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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-[4-(3-benzyl-1-butylureido)phenylsulphanyl]phenyl}acetic acid 735273-98-0 C26H28N2O3S
{3-[4-(3-benzyl-1-butylureido)phenylsulphanyl]phenyl}acetic acid
—— 2-[4-[3-[1-Phenylethyl(prop-2-enylcarbamoyl)amino]phenyl]sulfanylphenyl]acetic acid —— C26H26N2O3S
2-[4-[3-[1-Phenylethyl(prop-2-enylcarbamoyl)amino]phenyl]sulfanylphenyl]acetic acid
—— 3-(4-methoxy-phenylsulfanyl)-6-(4H-[1,2,4]triazole-3-ylsulfanyl)-N-(pyrimidine-4-yl)-2-pyridine carboxamide —— C19H15N7O2S2
3-(4-methoxy-phenylsulfanyl)-6-(4H-[1,2,4]triazole-3-ylsulfanyl)-N-(pyrimidine-4-yl)-2-pyridine carboxamide
—— 1-(2,5-dimethyl-2H-pyrazol-3-yl)-3-[2-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-urea 745827-37-6 C22H25N7OS
1-(2,5-dimethyl-2H-pyrazol-3-yl)-3-[2-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-urea
—— 3-(2-nitro-phenylsulfanyl)-1-pyridin-2-ylmethyl-1H-indole-6-carbonitrile monohydrochloride 691400-73-4 C21H14N4O2S*ClH
3-(2-nitro-phenylsulfanyl)-1-pyridin-2-ylmethyl-1H-indole-6-carbonitrile monohydrochloride
—— 2-(4-methoxyphenyl)-N-(5-quinolin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)acetamide 664324-90-7 C20H16N4O2S2
2-(4-methoxyphenyl)-N-(5-quinolin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)acetamide
—— (2S,9S,11S,18S)-1-ethylsulfonyl-10-(trifluoromethyl)-19-oxatetracyclo[8.8.1.02,9.011,18]nonadecane —— C21H33F3O3S
(2S,9S,11S,18S)-1-ethylsulfonyl-10-(trifluoromethyl)-19-oxatetracyclo[8.8.1.02,9.011,18]nonadecane
—— 5-(2-hydroxy-1-methylethoxy)-N-(4-methylthiazol-2-yl)-3-([1,3,4]thiadiazol-2-ylsulfanyl)benzamide —— C16H16N4O3S3
5-(2-hydroxy-1-methylethoxy)-N-(4-methylthiazol-2-yl)-3-([1,3,4]thiadiazol-2-ylsulfanyl)benzamide
—— 2,4-Bis[(4-chlorophenyl)sulfanyl]-1-isocyanatobenzene —— C19H11Cl2NOS2
2,4-Bis[(4-chlorophenyl)sulfanyl]-1-isocyanatobenzene
—— [(1S,2R)-1-(methoxymethoxy)-3-nitro-1-phenyl-3-phenylsulfanylpropan-2-yl]oxy-trimethylsilane —— C20H27NO5SSi
[(1S,2R)-1-(methoxymethoxy)-3-nitro-1-phenyl-3-phenylsulfanylpropan-2-yl]oxy-trimethylsilane
—— {3-[4-(3-phenylpropylamino)phenylsulphanyl]phenyl}acetic acid 735273-61-7 C23H23NO2S
{3-[4-(3-phenylpropylamino)phenylsulphanyl]phenyl}acetic acid
—— 1-(Benzenesulfonyl)-5-phenylsulfanylindol-4-ol —— C20H15NO3S2
1-(Benzenesulfonyl)-5-phenylsulfanylindol-4-ol
—— [(1'R,3'aS,6'S,9'aS)-4'-oxo-6'-prop-1-en-2-ylspiro[1,3-dithiolane-2,8'-2,3,3a,5,6,7,9,9a-octahydro-1H-cyclopenta[8]annulene]-1'-yl] 2,2-dimethylpropanoate —— C21H32O3S2
[(1'R,3'aS,6'S,9'aS)-4'-oxo-6'-prop-1-en-2-ylspiro[1,3-dithiolane-2,8'-2,3,3a,5,6,7,9,9a-octahydro-1H-cyclopenta[8]annulene]-1'-yl] 2,2-dimethylpropanoate
—— 3-phenylmethyl-6-(4H-[1,2,4]triazole-3-yl-sulfanyl)-N-(thiazole-2-yl)-2-pyridine carboxamide —— C18H14N6OS2
3-phenylmethyl-6-(4H-[1,2,4]triazole-3-yl-sulfanyl)-N-(thiazole-2-yl)-2-pyridine carboxamide
—— 3-chloro-N-(5-quinolin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)thiophene-2-carboxamide 1026818-57-4 C16H9ClN4OS3
3-chloro-N-(5-quinolin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)thiophene-2-carboxamide
—— 3-(4-ethylsulfanylquinolin-3-yl)sulfanyl-1H-quinoline-4-thione —— C20H16N2S3
3-(4-ethylsulfanylquinolin-3-yl)sulfanyl-1H-quinoline-4-thione
—— 5-(2-hydroxy-1-methyl-ethoxy)-3-([1,3,4]thiadiazol-2-ylsulfanyl)-N-thiazol-2-yl-benzamide —— C15H14N4O3S3
5-(2-hydroxy-1-methyl-ethoxy)-3-([1,3,4]thiadiazol-2-ylsulfanyl)-N-thiazol-2-yl-benzamide
—— 7,7-dimethyl-3-(1-piperidin-1-ylpropan-2-yl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazin-9-one —— C18H27N5OS
7,7-dimethyl-3-(1-piperidin-1-ylpropan-2-yl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazin-9-one
—— N-(5-quinolin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)furan-2-carboxamide 664324-88-3 C16H10N4O2S2
N-(5-quinolin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)furan-2-carboxamide
—— Ethyl 4,4,4-trifluoro-2-phenylsulfanyl-3-(trifluoromethyl)butanoate —— C13H12F6O2S
Ethyl 4,4,4-trifluoro-2-phenylsulfanyl-3-(trifluoromethyl)butanoate
—— 1-(2-chlorophenyl)-N-(4-phenylsulfanylphenyl)methanimine oxide —— C19H14ClNOS
1-(2-chlorophenyl)-N-(4-phenylsulfanylphenyl)methanimine oxide
—— (2S,3R)-2-[(2S,3S)-3-methoxy-5-methylhex-5-en-2-yl]-3-(4-methylphenyl)sulfanyloxane —— C20H30O2S
(2S,3R)-2-[(2S,3S)-3-methoxy-5-methylhex-5-en-2-yl]-3-(4-methylphenyl)sulfanyloxane
—— N-(4-benzyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1,3-dithiolan-2-imine —— C13H14N4S3
N-(4-benzyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1,3-dithiolan-2-imine
—— ethyl (2S,3S)-3-hydroxy-2-phenylsulfanyldecanoate —— C18H28O3S
ethyl (2S,3S)-3-hydroxy-2-phenylsulfanyldecanoate
—— 3-(4',7'a-dimethylspiro[1,3-dithiolane-2,5'-6,7-dihydro-3H-indene]-1'-yl)furan —— C17H20OS2
3-(4',7'a-dimethylspiro[1,3-dithiolane-2,5'-6,7-dihydro-3H-indene]-1'-yl)furan
—— (1R,2S,5S,6S,7S)-5-Chloro-2-(p-tolylthio)-3-oxatricyclo<5.2.1.0<sup>2,6</sup>>dec-8-en-4-one —— C16H15ClO2S
(1R,2S,5S,6S,7S)-5-Chloro-2-(p-tolylthio)-3-oxatricyclo<5.2.1.0<sup>2,6</sup>>dec-8-en-4-one
—— methyl (1R<sup>*</sup>,6S<sup>*</sup>,8S<sup>*</sup>)-8-methylsulfonyl-2-oxa-7-thiabicyclo<4.2.0>octane-8-acetate 7,7-dioxide 144632-67-7 C10H16O7S2
methyl (1R<sup>*</sup>,6S<sup>*</sup>,8S<sup>*</sup>)-8-methylsulfonyl-2-oxa-7-thiabicyclo<4.2.0>octane-8-acetate 7,7-dioxide
—— 5-Chloro-2-(p-tolylthio)-3-oxatricyclo<5.2.1.0<sup>2,6</sup>>dec-8-en-4-one —— C16H15ClO2S
5-Chloro-2-(p-tolylthio)-3-oxatricyclo<5.2.1.0<sup>2,6</sup>>dec-8-en-4-one
—— Ethyl-carbamic acid (4aS,9aR)-1,4a-dimethyl-1,2,3,4,4a,9a-hexahydro-benzo[4,5]thieno[2,3-b]pyridin-6-yl ester —— C16H22N2O2S
Ethyl-carbamic acid (4aS,9aR)-1,4a-dimethyl-1,2,3,4,4a,9a-hexahydro-benzo[4,5]thieno[2,3-b]pyridin-6-yl ester
—— 2-Methyl-5-[(6-phenyl-1,2,4-triazin-3-yl)methylsulfanyl]-1,3,4-thiadiazole —— C13H11N5S2
2-Methyl-5-[(6-phenyl-1,2,4-triazin-3-yl)methylsulfanyl]-1,3,4-thiadiazole
—— (1'R,4'S,5'R,6'R)-5'-chloro-6'-phenylsulfanylspiro[1,3-dioxolane-2,2'-7-oxabicyclo[2.2.1]heptane] —— C14H15ClO3S
(1'R,4'S,5'R,6'R)-5'-chloro-6'-phenylsulfanylspiro[1,3-dioxolane-2,2'-7-oxabicyclo[2.2.1]heptane]
—— (4-Benzyl-5-methylsulfanyl-1,2,4-triazol-3-yl)carbamodithioic acid —— C11H12N4S3
(4-Benzyl-5-methylsulfanyl-1,2,4-triazol-3-yl)carbamodithioic acid
—— 3-[2-[2-(1,3-Dioxolan-2-yl)ethyl]-1,3-dithian-2-yl]pyridine —— C14H19NO2S2
