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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
—— 8-Thia-2-azabicyclo[4.2.0]octa-1,3,5-trien-7-one 475996-74-8 C6H3NOS
8-Thia-2-azabicyclo[4.2.0]octa-1,3,5-trien-7-one
—— 2-[(3-Bromophenyl)methylsulfanyl]-5-pyridin-4-yl-1,3,4-oxadiazole 851620-12-7 C14H10BrN3OS
2-[(3-Bromophenyl)methylsulfanyl]-5-pyridin-4-yl-1,3,4-oxadiazole
—— 3-carboxy-2-(2-nitro-5-fluorophenylthio)-pyridine 267892-41-1 C12H7FN2O4S
3-carboxy-2-(2-nitro-5-fluorophenylthio)-pyridine
—— 2-(2-nitro-5-chloro)thiophenoxynicotinic acid 187658-74-8 C12H7ClN2O4S
2-(2-nitro-5-chloro)thiophenoxynicotinic acid
—— tert-butyl N-[3-[3-[(3-bromophenyl)methylsulfanyl]phenyl]-3-hydroxypropyl]carbamate 1215077-22-7 C21H26BrNO3S
tert-butyl N-[3-[3-[(3-bromophenyl)methylsulfanyl]phenyl]-3-hydroxypropyl]carbamate
—— 2,4-dimethyl-4-(methylthio)-1-nonene 94202-91-2 C12H24S
2,4-dimethyl-4-(methylthio)-1-nonene
—— 1-(2-(tert-butylamino)ethyl)-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-35-8 C19H22IN5O2S
1-(2-(tert-butylamino)ethyl)-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— 3-Bromo-2-ethylsulfanylbut-2-enenitrile 138175-59-4 C6H8BrNS
3-Bromo-2-ethylsulfanylbut-2-enenitrile
—— (2R,3R)-1,4-bis(phenylthio)-2,3-dihydroxybutane 107938-39-6 C16H18O2S2
(2R,3R)-1,4-bis(phenylthio)-2,3-dihydroxybutane
—— (4-Chloro-6-dimethylamino-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester 86627-42-1 C10H14ClN3O2S
(4-Chloro-6-dimethylamino-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester
—— 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(methylthio)oxazole 1096535-75-9 C23H37NO2SSi
2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(methylthio)oxazole
—— N-methyl-N-[(1S)-1-(2-methylsulfanylphenyl)ethyl]propan-2-amine 1027182-48-4 C13H21NS
N-methyl-N-[(1S)-1-(2-methylsulfanylphenyl)ethyl]propan-2-amine
—— 1-methylsulfonyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide 226401-16-7 C24H30N2O7S3
1-methylsulfonyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide
—— 1-(2-Methoxyethyl)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylic acid 226397-51-9 C21H25NO5S2
1-(2-Methoxyethyl)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylic acid
—— 1,1,1-trifluoro-3-[2-[(1S)-1-[methyl(propan-2-yl)amino]ethyl]phenyl]sulfanylpropan-2-one 1027886-03-8 C15H20F3NOS
1,1,1-trifluoro-3-[2-[(1S)-1-[methyl(propan-2-yl)amino]ethyl]phenyl]sulfanylpropan-2-one
—— Ethyl 1-methylsulfonyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylate 226401-14-5 C21H25NO6S3
Ethyl 1-methylsulfonyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylate
—— 1-Cyclopropyl-4-(4-phenylsulfanyl-benzenesulfonyl)-piperidine-4-carboxylic acid ethyl ester 226397-42-8 C23H27NO4S2
1-Cyclopropyl-4-(4-phenylsulfanyl-benzenesulfonyl)-piperidine-4-carboxylic acid ethyl ester
—— 1-Methylsulfonyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylic acid 226401-15-6 C19H21NO6S3
1-Methylsulfonyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylic acid
—— 1-tert-butyl 4-ethyl 4-{[4-(phenylthio)phenyl]sulfonyl}piperidine-1,4-dicarboxylate 226397-38-2 C25H31NO6S2
1-tert-butyl 4-ethyl 4-{[4-(phenylthio)phenyl]sulfonyl}piperidine-1,4-dicarboxylate
—— 1-ethyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide 869063-76-3 C25H32N2O5S2
1-ethyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide
—— 1-[(2-Methylpropan-2-yl)oxycarbonyl]-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylic acid 226397-54-2 C23H27NO6S2
1-[(2-Methylpropan-2-yl)oxycarbonyl]-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylic acid
—— 1-(2-methoxyethyl)-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide 226397-53-1 C26H34N2O6S2
1-(2-methoxyethyl)-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide
—— 1-Ethyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylic acid 869063-75-2 C20H23NO4S2
1-Ethyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylic acid
—— 1-cyclopropyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide 226397-43-9 C26H32N2O5S2
1-cyclopropyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide
—— Ethyl 4-(4-phenylsulfanylphenyl)sulfonyl-1-prop-2-enylpiperidine-4-carboxylate 226397-21-3 C23H27NO4S2
Ethyl 4-(4-phenylsulfanylphenyl)sulfonyl-1-prop-2-enylpiperidine-4-carboxylate
—— dispiro<bis(1,3-dithiolane)>-1,2';3,2'-(5,5-dimethylcyclohexane) 15732-74-8 C12H20S4
dispiro<bis(1,3-dithiolane)>-1,2';3,2'-(5,5-dimethylcyclohexane)
—— Ethyl 1-(2-methoxyethyl)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylate 226397-50-8 C23H29NO5S2
Ethyl 1-(2-methoxyethyl)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylate
—— Ethyl 1-ethyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylate 869063-74-1 C22H27NO4S2
Ethyl 1-ethyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylate
—— α-(Methylsulfinyl)-acetamide 81442-38-8 C3H7NO2S
α-(Methylsulfinyl)-acetamide
—— ethyl 4-chloro-4-(4-chlorophenylthio)butanoate 146564-01-4 C12H14Cl2O2S
ethyl 4-chloro-4-(4-chlorophenylthio)butanoate
—— Ethyl 1-methyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylate 226397-44-0 C21H25NO4S2
Ethyl 1-methyl-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxylate
—— 3-methylsulfanyl-aniline; hydrochloride 94855-95-5 C7H9NS*ClH
3-methylsulfanyl-aniline; hydrochloride
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 2-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-ethyl ester 37071-64-0 C23H29N3O3S
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid 2-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-ethyl ester
—— 6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carbonyl chloride 37075-14-2 C15H12ClNOS
6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carbonyl chloride
—— 4-[4-(tert-Butyl-dimethyl-silanyloxy)-butoxy]-5-methyl-2-methylsulfanyl-pyrimidine 190070-00-9 C16H30N2O2SSi
4-[4-(tert-Butyl-dimethyl-silanyloxy)-butoxy]-5-methyl-2-methylsulfanyl-pyrimidine
—— 3-[4-(tert-Butyl-dimethyl-silanyloxy)-butyl]-5-methyl-2-methylsulfanyl-3H-pyrimidin-4-one 190069-98-8 C16H30N2O2SSi
3-[4-(tert-Butyl-dimethyl-silanyloxy)-butyl]-5-methyl-2-methylsulfanyl-3H-pyrimidin-4-one
—— 2-phenylsulfanyl-ethanesulfonic acid amide 96852-83-4 C8H11NO2S2
2-phenylsulfanyl-ethanesulfonic acid amide
—— (S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one 507480-44-6 C21H34O3SSi
(S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one
—— (R,S)-(E)-4(4H)-[(2,3-epoxypropyl)oxyimino]-7-methyl-2,3-dihydrothiopyrano[2,3-b]pyridine 309728-79-8 C12H14N2O2S
(R,S)-(E)-4(4H)-[(2,3-epoxypropyl)oxyimino]-7-methyl-2,3-dihydrothiopyrano[2,3-b]pyridine
—— 8-phenylthio-1,4-dioxaspiro[4,5]decane 124941-13-5 C14H18O2S
8-phenylthio-1,4-dioxaspiro[4,5]decane
—— (E)-4(4H)-hydroxyimino-7-methyl-2,3-dihydrothiopyrano[2,3-b]pyridine 309728-78-7 C9H10N2OS
(E)-4(4H)-hydroxyimino-7-methyl-2,3-dihydrothiopyrano[2,3-b]pyridine
—— 3-(6-Methyl-pyridin-2-ylsulfanyl)-propionic acid ethyl ester 309728-92-5 C11H15NO2S
3-(6-Methyl-pyridin-2-ylsulfanyl)-propionic acid ethyl ester
—— dimethyl-3,3 isothiocyanato-2 butene-1 97040-52-3 C7H11NS
dimethyl-3,3 isothiocyanato-2 butene-1
—— 2-(Benzylsulfanyl)-3-(hydroxymethyl)-1-phenylpyridin-1-ium bromide 77155-90-9 C19H18BrNOS
2-(Benzylsulfanyl)-3-(hydroxymethyl)-1-phenylpyridin-1-ium bromide
—— 2-[2-(1H-Imidazol-4-yl)-ethylsulfanyl]-1-methyl-pyridinium; chloride 87577-76-2 C11H14N3S*Cl
2-[2-(1H-Imidazol-4-yl)-ethylsulfanyl]-1-methyl-pyridinium; chloride
—— 3-chloro-5,5-dimethyl-2-cyclohexene-1-thione 73705-07-4 C8H11ClS
3-chloro-5,5-dimethyl-2-cyclohexene-1-thione
—— 3-Methoxy-5,5-dimethyl-2-cyclohexene-1-thione 70134-09-7 C9H14OS
3-Methoxy-5,5-dimethyl-2-cyclohexene-1-thione
—— 2-(4-chloropyridin-2-yl)-5-methylthio-1,3,4-thiadiazole 1192456-32-8 C8H6ClN3S2
2-(4-chloropyridin-2-yl)-5-methylthio-1,3,4-thiadiazole
—— trispiro<tris(3'-cyano-5',5'-dimethyl-2'-cyclohexene)-1',2;1',4;1',6-(1,3,5-trithiane)> 79515-88-1 C27H33N3S3
trispiro<tris(3'-cyano-5',5'-dimethyl-2'-cyclohexene)-1',2;1',4;1',6-(1,3,5-trithiane)>
—— 2-{2-[(4-Chlorophenyl)sulfanyl]ethyl}pyridine--hydrogen chloride (1/1) 87577-95-5 C13H13Cl2NS
2-{2-[(4-Chlorophenyl)sulfanyl]ethyl}pyridine--hydrogen chloride (1/1)