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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
—— N-(3-(2-amino-4,6-dimethoxypyrimidin-5-ylthio)phenyl)propionamide 1268273-70-6 C15H18N4O3S
N-(3-(2-amino-4,6-dimethoxypyrimidin-5-ylthio)phenyl)propionamide
—— 3-(3-Chlorophenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione 6618-18-4 C23H15ClN2O4S2
3-(3-Chlorophenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— N-[2-(2-bromophenyl)ethyl]-N-(2-(phenylthio)ethyl)propionamide 848772-56-5 C19H22BrNOS
N-[2-(2-bromophenyl)ethyl]-N-(2-(phenylthio)ethyl)propionamide
—— N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)propionamide 848772-59-8 C20H24BrNOS
N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)propionamide
—— N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)acetamide 848772-58-7 C19H22BrNOS
N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)acetamide
—— 3-{4-[2-(tert-Butoxycarbonyl-heptyl-amino)-ethyl]-phenyl}-2-phenylsulfanyl-propionic Acid Ethyl Ester 449201-96-1 C31H45NO4S
3-{4-[2-(tert-Butoxycarbonyl-heptyl-amino)-ethyl]-phenyl}-2-phenylsulfanyl-propionic Acid Ethyl Ester
—— N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)formamide 848772-45-2 C18H20BrNOS
N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)formamide
—— N-[2-(2-bromophenyl)ethyl]-N-(2-(phenylthio)ethyl)2,2-dimethylpropionamide 848772-57-6 C21H26BrNOS
N-[2-(2-bromophenyl)ethyl]-N-(2-(phenylthio)ethyl)2,2-dimethylpropionamide
—— N-[2-(2-bromophenyl)ethyl]-N-(2-(phenylthio)ethyl)formamide 848772-44-1 C17H18BrNOS
N-[2-(2-bromophenyl)ethyl]-N-(2-(phenylthio)ethyl)formamide
—— 1,2-phenylenebis(methylenethio)bis(5-methyl-1,3,4-thiadiazole) 500989-01-5 C14H14N4S4
1,2-phenylenebis(methylenethio)bis(5-methyl-1,3,4-thiadiazole)
—— <i>S</i>-(2-methylamino-ethyl)-isothiourea 36112-91-1 C4H11N3S
<i>S</i>-(2-methylamino-ethyl)-isothiourea
—— 12-(pyridin-4-yl)-10H-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazino[5,6-b]quinoxaline 896074-76-3 C15H9N7S
12-(pyridin-4-yl)-10H-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazino[5,6-b]quinoxaline
—— 2-butylthiopropanal 85296-31-7 C7H14OS
2-butylthiopropanal
—— N-[(E)-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]-4H-1,2,4-triazol-4-amine —— C14H12N4OS
N-[(E)-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]-4H-1,2,4-triazol-4-amine
—— 5-ethyl-2-ethylmercapto-6-methyl-3<i>H</i>-pyrimidin-4-one 99513-68-5 C9H14N2OS
5-ethyl-2-ethylmercapto-6-methyl-3<i>H</i>-pyrimidin-4-one
—— 4,7-Bis-(4-chlor-benzylmercapto)-1H-imidazo<4,5-d>pyridazin 3494-15-3 C19H14Cl2N4S2
4,7-Bis-(4-chlor-benzylmercapto)-1H-imidazo<4,5-d>pyridazin
—— 2-bromopropionic acid (E)-4-ethanesulfonyl-3-methylbut-2-enyl ester 228721-51-5 C10H17BrO4S
2-bromopropionic acid (E)-4-ethanesulfonyl-3-methylbut-2-enyl ester
—— 5-(3,5-dimethylphenylthio)-4-isopropyl-1-(2-hydroxyethoxymethyl)-2-methyl-1H-imidazole 196405-20-6 C18H26N2O2S
5-(3,5-dimethylphenylthio)-4-isopropyl-1-(2-hydroxyethoxymethyl)-2-methyl-1H-imidazole
—— 5-Azido-1,1-bis(phenylthio)pent-1-ene 145642-55-3 C17H17N3S2
5-Azido-1,1-bis(phenylthio)pent-1-ene
—— (Z)-1-(methylthio)-2-(ethylthio)ethylene 87373-95-3 C5H10S2
(Z)-1-(methylthio)-2-(ethylthio)ethylene
—— 3-<(phenylthio)methylene>-1-cyclohexene 71341-87-2 C13H14S
3-<(phenylthio)methylene>-1-cyclohexene
—— <i>cis</i>-1,2-bis-methanesulfonyl-ethylene 49651-46-9 C4H8O4S2
<i>cis</i>-1,2-bis-methanesulfonyl-ethylene
—— 1-(2,2,3,3-tetramethylcyclopropyl)thiourea 870707-63-4 C8H16N2S
1-(2,2,3,3-tetramethylcyclopropyl)thiourea
—— 2-methanesulfonyl-acrylonitrile 98019-63-7 C4H5NO2S
