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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-Phenylsulfanyl-hept-6-en-2-one 87143-62-2 C13H16OS
4-Phenylsulfanyl-hept-6-en-2-one
—— (1,1-dibromo-2,2-dimethylpropyl)-isothiocyanate 71056-01-4 C6H9Br2NS
(1,1-dibromo-2,2-dimethylpropyl)-isothiocyanate
—— N'-(3-amino-5-dodecylthio-4H-1,2,4-triazol-4-yl)-3,5-dimethylpyrazol-1-carboxamidine 1303533-20-1 C20H36N8S
N'-(3-amino-5-dodecylthio-4H-1,2,4-triazol-4-yl)-3,5-dimethylpyrazol-1-carboxamidine
—— dodecane-1,2-dithiol 26073-84-7 C12H26S2
dodecane-1,2-dithiol
—— (2R,6R,7S,9R,14S)-14-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-15-methylene-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane 244155-74-6 C40H52O5S2Si
(2R,6R,7S,9R,14S)-14-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-15-methylene-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane
—— (2R,6S,7R,9R)-2,9-Bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-56-4 C26H30O5S2
(2R,6S,7R,9R)-2,9-Bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— (2R,6S,7R,9R,15S)-15-<(S)-(Hydroxy)phenylmethyl>-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-60-0 C33H36O6S2
(2R,6S,7R,9R,15S)-15-<(S)-(Hydroxy)phenylmethyl>-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— 7-methyl-3-phenylthiooct-6-en-4-olide 102070-50-8 C15H18O2S
7-methyl-3-phenylthiooct-6-en-4-olide
—— O-propan-2-yl N-propan-2-ylcarbamothioate 188257-28-5 C7H15NOS
O-propan-2-yl N-propan-2-ylcarbamothioate
—— 2-((3-Cyano-6-methylpyridin-2-yl)thio)-2-phenylacetic acid 329903-73-3 C15H12N2O2S
2-((3-Cyano-6-methylpyridin-2-yl)thio)-2-phenylacetic acid
—— 2,6-Bis(methylsulfanyl)-3-nitropyridine 225942-01-8 C7H8N2O2S2
2,6-Bis(methylsulfanyl)-3-nitropyridine
—— rac-(3,3,3-trifluoro-1-methyl-propylsulfanyl)-benzene 898260-08-7 C10H11F3S
rac-(3,3,3-trifluoro-1-methyl-propylsulfanyl)-benzene
—— Tetra(1,4-dithiacyclohexene)porphyrazine 24724-50-3 C24H18N8S8
Tetra(1,4-dithiacyclohexene)porphyrazine
—— 4(1H)-Pyrimidinone, 2-((1,3-dioxolan-2-ylmethyl)thio)-5-(1-methylethyl)-6-(phenylmethyl)- 199852-04-5 C18H22N2O3S
4(1H)-Pyrimidinone, 2-((1,3-dioxolan-2-ylmethyl)thio)-5-(1-methylethyl)-6-(phenylmethyl)-
—— 4(1H)-Pyrimidinone, 2-((1,3-dioxolan-2-ylmethyl)thio)-5-ethyl-6-(phenylmethyl)- 199851-94-0 C17H20N2O3S
4(1H)-Pyrimidinone, 2-((1,3-dioxolan-2-ylmethyl)thio)-5-ethyl-6-(phenylmethyl)-
—— 4(1H)-Pyrimidinone, 6-((3,5-dimethylphenyl)methyl)-2-((1,3-dioxolan-2-ylmethyl)thio)-5-ethyl- 199851-98-4 C19H24N2O3S
4(1H)-Pyrimidinone, 6-((3,5-dimethylphenyl)methyl)-2-((1,3-dioxolan-2-ylmethyl)thio)-5-ethyl-
—— S-methyl S-tridec-1-en-3-yl carbonodithioate 909025-54-3 C15H28OS2