3-[2-[2-(1,3-Dioxolan-2-yl)ethyl]-1,3-dithian-2-yl]pyridine
—— 2-[[2-amino-4-([18F]fluoromethyl)phenyl]thio]-N,N-dimethylbenzenemethanamine —— C16H19FN2S
2-[[2-amino-4-([18F]fluoromethyl)phenyl]thio]-N,N-dimethylbenzenemethanamine
—— Methyl 2-((4-methyl-1,2,4-triazol-3-yl)thio)acetoacetate (aminocarbonyl)hydrazone —— C9H14N6O3S
Methyl 2-((4-methyl-1,2,4-triazol-3-yl)thio)acetoacetate (aminocarbonyl)hydrazone
—— 3-(3-Methyl-imidazo[1,2-b]pyridazin-6-ylsulfanyl)-propane-1-sulfonic acid amide —— C10H14N4O2S2
3-(3-Methyl-imidazo[1,2-b]pyridazin-6-ylsulfanyl)-propane-1-sulfonic acid amide
—— (Z,3S,4S)-2-hydroxy-3-methyl-4-phenylsulfanyloct-1-ene-1-diazonium —— C15H21N2OS+
(Z,3S,4S)-2-hydroxy-3-methyl-4-phenylsulfanyloct-1-ene-1-diazonium
—— 2-Fluoro-3,3,5,5-tetramethyl-2-phenylsulfanylcyclohexan-1-one —— C16H21FOS
2-Fluoro-3,3,5,5-tetramethyl-2-phenylsulfanylcyclohexan-1-one
—— (1S,2R,6R,7R)-2-(p-Tolylthio)-3-oxatricyclo<5.2.1.0<sup>2,6</sup>>dec-8-en-4-one —— C16H16O2S
(1S,2R,6R,7R)-2-(p-Tolylthio)-3-oxatricyclo<5.2.1.0<sup>2,6</sup>>dec-8-en-4-one
—— N,N-dimethyl-N-({3-[4-(methylsulfanyl)benzyl]-4-pyridinyl}methyl)amine 662150-41-6 C16H20N2S
N,N-dimethyl-N-({3-[4-(methylsulfanyl)benzyl]-4-pyridinyl}methyl)amine
—— 5-ethylthio-2-(1-methyl-4-nitro-2-pyrrolyl)-1,3,4-thiadiazole —— C9H10N4O2S2
5-ethylthio-2-(1-methyl-4-nitro-2-pyrrolyl)-1,3,4-thiadiazole
—— 4-Isopropyl-2-methyl-5-(3,4-dimethylphenylthio)-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol —— C23H28N2OS
4-Isopropyl-2-methyl-5-(3,4-dimethylphenylthio)-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol
—— N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-5-(4-chlorophenylsulfanyl)-thiophene-2-carboxamide —— C18H19ClN2OS2
N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-5-(4-chlorophenylsulfanyl)-thiophene-2-carboxamide
—— 4-cyclohexylthio-3-isopropyl-1-methyl-5-{ [ (pyridin-4-ylmethyl)amino]methyl}-1,3-dihydro-2-imidazolone —— C20H30N4OS
4-cyclohexylthio-3-isopropyl-1-methyl-5-{ [ (pyridin-4-ylmethyl)amino]methyl}-1,3-dihydro-2-imidazolone
—— N-(3-phenylsulfanylphenyl)-4-(1,3-thiazol-2-yl)pyrimidin-2-amine —— C19H14N4S2
N-(3-phenylsulfanylphenyl)-4-(1,3-thiazol-2-yl)pyrimidin-2-amine
—— N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-5-(4-fluorophenyl)sulfanyl-1,3,4-thiadiazole-2-carboxamide —— C16H17FN4OS2
N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-5-(4-fluorophenyl)sulfanyl-1,3,4-thiadiazole-2-carboxamide
—— (2S,4R)-2-amino-4-(3,5-dichloropyridin-2-yl)sulfanyl-4-(3-fluorophenyl)butan-1-ol —— C15H15Cl2FN2OS
(2S,4R)-2-amino-4-(3,5-dichloropyridin-2-yl)sulfanyl-4-(3-fluorophenyl)butan-1-ol
—— 4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-(difluoromethoxy)pyridine-3-carbonitrile —— C17H17F2N3O2S
4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-(difluoromethoxy)pyridine-3-carbonitrile
—— 2,2,3,3,3-Pentafluoropropyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate —— C12H9F5N4O2S
2,2,3,3,3-Pentafluoropropyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate
—— 4-(5-methyl-3-pyridin-3-ylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine —— C19H15N5OS
4-(5-methyl-3-pyridin-3-ylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine