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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
—— N,N'-diethyldithiomalonamide 38534-98-4 C7H14N2S2
N,N'-diethyldithiomalonamide
—— 10,10-dimethyl-1λ<sup>4</sup>,3λ<sup>4</sup>δ<sup>2</sup>,5λ<sup>4</sup>,7λ<sup>4</sup>δ<sup>2</sup>,10λ<sup>4</sup>-pentathia-2,4,6,8,9,11-hexaaza-bicyclo[3.3.3]undeca-1(9),2,3,5(11),6,7-hexaene 71901-54-7 C2H6N6S5
10,10-dimethyl-1λ<sup>4</sup>,3λ<sup>4</sup>δ<sup>2</sup>,5λ<sup>4</sup>,7λ<sup>4</sup>δ<sup>2</sup>,10λ<sup>4</sup>-pentathia-2,4,6,8,9,11-hexaaza-bicyclo[3.3.3]undeca-1(9),2,3,5(11),6,7-hexaene
—— Bis<2,3,4,5-tetrakis(trifluormethylthio)-1-pyrrolyl>sulfan 87840-99-1 C16F24N2S9
Bis<2,3,4,5-tetrakis(trifluormethylthio)-1-pyrrolyl>sulfan
—— 2-(5-methyl-1,3,4-thiadiazol-2-ylthio)-N'-[(thiopen-2-yl)methylene]acetohydrazide 299903-83-6 C10H10N4OS3
2-(5-methyl-1,3,4-thiadiazol-2-ylthio)-N'-[(thiopen-2-yl)methylene]acetohydrazide
—— 2-(furan-2-yl)-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole 1337932-84-9 C21H19NO4S
2-(furan-2-yl)-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole
—— 2-(5-methyl-1,3,4-thiadiazol-2-ylthio)-N'-[(furan-2-yl)methylene]acetohydrazide 299903-80-3 C10H10N4O2S2
2-(5-methyl-1,3,4-thiadiazol-2-ylthio)-N'-[(furan-2-yl)methylene]acetohydrazide
—— (4S,4aS,6R,8aS)-6-hydroxy-8a-methyl-4-(phenylsulfanylmethyl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one 122421-66-3 C18H24O2S
(4S,4aS,6R,8aS)-6-hydroxy-8a-methyl-4-(phenylsulfanylmethyl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one
—— 1-(Trifluoracetyl)-2,3,4,5-tetrakis(trifluormethylthio)pyrrol 90594-26-6 C10F15NOS4
1-(Trifluoracetyl)-2,3,4,5-tetrakis(trifluormethylthio)pyrrol
—— 3-(2-Cyan-ethyl)-2-methyl-mercapto-4-oxo-3,4-dihydro-1,3-diazin 17994-74-0 C8H9N3OS
3-(2-Cyan-ethyl)-2-methyl-mercapto-4-oxo-3,4-dihydro-1,3-diazin
—— 3-(2-chlorophenyl)-1-(furan-2-yl)-3-(phenylthio)propan-1-one 1373122-02-1 C19H15ClO2S
3-(2-chlorophenyl)-1-(furan-2-yl)-3-(phenylthio)propan-1-one
—— 3-Benzyl-8-(4-Bromophenyl)-1,2,4-triazolo<3,4-b>-1,3,4-thiadiaze 76457-89-1 C18H13BrN4S
3-Benzyl-8-(4-Bromophenyl)-1,2,4-triazolo<3,4-b>-1,3,4-thiadiaze
—— 5,5-Dimethyl-3-(phenylthio)cyclohexanone 77670-23-6 C14H18OS
5,5-Dimethyl-3-(phenylthio)cyclohexanone
—— (E)-6-(phenylthio)-3-hexen-2-one 99594-29-3 C12H14OS
(E)-6-(phenylthio)-3-hexen-2-one
