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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
—— [3,3-Bis(phenylsulfanyl)cyclobutyl]benzene 1086277-81-7 C22H20S2
[3,3-Bis(phenylsulfanyl)cyclobutyl]benzene
—— potassium 2-(3-cyano-4-(pyrrolidin-1-yl)pyridine-2-ylthio)acetate 1073059-31-0 C12H12N3O2S*K
potassium 2-(3-cyano-4-(pyrrolidin-1-yl)pyridine-2-ylthio)acetate
—— 4-[4-(3-fluoro-benzyloxy)-2-(2-methyl-1,4,7,9,9b-pentaazacyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol 1076222-48-4 C28H21FN6O2S
4-[4-(3-fluoro-benzyloxy)-2-(2-methyl-1,4,7,9,9b-pentaazacyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol
—— S-(diethylcarbamothioyl) N-cyclohept-4-en-1-yl-N-methylcarbamothioate 1069111-86-9 C14H24N2OS2
S-(diethylcarbamothioyl) N-cyclohept-4-en-1-yl-N-methylcarbamothioate
—— (3S,5S,2'R,6'S,9'E,13'R,14'R,17'R,18'R)-[13',18'-di-(t-butyldimethylsilyloxy)-2',6':14',17'-dioxido-8'-oxo-9'-triacontenyl]-5-methyl-3-(phenylthio)tetrahydrofuran-2-one 1064038-83-0 C53H92O7SSi2
(3S,5S,2'R,6'S,9'E,13'R,14'R,17'R,18'R)-[13',18'-di-(t-butyldimethylsilyloxy)-2',6':14',17'-dioxido-8'-oxo-9'-triacontenyl]-5-methyl-3-(phenylthio)tetrahydrofuran-2-one
—— (3R,5S,2'R,6'S)-3-(2',6'-oxido-8'-oxo-9'-decenyl)-5-methyl-3-(phenylthio)tetrahydrofuran-2-one 1064038-34-1 C21H26O4S
(3R,5S,2'R,6'S)-3-(2',6'-oxido-8'-oxo-9'-decenyl)-5-methyl-3-(phenylthio)tetrahydrofuran-2-one
—— 4-(4-amino-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-2-ylthio)-5-iodobenzene-1,2-diol 1061316-82-2 C17H15IN4O2S
4-(4-amino-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-2-ylthio)-5-iodobenzene-1,2-diol
—— 2-(2-bromo-5-methoxyphenylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-79-7 C18H17BrN4OS
2-(2-bromo-5-methoxyphenylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(3-(isopropylamino)propyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-46-1 C19H22BrN5O2S
2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(3-(isopropylamino)propyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(3-methoxyphenylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-77-5 C18H18N4OS
2-(3-methoxyphenylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(6-chlorobenzo[d][1,3]dioxol-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-61-7 C18H15ClN4O2S
2-(6-chlorobenzo[d][1,3]dioxol-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-3-({4-[(2-oxopyrrolidin-1-yl)methyl]phenyl}thio)pyridine-2-carboxamide 1018966-29-4 C23H22N8O2S3
N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-3-({4-[(2-oxopyrrolidin-1-yl)methyl]phenyl}thio)pyridine-2-carboxamide
—— 3-[(4-{[(3S)-1-methylpyrrolidin-3-yl]oxy}phenyl)thio]-N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide 1018966-19-2 C23H24N8O2S3
3-[(4-{[(3S)-1-methylpyrrolidin-3-yl]oxy}phenyl)thio]-N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide
—— (5S,7S,8S,8aR)-5-dodecyl-8-hydroxy-7-(4-methylphenyl)sulfanyl-1,5,6,7,8,8a-hexahydro-[1,3]oxazolo[3,4-a]pyridin-3-one 1056014-08-4 C26H41NO3S
(5S,7S,8S,8aR)-5-dodecyl-8-hydroxy-7-(4-methylphenyl)sulfanyl-1,5,6,7,8,8a-hexahydro-[1,3]oxazolo[3,4-a]pyridin-3-one
—— 2-[(1-methyl-4-nitro-5-imidazolyl)thio]-5-(4-methoxyphenyl)-1,3,4-thiadiazole 1070980-45-8 C13H11N5O3S2
2-[(1-methyl-4-nitro-5-imidazolyl)thio]-5-(4-methoxyphenyl)-1,3,4-thiadiazole
—— (4'S,2''R,3''S)-2-[4',5'-bis((tert-butyldimethylsilyl)oxy)-pentyl]-2-[2''-methyl-3''-((tetrahydropyran-2'''-yl)oxy)butyl]-1,3-dithiane 1059187-48-2 C31H64O4S2Si2
(4'S,2''R,3''S)-2-[4',5'-bis((tert-butyldimethylsilyl)oxy)-pentyl]-2-[2''-methyl-3''-((tetrahydropyran-2'''-yl)oxy)butyl]-1,3-dithiane
—— (4R,5R)-2,3,4,5-tetrahydro-5-(4-methylsulfanylphenyl)-2-oxo-3-benzyl-4-oxazole-carbonitrile 895570-85-1 C18H16N2O2S
(4R,5R)-2,3,4,5-tetrahydro-5-(4-methylsulfanylphenyl)-2-oxo-3-benzyl-4-oxazole-carbonitrile
—— 2-(4-fluoro-2-nitrophenylthio)-5-(3-fluoropropoxy)-N,N-dimethylbenzamide 1004534-75-1 C18H18F2N2O4S
2-(4-fluoro-2-nitrophenylthio)-5-(3-fluoropropoxy)-N,N-dimethylbenzamide
—— 4-[[4-[(2-Bromophenyl)methoxy]-2-[(7-methylpyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]thio]phenol 944501-92-2 C27H21BrN4O2S
4-[[4-[(2-Bromophenyl)methoxy]-2-[(7-methylpyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]thio]phenol
—— 5,7-diamino-3-phenyl-2-(3,4-dichlorophenylthio)quinoxaline 1135231-36-5 C20H14Cl2N4S
5,7-diamino-3-phenyl-2-(3,4-dichlorophenylthio)quinoxaline
—— 3-[5-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2H-pyrazol-3-ylsulfanyl]-benzamide 1039630-81-3 C16H13N7OS
3-[5-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2H-pyrazol-3-ylsulfanyl]-benzamide
—— 8-Ethyl-2,2-dimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one 120079-39-2 C12H14N2OS2
8-Ethyl-2,2-dimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one
—— 4-tert-butyl-2-(2,3-difluorobenzylsulfanyl)-6-hydroxy-pyrimidine-5-carbonitrile 1029521-38-7 C16H15F2N3OS
4-tert-butyl-2-(2,3-difluorobenzylsulfanyl)-6-hydroxy-pyrimidine-5-carbonitrile
—— trans-3-Methoxy-1-methylmercapto-prop-1-en 13168-91-7 C5H10OS
trans-3-Methoxy-1-methylmercapto-prop-1-en
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-7,7-dimethyl-N(sup 9)-heptyl-, monohydrobromide 103291-30-1 C19H30BrN5S
6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-7,7-dimethyl-N(sup 9)-heptyl-, monohydrobromide
—— 2-(4-(4-bromo-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethyl methanesulfonate 1004535-19-6 C18H21BrN2O6S2
2-(4-(4-bromo-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethyl methanesulfonate
—— 32812-83-2 C2H6PbS
—— N-Octadecylpropanethioamide 96087-33-1 C21H43NS
N-Octadecylpropanethioamide
—— isopropyl mercaptyl anion 20733-15-7 C3H7S
isopropyl mercaptyl anion
—— [6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-yl]-ethyl-amine 26871-15-8 C18H16ClN3S
[6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-yl]-ethyl-amine