S-methyl S-tridec-1-en-3-yl carbonodithioate
—— (2-bromophenylthiomethyl)-1,3-dioxolane 864684-51-5 C10H11BrO2S
(2-bromophenylthiomethyl)-1,3-dioxolane
—— 2-(2,6-dimethylphenyl)thio-5-methyl-1,3,4-oxadiazole 197371-58-7 C11H12N2OS
2-(2,6-dimethylphenyl)thio-5-methyl-1,3,4-oxadiazole
—— (E)-S-methyl O-tridec-2-enyl carbonodithioate 909025-53-2 C15H28OS2
(E)-S-methyl O-tridec-2-enyl carbonodithioate
—— 2-(2-chloro-4-nitro-phenylsulfanyl)-benzothiazole-6-carbonitrile 315228-91-2 C14H6ClN3O2S2
2-(2-chloro-4-nitro-phenylsulfanyl)-benzothiazole-6-carbonitrile
—— α-1-(thiophenyl)-2,3-O-isopropylidene-D-ribofuranose 153984-49-7 C14H18O4S
α-1-(thiophenyl)-2,3-O-isopropylidene-D-ribofuranose
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 1528792-80-4 C26H28BrF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— 2-benzylsulfanyl-5-(5-bromo-furan-2-yl)-[1,3,4]oxadiazole 959696-85-6 C13H9BrN2O2S
2-benzylsulfanyl-5-(5-bromo-furan-2-yl)-[1,3,4]oxadiazole
—— 4-methylsulfanyl-2-phenyl-6H-1,3-thiazin-6-one 1217055-33-8 C11H9NOS2
4-methylsulfanyl-2-phenyl-6H-1,3-thiazin-6-one
—— 1-[(5-Ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-2-one 81555-98-8 C7H10N2O2S
1-[(5-Ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-2-one
—— 6-Methyl-uracil-sulfonsaeure-(5)-azid —— C5H5N5O4S
6-Methyl-uracil-sulfonsaeure-(5)-azid
—— (Z)-3-{(phenylthio)methylene}tetrahydropyran-2-one 1231177-51-7 C12H12O2S
(Z)-3-{(phenylthio)methylene}tetrahydropyran-2-one
—— (E)-5-hydroxy-N-phenyl-2-(phenylthiomethylene)pentanethioamide 1231177-55-1 C18H19NOS2
(E)-5-hydroxy-N-phenyl-2-(phenylthiomethylene)pentanethioamide
—— 7-fluoro-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one 256950-28-4 C12H8FNOS
7-fluoro-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one
—— (+/-)-7-fluoro-9,10-dihydro-9-hydroxypyrrolo[2,1-b][1,3]benzothiazepine 256950-29-5 C12H10FNOS
(+/-)-7-fluoro-9,10-dihydro-9-hydroxypyrrolo[2,1-b][1,3]benzothiazepine
—— (+/-)-9-bromo-9,10-dihydro-7-fluoropyrrolo[2,1-b][1,3]benzothiazepine 256950-30-8 C12H9BrFNS
(+/-)-9-bromo-9,10-dihydro-7-fluoropyrrolo[2,1-b][1,3]benzothiazepine
—— Methyl 4-(3-cyano-6-methylpyridin-2-yl)sulfanyl-3-oxobutanoate 625372-26-1 C12H12N2O3S
Methyl 4-(3-cyano-6-methylpyridin-2-yl)sulfanyl-3-oxobutanoate
—— (E)-4-hydroxy-N-phenyl-2-(phenylthiomethylene)butanethioamide 1231177-48-2 C17H17NOS2
(E)-4-hydroxy-N-phenyl-2-(phenylthiomethylene)butanethioamide
—— (E)-3-(phenylthiomethylene)dihydrofuran-2(3H)-one 69993-32-4 C11H10O2S
(E)-3-(phenylthiomethylene)dihydrofuran-2(3H)-one
—— 3-cyano-N-1,2,4-thiadiazol-5-yl-4-{[2-(trifluoromethyl)phenyl]thio}benzenesulfonamide 1354917-34-2 C16H9F3N4O2S3
