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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-(4-Methylbenzylidene)-4-methylthioaniline 197905-60-5 C15H15NS
N-(4-Methylbenzylidene)-4-methylthioaniline
—— 5-(p-methylthiophenyl)-2-furonitrile 57666-99-6 C12H9NOS
5-(p-methylthiophenyl)-2-furonitrile
—— (5E,9Z,12Z,15Z,18Z)-3-thiaheneicosapentaen-1-ol 1151511-27-1 C20H32OS
(5E,9Z,12Z,15Z,18Z)-3-thiaheneicosapentaen-1-ol
—— (4-Methylsulfoniumylidenecyclohexa-2,5-dien-1-ylidene)azanide 1446102-06-2 C7H7NS
(4-Methylsulfoniumylidenecyclohexa-2,5-dien-1-ylidene)azanide
—— 2,6,6-trimethyl-3-(p-tolylthio)-6,7-dihydro-1H-indol-4(5H)-one 1219450-48-2 C18H21NOS
2,6,6-trimethyl-3-(p-tolylthio)-6,7-dihydro-1H-indol-4(5H)-one
—— 3-(phenylthio)pyrrole 82511-49-7 C10H9NS
3-(phenylthio)pyrrole
—— 2,4-dichloro-6-(4-(methylthio)-anilino)-s-triazine 146887-19-6 C10H8Cl2N4S
2,4-dichloro-6-(4-(methylthio)-anilino)-s-triazine
—— 3-(benzylthio)pyrrole 82511-51-1 C11H11NS
3-(benzylthio)pyrrole
—— 2-methylsulfanyl-1,3,4-thiadiazole-5-carbonitrile 70391-06-9 C4H3N3S2
2-methylsulfanyl-1,3,4-thiadiazole-5-carbonitrile
—— 4-Diaethylamino-2-benzylmercapto-pyrimidin 92650-52-7 C15H19N3S
4-Diaethylamino-2-benzylmercapto-pyrimidin
—— 2-Bromo-4-methylthioaniline 20901-64-8 C7H8BrNS
2-Bromo-4-methylthioaniline
—— 5-Bromo-N4-isopropyl-N2-(4-methylsulphanylphenyl)pyrimidine-2,4-diamine 851008-28-1 C14H17BrN4S
5-Bromo-N4-isopropyl-N2-(4-methylsulphanylphenyl)pyrimidine-2,4-diamine
—— Acetic acid 2-(4-chloro-6-methyl-2-methylsulfanyl-pyrimidin-5-yl)-ethyl ester 178268-55-8 C10H13ClN2O2S
Acetic acid 2-(4-chloro-6-methyl-2-methylsulfanyl-pyrimidin-5-yl)-ethyl ester
—— 3-<(p-bromobenzyl)thio>pyrrole 89597-77-3 C11H10BrNS
3-<(p-bromobenzyl)thio>pyrrole
—— 4-chloro-5-(2-chloroethyl)-6-methyl-2-methylthiopyrimidine 178268-53-6 C8H10Cl2N2S
4-chloro-5-(2-chloroethyl)-6-methyl-2-methylthiopyrimidine
—— 2-methylthio-5-(2-hydroxyethyl)-3,6-dimethyl-3H-pyrimidin-4-one 889653-62-7 C9H14N2O2S
2-methylthio-5-(2-hydroxyethyl)-3,6-dimethyl-3H-pyrimidin-4-one
—— 6-benzylsulfanyl-2,4-bis(morpholinocarbonylmethylsulfanyl)pyrimidin-5-carbonitrile 864428-02-4 C24H27N5O4S3
6-benzylsulfanyl-2,4-bis(morpholinocarbonylmethylsulfanyl)pyrimidin-5-carbonitrile
—— 1-Morpholin-4-yl-2-(2,3,4,5,9b-pentaaza-cyclopenta[a]naphthalen-1-ylsulfanyl)-ethanone 77185-30-9 C14H14N6O2S
1-Morpholin-4-yl-2-(2,3,4,5,9b-pentaaza-cyclopenta[a]naphthalen-1-ylsulfanyl)-ethanone
—— 5-bromo-2-[4-(methylsulfanyl)phenylamino]pyrimidin-4-ol 851008-37-2 C11H10BrN3OS
