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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
—— ethyl [(3-(2-cyanoethyl)phenyl)thio]acetate 340131-07-9 C13H15NO2S
ethyl [(3-(2-cyanoethyl)phenyl)thio]acetate
—— 2-aminophenyl 2-cyano-6-fluorophenyl sulfide 190328-51-9 C13H9FN2S
2-aminophenyl 2-cyano-6-fluorophenyl sulfide
—— (3aR,7aS)-7a-Methyl-1-[(R)-1-methyl-4-(2-methyl-propane-2-sulfonyl)-butyl]-3,3a,5,6,7,7a-hexahydro-inden-4-one 250384-92-0 C19H32O3S
(3aR,7aS)-7a-Methyl-1-[(R)-1-methyl-4-(2-methyl-propane-2-sulfonyl)-butyl]-3,3a,5,6,7,7a-hexahydro-inden-4-one
—— (Z)-1,1,1-trifluoro-5,5-dimethyl-3-phenylsulfanylhex-3-en-2-one 236121-43-0 C14H15F3OS
(Z)-1,1,1-trifluoro-5,5-dimethyl-3-phenylsulfanylhex-3-en-2-one
—— 4-Chloro-6-(methylamino)-2-methylsulfanylpyrimidine-5-carbonitrile 169473-36-3 C7H7ClN4S
4-Chloro-6-(methylamino)-2-methylsulfanylpyrimidine-5-carbonitrile
—— (3'aS,6'aS)-3'a,5',6'a-trimethylspiro[1,3-dithiolane-2,2'-3,4-dihydro-1H-pentalene] 142981-33-7 C13H20S2
(3'aS,6'aS)-3'a,5',6'a-trimethylspiro[1,3-dithiolane-2,2'-3,4-dihydro-1H-pentalene]
—— p-tolyl 2,3-anhydro-1-thio-β-D-lyxofuranoside 352438-16-5 C12H14O3S
p-tolyl 2,3-anhydro-1-thio-β-D-lyxofuranoside
—— tert-Butyl-dimethyl-[1-(2-propyl-[1,3]dithiolan-2-yl)-vinyloxy]-silane 1025888-55-4 C14H28OS2Si
tert-Butyl-dimethyl-[1-(2-propyl-[1,3]dithiolan-2-yl)-vinyloxy]-silane
—— 5-(2-Methoxymethoxy-ethyl)-2,2-bis-((E)-5-phenylsulfanyl-pent-3-enyl)-cyclopentanone 225933-33-5 C31H40O3S2
5-(2-Methoxymethoxy-ethyl)-2,2-bis-((E)-5-phenylsulfanyl-pent-3-enyl)-cyclopentanone
—— 2-Chloro-4-isocyanato-1-trifluoromethylsulfanyl-benzene 76729-41-4 C8H3ClF3NOS
2-Chloro-4-isocyanato-1-trifluoromethylsulfanyl-benzene
—— 3-(4-methylsulfanylphenyl)-3-trifluoromethyldiaziridine 166831-76-1 C9H9F3N2S
3-(4-methylsulfanylphenyl)-3-trifluoromethyldiaziridine
—— 5(4)-benzylmercaptoimidazole-4(5)carbothioamide 302926-43-8 C11H11N3S2
5(4)-benzylmercaptoimidazole-4(5)carbothioamide
—— (2S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-phenylsulfanyl-2H-furan-5-one 144728-51-8 C27H28O3SSi
(2S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-phenylsulfanyl-2H-furan-5-one
—— Ethanethioamide, N-methoxy-N-methyl- 32117-78-5 C4H9NOS
Ethanethioamide, N-methoxy-N-methyl-
—— 2-[2-(2-sulfanylethoxy)ethoxy]ethyl (2E)-3-oxo-2-[3-oxo-7-[2-[2-(2-sulfanylethoxy)ethoxy]ethoxycarbonyl]-1-benzothiophen-2-ylidene]-1-benzothiophene-7-carboxylate 145803-42-5 C30H32O10S4
2-[2-(2-sulfanylethoxy)ethoxy]ethyl (2E)-3-oxo-2-[3-oxo-7-[2-[2-(2-sulfanylethoxy)ethoxy]ethoxycarbonyl]-1-benzothiophen-2-ylidene]-1-benzothiophene-7-carboxylate
—— cis-1-Phenylmercaptobuten-(1) 21106-25-2 C10H12S
cis-1-Phenylmercaptobuten-(1)
—— Trifluoromethyl[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl] sulfone 207129-45-1 C4F10O2S
Trifluoromethyl[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl] sulfone
—— 2-(4-phenylsulfanylbut-2-ynyloxymethyl)furan 591769-64-1 C15H14O2S
2-(4-phenylsulfanylbut-2-ynyloxymethyl)furan
—— lithium;phenylsulfanylmethylsulfanylbenzene —— C13H11LiS2
lithium;phenylsulfanylmethylsulfanylbenzene
—— 3-methylbut-3-enoic acid N-methyl-N-(5-(methylsulfanyl)furan-2-yl)amide 438044-69-0 C11H15NO2S
3-methylbut-3-enoic acid N-methyl-N-(5-(methylsulfanyl)furan-2-yl)amide
—— (2E,4E)-2-cyano-6,6-dimethyl-5-(phenylthio)hepta-2,4-dienal 403719-59-5 C16H17NOS
(2E,4E)-2-cyano-6,6-dimethyl-5-(phenylthio)hepta-2,4-dienal
—— (4R,5R)-5-pentafluoroethyl-4-(p-tolylthio)dihydrofuran-2-one 473436-02-1 C13H11F5O2S
(4R,5R)-5-pentafluoroethyl-4-(p-tolylthio)dihydrofuran-2-one
—— 4-Hydroxy-4-[1'-(phenylsulfanyl)cyclohexyl]-1-sulfanylbutane 174784-18-0 C16H24OS2
4-Hydroxy-4-[1'-(phenylsulfanyl)cyclohexyl]-1-sulfanylbutane
—— 1-Allyloxymethyl-4,8-dithia-spiro[2.5]octane 264599-40-8 C10H16OS2
1-Allyloxymethyl-4,8-dithia-spiro[2.5]octane
—— 2-bromo-1,1-difluoro-1-methylthioundecane 480425-04-5 C12H23BrF2S
2-bromo-1,1-difluoro-1-methylthioundecane
—— (dihydro-1,4-oxathino)-1,3-dithiole-2-one 156119-23-2 C5H4O2S3
(dihydro-1,4-oxathino)-1,3-dithiole-2-one
—— 1-(2,2-Difluoro-2-methylsulfinylethyl)adamantane 178100-71-5 C13H20F2OS
1-(2,2-Difluoro-2-methylsulfinylethyl)adamantane
—— (3S,4R,5R)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one 159655-86-4 C11H11BrO2S
(3S,4R,5R)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one
—— Diethyl (3,4-difluoro-2-methylthioanilinyl)methylidenemalonate 144298-17-9 C15H17F2NO4S
Diethyl (3,4-difluoro-2-methylthioanilinyl)methylidenemalonate
—— 4-[[2-[(8Z,11Z)-heptadeca-8,11-dienyl]-1,3-dithian-2-yl]methyl]-2,2-dimethyl-1,3-dioxolane 160030-60-4 C27H48O2S2
4-[[2-[(8Z,11Z)-heptadeca-8,11-dienyl]-1,3-dithian-2-yl]methyl]-2,2-dimethyl-1,3-dioxolane
—— tert-butyl 4-({[5-[(benzylsulfonyl)amino]-2-(phenylthio)benzoyl]amino}methyl)piperidine-1-carboxylate 619332-93-3 C31H37N3O5S2
tert-butyl 4-({[5-[(benzylsulfonyl)amino]-2-(phenylthio)benzoyl]amino}methyl)piperidine-1-carboxylate
—— ((Z)-2-Nitro-propenylsulfanyl)-benzene 101933-32-8 C9H9NO2S
((Z)-2-Nitro-propenylsulfanyl)-benzene
—— 4-Amino-2-hexylsulfanyl-6-methylsulfanylpyrimidine-5-carbonitrile 207691-33-6 C12H18N4S2
4-Amino-2-hexylsulfanyl-6-methylsulfanylpyrimidine-5-carbonitrile
