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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
—— 3,3-Dimethyl-6-(phenylthio)-4-hexenenitrile 143706-96-1 C14H17NS
3,3-Dimethyl-6-(phenylthio)-4-hexenenitrile
—— 3-Methylpent-2-cis-enylphenylsulfid 37905-01-4 C12H16S
3-Methylpent-2-cis-enylphenylsulfid
—— ethyl (1S,2S,3S,4R,5S)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-2-(2-ethoxy-2-oxoethyl)-5-phenylsulfanylcyclopentane-1-carboxylate 121542-25-4 C30H52O6SSi2
ethyl (1S,2S,3S,4R,5S)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-2-(2-ethoxy-2-oxoethyl)-5-phenylsulfanylcyclopentane-1-carboxylate
—— 2-methyl-4-(phenylthio)aniline 71300-13-5 C13H13NS
2-methyl-4-(phenylthio)aniline
—— S-phenyl N,N-dimethylselenothiocarbamate 118329-95-6 C9H11NSSe
S-phenyl N,N-dimethylselenothiocarbamate
—— 2-[(6aR,8R,9S,9aR)-8-(2,4-dioxopyrimidin-1-yl)-9-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6,6a,8,9a-tetrahydrofuro[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]acetonitrile 161258-60-2 C29H43N3O6SSi2
2-[(6aR,8R,9S,9aR)-8-(2,4-dioxopyrimidin-1-yl)-9-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6,6a,8,9a-tetrahydrofuro[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]acetonitrile
—— 3-Phenylsulfanylpent-4-enoic acid 80959-55-3 C11H12O2S
3-Phenylsulfanylpent-4-enoic acid
—— 2-nitro-5-phenylthiotoluene 60326-45-6 C13H11NO2S
2-nitro-5-phenylthiotoluene
—— 2-[(6aR,8R,9R,9aR)-8-(2,4-dioxopyrimidin-1-yl)-9-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6,6a,8,9a-tetrahydrofuro[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]acetonitrile 161258-57-7 C29H43N3O6SSi2
2-[(6aR,8R,9R,9aR)-8-(2,4-dioxopyrimidin-1-yl)-9-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6,6a,8,9a-tetrahydrofuro[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]acetonitrile
—— (1-methoxydodecyl)phenyl sulfide 1236031-79-0 C19H32OS
(1-methoxydodecyl)phenyl sulfide
—— 2-t-butylsulfonyl-3-thiophenyl-1 propene 97146-77-5 C13H18O2S2
2-t-butylsulfonyl-3-thiophenyl-1 propene
—— 4-phenylsulfanylcinnoline 766548-11-2 C14H10N2S
4-phenylsulfanylcinnoline
—— 1,1,2,2-tetrakis-(trifluoromethylsulfonyl)-ethane 129136-28-3 C6H2F12O8S4
1,1,2,2-tetrakis-(trifluoromethylsulfonyl)-ethane
—— 1,1-bis((trifluoromethyl)sulfonyl)hept-1-ene 1428869-57-1 C9H12F6O4S2
1,1-bis((trifluoromethyl)sulfonyl)hept-1-ene
—— 4,4-Bis(trifluormethylsulfonyl)buten-1 30354-36-0 C6H6F6O4S2
4,4-Bis(trifluormethylsulfonyl)buten-1
—— (E)-1,1-bis((trifluoromethyl)sulfonyl)hept-2-ene 1428869-59-3 C9H12F6O4S2
(E)-1,1-bis((trifluoromethyl)sulfonyl)hept-2-ene
—— BTSB-NB-OH 1370002-15-5 C14H18F6O6S2
BTSB-NB-OH
—— phenyl(1-m-tolylbut-3-enyl)sulfane 1382802-16-5 C17H18S
phenyl(1-m-tolylbut-3-enyl)sulfane
—— 5-methyl-6-(methylthio)-1,2,4-triazine 118459-16-8 C5H7N3S
5-methyl-6-(methylthio)-1,2,4-triazine
—— (E)-But-2-en-2-yl methyl sulfone 116088-89-2 C5H10O2S
(E)-But-2-en-2-yl methyl sulfone
—— Methyl 3-(6-chloropyrido[3,2-d]pyrimidin-4-yl)sulfanyl-4-methylbenzoate 1240349-49-8 C16H12ClN3O2S
Methyl 3-(6-chloropyrido[3,2-d]pyrimidin-4-yl)sulfanyl-4-methylbenzoate
—— 2,4-Dioxa-8,15-dithiadispiro(5.2.5.2)hexadecane 183-77-7 C12H20O2S2
2,4-Dioxa-8,15-dithiadispiro(5.2.5.2)hexadecane
—— 2-(2-Aminopropyl)-1-methyl-2-thiopseudourea 3810-32-0 C5H13N3S
2-(2-Aminopropyl)-1-methyl-2-thiopseudourea
—— 3-((4-bromophenylthio)methyl)-3-methyloxetane 1204129-89-4 C11H13BrOS
3-((4-bromophenylthio)methyl)-3-methyloxetane
—— Einecs 255-415-1 41504-10-3 C16H18N4O4S5
Einecs 255-415-1
—— 5-[[2-(2,4-Dinitrophenyl)sulfanyl-5-methoxybenzimidazol-1-yl]methyl]-3-(4-fluorophenyl)-1,2-oxazole 1424375-46-1 C24H16FN5O6S
5-[[2-(2,4-Dinitrophenyl)sulfanyl-5-methoxybenzimidazol-1-yl]methyl]-3-(4-fluorophenyl)-1,2-oxazole
—— 4-[5-[[2-(2,4-Dinitrophenyl)sulfanyl-5-methoxybenzimidazol-1-yl]methyl]-1,2-oxazol-3-yl]benzonitrile 1424375-49-4 C25H16N6O6S
4-[5-[[2-(2,4-Dinitrophenyl)sulfanyl-5-methoxybenzimidazol-1-yl]methyl]-1,2-oxazol-3-yl]benzonitrile
—— Bis-propoxycarbonyl-disulfid 90114-02-6 C8H14O4S2
Bis-propoxycarbonyl-disulfid
—— 1-(2-(methylthio)benzyl)-3-chloro-4-hydroxy-6-methylpyridin-2(1H)-one 945994-89-8 C14H14ClNO2S
1-(2-(methylthio)benzyl)-3-chloro-4-hydroxy-6-methylpyridin-2(1H)-one
—— 2-(2-Methyl-2-propenyl)-2-phenyl-1,3-dithiane 143799-57-9 C14H18S2
2-(2-Methyl-2-propenyl)-2-phenyl-1,3-dithiane
—— 3,5-bis-methylsulfanyl-1,2,4-thiadiazole 41218-42-2 C4H6N2S3
3,5-bis-methylsulfanyl-1,2,4-thiadiazole
—— 1-<N-(Phenylthio-carbonyl)-amino>-butan 4910-31-0 C11H15NOS
1-<N-(Phenylthio-carbonyl)-amino>-butan
—— 5-(Toluene-4-sulfanyl)-thiazolidine-2.4-dione 204848-62-4 C10H9NO2S2
5-(Toluene-4-sulfanyl)-thiazolidine-2.4-dione
—— 1.6-Dithioxo-1.2.6.7-tetrahydro-dipyridazo<4,5-b;4,5-e>-1.4-dithiin 13616-20-1 C8H4N4S4
1.6-Dithioxo-1.2.6.7-tetrahydro-dipyridazo<4,5-b;4,5-e>-1.4-dithiin
—— 1,2-Bis(tert-butylthio)-3,3-dichlorcyclopropen 72649-41-3 C11H18Cl2S2
1,2-Bis(tert-butylthio)-3,3-dichlorcyclopropen
—— 1.6-Bis-(4-chlor-benzylmercapto)-dipyridazo<4,5-b;4,5-e>-1.4-dithiin 13616-25-6 C22H14Cl2N4S4
1.6-Bis-(4-chlor-benzylmercapto)-dipyridazo<4,5-b;4,5-e>-1.4-dithiin
—— 6-phenylthio-5-ethyuracil 152433-65-3 C12H12N2O2S
6-phenylthio-5-ethyuracil
—— 5-Ethyl-2,4-dimethoxy-6-phenylsulfanylpyrimidine 189637-62-5 C14H16N2O2S
5-Ethyl-2,4-dimethoxy-6-phenylsulfanylpyrimidine
—— bis[3-(cyclopent-1-enyl)propargyl] sulfide 432546-10-6 C16H18S
bis[3-(cyclopent-1-enyl)propargyl] sulfide
—— bis[3-(cyclopent-1-enyl)propargyl] sulfoxide 432546-15-1 C16H18OS
bis[3-(cyclopent-1-enyl)propargyl] sulfoxide
—— 3-(cyclopent-3-enyl)-3'-(cyclohex-1-enyl) dipropargyl sulfide 432546-12-8 C17H20S
3-(cyclopent-3-enyl)-3'-(cyclohex-1-enyl) dipropargyl sulfide
—— 3-(cyclopent-3-enyl)-3'-(cyclohex-1-enyl) dipropargyl sulfoxide 432546-19-5 C17H20OS
3-(cyclopent-3-enyl)-3'-(cyclohex-1-enyl) dipropargyl sulfoxide
—— erythro-3-fluoro-2-methylthiobutane 97241-33-3 C5H11FS
erythro-3-fluoro-2-methylthiobutane
—— erythro-3-bromo-2-methylthiobutane 89211-45-0 C5H11BrS
erythro-3-bromo-2-methylthiobutane
—— erythro-3-iodo-2-methylthiobutane 97241-42-4 C5H11IS
erythro-3-iodo-2-methylthiobutane
—— erythro-3-amino-2-methylthiobutane 97241-37-7 C5H13NS
erythro-3-amino-2-methylthiobutane
—— 2-tert.-Butyl-2-methyl-1,3-oxathiolan 17642-75-0 C8H16OS
2-tert.-Butyl-2-methyl-1,3-oxathiolan
—— 2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(pyridin-4-ylsulfanylmethyl)pyrimidine 1009628-21-0 C15H17ClN4OS
2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(pyridin-4-ylsulfanylmethyl)pyrimidine
—— hexane-2,2,5,5-tetrathiol 202520-10-3 C6H14S4
hexane-2,2,5,5-tetrathiol
—— 2-acetamido-2-methyl-1-(phenylthio)-propane 115011-46-6 C12H17NOS
2-acetamido-2-methyl-1-(phenylthio)-propane