—— (1S,2S,4S,5R,6R)-5-bromo-2-methyl-4-phenylthio-3-oxa-7-azabicyclo(4.2.0)octan-8-one 123493-03-8 C13H14BrNO2S
(1S,2S,4S,5R,6R)-5-bromo-2-methyl-4-phenylthio-3-oxa-7-azabicyclo(4.2.0)octan-8-one
—— 2-(4-Chlor-phenylthio)-5-methoxy-benzylalkohol 56096-54-9 C14H13ClO2S
2-(4-Chlor-phenylthio)-5-methoxy-benzylalkohol
—— 2-(methylthio)-4-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)pyrimidine 1404431-74-8 C15H21BN4O2S
2-(methylthio)-4-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)pyrimidine
—— 4,5-dimercapto-pentan-1-ol 99903-62-5 C5H12OS2
4,5-dimercapto-pentan-1-ol
—— S-Methyl-thiolcarbonat 56533-08-5 C2H4O2S
S-Methyl-thiolcarbonat
—— 4-(4-Bromphenylthio)-4'-methyldiphenylsulfid 150192-63-5 C19H15BrS2
4-(4-Bromphenylthio)-4'-methyldiphenylsulfid
—— 2-(hex-1-yn-1-yl)-2-methyldithiolane 183270-59-9 C10H16S2
2-(hex-1-yn-1-yl)-2-methyldithiolane
—— Trimethyl-[2-(2-methyl-1,3-dithiolan-2-yl)ethynyl]silane 183270-60-2 C9H16S2Si
Trimethyl-[2-(2-methyl-1,3-dithiolan-2-yl)ethynyl]silane
—— 2,2,7-trimethyl-3,6-dithiatrideca-7,8-diene 192370-91-5 C14H26S2
2,2,7-trimethyl-3,6-dithiatrideca-7,8-diene
—— 2-amino-5-phenylthiobenzenethiol 129121-31-9 C12H11NS2
2-amino-5-phenylthiobenzenethiol
—— N-Benzyl-2-chloro-2-methyl-3-(phenylsulfanyl)propanamide 83375-60-4 C17H18ClNOS
N-Benzyl-2-chloro-2-methyl-3-(phenylsulfanyl)propanamide
—— (4-methylphenyl)bis[2-(phenylthio)phenyl]stibine 1319746-13-8 C31H25S2Sb
(4-methylphenyl)bis[2-(phenylthio)phenyl]stibine
—— 2-ethylmercapto-5,6-dimethyl-3<i>H</i>-pyrimidin-4-one 101251-29-0 C8H12N2OS
2-ethylmercapto-5,6-dimethyl-3<i>H</i>-pyrimidin-4-one
—— Phenyl tert-butylcarbonochloridimidothioate 90496-27-8 C11H14ClNS
Phenyl tert-butylcarbonochloridimidothioate
—— 5-isopentyl-6-methyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one 100051-32-9 C11H18N2OS
5-isopentyl-6-methyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— Distearoyldisulfid 3633-08-7 C36H70O2S2
Distearoyldisulfid
—— 2,5-dimethylthioanisole 66623-67-4 C9H12S
2,5-dimethylthioanisole
—— 6-Amino-3-(2-phenylethyl)-2-propylsulfanylpyrimidin-4-one 1013029-23-6 C15H19N3OS
6-Amino-3-(2-phenylethyl)-2-propylsulfanylpyrimidin-4-one
—— 6-Amino-3-[(3-chlorophenyl)methyl]-2-propylsulfanylpyrimidin-4-one 1013029-19-0 C14H16ClN3OS
6-Amino-3-[(3-chlorophenyl)methyl]-2-propylsulfanylpyrimidin-4-one
—— 6-Amino-3-methyl-2-propylsulfanylpyrimidin-4-one 1013029-14-5 C8H13N3OS
6-Amino-3-methyl-2-propylsulfanylpyrimidin-4-one
