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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
—— 2-((2,4,6-trimethoxyphenyl)thio)benzo[d]thiazole 1242674-02-7 C16H15NO3S2
2-((2,4,6-trimethoxyphenyl)thio)benzo[d]thiazole
—— 2-(2',6'-dinitro-4'-trifluoromethylphenylthio)benzothiazole 131182-94-0 C14H6F3N3O4S2
2-(2',6'-dinitro-4'-trifluoromethylphenylthio)benzothiazole
—— 2-ethyl-6,7-dihydro-5-methylthiothieno<2,3-b><1,4>thiazepine 161939-34-0 C10H13NS3
2-ethyl-6,7-dihydro-5-methylthiothieno<2,3-b><1,4>thiazepine
—— 2,2-dideuterio-1,3-benzodithiole 78923-04-3 C7H6S2
2,2-dideuterio-1,3-benzodithiole
—— 5-ethyl-6-(β-naphthalenethio)uracil 728005-41-2 C16H14N2O2S
5-ethyl-6-(β-naphthalenethio)uracil
—— 2-<(2-naphthyl)thio>indole 130128-87-9 C18H13NS
2-<(2-naphthyl)thio>indole
—— 1-methoxymethyl-5-ethyl-6-(1-amino-2-naphthylthio)uracil 867038-76-4 C18H19N3O3S
1-methoxymethyl-5-ethyl-6-(1-amino-2-naphthylthio)uracil
—— (E)-methyl 1-propenyl sulfoxide 69176-45-0 C4H8OS
(E)-methyl 1-propenyl sulfoxide
—— 1-[(benzyloxy)methyl]-5-ethyl-6-(1-amino-2-naphthylthio)uracil 867038-78-6 C24H23N3O3S
1-[(benzyloxy)methyl]-5-ethyl-6-(1-amino-2-naphthylthio)uracil
—— 2-ethyl-6,7-dihydrothieno<2,3-b><1,4>thiazepin-5(4H)-one 161939-21-5 C9H11NOS2
2-ethyl-6,7-dihydrothieno<2,3-b><1,4>thiazepin-5(4H)-one
—— naphthalen-2-yl(2,4,6-trimethoxyphenyl)sulfane 1242673-97-7 C19H18O3S
naphthalen-2-yl(2,4,6-trimethoxyphenyl)sulfane
—— 2'-(2″-naphthylthio)-1,1,1,3,3,3-hexafluoro-2-phenylpropan-2-ol 1456629-14-3 C19H12F6OS
2'-(2″-naphthylthio)-1,1,1,3,3,3-hexafluoro-2-phenylpropan-2-ol
—— (2-bromophenyl)(naphthalen-2-yl)sulfane 15861-51-5 C16H11BrS
(2-bromophenyl)(naphthalen-2-yl)sulfane
—— (4R,6R)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-ol 1202539-33-0 C8H10OS2
(4R,6R)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-ol
—— 2-phenyl-5-(2-naphthylthio)-1,3,4-oxadiazole 1414598-89-2 C18H12N2OS
2-phenyl-5-(2-naphthylthio)-1,3,4-oxadiazole
—— 3-fluoro-5-(1-methyl-1H-imidazol-2-ylsulfanyl)-benzonitrile 1119779-23-5 C11H8FN3S
3-fluoro-5-(1-methyl-1H-imidazol-2-ylsulfanyl)-benzonitrile
—— (Z)-methyl 1-propenyl sulfoxide 69176-46-1 C4H8OS
(Z)-methyl 1-propenyl sulfoxide
—— methanesulfonic acid 2-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-ethyl ester 908355-85-1 C15H13ClN6O3S3
methanesulfonic acid 2-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-ethyl ester
—— [2-(vinylthio)ethoxymethyl]oxirane 4618-32-0 C7H12O2S
[2-(vinylthio)ethoxymethyl]oxirane
—— 2-methyl-3-chloro-1-propenyl isothiocyanate 62927-31-5 C5H6ClNS
2-methyl-3-chloro-1-propenyl isothiocyanate
—— <1,4>dithiino<2,3-c:5,6-c'>bis<1,2,5>thiadiazole 142406-10-8 C4N4S4
<1,4>dithiino<2,3-c:5,6-c'>bis<1,2,5>thiadiazole
—— Cyanthioformamid-S-oxid (Flaveanwasserstoff-S-oxid) 13614-51-2 C2H2N2OS
Cyanthioformamid-S-oxid (Flaveanwasserstoff-S-oxid)
—— 2-thienyl bis(dimethylamino)methylenecarbamodithioate 1564286-47-0 C10H15N3S3
2-thienyl bis(dimethylamino)methylenecarbamodithioate
—— 1-(2,5-Dichlorothiophen-3-yl)-2-phenylsulfanylethanone 1152657-02-7 C12H8Cl2OS2
1-(2,5-Dichlorothiophen-3-yl)-2-phenylsulfanylethanone
—— 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