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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
—— methyl (1R,4aR,8aS)-1,4a-dimethyl-5-(2-phenylsulfanylethenyl)-2,3,4,7,8,8a-hexahydronaphthalene-1-carboxylate —— C22H28O2S
methyl (1R,4aR,8aS)-1,4a-dimethyl-5-(2-phenylsulfanylethenyl)-2,3,4,7,8,8a-hexahydronaphthalene-1-carboxylate
—— 5-bromo-2-[1-[3-chloro-5-(trifluoromethyl)-1H-pyrazol-4-yl]ethylsulfanyl]-1,3-thiazole —— C9H6BrClF3N3S2
5-bromo-2-[1-[3-chloro-5-(trifluoromethyl)-1H-pyrazol-4-yl]ethylsulfanyl]-1,3-thiazole
—— 8-(2,5-dimethoxyphenyl)sulfanyl-3-(2-piperidin-4-ylethyl)-7H-purin-3-ium-6-amine —— C20H27N6O2S+
8-(2,5-dimethoxyphenyl)sulfanyl-3-(2-piperidin-4-ylethyl)-7H-purin-3-ium-6-amine
—— 2-(4-Chloro-2-fluorophenyl)sulfanylacetaldehyde —— C8H6ClFOS
2-(4-Chloro-2-fluorophenyl)sulfanylacetaldehyde
—— Disulfanylsulfonylmethane —— CH4O2S3
Disulfanylsulfonylmethane
—— 2-Pentatriacontylsulfanylethanethiol —— C37H76S2
2-Pentatriacontylsulfanylethanethiol
—— 4-[(1-Amino-3-cyano-2-methyl-2-phenylsulfanylpropylidene)amino]adamantane-1-carboxamide —— C22H28N4OS
4-[(1-Amino-3-cyano-2-methyl-2-phenylsulfanylpropylidene)amino]adamantane-1-carboxamide
—— 1-Ethyl-4-hexylsulfanylbenzene —— C14H22S
1-Ethyl-4-hexylsulfanylbenzene
—— 2-[(E)-4-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanyl]but-2-enyl]sulfanyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile —— C22H20N4S2
2-[(E)-4-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanyl]but-2-enyl]sulfanyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
—— 8-(2,5-dimethoxyphenyl)sulfanyl-3-(2-imidazol-1-ylethyl)-7H-purin-3-ium-6-amine —— C18H20N7O2S+
8-(2,5-dimethoxyphenyl)sulfanyl-3-(2-imidazol-1-ylethyl)-7H-purin-3-ium-6-amine
—— (Amino-hydroxy-methyl-oxo-lambda6-sulfanyl)cyclopropane —— C4H11NO2S
(Amino-hydroxy-methyl-oxo-lambda6-sulfanyl)cyclopropane
—— 4-[3-(2-amino-3-oxobutyl)sulfanyl-2,5-dihydroxypyrrol-1-yl]-2,2,4-trimethyl-N-(2,4,4-trimethylpentan-2-yl)pentanamide —— C24H43N3O4S
4-[3-(2-amino-3-oxobutyl)sulfanyl-2,5-dihydroxypyrrol-1-yl]-2,2,4-trimethyl-N-(2,4,4-trimethylpentan-2-yl)pentanamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C21H19FN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— (E)-3-amino-2-(2-pyrimidin-2-ylsulfanylacetyl)but-2-enenitrile —— C10H10N4OS
(E)-3-amino-2-(2-pyrimidin-2-ylsulfanylacetyl)but-2-enenitrile
—— 2-[Methylsulfanylsulfonyl(propan-2-yl)amino]propane —— C7H17NO2S2
2-[Methylsulfanylsulfonyl(propan-2-yl)amino]propane
—— Methylidene-[[4-[3-methyl-4-[(2-methylpropan-2-yl)oxy]butan-2-yl]oxycyclohexa-1,3-dien-1-yl]methylidene]-lambda4-sulfane —— C17H28O2S
Methylidene-[[4-[3-methyl-4-[(2-methylpropan-2-yl)oxy]butan-2-yl]oxycyclohexa-1,3-dien-1-yl]methylidene]-lambda4-sulfane
—— 7,7-Dimethylcyclohepta-2,5-diene-1-thione —— C9H12S
