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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
—— 3-(thiophen-2-ylsulfanyl)propionic acid 2-ethylhexyl ester 1227941-25-4 C15H24O2S2
3-(thiophen-2-ylsulfanyl)propionic acid 2-ethylhexyl ester
—— 5,5'-ethane-1,2-diylbissulfanyl-bis-[1,2,3,4]thiatriazole 1482-27-5 C4H4N6S4
5,5'-ethane-1,2-diylbissulfanyl-bis-[1,2,3,4]thiatriazole
—— 4-[2-[2-(2-Cyclohex-3-en-1-ylethylsulfonyl)ethylsulfonyl]ethyl]cyclohexene 70385-66-9 C18H30O4S2
4-[2-[2-(2-Cyclohex-3-en-1-ylethylsulfonyl)ethylsulfonyl]ethyl]cyclohexene
—— trimethyl sulfonium ; triiodide 118873-13-5 C3H9S*I3
trimethyl sulfonium ; triiodide
—— thiocarbamic acid <i>S</i>-(2-oxo-cyclopentyl ester) 116636-97-6 C6H9NO2S
thiocarbamic acid <i>S</i>-(2-oxo-cyclopentyl ester)
—— 5,6-Dihydro-5-methyl-1,3-dithiolo<4,5-b><1,4>dithiocyclohexene-2-thione 114391-04-7 C6H6S5
5,6-Dihydro-5-methyl-1,3-dithiolo<4,5-b><1,4>dithiocyclohexene-2-thione
—— p-Methylthioacetophenoxime 37866-55-0 C9H11NOS
p-Methylthioacetophenoxime
—— 3-phenyl-2-(phenylthio)propanenitrile 101330-03-4 C15H13NS
3-phenyl-2-(phenylthio)propanenitrile
—— 3,5-Dimethylmercapto-1,2,4-triazol 7411-22-5 C4H7N3S2
3,5-Dimethylmercapto-1,2,4-triazol
—— 1-ethyl 2,4-dithiobiuret 5863-82-1 C4H9N3S2
1-ethyl 2,4-dithiobiuret
—— 4-cyano-3-thiocyanopyridine 147055-78-5 C7H3N3S
4-cyano-3-thiocyanopyridine
—— 1-propyl 2,4-dithiobiuret 79490-85-0 C5H11N3S2
1-propyl 2,4-dithiobiuret
—— 5-(Hexadecylsulfanyl)-2,3-dihydro-1,3,4-thiadiazole-2-thione 4858-33-7 C18H34N2S3
5-(Hexadecylsulfanyl)-2,3-dihydro-1,3,4-thiadiazole-2-thione
—— (Z)-methyl N'-cyano-N-(3,5-dichloro-4-(4-cyanophenylthio)phenyl)carbamimidothioate 1620878-56-9 C16H10Cl2N4S2
(Z)-methyl N'-cyano-N-(3,5-dichloro-4-(4-cyanophenylthio)phenyl)carbamimidothioate
—— 5-chloro-1-methyl-3-trifluoromethyl-4-(phenylthiomethyl)-1H-pyrazole 1225381-99-6 C12H10ClF3N2S
5-chloro-1-methyl-3-trifluoromethyl-4-(phenylthiomethyl)-1H-pyrazole
—— Ethyl 2-[4-(hexadecylamino)phenyl]sulfanylacetate 86410-28-8 C26H45NO2S
Ethyl 2-[4-(hexadecylamino)phenyl]sulfanylacetate
—— ethyl 2-((4-aminophenyl)thio)acetate 24477-57-4 C10H13NO2S
ethyl 2-((4-aminophenyl)thio)acetate
—— 1,3-dichloro-5-isothiocyanato-2-(3-trifluoromethylphenylsulfanyl)benzene 1620782-87-7 C14H6Cl2F3NS2
1,3-dichloro-5-isothiocyanato-2-(3-trifluoromethylphenylsulfanyl)benzene
—— 3-(4-aminophenylthiomethyl)-1,2,4-oxadiazole 74955-39-8 C9H9N3OS
3-(4-aminophenylthiomethyl)-1,2,4-oxadiazole
—— 1-chloro-5-isothiocyanato-2-(4-methoxyphenylsulfanyl)-3-trifluoromethylbenzene 1620783-03-0 C15H9ClF3NOS2
1-chloro-5-isothiocyanato-2-(4-methoxyphenylsulfanyl)-3-trifluoromethylbenzene
—— 4-(2,6-dichloro-4-isothiocyanatophenylsulfanyl)benzonitrile 1620782-92-4 C14H6Cl2N2S2
4-(2,6-dichloro-4-isothiocyanatophenylsulfanyl)benzonitrile
—— 1-fluoro 3-perfluoroethyl 1-perfluoroisopropyl thiazirine 958829-37-3 C6F13NS
1-fluoro 3-perfluoroethyl 1-perfluoroisopropyl thiazirine
—— 5-chloro-1,3-dimethyl-4-(phenylthiomethyl)-1H-pyrazole 1179741-64-0 C12H13ClN2S
5-chloro-1,3-dimethyl-4-(phenylthiomethyl)-1H-pyrazole
—— 1,3-dichloro-5-isothiocyanato-2-phenylsulfanylbenzene 1620782-81-1 C13H7Cl2NS2
1,3-dichloro-5-isothiocyanato-2-phenylsulfanylbenzene
