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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
—— 2-chloro-4-<i>p</i>-tolylsulfanyl-benzonitrile 873378-23-5 C14H10ClNS
2-chloro-4-<i>p</i>-tolylsulfanyl-benzonitrile
—— 4-(2,2-diethoxy-ethyl)-3-(4-methyl-benzyl)-5-methylsulfanyl-4<i>H</i>-[1,2,4]triazole 66205-66-1 C17H25N3O2S
4-(2,2-diethoxy-ethyl)-3-(4-methyl-benzyl)-5-methylsulfanyl-4<i>H</i>-[1,2,4]triazole
—— (3S,4R)-3-tert-Butyl-2-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-[1,2]thiazetidine 1,1-dioxide 218460-72-1 C20H25NO2S2
(3S,4R)-3-tert-Butyl-2-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-[1,2]thiazetidine 1,1-dioxide
—— 5-(4-hydroxyphenylsulphanyl)-2-amino-1H-indole-3-carbonitrile 378236-71-6 C15H11N3OS
5-(4-hydroxyphenylsulphanyl)-2-amino-1H-indole-3-carbonitrile
—— 2-(acetylamino)thiopropionamide 91188-51-1 C5H10N2OS
2-(acetylamino)thiopropionamide
—— (2R,3R)-2-Phenylsulfanylmethyl-3-vinyl-cyclopentanone 143008-57-5 C14H16OS
(2R,3R)-2-Phenylsulfanylmethyl-3-vinyl-cyclopentanone
—— 1-(but-2-ynoyl)-6,6-dimethyl-3-(methylsulfanyl)-4-oxo-4,5,6,7-tetrahydro-2-benzothiophen-4(5H)-one 1395919-74-0 C15H16O2S2
1-(but-2-ynoyl)-6,6-dimethyl-3-(methylsulfanyl)-4-oxo-4,5,6,7-tetrahydro-2-benzothiophen-4(5H)-one
—— (1-methoxy-3-phenylpropyl)phenylsulfide 67975-86-4 C16H18OS
(1-methoxy-3-phenylpropyl)phenylsulfide
—— 6,6-dimethyl-3-(methylsulfanyl)-4-oxo-4,5,6,7-tetrahydro-2-benzothiophene-1-carbaldehyde 1395919-77-3 C12H14O2S2
6,6-dimethyl-3-(methylsulfanyl)-4-oxo-4,5,6,7-tetrahydro-2-benzothiophene-1-carbaldehyde
—— 1-acetamido-3-acetoxy-1-phenyl-2-phenylthiopropane 98289-67-9 C19H21NO3S
1-acetamido-3-acetoxy-1-phenyl-2-phenylthiopropane
—— 3-isothiocyanato-cyclopentene 52566-12-8 C6H7NS
3-isothiocyanato-cyclopentene
—— (5-Ethyl-4-phenylsulfanyl-6-trimethylsilyloxypyrimidin-2-yl)oxy-trimethylsilane 1026490-47-0 C18H28N2O2SSi2
(5-Ethyl-4-phenylsulfanyl-6-trimethylsilyloxypyrimidin-2-yl)oxy-trimethylsilane
—— 1,1,3,3-tetrakis-butylsulfanyl-propane 53480-98-1 C19H40S4
1,1,3,3-tetrakis-butylsulfanyl-propane
—— methyl 2-(2-((2-(methylthio)pyrimidin-4-yl)ethynyl)phenyl)acetate 1566584-29-9 C16H14N2O2S
methyl 2-(2-((2-(methylthio)pyrimidin-4-yl)ethynyl)phenyl)acetate
—— 8-isobutoxy-1,4-dithiaspiro<4.5>dec-7-en-6-one 155996-44-4 C12H18O2S2
8-isobutoxy-1,4-dithiaspiro<4.5>dec-7-en-6-one
—— 1-allyl-2-isopropyldisulfane 67421-85-6 C6H12S2
1-allyl-2-isopropyldisulfane
—— methyl 2-(2-(2-(2-(methylthio)pyrimidin-4-yl)ethyl)phenyl)acetate 1566584-30-2 C16H18N2O2S
methyl 2-(2-(2-(2-(methylthio)pyrimidin-4-yl)ethyl)phenyl)acetate
—— 3-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanylpyridine 1025847-07-7 C16H14N2O4S
3-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanylpyridine
—— 1,1,1-Tris(methylsulfanyl)pentane 99029-99-9 C8H18S3
1,1,1-Tris(methylsulfanyl)pentane
—— 3,4'-thiobispyridine 72890-90-5 C10H8N2S
3,4'-thiobispyridine
—— (E)-1-Cinnamyl-6-(phenylthio)thymine 157401-04-2 C20H18N2O2S
(E)-1-Cinnamyl-6-(phenylthio)thymine
—— 2-Isopropylthio-2-methylpropanal 89812-33-9 C7H14OS
2-Isopropylthio-2-methylpropanal
—— 2-(2-Isocyanatoethyl)-2-(isocyanatomethyl)-1,3-dithiolane 72331-47-6 C8H10N2O2S2
2-(2-Isocyanatoethyl)-2-(isocyanatomethyl)-1,3-dithiolane
—— α-isopropylthiobutyraldehyde 89812-38-4 C7H14OS
α-isopropylthiobutyraldehyde
—— trans-2,2-dimethyl-6-phenyl-5-phenylthio-1,3-dioxolane 119061-73-3 C18H20O2S
trans-2,2-dimethyl-6-phenyl-5-phenylthio-1,3-dioxolane
—— 2-isopropylthio,6-bromopyridine 98626-90-5 C8H10BrNS
2-isopropylthio,6-bromopyridine
—— 2-isopropylthio,5-chloropyridine 98626-99-4 C8H10ClNS
2-isopropylthio,5-chloropyridine
—— 2-Isopropylsulfanyl-2-methyl-butyraldehyde 89812-37-3 C8H16OS
2-Isopropylsulfanyl-2-methyl-butyraldehyde
—— 2,6-bis(isopropylthio)pyridine 98627-03-3 C11H17NS2
2,6-bis(isopropylthio)pyridine
—— 3-chloro-6-(isopropylthio)pyridazine 66089-81-4 C7H9ClN2S
3-chloro-6-(isopropylthio)pyridazine
—— 2-Chloro-3-propan-2-ylsulfanylpyridine 871099-86-4 C8H10ClNS
2-Chloro-3-propan-2-ylsulfanylpyridine
—— (RS)-1-(3-pyridylthio)propan-2-ol 464934-46-1 C8H11NOS
(RS)-1-(3-pyridylthio)propan-2-ol
—— α-Methyl-α-amino-thioisovaleriansaeureamid 16256-19-2 C6H14N2S
α-Methyl-α-amino-thioisovaleriansaeureamid
—— 1-(phenylthio)-5-isoquinolinol 144242-88-6 C15H11NOS
1-(phenylthio)-5-isoquinolinol
—— 2-Nitro-3-phenethyl-2-p-tolylsulfanyl-oxirane 168135-87-3 C17H17NO3S
2-Nitro-3-phenethyl-2-p-tolylsulfanyl-oxirane
—— 5,6-dihydrothieno<2,3-d>-1,3-dithiol-2-one 67188-89-0 C5H4OS3
5,6-dihydrothieno<2,3-d>-1,3-dithiol-2-one
—— 2,4-Bis-(2-pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 147089-59-6 C28H33NS4
2,4-Bis-(2-pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole
—— N-(diisopropoxyphosphorothioyl)-N',N'-dimethylthiourea 1211031-03-6 C9H21N2O2PS2
N-(diisopropoxyphosphorothioyl)-N',N'-dimethylthiourea
—— (E)-tert-butyl 1-propenyl sulfone 69113-46-8 C7H14O2S
(E)-tert-butyl 1-propenyl sulfone
—— 2-cyano-N,N-dimethylethanethioamide 146561-43-5 C5H8N2S
2-cyano-N,N-dimethylethanethioamide
—— 3-Ethyl-2-methylthio-4-phenylthiophene 72814-46-1 C13H14S2
3-Ethyl-2-methylthio-4-phenylthiophene
—— (2R,3S,4R)-1-[2-[(2S,3S,6R)-3-[tert-butyl(dimethyl)silyl]oxy-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-(2-methyl-1,3-dithian-2-yl)butyl]-1,7-dioxaspiro[5.5]undecan-2-yl]heptan-2-yl]-1,3-dithian-2-yl]-3-methoxy-5-methylhexane-2,4-diol 642442-80-6 C45H86O6S4Si
(2R,3S,4R)-1-[2-[(2S,3S,6R)-3-[tert-butyl(dimethyl)silyl]oxy-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-(2-methyl-1,3-dithian-2-yl)butyl]-1,7-dioxaspiro[5.5]undecan-2-yl]heptan-2-yl]-1,3-dithian-2-yl]-3-methoxy-5-methylhexane-2,4-diol
—— 2-Methylthio-4-phenyl-3-propylthiophene 125150-84-7 C14H16S2
2-Methylthio-4-phenyl-3-propylthiophene
—— 2-benzylthio-3-methyl-4,5-diphenylthiophene 89003-21-4 C24H20S2
2-benzylthio-3-methyl-4,5-diphenylthiophene
—— tert-butyl-[(2S,3S,6R)-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-(2-methyl-1,3-dithian-2-yl)butyl]-1,7-dioxaspiro[5.5]undecan-2-yl]-2-(1,3-dithian-2-yl)heptan-3-yl]oxy-dimethylsilane 642442-77-1 C37H70O3S4Si
tert-butyl-[(2S,3S,6R)-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-(2-methyl-1,3-dithian-2-yl)butyl]-1,7-dioxaspiro[5.5]undecan-2-yl]-2-(1,3-dithian-2-yl)heptan-3-yl]oxy-dimethylsilane
—— 3-methyl-6-methylsulfanyl-3<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidin-4-one 99584-35-7 C8H8N4OS
3-methyl-6-methylsulfanyl-3<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidin-4-one
—— <3R,4R,5R,8S,9S,12R,12<2S,3S,6R,8S,8(3S),9R>>-5,9-bis(tert-butyldimethylsilyl)oxy-12-<3,9-dimethyl-8-<3-(2-methyl-1,3-dithian-2-yl)butyl>-1,7-dioxaspiro<5,5>undecan-2-yl>-4-methoxy-2,8-dimethyl-7-(1,3-dithian-2-yl)-3-tridecanol 170708-58-4 C51H100O6S4Si2
<3R,4R,5R,8S,9S,12R,12<2S,3S,6R,8S,8(3S),9R>>-5,9-bis(tert-butyldimethylsilyl)oxy-12-<3,9-dimethyl-8-<3-(2-methyl-1,3-dithian-2-yl)butyl>-1,7-dioxaspiro<5,5>undecan-2-yl>-4-methoxy-2,8-dimethyl-7-(1,3-dithian-2-yl)-3-tridecanol
—— 4,5,6,7-tetrakis(methylthio)-1,3-benzodithiole-2-thione 133148-79-5 C11H12S7
4,5,6,7-tetrakis(methylthio)-1,3-benzodithiole-2-thione
—— (4R,5S,6S)-<<5-(Methoxymethoxy)-4,6-dimethyl-8-(phenylthio)-1-octyl>oxy>(1,1-dimethylethyl)diphenylsilane 165961-51-3 C34H48O3SSi
(4R,5S,6S)-<<5-(Methoxymethoxy)-4,6-dimethyl-8-(phenylthio)-1-octyl>oxy>(1,1-dimethylethyl)diphenylsilane
—— per(methylthio)dibenzotetrathiafulvalene 129137-82-2 C22H24S12
per(methylthio)dibenzotetrathiafulvalene