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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
—— (4S)-4-[(1R)-1-deuterioethyl]-4-[(3R)-4-hydroxy-3-methylbutyl]-1,3-dioxolane-2-thione —— C10H18O3S
(4S)-4-[(1R)-1-deuterioethyl]-4-[(3R)-4-hydroxy-3-methylbutyl]-1,3-dioxolane-2-thione
—— 1-(allenylthio)-2,5,5-trimethyl-3-vinyl-2-cyclohexene —— C14H20S
1-(allenylthio)-2,5,5-trimethyl-3-vinyl-2-cyclohexene
—— (2R,3S)-2-<(methylsulfonyl)methyl>-3-propyloxirane —— C7H14O3S
(2R,3S)-2-<(methylsulfonyl)methyl>-3-propyloxirane
—— (S)-9-Methyl-8-oxa-1,4-dithia-spiro[4.5]decan-7-ol —— C8H14O2S2
(S)-9-Methyl-8-oxa-1,4-dithia-spiro[4.5]decan-7-ol
—— 2-[(Z)-prop-1-enyl]oxocane-2-thiol —— C10H18OS
2-[(Z)-prop-1-enyl]oxocane-2-thiol
—— 1-Octyl-4-[10-(1-octylpyridin-1-ium-4-yl)sulfanyldecylsulfanyl]pyridin-1-ium —— C36H62N2S2+2
1-Octyl-4-[10-(1-octylpyridin-1-ium-4-yl)sulfanyldecylsulfanyl]pyridin-1-ium
—— Methyl 5-[4-[(5-methoxycarbonyl-1,3-dithiol-3-ium-4-yl)sulfanyl]butylsulfanyl]-1,3-dithiol-1-ium-4-carboxylate;diperchlorate —— C14H16Cl2O12S6
Methyl 5-[4-[(5-methoxycarbonyl-1,3-dithiol-3-ium-4-yl)sulfanyl]butylsulfanyl]-1,3-dithiol-1-ium-4-carboxylate;diperchlorate
—— Methyl 5-[4-[(5-methoxycarbonyl-1,3-dithiol-3-ium-4-yl)sulfanyl]butylsulfanyl]-1,3-dithiol-1-ium-4-carboxylate —— C14H16O4S6+2
Methyl 5-[4-[(5-methoxycarbonyl-1,3-dithiol-3-ium-4-yl)sulfanyl]butylsulfanyl]-1,3-dithiol-1-ium-4-carboxylate
—— [5-(3,5-Dichlorophenyl)sulfanyl-1-[[3-(diethoxyphosphorylmethoxy)phenyl]methyl]-4-propan-2-ylimidazol-2-yl]methyl carbamate —— C26H32Cl2N3O6PS
[5-(3,5-Dichlorophenyl)sulfanyl-1-[[3-(diethoxyphosphorylmethoxy)phenyl]methyl]-4-propan-2-ylimidazol-2-yl]methyl carbamate
—— prop-2-enylcarbamothioic S-acid —— C4H7NOS
prop-2-enylcarbamothioic S-acid
—— 5-(2,6-dichlorophenyl)sulfanyl-N-[3-[(3R)-1-methylpyrrolidin-3-yl]oxy-4-(trifluoromethyl)phenyl]thiophene-2-sulfonamide —— C22H19Cl2F3N2O3S3
5-(2,6-dichlorophenyl)sulfanyl-N-[3-[(3R)-1-methylpyrrolidin-3-yl]oxy-4-(trifluoromethyl)phenyl]thiophene-2-sulfonamide
—— 4-bromo-N-[4-chloro-3-[(3R)-1-methylpyrrolidin-3-yl]oxyphenyl]-5-(4-fluorophenyl)sulfanylthiophene-2-sulfonamide —— C21H19BrClFN2O3S3
4-bromo-N-[4-chloro-3-[(3R)-1-methylpyrrolidin-3-yl]oxyphenyl]-5-(4-fluorophenyl)sulfanylthiophene-2-sulfonamide
—— (3-{4-[3-phenethyl-1-(3-phenylpropyl)ureido]phenylsulphanyl}phenyl)acetic acid 735273-63-9 C32H32N2O3S