—— 1,3-dichloro-5-isothiocyanato-2-(4-trifluoromethylphenylsulfanyl)benzene 1620782-83-3 C14H6Cl2F3NS2
1,3-dichloro-5-isothiocyanato-2-(4-trifluoromethylphenylsulfanyl)benzene
—— 2-(pyridin-2-yl-sulfanyl)-phenol 502159-05-9 C11H9NOS
2-(pyridin-2-yl-sulfanyl)-phenol
—— 1,3-dichloro-5-isothiocyanato-2-(4-methoxyphenylsulfanyl)benzene 1620782-99-1 C14H9Cl2NOS2
1,3-dichloro-5-isothiocyanato-2-(4-methoxyphenylsulfanyl)benzene
—— 1,3-dichloro-5-isothiocyanato-2-(2-trifluoromethylphenylsulfanyl)benzene 1620782-90-2 C14H6Cl2F3NS2
1,3-dichloro-5-isothiocyanato-2-(2-trifluoromethylphenylsulfanyl)benzene
—— 1-(methanesulfonyl)-3-(4'-methylbenzenesulfenyl)-2-pyridone 141667-61-0 C13H13NO3S2
1-(methanesulfonyl)-3-(4'-methylbenzenesulfenyl)-2-pyridone
—— 3-amino-5-(1H-tetrazol-5-ylthio)-2H-1,2,4-triazole 1186138-88-4 C3H4N8S
3-amino-5-(1H-tetrazol-5-ylthio)-2H-1,2,4-triazole
—— 1,2-Bis[(2-methylphenyl)sulfanyl]benzene 1427470-76-5 C20H18S2
1,2-Bis[(2-methylphenyl)sulfanyl]benzene
—— N,N'-diisoamyl-dithiooxamide 100385-43-1 C12H24N2S2
N,N'-diisoamyl-dithiooxamide
—— thiooxamide acid ethyl ester 10197-39-4 C4H8N2S2
thiooxamide acid ethyl ester
—— N'-butylethanedithioamide 10197-41-8 C6H12N2S2
N'-butylethanedithioamide
—— N~1~-(2-Hydroxyethyl)ethanebis(thioamide) 10197-42-9 C4H8N2OS2
N~1~-(2-Hydroxyethyl)ethanebis(thioamide)
—— N-[4-(4-hydroxy-phenylsulfanyl)-3-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenyl]-benzenesulfonamide 943773-82-8 C28H25N5O3S2
N-[4-(4-hydroxy-phenylsulfanyl)-3-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenyl]-benzenesulfonamide
—— N'-propylethanedithioamide 10197-40-7 C5H10N2S2
N'-propylethanedithioamide
—— 2-ethoxyethyl disulfide 67309-21-1 C8H18O2S2
2-ethoxyethyl disulfide
—— di-nbutyl-dithiooxamide 13749-57-0 C10H20N2S2
di-nbutyl-dithiooxamide
—— N,N'-diisopropyldithio-oxamide 16475-51-7 C8H16N2S2
N,N'-diisopropyldithio-oxamide
—— N-<4-(methylthio)phenyl>-1,2-ethanediamine 143745-55-5 C9H14N2S
N-<4-(methylthio)phenyl>-1,2-ethanediamine
—— 1,4-bis(4'-tert-butylthiophenyl)-2,3,5,6-tetramethylbenzene 1123888-19-6 C30H38S2
1,4-bis(4'-tert-butylthiophenyl)-2,3,5,6-tetramethylbenzene
—— 8-hydroxy-2,5-dimethyl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium betaine 23933-08-6 C9H11NOS
8-hydroxy-2,5-dimethyl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium betaine
—— 5-{4-[6-(4-hydroxyphenylthio)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione 223131-21-3 C25H21N3O4S2
5-{4-[6-(4-hydroxyphenylthio)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione
—— 2-[(4-hydroxyphenyl)thio]-N-(phenylmethyl)-acetamide 117732-37-3 C15H15NO2S
2-[(4-hydroxyphenyl)thio]-N-(phenylmethyl)-acetamide
—— 1,2,4,5-tetrakis(bromomethyl)-3,6-bis(4'-tert-butylthiophenyl)benzene 1123888-20-9 C30H34Br4S2
1,2,4,5-tetrakis(bromomethyl)-3,6-bis(4'-tert-butylthiophenyl)benzene
—— (E)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one 1176996-13-6 C10H10O2S
(E)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one
—— dithiophenylglyoxime 57501-54-9 C14H12N2O2S2
dithiophenylglyoxime
—— methyl 2-((4-hydroxyphenyl)thio)acetate 30512-63-1 C9H10O3S
methyl 2-((4-hydroxyphenyl)thio)acetate
—— 4-Butylmercapto-phenol 1077-25-4 C10H14OS
4-Butylmercapto-phenol