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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
—— [(Z)-hept-2-en-2-yl]sulfanylbenzene 123431-97-0 C13H18S
[(Z)-hept-2-en-2-yl]sulfanylbenzene
—— 2-Tert-butyl-1-methoxy-5,8-dithiaspiro[3.4]oct-1-en-3-one 361523-00-4 C11H16O2S2
2-Tert-butyl-1-methoxy-5,8-dithiaspiro[3.4]oct-1-en-3-one
—— 4-Ethylthiophenyl-(5-methyl-2-furyl)methanol 1443326-64-4 C14H16O2S
4-Ethylthiophenyl-(5-methyl-2-furyl)methanol
—— (3-Vinyloxy-propylsulfanyl)-benzene 26902-09-0 C11H14OS
(3-Vinyloxy-propylsulfanyl)-benzene
—— [(E)-hept-2-en-2-yl]sulfanylbenzene 123431-96-9 C13H18S
[(E)-hept-2-en-2-yl]sulfanylbenzene
—— Diethylsulfid-α,α,β,β,β-d5 61260-04-6 C4H10S
Diethylsulfid-α,α,β,β,β-d5
—— vinyl 1-propenyl sulfide 58547-39-0 C5H8S
vinyl 1-propenyl sulfide
—— Furan-3-yl(2-(methylthio)phenyl)methanol 1443350-04-6 C12H12O2S
Furan-3-yl(2-(methylthio)phenyl)methanol
—— 1-Chloro-3-[(4-chloro-3-fluorophenyl)sulfanylmethyl]benzene 1443344-74-8 C13H9Cl2FS
1-Chloro-3-[(4-chloro-3-fluorophenyl)sulfanylmethyl]benzene
—— 2,3-Bis{[2-(trimethylsilyl)ethyl]sulfanyl}cycloprop-2-ene-1-thione 111061-38-2 C13H26S3Si2
2,3-Bis{[2-(trimethylsilyl)ethyl]sulfanyl}cycloprop-2-ene-1-thione
—— 2-prop-2-ynylsulfanyl-propene 37054-21-0 C6H8S
2-prop-2-ynylsulfanyl-propene
—— 3-(iso-Pentylthio)benzaldehyde 1443302-89-3 C13H20OS
3-(iso-Pentylthio)benzaldehyde
—— 1.2-Bis-(ethyl-mercapto)-propan 54410-62-7 C7H16S2
1.2-Bis-(ethyl-mercapto)-propan
—— vinyl 1-propenyl sulfide 42848-16-8 C5H8S
vinyl 1-propenyl sulfide
—— thioxoethanal 82563-94-8 C2H2OS
thioxoethanal
—— 4-{[4-(methylsulfanyl)phenyl]sulfanyl}nicotinaldehyde 662150-30-3 C13H11NOS2
4-{[4-(methylsulfanyl)phenyl]sulfanyl}nicotinaldehyde
—— N-(2-(phenylthio)cyclohexyl)acetamide 77134-91-9 C14H19NOS
N-(2-(phenylthio)cyclohexyl)acetamide
—— 1-[4-benzyl-2-oxo-(4S)-1,3-oxazolidin-3-yl]-2-methyl-3-phenylsulfanyl-(2S)-propan-1-one 130247-99-3 C20H21NO3S
1-[4-benzyl-2-oxo-(4S)-1,3-oxazolidin-3-yl]-2-methyl-3-phenylsulfanyl-(2S)-propan-1-one
—— 1-[2-(n-Pentylthio)phenyl]ethanol 1443307-56-9 C13H20OS
1-[2-(n-Pentylthio)phenyl]ethanol
—— (5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one 1489284-69-6 C23H16N2O3S3
(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— 1-Bromo-2-[(3-chloro-5-fluorophenyl)sulfanylmethyl]benzene 1443352-58-6 C13H9BrClFS
1-Bromo-2-[(3-chloro-5-fluorophenyl)sulfanylmethyl]benzene
—— 4-Ethylthiophenyl-(5-methyl-2-thienyl)methanol 1443341-75-0 C14H16OS2
4-Ethylthiophenyl-(5-methyl-2-thienyl)methanol
—— 4-amino-3,4'-dinitrodiphenyl sulfide 127923-96-0 C12H9N3O4S
4-amino-3,4'-dinitrodiphenyl sulfide
—— 1,3-Difluoro-2-[(4-chloro-3-fluorophenyl)sulfanylmethyl]benzene 1443347-33-8 C13H8ClF3S
1,3-Difluoro-2-[(4-chloro-3-fluorophenyl)sulfanylmethyl]benzene
—— 2-amino-5(6)-(4-aminophenylthio)benzimidazole 97849-26-8 C13H12N4S
2-amino-5(6)-(4-aminophenylthio)benzimidazole
—— 4-acetylamino-3,4'-dinitrodiphenyl sulfide 256921-79-6 C14H11N3O5S
4-acetylamino-3,4'-dinitrodiphenyl sulfide
—— 1-Chloro-2-fluoro-3-[(3-fluorophenyl)sulfanylmethyl]benzene 1443312-65-9 C13H9ClF2S
1-Chloro-2-fluoro-3-[(3-fluorophenyl)sulfanylmethyl]benzene
—— (R,S)-1,2,2,2-tetrafluoro-1-(phenylthio)ethane 130612-76-9 C8H6F4S
(R,S)-1,2,2,2-tetrafluoro-1-(phenylthio)ethane
—— 1-Butylsulfanyl-3-methylpent-4-ene-1-selone 173281-74-8 C10H18SSe
1-Butylsulfanyl-3-methylpent-4-ene-1-selone
—— (4-Chloro-3-fluorobenzyl)(3,4-difluorophenyl)sulfane 1443314-05-3 C13H8ClF3S
(4-Chloro-3-fluorobenzyl)(3,4-difluorophenyl)sulfane
—— 1-ethenyl-1-methylthiocyclopropane 378786-87-9 C6H10S
1-ethenyl-1-methylthiocyclopropane
—— 1-bromo-2-chloro-4-(methylsulfanyl)benzene 101083-98-1 C7H6BrClS
1-bromo-2-chloro-4-(methylsulfanyl)benzene
—— 2-(6-(6-amino-9-(3-(isopropylamino)propyl)-9H-purin-8-ylthio)benzo[d][1,3]dioxol-5-yl)acetonitrile 1289543-88-9 C20H23N7O2S
2-(6-(6-amino-9-(3-(isopropylamino)propyl)-9H-purin-8-ylthio)benzo[d][1,3]dioxol-5-yl)acetonitrile
—— 9-(3-(isopropylamino)propyl)-8-(6-(isoxazol-4-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine 1289543-92-5 C21H23N7O3S
9-(3-(isopropylamino)propyl)-8-(6-(isoxazol-4-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
—— (+)-(R)-1-Ethyl-2-oxo-4-(phenylthio)-3-cyclohexene-1-propanoic acid methyl ester 156326-76-0 C18H22O3S
(+)-(R)-1-Ethyl-2-oxo-4-(phenylthio)-3-cyclohexene-1-propanoic acid methyl ester
—— (1-Benzyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-ylsulfanyl)-acetic acid methyl ester 449798-73-6 C14H14N2O4S
(1-Benzyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-ylsulfanyl)-acetic acid methyl ester
—— 2-methyl-6-oxo-7-(phenylthio)heptan-3-ol 173310-51-5 C14H20O2S
2-methyl-6-oxo-7-(phenylthio)heptan-3-ol
—— 2,6-dichloro-4-[(phenylthio)methyl]nicotinonitrile 441052-90-0 C13H8Cl2N2S
2,6-dichloro-4-[(phenylthio)methyl]nicotinonitrile
—— 1,4-diazaphenothiazine 37693-82-6 C10H7N3S
1,4-diazaphenothiazine
—— methyl N-[methylsulfanyl-(propanoylamino)methylidene]carbamate 41798-39-4 C7H12N2O3S
methyl N-[methylsulfanyl-(propanoylamino)methylidene]carbamate
—— methyl N-[N-[2-acetamido-4-(4-chlorophenyl)sulfanylphenyl]-C-methylsulfanylcarbonimidoyl]carbamate 59011-12-0 C18H18ClN3O3S2
methyl N-[N-[2-acetamido-4-(4-chlorophenyl)sulfanylphenyl]-C-methylsulfanylcarbonimidoyl]carbamate
—— 2-(dimethylcarbamoylimino)-5-methylthio-1,3,4-thiadiazolin-3-carboxylic acid methyl ester 65640-22-4 C8H12N4O3S2
2-(dimethylcarbamoylimino)-5-methylthio-1,3,4-thiadiazolin-3-carboxylic acid methyl ester
—— 4-(N,N-Benzylmethylamino)-6-(N-isopropylamino)-2-methylthio-5-nitropyrimidine 618863-11-9 C16H21N5O2S
4-(N,N-Benzylmethylamino)-6-(N-isopropylamino)-2-methylthio-5-nitropyrimidine
—— 2,4-dinitro-6-(phenylsulfanyl)benzamide 292163-54-3 C13H9N3O5S
2,4-dinitro-6-(phenylsulfanyl)benzamide
—— 2-(1H-indol-3-ylsulfanyl)-N-methyl benzamide 857499-90-2 C16H14N2OS
2-(1H-indol-3-ylsulfanyl)-N-methyl benzamide
—— 1-(phenylthio)-1-<(trimethylsilyl)ethynyl>cyclopropane 104463-23-2 C14H18SSi
1-(phenylthio)-1-<(trimethylsilyl)ethynyl>cyclopropane
—— 3-(4-methylsulfanylphenyl)isoxazole-5-carboxylic acid ethyl ester 1173119-79-3 C13H13NO3S
3-(4-methylsulfanylphenyl)isoxazole-5-carboxylic acid ethyl ester
—— 1-(isothiocyanatomethyl)-4-(methylthio)benzene 19927-37-8 C9H9NS2
1-(isothiocyanatomethyl)-4-(methylthio)benzene
—— [2,2-bis(phenylthio)ethyl]dimethyl(3-methyl-1-phenylbut-3-enyloxy)silane 332188-10-0 C27H32OS2Si
[2,2-bis(phenylthio)ethyl]dimethyl(3-methyl-1-phenylbut-3-enyloxy)silane
—— andb-(2,5-Dimethyl-phenylmercapto)-buttersaeure 779-39-5 C12H16O2S
andb-(2,5-Dimethyl-phenylmercapto)-buttersaeure