(3-{4-[3-phenethyl-1-(3-phenylpropyl)ureido]phenylsulphanyl}phenyl)acetic acid
—— (1'S,8'aS)-1'-[tert-butyl(diphenyl)silyl]oxy-8'a-methylspiro[1,3-dithiolane-2,6'-3,4,7,8-tetrahydro-2H-naphthalene]-1'-carbonitrile —— C30H37NOS2Si
(1'S,8'aS)-1'-[tert-butyl(diphenyl)silyl]oxy-8'a-methylspiro[1,3-dithiolane-2,6'-3,4,7,8-tetrahydro-2H-naphthalene]-1'-carbonitrile
—— {3-[3-(1,3-diphenethylureido)phenylsulphanyl]phenyl}acetic acid 735273-88-8 C31H30N2O3S
{3-[3-(1,3-diphenethylureido)phenylsulphanyl]phenyl}acetic acid
—— [3-[4-[Butylcarbamoyl(3-phenylpropyl)amino]phenyl]sulfanylphenyl] butanoate —— C30H36N2O3S
[3-[4-[Butylcarbamoyl(3-phenylpropyl)amino]phenyl]sulfanylphenyl] butanoate
—— [(E)-1-(4-methylphenyl)sulfanyl-5-trimethylsilyl-3,3-bis(2-trimethylsilylethynyl)pent-1-en-4-ynyl]diazene —— C25H36N2SSi3
[(E)-1-(4-methylphenyl)sulfanyl-5-trimethylsilyl-3,3-bis(2-trimethylsilylethynyl)pent-1-en-4-ynyl]diazene
—— Ethyl 2-[4-[3-[3-phenylpropyl(prop-2-enylcarbamoyl)amino]phenyl]sulfanylphenyl]acetate —— C29H32N2O3S
Ethyl 2-[4-[3-[3-phenylpropyl(prop-2-enylcarbamoyl)amino]phenyl]sulfanylphenyl]acetate
—— {3-[4-(3-benzyl-1-heptylureido)phenylsulphanyl]phenyl}acetic acid 735273-96-8 C29H34N2O3S
{3-[4-(3-benzyl-1-heptylureido)phenylsulphanyl]phenyl}acetic acid
—— {4-[3-(1-phenethyl-3-phenylureido)phenylsulphanyl]phenyl}acetic acid —— C29H26N2O3S
{4-[3-(1-phenethyl-3-phenylureido)phenylsulphanyl]phenyl}acetic acid
—— N-{6-{[(1R)-2-hydroxy-1-methylethyl]amino}-2-[(2,3,4-trifluorobenzyl)thio]pyrimidin-4-yl}azetidine-1-sulfonamide —— C17H20F3N5O3S2
N-{6-{[(1R)-2-hydroxy-1-methylethyl]amino}-2-[(2,3,4-trifluorobenzyl)thio]pyrimidin-4-yl}azetidine-1-sulfonamide
—— lithium;5-[[3,4-dimethoxy-2-(methoxymethoxy)phenyl]-(methoxymethoxy)methyl]-1-methyl-2-phenylsulfanyl-4H-imidazol-4-ide —— C23H27LiN2O6S
lithium;5-[[3,4-dimethoxy-2-(methoxymethoxy)phenyl]-(methoxymethoxy)methyl]-1-methyl-2-phenylsulfanyl-4H-imidazol-4-ide
—— 2-[4-Tert-butyl-5-(2,4-dichlorophenyl)sulfanyl-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-6-yl]acetic acid —— C23H24Cl2N2O2S
2-[4-Tert-butyl-5-(2,4-dichlorophenyl)sulfanyl-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-6-yl]acetic acid
—— {3-[4-(3-butyl-1-heptylureido)phenylsulphanyl]phenyl}acetic acid 735274-20-1 C26H36N2O3S
{3-[4-(3-butyl-1-heptylureido)phenylsulphanyl]phenyl}acetic acid
—— {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