyloxy-[1,2,4]thiadiazole 72182-96-8 C8H11N3O2S2
5-allylsulfanyl-3-dimethylcarbamoyloxy-[1,2,4]thiadiazole
—— 2-[4-[2-[(E)-hex-4-enyl]-1,3-dithian-2-yl]butoxy]oxane 246034-96-8 C19H34O2S2
2-[4-[2-[(E)-hex-4-enyl]-1,3-dithian-2-yl]butoxy]oxane
—— 4-(2-phenylethyl)-5-(p-tolylsulfanyl)-4,5-dihydro-3H-furan-2-one 596119-48-1 C19H20O2S
4-(2-phenylethyl)-5-(p-tolylsulfanyl)-4,5-dihydro-3H-furan-2-one
—— 4-phenyl-5-(p-tolylsulfanyl)dihydrofuran-2-one 823213-97-4 C17H16O2S
4-phenyl-5-(p-tolylsulfanyl)dihydrofuran-2-one
—— 1-[(E)-3-(3-Pyridyl)prop-2-en-1-yl]-6-(phenylthio)thymine 157401-05-3 C19H17N3O2S
1-[(E)-3-(3-Pyridyl)prop-2-en-1-yl]-6-(phenylthio)thymine