—— 4-benzylamino-2,6-dipropylthiopyrimidine 1314704-91-0 C17H23N3S2
4-benzylamino-2,6-dipropylthiopyrimidine
—— 6-Amino-3-benzyl-2-propylsulfanylpyrimidin-4-one 1013029-17-8 C14H17N3OS
6-Amino-3-benzyl-2-propylsulfanylpyrimidin-4-one
—— 6-Amino-3-propyl-2-propylsulfanylpyrimidin-4-one 1013029-15-6 C10H17N3OS
6-Amino-3-propyl-2-propylsulfanylpyrimidin-4-one
—— 6-(2-Phenylethoxy)-2-propylsulfanylpyrimidin-4-amine 1013029-35-0 C15H19N3OS
6-(2-Phenylethoxy)-2-propylsulfanylpyrimidin-4-amine
—— 4-cyclohexylamino-6-phenylthio-2-propylthiopyrimidine 1314704-95-4 C19H25N3S2
4-cyclohexylamino-6-phenylthio-2-propylthiopyrimidine
—— 6-(Cyclohexylmethoxy)-2-propylsulfanylpyrimidin-4-amine 1013029-36-1 C14H23N3OS
6-(Cyclohexylmethoxy)-2-propylsulfanylpyrimidin-4-amine
—— 6-Propoxy-2-propylsulfanylpyrimidin-4-amine 1013029-27-0 C10H17N3OS
6-Propoxy-2-propylsulfanylpyrimidin-4-amine
—— 6-Phenylmethoxy-2-propylsulfanylpyrimidin-4-amine 1013029-29-2 C14H17N3OS
6-Phenylmethoxy-2-propylsulfanylpyrimidin-4-amine
—— 6-Amino-3-(cyclohexylmethyl)-2-propylsulfanylpyrimidin-4-one 1013029-24-7 C14H23N3OS
6-Amino-3-(cyclohexylmethyl)-2-propylsulfanylpyrimidin-4-one
—— 2-Propylmercapto-4-methoxy-6-amino-pyrimidin 3289-55-2 C8H13N3OS
2-Propylmercapto-4-methoxy-6-amino-pyrimidin
—— 6-[(3-Chlorophenyl)methoxy]-2-propylsulfanylpyrimidin-4-amine 1013029-31-6 C14H16ClN3OS
6-[(3-Chlorophenyl)methoxy]-2-propylsulfanylpyrimidin-4-amine
—— S-(2-cyclopentylphenyl) N,N-dimethylcarbamothioate 1026842-71-6 C14H19NOS
S-(2-cyclopentylphenyl) N,N-dimethylcarbamothioate
—— Ethyl 2-methyl-3-(4-methylphenyl)sulfanylbut-3-enoate 1308656-52-1 C14H18O2S
Ethyl 2-methyl-3-(4-methylphenyl)sulfanylbut-3-enoate
—— 2-amino-6-methylsulfanyl-4-thiophen-3-ylpyridine-3,5-dicarbonitrile 391663-86-8 C12H8N4S2
2-amino-6-methylsulfanyl-4-thiophen-3-ylpyridine-3,5-dicarbonitrile
—— (2S,6R,7S,9S)-2,9-Bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-68-8 C26H30O5S2
(2S,6R,7S,9S)-2,9-Bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— (1RS,2RS,3S)-3,4-O-isopropylidenedioxy-1-methoxy-1-phenylthio-2,3,4-butanetriol 117770-30-6 C14H20O4S
(1RS,2RS,3S)-3,4-O-isopropylidenedioxy-1-methoxy-1-phenylthio-2,3,4-butanetriol
—— 2-[[(4R)-2,2-Dimethyl-1,3-dioxolan-4-YL](phenylsulfanyl)methyl]-1,3-cycloheptanedione 836649-42-4 C19H24O4S
2-[[(4R)-2,2-Dimethyl-1,3-dioxolan-4-YL](phenylsulfanyl)methyl]-1,3-cycloheptanedione