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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
—— 4-(4-amino-benzylsulfanyl)-aniline 42497-98-3 C13H14N2S
4-(4-amino-benzylsulfanyl)-aniline
—— (2S)-2-amino-5-thiahexylamine 68013-51-4 C5H14N2S
(2S)-2-amino-5-thiahexylamine
—— 2-Chloro-4-(3-ethylphenylthio)benzaldehyde 1006727-30-5 C15H13ClOS
2-Chloro-4-(3-ethylphenylthio)benzaldehyde
—— Methoxymethyl-methyl-sulfon 39213-24-6 C3H8O3S
Methoxymethyl-methyl-sulfon
—— <<2-(methylthio)-1,3,4-thiadiazol-5-yl>thio><(4-methyl-5-thioxo-1,3,4-thiadiazolin-2-yl)thio>methane 105785-05-5 C7H8N4S6
<<2-(methylthio)-1,3,4-thiadiazol-5-yl>thio><(4-methyl-5-thioxo-1,3,4-thiadiazolin-2-yl)thio>methane
—— (5-Methyl-2-p-tolylsulfanyl-benzoyl)-phosphonic acid dimethyl ester 176509-36-7 C17H19O4PS
(5-Methyl-2-p-tolylsulfanyl-benzoyl)-phosphonic acid dimethyl ester
—— (Z)-methyl 3-(phenylthio)-4-(3-oxocyclopentyl)but-2-enoate 105090-06-0 C16H18O3S
(Z)-methyl 3-(phenylthio)-4-(3-oxocyclopentyl)but-2-enoate
—— 11-ethoxy<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline 144918-85-4 C14H12N4OS
11-ethoxy<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline
—— 11-(2-hydroxyethyl)oxy<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline 144918-90-1 C14H12N4O2S
11-(2-hydroxyethyl)oxy<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline
—— 11-hydroxy<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline 144918-74-1 C12H8N4OS
11-hydroxy<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline
—— (E)-methyl 3-(phenylthio)-4-(3-oxocyclopentyl)but-2-enoate 105090-05-9 C16H18O3S
(E)-methyl 3-(phenylthio)-4-(3-oxocyclopentyl)but-2-enoate
—— 2-Ethyl-4H-11-thia-1,3,3a,10-tetraaza-cyclopenta[b]anthracen-4-ol 144918-76-3 C14H12N4OS
2-Ethyl-4H-11-thia-1,3,3a,10-tetraaza-cyclopenta[b]anthracen-4-ol
—— 2-Methyl-4H-11-thia-1,3,3a,10-tetraaza-cyclopenta[b]anthracen-4-ol 144918-75-2 C13H10N4OS
2-Methyl-4H-11-thia-1,3,3a,10-tetraaza-cyclopenta[b]anthracen-4-ol
—— 5-isopropyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one 1075181-63-3 C22H20N2OS2
5-isopropyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one
—— 3-Amino-4-cyano-5-methylsulfanyl-1H-pyrrole-2-carboxylic acid methyl ester 124476-08-0 C8H9N3O2S
3-Amino-4-cyano-5-methylsulfanyl-1H-pyrrole-2-carboxylic acid methyl ester
—— 5-cyano-6-methylthio-2-phenyl-4-thioxo-3,4-dihydropyrimidine 109228-96-8 C12H9N3S2
5-cyano-6-methylthio-2-phenyl-4-thioxo-3,4-dihydropyrimidine
—— 5-Amino-3-methylmercapto-4-cyan-isoxazol 68571-72-2 C5H5N3OS
5-Amino-3-methylmercapto-4-cyan-isoxazol
—— 5-Amino-1-methyl-3-(methylthio)-1λ<sup>4</sup>,2thiazin-4-carbonitril-1-oxid 112623-09-3 C7H9N3OS2
5-Amino-1-methyl-3-(methylthio)-1λ<sup>4</sup>,2thiazin-4-carbonitril-1-oxid
—— 5-cyano-2-methyl-6-methylthio-4-thioxo-3,4-dihydropyrimidine 144584-43-0 C7H7N3S2
5-cyano-2-methyl-6-methylthio-4-thioxo-3,4-dihydropyrimidine
—— 2-amino-5-[2-(2-chlorophenylthio)phenyl]-1,3,4-oxadiazole 1226870-88-7 C14H10ClN3OS
2-amino-5-[2-(2-chlorophenylthio)phenyl]-1,3,4-oxadiazole
—— fluhexafon 1097630-26-6 C12H17F3N2O3S
fluhexafon
—— 6-Amino-3-methylsulfanyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol 87452-28-6 C12H17NOS
6-Amino-3-methylsulfanyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol
—— thioacetic acid <i>S</i>-(2-methanesulfonyl-ethyl ester) 96864-33-4 C5H10O3S2
thioacetic acid <i>S</i>-(2-methanesulfonyl-ethyl ester)
—— 2-methylsulfanyl-propene-1,1,3,3-tetracarbonitrile 98556-74-2 C8H4N4S
2-methylsulfanyl-propene-1,1,3,3-tetracarbonitrile