—— 5-bromo-2-methylsulfanyl-3-trifluoromethyl-pyridine 211122-42-8 C7H5BrF3NS
5-bromo-2-methylsulfanyl-3-trifluoromethyl-pyridine
—— 2-Butene, 1-[(3-bromopropyl)thio]-, (E)- 73505-60-9 C7H13BrS
2-Butene, 1-[(3-bromopropyl)thio]-, (E)-
—— 3,5,6-trichloro-2-(chloromethylthio)pyrazine 68684-65-1 C5H2Cl4N2S
3,5,6-trichloro-2-(chloromethylthio)pyrazine
—— 3-fluoro-N-(2-hydroxy-2-phenylpentyl)-4-(2-(pyridin-2-ylamino)thiazol-5-ylthio)picolinamide 1034921-03-3 C25H24FN5O2S2
3-fluoro-N-(2-hydroxy-2-phenylpentyl)-4-(2-(pyridin-2-ylamino)thiazol-5-ylthio)picolinamide
—— 6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl)-quinoline 1022150-93-1 C15H11N5S
6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl)-quinoline
—— N-(1-benzenesulfonyl-azetidin-3-yl)-3-[5-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2H-pyrazol-3-ylsulfanyl]-benzamide 1039630-80-2 C25H22N8O3S2
N-(1-benzenesulfonyl-azetidin-3-yl)-3-[5-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2H-pyrazol-3-ylsulfanyl]-benzamide
—— 3-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)propyl methanesulfonate 1004535-27-6 C19H24N2O6S2
3-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)propyl methanesulfonate
—— 6-[N,N'-di(propan-2-yl)carbamimidoyl]sulfanylhexyl N,N'-di(propan-2-yl)carbamimidothioate;hydrobromide 23987-72-6 C20H43BrN4S2
6-[N,N'-di(propan-2-yl)carbamimidoyl]sulfanylhexyl N,N'-di(propan-2-yl)carbamimidothioate;hydrobromide
—— 2-[[3-(Aminocarbonyl)-2-pyridinyl]thio]-3-pyridinecarboxylic acid 1016758-04-5 C12H9N3O3S
2-[[3-(Aminocarbonyl)-2-pyridinyl]thio]-3-pyridinecarboxylic acid
—— 3-{[4-(Methylsulfanyl)phenyl]methyl}-1,2,3-oxadiazol-3-ium-5-olate 7356-64-1 C10H10N2O2S
3-{[4-(Methylsulfanyl)phenyl]methyl}-1,2,3-oxadiazol-3-ium-5-olate
—— 23102-35-4 C3H8OPbS2
—— p-(Dimethylamino)-phenyl-(trimethylsilyl)methyl-sulfid 65703-17-5 C12H21NSSi
p-(Dimethylamino)-phenyl-(trimethylsilyl)methyl-sulfid
—— [1-Methyl-5-(2-methylsulfanyl-phenyl)-4,5-dihydro-1H-imidazol-2-yl]-carbamic acid methyl ester 89145-36-8 C13H17N3O2S
[1-Methyl-5-(2-methylsulfanyl-phenyl)-4,5-dihydro-1H-imidazol-2-yl]-carbamic acid methyl ester
—— 2-n-Butyl-2-thiobuten 54796-98-4 C8H16S
2-n-Butyl-2-thiobuten
—— (E)-N-Cyclohexyl-2-methoxy-3-phenylsulfanyl-acrylamide 98083-90-0 C16H21NO2S
(E)-N-Cyclohexyl-2-methoxy-3-phenylsulfanyl-acrylamide
—— bis(2-(trifluoromethyl)phenyl)sulfide 1632046-24-2 C14H8F6S
bis(2-(trifluoromethyl)phenyl)sulfide
—— 2-Hydroxymethyl-3-methylthiothiophene 111882-10-1 C6H8OS2
2-Hydroxymethyl-3-methylthiothiophene
—— 2-Carbethoxy-2'-aminocarbonyldiphenyl sulfide 62220-55-7 C16H15NO3S
2-Carbethoxy-2'-aminocarbonyldiphenyl sulfide
—— 2-(benzylthio)-5-(pyridin-3-yl)-1,3,4-thiadiazole 448947-82-8 C14H11N3S2
2-(benzylthio)-5-(pyridin-3-yl)-1,3,4-thiadiazole
—— O-(2-methylsulfonyl)ethylhydroxylamine 504436-74-2 C3H9NO3S
O-(2-methylsulfonyl)ethylhydroxylamine