7,7-Dimethylcyclohepta-2,5-diene-1-thione
—— Sulfino 3,3-bis(sulfanyl)propanoate —— C3H6O4S3
Sulfino 3,3-bis(sulfanyl)propanoate
—— 4-(4-fluorophenyl)-2-[4-[(7-methoxy-1,5-naphthyridin-4-yl)sulfanyl]phenyl]-1H-phthalazin-1-amine —— C29H22FN5OS
4-(4-fluorophenyl)-2-[4-[(7-methoxy-1,5-naphthyridin-4-yl)sulfanyl]phenyl]-1H-phthalazin-1-amine
—— (E)-3-(4-bromo-5-phenylsulfanylfuran-2-yl)-2-(3-nitrobenzoyl)prop-2-enenitrile —— C20H11BrN2O4S
(E)-3-(4-bromo-5-phenylsulfanylfuran-2-yl)-2-(3-nitrobenzoyl)prop-2-enenitrile
—— [6-[[6-(2-Methoxyethylamino)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl]-1,3-benzothiazol-2-yl] carbamate —— C16H15N7O3S2
[6-[[6-(2-Methoxyethylamino)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl]-1,3-benzothiazol-2-yl] carbamate
—— 2,3-Diethyl-4-(trifluoromethylsulfanyl)aniline —— C11H14F3NS
2,3-Diethyl-4-(trifluoromethylsulfanyl)aniline
—— 3-Heptanthion-dioxid —— C7H14O2S
3-Heptanthion-dioxid
—— (Z)-2-[1-[(E)-1-cyano-2-ethoxyethenyl]sulfonyl-2-ethoxyethenyl]sulfonyl-3-ethoxyprop-2-enenitrile —— C14H18N2O7S2
(Z)-2-[1-[(E)-1-cyano-2-ethoxyethenyl]sulfonyl-2-ethoxyethenyl]sulfonyl-3-ethoxyprop-2-enenitrile
—— 2.2-d2-propane-1.3-dithiol —— C3H8S2
2.2-d2-propane-1.3-dithiol
—— 11-Methyl-2,2,15-tris(methylsulfanyl)hexadecane —— C20H42S3
11-Methyl-2,2,15-tris(methylsulfanyl)hexadecane
—— 2-Ethyl-3-sulfanylcyclopropane-1-thione —— C5H8S2
2-Ethyl-3-sulfanylcyclopropane-1-thione
—— ethane;(4S)-3-[(2R)-2-methyl-3-phenylsulfanylbutanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one —— C19H29NO3S
ethane;(4S)-3-[(2R)-2-methyl-3-phenylsulfanylbutanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one
—— (3E)-3-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazoline-6-carboxylic acid —— C26H19N3O5S
(3E)-3-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazoline-6-carboxylic acid
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-[2-(2,3,4,5,6-pentafluorophenyl)ethyl]-7H-purin-3-ium-6-amine —— C20H12BrF5N5O2S+
8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-[2-(2,3,4,5,6-pentafluorophenyl)ethyl]-7H-purin-3-ium-6-amine
—— 2-{[3-cyano-4-(2-furyl)-7-(2-furylmethylene)-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]thio}acetamide —— C20H15N3O3S
2-{[3-cyano-4-(2-furyl)-7-(2-furylmethylene)-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]thio}acetamide
—— 1-Chloro-2-methylsulfonylethanol —— C3H7ClO3S
1-Chloro-2-methylsulfonylethanol
—— [Tert-butyl-(3,3-dimethyl-2-oxobutyl)-methyl-lambda4-sulfanyl]-(trifluoromethylsulfonyl)oxidanium —— C12H24F3O4S2+
[Tert-butyl-(3,3-dimethyl-2-oxobutyl)-methyl-lambda4-sulfanyl]-(trifluoromethylsulfonyl)oxidanium
—— 1-(4-chloro-2-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C21H22ClN3S