3-cyano-N-1,2,4-thiadiazol-5-yl-4-{[2-(trifluoromethyl)phenyl]thio}benzenesulfonamide
—— N-(6-([1,2,4]triazolo[4,3-a]pyridin-3-ylthio)imidazo[1,2-b]pyridazin-2-yl)cyclo-propanecarboxamide 1208247-64-6 C16H13N7OS
N-(6-([1,2,4]triazolo[4,3-a]pyridin-3-ylthio)imidazo[1,2-b]pyridazin-2-yl)cyclo-propanecarboxamide
—— 3-cyano-4-[(3-methoxyphenyl)thio]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide 1354917-06-8 C16H12N4O3S3
3-cyano-4-[(3-methoxyphenyl)thio]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide
—— 3-cyano-4-[(3,4-difluorophenyl)thio]-N-1,2,4-thiadiazol-5-yl-benzenesulfonamide 1354917-36-4 C15H8F2N4O2S3
3-cyano-4-[(3,4-difluorophenyl)thio]-N-1,2,4-thiadiazol-5-yl-benzenesulfonamide
—— 1-benzyl-6-bromomethyl-5-chloro-3-(ethylsulfanyl)-2(1H)-pyrazinone 658071-59-1 C14H14BrClN2OS
1-benzyl-6-bromomethyl-5-chloro-3-(ethylsulfanyl)-2(1H)-pyrazinone
—— S<sup>1</sup>-{[1-benzyl-3-chloro-1,6-dihydro-5-(ethylsulfanyl)-6-oxo-2-pyrazinyl]methyl}ethanethioate 658071-60-4 C16H17ClN2O2S2
S<sup>1</sup>-{[1-benzyl-3-chloro-1,6-dihydro-5-(ethylsulfanyl)-6-oxo-2-pyrazinyl]methyl}ethanethioate
—— 1-benzyl-5-chloro-3-(ethylsulfanyl)-6-[(2-propynylsulfanyl)methyl]-2(1H)-pyrazinone 658071-62-6 C17H17ClN2OS2
1-benzyl-5-chloro-3-(ethylsulfanyl)-6-[(2-propynylsulfanyl)methyl]-2(1H)-pyrazinone
—— N-benzyl-4-(4-(3-(2,4-dichlorophenyl)thioureido)phenylthio)picolinamide 1395063-43-0 C26H20Cl2N4OS2
N-benzyl-4-(4-(3-(2,4-dichlorophenyl)thioureido)phenylthio)picolinamide
—— 6-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)pyridazin-3-ylamine 1208249-65-3 C10H8N6S
6-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)pyridazin-3-ylamine
—— 4-[4-benzyl-5-methyl-3-oxo-6-(o-tolylthio)-3,4-dihydropyrazin-2-ylamino]benzonitrile 467468-95-7 C26H22N4OS
4-[4-benzyl-5-methyl-3-oxo-6-(o-tolylthio)-3,4-dihydropyrazin-2-ylamino]benzonitrile
—— 2-benzylthio-4-(3-bromophenylamino)-6-methylpyrimidine hydrochloride 1162754-39-3 C18H16BrN3S*ClH
2-benzylthio-4-(3-bromophenylamino)-6-methylpyrimidine hydrochloride
—— 2-(benzylthio)-4-chloro-6-methylpyrimidine 121180-58-3 C12H11ClN2S
2-(benzylthio)-4-chloro-6-methylpyrimidine
—— 2,6-bis-(methylthio)-4-ethyl-3-methylpyridine 128736-18-5 C10H15NS2
2,6-bis-(methylthio)-4-ethyl-3-methylpyridine
—— 3,5-Dimethyl-2-[(4-methylphenyl)amino]-6-methylsulfanylthiopyran-4-one 99878-38-3 C15H17NOS2
3,5-Dimethyl-2-[(4-methylphenyl)amino]-6-methylsulfanylthiopyran-4-one
—— acetic acid 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propyl ester 908355-51-1 C17H15ClN6O2S2
acetic acid 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propyl ester