5-bromo-2-[4-(methylsulfanyl)phenylamino]pyrimidin-4-ol
—— 1-Morpholin-4-yl-2-(3-phenyl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-ethanone 112394-65-7 C16H15N5O2S2
1-Morpholin-4-yl-2-(3-phenyl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-ethanone
—— 1-(o-Isopropylthiobenzyl)-1-methylhydrazin 35659-57-5 C11H18N2S
1-(o-Isopropylthiobenzyl)-1-methylhydrazin
—— (R)-5-[(R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-phenylsulfanyl-hexyl]-dihydro-furan-2-one 159955-45-0 C22H36O3SSi
(R)-5-[(R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-phenylsulfanyl-hexyl]-dihydro-furan-2-one
—— 1-[1-Methanesulfinyl-1-methylsulfanyl-meth-(Z)-ylidene]-2-methyl-propylamine 52308-91-5 C7H15NOS2
1-[1-Methanesulfinyl-1-methylsulfanyl-meth-(Z)-ylidene]-2-methyl-propylamine
—— 6-benzyl-7-(dimethoxymethyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one 874448-10-9 C16H18N2O3S
6-benzyl-7-(dimethoxymethyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 1-Methyl-2-methylsulfanyl-6-oxo-4-phenethyl-1,6-dihydro-pyrimidine-5-carbonitrile 95534-80-8 C15H15N3OS
1-Methyl-2-methylsulfanyl-6-oxo-4-phenethyl-1,6-dihydro-pyrimidine-5-carbonitrile
—— 3,6-dimethyl-8-(pyrrolidin-1-yl)-5H-pyrimido[5,4-e][1,2,4]-triazolo[3,4-b][1,3,4]thiadiazine 1427003-29-9 C12H15N7S
3,6-dimethyl-8-(pyrrolidin-1-yl)-5H-pyrimido[5,4-e][1,2,4]-triazolo[3,4-b][1,3,4]thiadiazine
—— N-benzyl-2,2,2-trichloro-N-(2-phenylthiocyclohex-1-enyl)acetamide 201348-84-7 C21H20Cl3NOS
N-benzyl-2,2,2-trichloro-N-(2-phenylthiocyclohex-1-enyl)acetamide
—— 5,5-dimethyl-2-iminothiolane hydrochloride 131237-94-0 C6H11NS*ClH
5,5-dimethyl-2-iminothiolane hydrochloride
—— (R)-1-(methylsulfonyl)propan-2-amine hydrochloride 1350713-62-0 C4H11NO2S*ClH
(R)-1-(methylsulfonyl)propan-2-amine hydrochloride
—— 2-t-Butylsulfinylpentan 40390-67-8 C9H20OS
2-t-Butylsulfinylpentan
—— 1-methyl-3(methylthio)cyclohexa-2,5-diene-1-carboxylic acid 114838-06-1 C9H12O2S
1-methyl-3(methylthio)cyclohexa-2,5-diene-1-carboxylic acid
—— 3-[(5-bromo-6-methyl-2-(piperidin-1-yl)pyrimidin-4-yl)thio]-5-methyl-4H-1,2,4-triazol-4-amine 1427003-24-4 C13H18BrN7S
3-[(5-bromo-6-methyl-2-(piperidin-1-yl)pyrimidin-4-yl)thio]-5-methyl-4H-1,2,4-triazol-4-amine
—— 1-(m-Methylthiobenzyl)-1-methylhydrazin 35659-54-2 C9H14N2S
1-(m-Methylthiobenzyl)-1-methylhydrazin
—— (Z)-3-Methyl-4-phenylsulfanyl-but-3-en-2-one 112449-76-0 C11H12OS
(Z)-3-Methyl-4-phenylsulfanyl-but-3-en-2-one
—— 1-(trideuteriomethyl)-3-<(trideuteriomethyl)thio>cyclohexa-2,5-diene-1-carboxylic acid 114838-10-7 C9H12O2S