1-(4-chloro-2-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— [3-[(2-Hydroxy-3-phenylsulfanylpropyl)peroxymethyl]cyclohexylidene]methanone —— C17H22O4S
[3-[(2-Hydroxy-3-phenylsulfanylpropyl)peroxymethyl]cyclohexylidene]methanone
—— 3-(Prop-2-enyldisulfanyl)-1-prop-1-enylsulfinylprop-1-ene —— C9H14OS3
3-(Prop-2-enyldisulfanyl)-1-prop-1-enylsulfinylprop-1-ene
—— [(E)-2-methyl-3-oxo-3-(4-phenylsulfanylphenyl)prop-1-enyl] benzoate;2-phenyl-4,6-bis(trichloromethyl)-1,3,5-triazine —— C34H23Cl6N3O3S
[(E)-2-methyl-3-oxo-3-(4-phenylsulfanylphenyl)prop-1-enyl] benzoate;2-phenyl-4,6-bis(trichloromethyl)-1,3,5-triazine
—— 1-Benzothiophen-3-one;ethane —— C10H12OS
1-Benzothiophen-3-one;ethane
—— methyl formate;methyl (E)-3-(2,3,4,5-tetramethylphenyl)sulfanylprop-2-enoate —— C16H22O4S
methyl formate;methyl (E)-3-(2,3,4,5-tetramethylphenyl)sulfanylprop-2-enoate
—— (E)-1-[2-[(6-methylpyridin-3-yl)oxymethyl]morpholin-4-yl]-3-phenylsulfanylprop-2-en-1-one —— C20H22N2O3S
(E)-1-[2-[(6-methylpyridin-3-yl)oxymethyl]morpholin-4-yl]-3-phenylsulfanylprop-2-en-1-one
—— 3-[2-[4-(Amino-methylidene-oxo-lambda6-sulfanyl)anilino]-5-bromopyrimidin-4-yl]sulfanylpentan-2-ol —— C16H21BrN4O2S2
3-[2-[4-(Amino-methylidene-oxo-lambda6-sulfanyl)anilino]-5-bromopyrimidin-4-yl]sulfanylpentan-2-ol
—— [Bis(methylsulfanyl)methylideneamino] butanoate —— C7H13NO2S2
[Bis(methylsulfanyl)methylideneamino] butanoate
—— (2Z)-5-(4-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-2-[(5-phenylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C32H25N3O4S2
(2Z)-5-(4-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-2-[(5-phenylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— (E)-1-[2-[(6-methyl-2-propan-2-ylpyrimidin-4-yl)oxymethyl]morpholin-4-yl]-3-phenylsulfanylprop-2-en-1-one —— C22H27N3O3S
(E)-1-[2-[(6-methyl-2-propan-2-ylpyrimidin-4-yl)oxymethyl]morpholin-4-yl]-3-phenylsulfanylprop-2-en-1-one
—— 5-fluoro-4-morpholin-4-yl-N-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]pyrimidin-2-amine —— C19H18FN5O2S
5-fluoro-4-morpholin-4-yl-N-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]pyrimidin-2-amine
—— (5E)-5-benzylidene-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one —— C29H20N4OS
(5E)-5-benzylidene-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one
—— 4-Methyl-2-pyridin-2-ylsulfanylpyrimidine —— C10H9N3S
4-Methyl-2-pyridin-2-ylsulfanylpyrimidine
—— [2-[(5-Methyl-1-benzothiophen-3-yl)sulfanyl]phenyl]methanol —— C16H14OS2
[2-[(5-Methyl-1-benzothiophen-3-yl)sulfanyl]phenyl]methanol
—— N-[3-(2-chloropyrimidin-4-yl)sulfanylphenyl]but-2-enamide —— C14H12ClN3OS
N-[3-(2-chloropyrimidin-4-yl)sulfanylphenyl]but-2-enamide
—— N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-3-hydroxybenzamide —— C21H14N4O4S2
N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-3-hydroxybenzamide