—— 3-cyano-1,2-dihydro-4-methylthio-2-oxo-6-pyridylpropionic acid 114361-50-1 C10H10N2O3S
3-cyano-1,2-dihydro-4-methylthio-2-oxo-6-pyridylpropionic acid
—— 1H-1-(3-phenylpropyl)-3-amino-4-cyano-5-methylsulfanylpyrazole 512845-52-2 C14H16N4S
1H-1-(3-phenylpropyl)-3-amino-4-cyano-5-methylsulfanylpyrazole
—— 4-amino-5-cyano-2-dodecylthio-6-methylthiopyrimidine 647832-48-2 C18H30N4S2
4-amino-5-cyano-2-dodecylthio-6-methylthiopyrimidine
—— 3-(4-(trifluoromethyl)phenylthio)benzaldehyde 1011531-73-9 C14H9F3OS
3-(4-(trifluoromethyl)phenylthio)benzaldehyde
—— 2,2-Dimethyl-3-methylsulfon-propionitril 89531-46-4 C6H11NO2S
2,2-Dimethyl-3-methylsulfon-propionitril
—— 4-amino-5-cyano-2-ethylthio-6-methylthiopyrimidine 647832-46-0 C8H10N4S2
4-amino-5-cyano-2-ethylthio-6-methylthiopyrimidine
—— 1-[(2-Methylthio-4-methylpyrimidin-5-yl)methyloxy]methyl-5-chloropyrimidin-2-one 88045-89-0 C12H13ClN4O2S
1-[(2-Methylthio-4-methylpyrimidin-5-yl)methyloxy]methyl-5-chloropyrimidin-2-one
—— 5-amino-1-(5-amino-4-cyano-1H-pyrazole-1-carbonyl)-3-(methylthio)-1H-pyrazole-4-carbonitrile 1632308-18-9 C10H8N8OS
5-amino-1-(5-amino-4-cyano-1H-pyrazole-1-carbonyl)-3-(methylthio)-1H-pyrazole-4-carbonitrile
—— 4-amino-6-methylmercapto-2-phenylpyrimidine-5-carbonitrile 19796-51-1 C12H10N4S
4-amino-6-methylmercapto-2-phenylpyrimidine-5-carbonitrile
—— Methylene isothiourea dihydrobromide 6273-17-2 C3H10Br2N4S2
Methylene isothiourea dihydrobromide
—— Phosphorothioic acid, O,O-dimethyl S-(5-methyl-2-(methylthio)benzyl) ester 7205-22-3 C11H17O3PS2
Phosphorothioic acid, O,O-dimethyl S-(5-methyl-2-(methylthio)benzyl) ester
—— [3-(4-chlorophenylsulfanyl)-2-methylindolizin-1-yl]acetic acid 917760-56-6 C17H14ClNO2S
[3-(4-chlorophenylsulfanyl)-2-methylindolizin-1-yl]acetic acid
—— 1-Chloro-4-(1-chloro-octylsulfanyl)-benzene 144265-60-1 C14H20Cl2S
1-Chloro-4-(1-chloro-octylsulfanyl)-benzene
—— 2-amino-4-[4-(4-fluoro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-6-methylsulfanyl-pyrimidine-5-carbonitrile 478179-82-7 C17H16FN5S
2-amino-4-[4-(4-fluoro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— 2-(4-Chloro-phenylsulfanyl)-1,5-diphenyl-pentan-3-one 1026589-66-1 C23H21ClOS
2-(4-Chloro-phenylsulfanyl)-1,5-diphenyl-pentan-3-one
—— ethyl 3-{4-[(2-oxoethyl)thio]phenyl}propanoate 540524-45-6 C13H16O3S
ethyl 3-{4-[(2-oxoethyl)thio]phenyl}propanoate
—— 2-Acetyl-5-phenylsulfanyl-pent-4-ynoic acid methyl ester 145371-77-3 C14H14O3S
2-Acetyl-5-phenylsulfanyl-pent-4-ynoic acid methyl ester
—— 1-adamantylthioacetic acid allylamide 1002868-25-8 C15H23NS
1-adamantylthioacetic acid allylamide
—— 5-(2,4-dinitrobenzenesulfenyl)pyrrole-2-carboxaldehyde 18159-26-7 C11H7N3O5S
5-(2,4-dinitrobenzenesulfenyl)pyrrole-2-carboxaldehyde
—— 3,4-Dimethyl-cyclopent-2-enethione 38693-66-2 C7H10S
3,4-Dimethyl-cyclopent-2-enethione
—— ethyl 2-(3-cyano-6-(2-thienyl)-2-pyridylthio)acetate 879083-77-9 C14H12N2O2S2
ethyl 2-(3-cyano-6-(2-thienyl)-2-pyridylthio)acetate
—— 1-adamantylthioacetic acid N-ethyl-2-hydroxylamide 925611-45-6 C14H23NOS
1-adamantylthioacetic acid N-ethyl-2-hydroxylamide
—— 1-adamantylthioacetic acid isopropylamide 925560-82-3 C15H25NS
1-adamantylthioacetic acid isopropylamide
—— 1-adamantylthioacetic acid cyclopropylamide 925121-58-0 C15H23NS
1-adamantylthioacetic acid cyclopropylamide
—— 3-(1-ethoxyethoxy)-1-ethyl-2-methylsulfanyl-1H-pyrrole 958300-80-6 C11H19NO2S
3-(1-ethoxyethoxy)-1-ethyl-2-methylsulfanyl-1H-pyrrole
—— [3-(1-butyl-1H-imidazol-2-ylsulfanyl)-5-chloro-pyridin-4-yl]-methanol 1064677-29-7 C13H16ClN3OS
[3-(1-butyl-1H-imidazol-2-ylsulfanyl)-5-chloro-pyridin-4-yl]-methanol