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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
—— (+)-(1S,2R)-2-amino-1-<4-(methylthio)phenyl>-1,3-propanediol 27348-48-7 C10H15NO2S
(+)-(1S,2R)-2-amino-1-<4-(methylthio)phenyl>-1,3-propanediol
—— (4S,5S)-5-(4-methylthiophenyl)-4-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine 135204-38-5 C13H19NO2S
(4S,5S)-5-(4-methylthiophenyl)-4-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine
—— (4S,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine 135204-36-3 C15H19NO3S
(4S,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine
—— 4-(4-amino-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)butanamide 1061318-00-0 C17H16IN5O3S
4-(4-amino-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)butanamide
—— (2-ethyl-2-methyl-[1,3]oxathiolan-5-yl)-methanol 24606-77-7 C7H14O2S
(2-ethyl-2-methyl-[1,3]oxathiolan-5-yl)-methanol
—— Bis-<2,5-dimethoxy-phenyl>-sulfid 93006-86-1 C16H18O4S
Bis-<2,5-dimethoxy-phenyl>-sulfid
—— N-Phenyl-N-(3-phenylsulfanyl-1H-indol-2-ylmethyl)-acetamide 171618-54-5 C23H20N2OS
N-Phenyl-N-(3-phenylsulfanyl-1H-indol-2-ylmethyl)-acetamide
—— (1-Benzenesulfonyl-3-phenylsulfanyl-1H-indol-2-ylmethyl)-phenyl-amine 171618-47-6 C27H22N2O2S2
(1-Benzenesulfonyl-3-phenylsulfanyl-1H-indol-2-ylmethyl)-phenyl-amine
—— 1-Ethyl-1-ethylmercapto-propadien-1,2 89942-02-9 C7H12S
1-Ethyl-1-ethylmercapto-propadien-1,2
—— 2-bromo-3-(2-cyanoethylsulfanyl)thiophene 499793-74-7 C7H6BrNS2
2-bromo-3-(2-cyanoethylsulfanyl)thiophene
—— 2-bromo-3-(2-trimethylsilylethylsulfanyl)thiophene 1310380-03-0 C9H15BrS2Si
2-bromo-3-(2-trimethylsilylethylsulfanyl)thiophene
—— (cyclohexylidenemethyl)(2-methylbutyl)sulfane 1332526-10-9 C12H22S
(cyclohexylidenemethyl)(2-methylbutyl)sulfane
—— 3,3-Dimethyl-2-phenylsulfanyl-butan-1-ol 54441-95-1 C12H18OS
3,3-Dimethyl-2-phenylsulfanyl-butan-1-ol
—— S-<Guanyl-aethyl-1>-isothioharnstoff 88526-36-7 C4H10N4S
S-<Guanyl-aethyl-1>-isothioharnstoff
—— 3,3-Dimethyl-2-methylsulfanyl-butan-1-ol 111661-09-7 C7H16OS
3,3-Dimethyl-2-methylsulfanyl-butan-1-ol
—— 4-[(4-bromophenyl)thio]butanoic acid 15115-76-1 C10H11BrO2S
4-[(4-bromophenyl)thio]butanoic acid
—— (E)-6,6-Dimethyl-5-phenylsulfanyl-hept-3-en-2-one 173200-93-6 C15H20OS
(E)-6,6-Dimethyl-5-phenylsulfanyl-hept-3-en-2-one
—— (E)-5,5-Dimethyl-4-phenylsulfanyl-hex-2-enal 711028-77-2 C14H18OS
(E)-5,5-Dimethyl-4-phenylsulfanyl-hex-2-enal
—— 2-Adamantan-1-yl-isothiourea 30771-94-9 C11H18N2S
2-Adamantan-1-yl-isothiourea
—— 1-methylsulfinyl-4,4-dimethylheptan-2-one 109902-08-1 C10H20O2S
1-methylsulfinyl-4,4-dimethylheptan-2-one
—— (E)-5-Methanesulfonyl-6,6-dimethyl-hept-3-en-2-one 711028-71-6 C10H18O3S
(E)-5-Methanesulfonyl-6,6-dimethyl-hept-3-en-2-one
—— 3,3-dimethyl-2-methylsulfanyl-butyraldehyde 69769-61-5 C7H14OS
3,3-dimethyl-2-methylsulfanyl-butyraldehyde
—— bis-<2,2-bis(ethylthio)vinyl> sulphide 89880-17-1 C12H22S5
bis-<2,2-bis(ethylthio)vinyl> sulphide
—— 1-((E)-2-Ethylsulfanyl-2-methylsulfanyl-ethenesulfinyl)-pentan-2-ol 89880-10-4 C10H20O2S3
1-((E)-2-Ethylsulfanyl-2-methylsulfanyl-ethenesulfinyl)-pentan-2-ol
—— bis-<2,2-bis(ethylthio)vinyl> sulphoxide 83483-49-2 C12H22OS5
bis-<2,2-bis(ethylthio)vinyl> sulphoxide
—— bis<ethylene<4-(methylthio)-2,6-pyridindiyl>-5,5'-bis<thiophene>-2,2'-dicarboxylate> 82093-99-0 C36H26N2O8S6
bis<ethylene<4-(methylthio)-2,6-pyridindiyl>-5,5'-bis<thiophene>-2,2'-dicarboxylate>
—— 2-[1-(2-Amino-1-methyl-ethylsulfanyl)-1-pentyl-hexylsulfanyl]-propylamine 91485-96-0 C17H38N2S2
2-[1-(2-Amino-1-methyl-ethylsulfanyl)-1-pentyl-hexylsulfanyl]-propylamine
—— 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-8-methanesulfinyloctane 357604-64-9 C9H7F13OS
1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-8-methanesulfinyloctane
—— (Z)-1-(2-hydroxyphenyl)-2-phenylthio-oct-1-ene 104971-00-8 C20H24OS
(Z)-1-(2-hydroxyphenyl)-2-phenylthio-oct-1-ene
—— 2'-(Perfluorhexyl)-ethyl-4-mercaptobutyl-sulfid 36097-07-1 C12H13F13S2
2'-(Perfluorhexyl)-ethyl-4-mercaptobutyl-sulfid
—— 2,2,5-Trimethyl-[1,3]oxathiolan 38384-74-6 C6H12OS
2,2,5-Trimethyl-[1,3]oxathiolan
—— 2-Mercapto-2-methyl-butylamin 99741-24-9 C5H13NS
2-Mercapto-2-methyl-butylamin
—— 1-Aethyl-2-phenylmercapto-propylamin 91341-39-8 C11H17NS
1-Aethyl-2-phenylmercapto-propylamin
—— (2-Methyl-4-phenylsulfanylbut-3-en-2-yl)sulfanylbenzene 60040-04-2 C17H18S2
(2-Methyl-4-phenylsulfanylbut-3-en-2-yl)sulfanylbenzene
—— 1-chloro-4-methylamino-3-(2-chloro-phenylsulfanyl)-benzene 289686-72-2 C13H11Cl2NS
1-chloro-4-methylamino-3-(2-chloro-phenylsulfanyl)-benzene
—— 5-Ethoxy-2,2-dimethyl-6-phenylsulfanyl-hexan-3-one 89113-77-9 C16H24O2S
5-Ethoxy-2,2-dimethyl-6-phenylsulfanyl-hexan-3-one
—— methyl 3-methyl-3-(2-oxocyclohexyl)propanedithioate 91388-77-1 C11H18OS2
methyl 3-methyl-3-(2-oxocyclohexyl)propanedithioate
—— di(1-methylallyl) sulfide 53926-81-1 C8H14S
di(1-methylallyl) sulfide
—— 5-Ethoxy-2,2-dimethyl-7-phenylsulfanyl-hept-6-yn-3-one 183435-06-5 C17H22O2S
5-Ethoxy-2,2-dimethyl-7-phenylsulfanyl-hept-6-yn-3-one
—— 1,1-diisopropoxy-2-(phenylthio)propane 145866-88-2 C15H24O2S
1,1-diisopropoxy-2-(phenylthio)propane
—— (E)-2,2-dimethyl-5-phenyl-8-phenylthio-6-octen-3-one 137346-15-7 C22H26OS
(E)-2,2-dimethyl-5-phenyl-8-phenylthio-6-octen-3-one
—— Trihydroxy(oxo)-lambda5-chlorane;1,2,3-tris(ethylsulfanyl)cyclopropene 53202-77-0 C9H19ClO4S3 ——
—— 17-Phenyl-8,16-dithia-6,14,17-triazatetracyclo[7.7.1.0~2,7~.0~10,15~]heptadeca-2,4,6,10,12,14-hexaene 72397-25-2 C18H13N3S2
17-Phenyl-8,16-dithia-6,14,17-triazatetracyclo[7.7.1.0~2,7~.0~10,15~]heptadeca-2,4,6,10,12,14-hexaene
—— 5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole 445474-75-9 C33H42N2O5SSi
5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole
—— 5-[1-tert-butyldimethylsiloxy-1-(4-methoxymethoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole 304442-81-7 C25H34N2O3SSi
5-[1-tert-butyldimethylsiloxy-1-(4-methoxymethoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole
—— (E)-1,1-dimethoxy-2-(phenylthio)-3-pentene 145866-42-8 C13H18O2S
(E)-1,1-dimethoxy-2-(phenylthio)-3-pentene
—— 5-[1-hydroxy-1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole 445474-69-1 C25H34N2O4SSi
5-[1-hydroxy-1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole
—— 5-[1-hydroxy-1-(4-methoxymethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole 304442-84-0 C27H28N2O5S
5-[1-hydroxy-1-(4-methoxymethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole
—— 3,3-Dimethyl-1-(3-phenylsulfanyl-tetrahydro-furan-2-yl)-butan-2-one 89113-93-9 C16H22O2S
3,3-Dimethyl-1-(3-phenylsulfanyl-tetrahydro-furan-2-yl)-butan-2-one
—— (3,4-Dimethoxy-2-methoxymethoxy-phenyl)-(3-methyl-2-phenylsulfanyl-3H-imidazol-4-yl)-methanol 171780-60-2 C21H24N2O5S
(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-(3-methyl-2-phenylsulfanyl-3H-imidazol-4-yl)-methanol