1-(trideuteriomethyl)-3-<(trideuteriomethyl)thio>cyclohexa-2,5-diene-1-carboxylic acid
—— 2-(Phenylthio)benzenesulfinanilide 123880-76-2 C18H15NOS2
2-(Phenylthio)benzenesulfinanilide
—— 1-cyclohexylethane-1-thiol 65429-65-4 C8H16S
1-cyclohexylethane-1-thiol
—— 3,6-dimethyl-8-(piperidin-1-yl)-5H-pyrimido[5,4-e][1,2,4]-triazolo [3,4-b][1,3,4]thiadiazine 1427003-30-2 C13H17N7S
3,6-dimethyl-8-(piperidin-1-yl)-5H-pyrimido[5,4-e][1,2,4]-triazolo [3,4-b][1,3,4]thiadiazine
—— 2-[1-Cyclohexylamino-eth-(E)-ylidene]-benzo[b]thiophen-3-one 126318-58-9 C16H19NOS
2-[1-Cyclohexylamino-eth-(E)-ylidene]-benzo[b]thiophen-3-one
—— 4-(3,6-dimethyl-5H-pyrimido[5,4-e][1,2,4]triazolo[3,4-b][1,3,4]-thiadiazin-8-yl)morpholine 1427003-32-4 C12H15N7OS
4-(3,6-dimethyl-5H-pyrimido[5,4-e][1,2,4]triazolo[3,4-b][1,3,4]-thiadiazin-8-yl)morpholine
—— 3-[(5-bromo-6-methyl-2-morpholinopyrimidin-4-yl)thio]-5-methyl-4H-1,2,4-triazol-4-amine 1427003-26-6 C12H16BrN7OS
3-[(5-bromo-6-methyl-2-morpholinopyrimidin-4-yl)thio]-5-methyl-4H-1,2,4-triazol-4-amine
—— 3-[(5-bromo-6-methyl-2-(4-methylpiperidin-1-yl)pyrimidin-4-yl)thio]-5-methyl-4H-1,2,4-triazol-4-amine 1427003-25-5 C14H20BrN7S
3-[(5-bromo-6-methyl-2-(4-methylpiperidin-1-yl)pyrimidin-4-yl)thio]-5-methyl-4H-1,2,4-triazol-4-amine
—— 3-[(5-bromo-6-methyl-2-(pyrrolidin-1-yl)pyrimidin-4-yl)thio]-5-methyl-4H-1,2,4-triazol-4-amine 1427003-23-3 C12H16BrN7S
3-[(5-bromo-6-methyl-2-(pyrrolidin-1-yl)pyrimidin-4-yl)thio]-5-methyl-4H-1,2,4-triazol-4-amine
—— 3,6-dimethyl-8-(4-methylpiperidin-1-yl)-5H-pyrimido[5,4-e][1,2,4]-triazolo[3,4-b][1,3,4]thiadiazine 1427003-31-3 C14H19N7S
3,6-dimethyl-8-(4-methylpiperidin-1-yl)-5H-pyrimido[5,4-e][1,2,4]-triazolo[3,4-b][1,3,4]thiadiazine
—— 2-Ethylthio-5-trifluormethyl-1,3,4-oxadiazol 155730-99-7 C5H5F3N2OS
2-Ethylthio-5-trifluormethyl-1,3,4-oxadiazol
—— 4-(5-Methyl-1,3,4-thiadiazol-2-ylthio)piperidine trifluoroacetate 333986-00-8 C2HF3O2*C8H13N3S2
4-(5-Methyl-1,3,4-thiadiazol-2-ylthio)piperidine trifluoroacetate
—— 3-Trifluoromethanesulfonylsulfanyl-propionic acid ethyl ester 182677-48-1 C6H9F3O4S2
3-Trifluoromethanesulfonylsulfanyl-propionic acid ethyl ester
—— 7-(4-Chloro-phenylsulfanyl)-3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 153235-47-3 C18H15ClN4S2
7-(4-Chloro-phenylsulfanyl)-3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— S-3-(dimethylamino)butyl dimethylcarbamothioate 1119825-13-6 C9H20N2OS
S-3-(dimethylamino)butyl dimethylcarbamothioate
—— O-3-(dimethylamino)butyl dimethylcarbamothioate 1119825-12-5 C9H20N2OS
O-3-(dimethylamino)butyl dimethylcarbamothioate