2-methanesulfonyl-acrylonitrile
—— (1Z)-N'-hydroxy-2-(methylsulfonyl)ethanimidamide —— C3H8N2O3S
(1Z)-N'-hydroxy-2-(methylsulfonyl)ethanimidamide
—— (1,3,3-Tris(phenylthio)-2-propenyl)benzene 71341-82-7 C27H22S3
(1,3,3-Tris(phenylthio)-2-propenyl)benzene
—— 2-<Bis(phenylthio)methylene>pyrrolidine 145642-56-4 C17H17NS2
2-<Bis(phenylthio)methylene>pyrrolidine
—— 3-(dimethylamino)-2-(methylsulfonyl)-2-propenenitrile 106073-27-2 C6H10N2O2S
3-(dimethylamino)-2-(methylsulfonyl)-2-propenenitrile
—— 2-phenyl-benzo[<i>b</i>]thiophen-3-one 53614-69-0 C14H10OS
2-phenyl-benzo[<i>b</i>]thiophen-3-one
—— bis(methylthio)methylenemethylsulfonylacetonitrile 73618-36-7 C6H9NO2S3
bis(methylthio)methylenemethylsulfonylacetonitrile
—— thiacycloheptadeca-3,15-diyne-1,1-dioxide 514853-68-0 C16H24O2S
thiacycloheptadeca-3,15-diyne-1,1-dioxide
—— 3-Thiophenecarbothioamide, N-(4-chloro-3-((2E)-butenylthio)phenyl)-2-methyl- 178870-04-7 C16H16ClNS3
3-Thiophenecarbothioamide, N-(4-chloro-3-((2E)-butenylthio)phenyl)-2-methyl-
—— tert.-Butyl-<buten-(1-trans)-yl>-sulfid 121222-73-9 C8H16S
tert.-Butyl-<buten-(1-trans)-yl>-sulfid
—— methyl(pent-4-en-1-yl)sulfide 69632-05-9 C6H12S
methyl(pent-4-en-1-yl)sulfide
—— 1-cyano-2-(ethoxycarbonylmethylsulphinyl)ethane 74338-77-5 C7H11NO3S
1-cyano-2-(ethoxycarbonylmethylsulphinyl)ethane
—— 2,2'-ethanediylidenbis<benzo<b>thiophen-3(2H)-one> 74061-61-3 C18H10O2S2
2,2'-ethanediylidenbis<benzo<b>thiophen-3(2H)-one>
—— 1,1-difluoro-2-(phenylsulfanyl)hept-1-ene 73194-40-8 C13H16F2S
1,1-difluoro-2-(phenylsulfanyl)hept-1-ene
—— 6-Fluoro-2-methyl-5-phenylsulfanyl-4H-pyran-3-carboxylic acid ethyl ester 73194-36-2 C15H15FO3S
6-Fluoro-2-methyl-5-phenylsulfanyl-4H-pyran-3-carboxylic acid ethyl ester
—— (4Z)-5-methyl-4-[(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one —— C22H16N4O3S
(4Z)-5-methyl-4-[(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one
—— [(Z)-5-fluoroundec-5-en-6-yl]sulfanylbenzene 73194-42-0 C17H25FS
[(Z)-5-fluoroundec-5-en-6-yl]sulfanylbenzene
—— 1-(trifluoromethyl)ethenyl phenyl sulfide 73194-33-9 C9H7F3S
1-(trifluoromethyl)ethenyl phenyl sulfide
—— methyl 2-[(2S,3S,4R)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyloxolan-3-yl]acetate 183626-21-3 C22H32O4S
methyl 2-[(2S,3S,4R)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyloxolan-3-yl]acetate
—— methyl (2R)-2-hydroxy-2-[(2S,3S,4R)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyloxolan-3-yl]acetate 183626-22-4 C22H32O5S
methyl (2R)-2-hydroxy-2-[(2S,3S,4R)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyloxolan-3-yl]acetate
—— 2-ethyl-3-methylbutyl phenyl sulfide 170511-90-7 C13H20S
2-ethyl-3-methylbutyl phenyl sulfide
—— 2-(methylsulfonyl)acetaldehyde 13154-68-2 C3H6O3S
2-(methylsulfonyl)acetaldehyde
—— Tert-butyl-[[3-methyl-6,6-bis(trifluoromethylsulfonyl)cyclohex-3-en-1-yl]methoxy]-diphenylsilane —— C54H72NO5Pol
Tert-butyl-[[3-methyl-6,6-bis(trifluoromethylsulfonyl)cyclohex-3-en-1-yl]methoxy]-diphenylsilane
—— O,O-dimethyl 2-chloro-2-phenyl-1-phenylthioethylphosphonate 88691-27-4 C16H18ClO3PS
O,O-dimethyl 2-chloro-2-phenyl-1-phenylthioethylphosphonate
—— prop-2-ynyl thiocyanate 38341-88-7 C4H3NS
prop-2-ynyl thiocyanate
—— 6-methyl-2-oxo-4-(4-p-tolylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-49-5 C21H22N2O3S
6-methyl-2-oxo-4-(4-p-tolylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 6-methyl-2-oxo-4-(4-phenylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-47-3 C20H20N2O3S
6-methyl-2-oxo-4-(4-phenylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester