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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
—— 1,2-Bis(phenylthio)butan 64342-86-5 C16H18S2
1,2-Bis(phenylthio)butan
—— 1-(Phenylthiomethyl)propyl-trifluoracetat 66164-95-2 C12H13F3O2S
1-(Phenylthiomethyl)propyl-trifluoracetat
—— 2,7-bis-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-4-one 114134-03-1 C10H12N4OS2
2,7-bis-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-4-one
—— 2-methylsulfanyl-4-propylmino-pyrimidine-5-carbaldehyde 1537216-26-4 C9H13N3OS
2-methylsulfanyl-4-propylmino-pyrimidine-5-carbaldehyde
—— (2-methylsulfanyl-4-propylamino-pyridine-5-yl)-methanol 1026379-64-5 C9H15N3OS
(2-methylsulfanyl-4-propylamino-pyridine-5-yl)-methanol
—— 2-(formyl(1,3-dithiol-2-yl)methylene)-1,3-diselenole 115118-40-6 C8H6OS2Se2
2-(formyl(1,3-dithiol-2-yl)methylene)-1,3-diselenole
—— N-{3-[2-(4-hydroxyphenylsulfanyl)thiazol-5-yl]-1-methylprop-2-ynyl}acetamide 903886-73-7 C15H14N2O2S2
N-{3-[2-(4-hydroxyphenylsulfanyl)thiazol-5-yl]-1-methylprop-2-ynyl}acetamide
—— 4-methanesulfonyl-butyronitrile 34502-60-8 C5H9NO2S
4-methanesulfonyl-butyronitrile
—— 4-(methylsulfinyl)butanenitrile 61121-65-1 C5H9NOS
4-(methylsulfinyl)butanenitrile
—— 1-(4-(methylsulfinyl)butyl)-3-(5-oxohexyl)thiourea 1356346-97-8 C12H24N2O2S2
1-(4-(methylsulfinyl)butyl)-3-(5-oxohexyl)thiourea
—— (3R)-1-phenylthio-4,4-(trimethylene)hexane-3-ol 255721-57-4 C15H22OS
(3R)-1-phenylthio-4,4-(trimethylene)hexane-3-ol
—— 4-(4-acetamidophenylthio)-N-methylpicolinamide 1017375-26-6 C15H15N3O2S
4-(4-acetamidophenylthio)-N-methylpicolinamide
—— S,S'-propane-1,3-diyl bis(selenothiocarbamate) 118329-98-9 C9H18N2S2Se2
S,S'-propane-1,3-diyl bis(selenothiocarbamate)
—— N-methyl-4-(4-(3-(3-(trifluoromethyl)phenyl)thioureido)phenylthio)picolinamide 1417344-63-8 C21H17F3N4OS2
N-methyl-4-(4-(3-(3-(trifluoromethyl)phenyl)thioureido)phenylthio)picolinamide
—— (E)-5-(Phenylthio)pent-2-en-4-inal 270918-58-6 C11H8OS
(E)-5-(Phenylthio)pent-2-en-4-inal
—— nitro-5 tertiobutylthio-2 pyridine 96592-08-4 C9H12N2O2S
nitro-5 tertiobutylthio-2 pyridine
—— 4-(4-bromo-phenylsulfanyl)-pyridine 154057-83-7 C11H8BrNS
4-(4-bromo-phenylsulfanyl)-pyridine
—— <i>N</i>,<i>N</i>-bis-(2-hydroxy-ethyl)-<i>N</i>'-methyl-thiourea 32817-53-1 C6H14N2O2S
<i>N</i>,<i>N</i>-bis-(2-hydroxy-ethyl)-<i>N</i>'-methyl-thiourea
—— (6,7-dihydro-5H-benzo[7]annulen-9-yl)(phenyl)sulfane 1418755-87-9 C17H16S
(6,7-dihydro-5H-benzo[7]annulen-9-yl)(phenyl)sulfane
—— 9-Bromo-9,10-dihydro-4-thia-10a-aza-benzo[f]azulene 214270-68-5 C12H10BrNS
9-Bromo-9,10-dihydro-4-thia-10a-aza-benzo[f]azulene
—— (6-methylsulfanylpyridin-3-yl)carbamic acid tert-butyl ester 1198785-08-8 C11H16N2O2S
(6-methylsulfanylpyridin-3-yl)carbamic acid tert-butyl ester
—— 9,10-Dihydro-4-thia-10a-aza-benzo[f]azulen-9-ol 214270-66-3 C12H11NOS
9,10-Dihydro-4-thia-10a-aza-benzo[f]azulen-9-ol
—— 2-methylsulfanyl-3,5,6,7-tetrahydro-cyclopentapyrimidine-4-thione 7511-98-0 C8H10N2S2
2-methylsulfanyl-3,5,6,7-tetrahydro-cyclopentapyrimidine-4-thione
—— 3-Methyl-1,1-bis-(phenylthio)-butan-2-ol 71221-31-3 C17H20OS2
3-Methyl-1,1-bis-(phenylthio)-butan-2-ol
—— 2,2,3,3-Tetrakis(trifluormethyl)thiiran-1-oxid 96025-89-7 C6F12OS
2,2,3,3-Tetrakis(trifluormethyl)thiiran-1-oxid
—— 4-(4-Methoxy-phenyl)-5-phenylsulfanyl-[1,2,3]selenadiazole 85143-10-8 C15H12N2OSSe
4-(4-Methoxy-phenyl)-5-phenylsulfanyl-[1,2,3]selenadiazole
—— 2-(3-phenylsulfanylphenylamino)benzamide 1188890-44-9 C19H16N2OS
2-(3-phenylsulfanylphenylamino)benzamide
—— 2-{[3-(phenylsulphanyl)phenyl]sulphanyl}aniline 1210812-45-5 C18H15NS2
2-{[3-(phenylsulphanyl)phenyl]sulphanyl}aniline
—— 6-(phenylthio)nicotinic acid 51362-48-2 C12H9NO2S
6-(phenylthio)nicotinic acid
—— 1-(4-methylphenylthio)-2-nitropropene 149559-55-7 C10H11NO2S
1-(4-methylphenylthio)-2-nitropropene
—— 5,6-dihydro-3,4,4-trimethyl-4H-thieno[2,3-b]thiopyran 190433-95-5 C10H14S2
5,6-dihydro-3,4,4-trimethyl-4H-thieno[2,3-b]thiopyran
—— tert-Butyl [({[2-(phenylsulfanyl)phenyl]methylidene}amino)oxy]peracetate 352427-08-8 C19H21NO4S
tert-Butyl [({[2-(phenylsulfanyl)phenyl]methylidene}amino)oxy]peracetate
—— (Z)-3-(dimethyl(phenyl)silyl)-3-(phenylthio)prop-2-en-1-ol 1622445-73-1 C17H20OSSi
(Z)-3-(dimethyl(phenyl)silyl)-3-(phenylthio)prop-2-en-1-ol
—— 1,4-Bis-(phenylmercaptomethyl)-2-methyl-piperazin 6326-34-7 C19H24N2S2
1,4-Bis-(phenylmercaptomethyl)-2-methyl-piperazin
—— ethyl 2-(5-amino-1H-1,2,4-triazol-3-ylthio)acetate 352349-53-2 C6H10N4O2S
ethyl 2-(5-amino-1H-1,2,4-triazol-3-ylthio)acetate
—— (Z)-5-(dimethyl(phenyl)silyl)-5-(phenylthio)pent-4-en-1-ol 1622446-02-9 C19H24OSSi
(Z)-5-(dimethyl(phenyl)silyl)-5-(phenylthio)pent-4-en-1-ol
—— 5-(4-Methoxyphenyl)-2-phenylsulfanyl-1,3-thiazole 1319212-49-1 C16H13NOS2
5-(4-Methoxyphenyl)-2-phenylsulfanyl-1,3-thiazole
—— (Z)-tert-butyl((3-(dimethyl(phenyl)silyl)-3-(phenylthio)allyl)oxy)diphenylsilane 1622445-93-5 C33H38OSSi2
(Z)-tert-butyl((3-(dimethyl(phenyl)silyl)-3-(phenylthio)allyl)oxy)diphenylsilane
—— (Z)-4-(dimethyl(phenyl)silyl)-4-(phenylthio)but-3-en-1-ol 1622445-76-4 C18H22OSSi
(Z)-4-(dimethyl(phenyl)silyl)-4-(phenylthio)but-3-en-1-ol
—— 4,5-Dihydro-4,4-dimethyl-2-phenylspiro<1,3-thiazol-5,2'-thiolan> 124805-11-4 C14H17NS2
4,5-Dihydro-4,4-dimethyl-2-phenylspiro<1,3-thiazol-5,2'-thiolan>
—— 2-(Phenylthiomethylimino)-1,3-dithietane 59753-94-5 C9H9NS3
2-(Phenylthiomethylimino)-1,3-dithietane
—— (3S,5S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one 629665-90-3 C20H30O3SSi
(3S,5S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one
—— (Z)-tert-butyl((3-(dimethyl(phenyl)silyl)-3-(phenylthio)allyl)oxy)dimethylsilane 1622445-91-3 C23H34OSSi2
(Z)-tert-butyl((3-(dimethyl(phenyl)silyl)-3-(phenylthio)allyl)oxy)dimethylsilane
—— (Z)-1-(dimethyl(phenyl)silyl)-1-(phenylthio)penta-1,4-dien-3-ol 1622445-98-0 C19H22OSSi
(Z)-1-(dimethyl(phenyl)silyl)-1-(phenylthio)penta-1,4-dien-3-ol
—— (Z)-tert-butyl 5-(dimethyl(phenyl)silyl)-3-hydroxy-5-(phenylthio)pent-4-enoate 1622446-00-7 C23H30O3SSi
(Z)-tert-butyl 5-(dimethyl(phenyl)silyl)-3-hydroxy-5-(phenylthio)pent-4-enoate
—— 2-methyl-2-[4-(phenylthio)phenyl]oxetane 1402244-18-1 C16H16OS
2-methyl-2-[4-(phenylthio)phenyl]oxetane
—— 4,4,4',5'-Tetramethyl-2-phenylspiro<4,5-dihydro-1,3-thiazol-5,2'-<3,6>dihydro-2H-thiopyran> 122687-61-0 C17H21NS2
4,4,4',5'-Tetramethyl-2-phenylspiro<4,5-dihydro-1,3-thiazol-5,2'-<3,6>dihydro-2H-thiopyran>
—— 1,3-bis(methylsulfinyl)propane 56348-35-7 C5H12O2S2
1,3-bis(methylsulfinyl)propane
—— s-(Pentachlorophenyl) phenylcarbamothioate 6333-75-1 C13H6Cl5NOS
s-(Pentachlorophenyl) phenylcarbamothioate
—— 4-Chlor-2-phenylthio-benzoylchlorid 56446-83-4 C13H8Cl2OS
4-Chlor-2-phenylthio-benzoylchlorid