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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-(6-(2,3-dihydrofuran-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289544-89-3 C22H26N6O3S
8-(6-(2,3-dihydrofuran-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 2-((3-methylbenzyl)thio)pyridine 646511-51-5 C13H13NS
2-((3-methylbenzyl)thio)pyridine
—— 2-(prop-2-enylsulfanyl)-1-methyl-1H-imidazole 63348-54-9 C7H10N2S
2-(prop-2-enylsulfanyl)-1-methyl-1H-imidazole
—— 2-methyl-4-({3-(pentafluoroethyl)-5-[(2,2,2-trifluoroethyl)thio]-1H-pyrazol-1-yl}methyl)aniline 1207089-83-5 C15H13F8N3S
2-methyl-4-({3-(pentafluoroethyl)-5-[(2,2,2-trifluoroethyl)thio]-1H-pyrazol-1-yl}methyl)aniline
—— 2-m-bromobenzylthio-1-m-bromobenzyl-5-piperidinomethyluracil 932379-58-3 C24H25Br2N3OS
2-m-bromobenzylthio-1-m-bromobenzyl-5-piperidinomethyluracil
—— (Dibrommethylen)sulfoxid 97314-84-6 CBr2OS
(Dibrommethylen)sulfoxid
—— 2-m-bromobenzylthio-5-piperidinomethyluracil 932379-64-1 C17H20BrN3OS
2-m-bromobenzylthio-5-piperidinomethyluracil
—— 2-Chloro-2-methyl-3-phenylthiopropionsaeure 61350-93-4 C10H11ClO2S
2-Chloro-2-methyl-3-phenylthiopropionsaeure
—— 5-(3-Methyl-benzylsulfanyl)-[1,3,4]thiadiazol-2-ylamine 299442-42-5 C10H11N3S2
5-(3-Methyl-benzylsulfanyl)-[1,3,4]thiadiazol-2-ylamine
—— 6-amino-2-ethoxycarbonylmethylthiopyrimidin-4(3H)-one 36162-16-0 C8H11N3O3S
6-amino-2-ethoxycarbonylmethylthiopyrimidin-4(3H)-one
—— 5-[2-(2-chlorophenylthio)phenyl]-1,3,4-oxadiazole-2(3H)-thione 1226870-85-4 C14H9ClN2OS2
5-[2-(2-chlorophenylthio)phenyl]-1,3,4-oxadiazole-2(3H)-thione
—— 4-Chlor-1-trifluormethylmercaptomethylmercapto-benzol 714-17-0 C8H6ClF3S2
4-Chlor-1-trifluormethylmercaptomethylmercapto-benzol
—— (2-butylsulfanylpyridin-3-yl)methanol 1609289-11-3 C10H15NOS
(2-butylsulfanylpyridin-3-yl)methanol
—— 3-chloromethyl-2-isopropylsulfanylpyridine 1214787-67-3 C9H12ClNS
3-chloromethyl-2-isopropylsulfanylpyridine
—— (2-isopropylsulfanylpyridin-3-yl)methanol 1030829-17-4 C9H13NOS
(2-isopropylsulfanylpyridin-3-yl)methanol
—— 3,5-dichloro-4-[(5-methylsulfonyl-3-nitro-2-thienyl)sulfanyl]pyridine 1247819-90-4 C10H6Cl2N2O4S3
3,5-dichloro-4-[(5-methylsulfonyl-3-nitro-2-thienyl)sulfanyl]pyridine
—— 2-(phenylthio)cyclopentanone 52190-40-6 C11H12OS
2-(phenylthio)cyclopentanone
—— 2-butylsulfanyl-3-chloromethylpyridine 1609289-12-4 C10H14ClNS
2-butylsulfanyl-3-chloromethylpyridine
—— (8R,9S,10S,10aR)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one 1369914-03-3 C11H12N2O4S
(8R,9S,10S,10aR)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one
—— N,N'-dicyclopentylthiourea 160712-65-2 C11H20N2S
N,N'-dicyclopentylthiourea
—— (8R,9S,10S,10aS)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one 1369914-02-2 C11H12N2O4S
(8R,9S,10S,10aS)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one
—— 2-(2-Nitro-phenylsulfanyl)-nicotinic acid 1016869-89-8 C12H8N2O4S
2-(2-Nitro-phenylsulfanyl)-nicotinic acid
—— 2-(3-cyanopropylthio)pyridine-3-carbonitrile 158581-24-9 C10H9N3S
2-(3-cyanopropylthio)pyridine-3-carbonitrile
—— 2-(3-bromomethylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole 1404052-55-6 C13H9BrN4S2
2-(3-bromomethylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole
—— 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)