—— (15N5)-4,5,6-triamino-2-hexylthiopyrimidine 362632-58-4 C10H19N5S
(15N5)-4,5,6-triamino-2-hexylthiopyrimidine
—— (3S,5S,7S,11R)-1-tert-butyldiphenylsiloxy-3,5,11-trimethoxy-9-(trimethylenedithio)-tetradecan-7-ol 160382-02-5 C36H58O5S2Si
(3S,5S,7S,11R)-1-tert-butyldiphenylsiloxy-3,5,11-trimethoxy-9-(trimethylenedithio)-tetradecan-7-ol
—— lithium;methanidylsulfanylbenzene —— C7H7LiS
lithium;methanidylsulfanylbenzene
—— 4-{[3-(tert-butyldimethylsiloxy)-4-methoxyphenyl]hydroxymethyl}-5-(4-methoxybenzyl)-1-methyl-2-phenylsulfanyl-1H-imidazole 443095-83-8 C32H40N2O4SSi
4-{[3-(tert-butyldimethylsiloxy)-4-methoxyphenyl]hydroxymethyl}-5-(4-methoxybenzyl)-1-methyl-2-phenylsulfanyl-1H-imidazole
—— bis(dimethylcarbamothioylsulfanyl)gallanyl N,N-dimethylcarbamodithioate 57731-39-2 C9H18GaN3S6
bis(dimethylcarbamothioylsulfanyl)gallanyl N,N-dimethylcarbamodithioate
—— 2,2-Bis-methylsulfanyl-cyclohexanone 77412-92-1 C8H14OS2
2,2-Bis-methylsulfanyl-cyclohexanone
—— 2-chloro-5-(2-dimethylamino-phenylthio)-4-nitroaniline 606937-79-5 C15H16ClN3O2S
2-chloro-5-(2-dimethylamino-phenylthio)-4-nitroaniline
—— (R)-1-((1S,3R)-1-Pentyl-2-oxa-6,10-dithia-spiro[4.5]dec-3-yl)-dec-9-en-1-ol 155976-06-0 C22H40O2S2
(R)-1-((1S,3R)-1-Pentyl-2-oxa-6,10-dithia-spiro[4.5]dec-3-yl)-dec-9-en-1-ol
—— E-1-Methylthio-1-hepten 15436-05-2 C8H16S
E-1-Methylthio-1-hepten
—— (2R,3S,5R,7R,9R,11R,13R,15S,16E,18R,19R)-3-O-(1,3-benzodithiolan-2-yl)-19-O-((1,1-dimethylethyl)dimethylsilyl)-1-O-(triethylsilyl)-5,7:9,11:13,15-tris-O-(1-methylethylidene)-2,18,20-trimethyl-16-heneicosene-1,3,5,7,9,11,13,15,19-nonol 155391-98-3 C52H92O9S2Si2
(2R,3S,5R,7R,9R,11R,13R,15S,16E,18R,19R)-3-O-(1,3-benzodithiolan-2-yl)-19-O-((1,1-dimethylethyl)dimethylsilyl)-1-O-(triethylsilyl)-5,7:9,11:13,15-tris-O-(1-methylethylidene)-2,18,20-trimethyl-16-heneicosene-1,3,5,7,9,11,13,15,19-nonol
—— Spiro[1,5-dihydro-2,4-benzodithiepine-3,1'-cyclopentane] 72185-44-5 C13H16S2
Spiro[1,5-dihydro-2,4-benzodithiepine-3,1'-cyclopentane]
—— 2,6,10-trichlorodibenzo<d,g><1,3,6,2>dioxathiaphosphocin 6-oxide 161824-27-7 C12H6Cl3O3PS
2,6,10-trichlorodibenzo<d,g><1,3,6,2>dioxathiaphosphocin 6-oxide
—— (4S,5S)-4-p-tolylthio-5-trifluoromethyldihydrofuran-2-one 473435-95-9 C12H11F3O2S
(4S,5S)-4-p-tolylthio-5-trifluoromethyldihydrofuran-2-one
—— 2-Methyl-2-[2-((1S,6R)-1,2,6-trimethyl-cyclohex-2-enyl)-ethyl]-[1,3]dithiolane 184422-49-9 C15H26S2
2-Methyl-2-[2-((1S,6R)-1,2,6-trimethyl-cyclohex-2-enyl)-ethyl]-[1,3]dithiolane
—— 2-(1-Phenylsulfanylcyclopropyl)oxy-5-(trifluoromethyl)pyridine 223690-12-8 C15H12F3NOS
2-(1-Phenylsulfanylcyclopropyl)oxy-5-(trifluoromethyl)pyridine
—— (1E,4E,6Z)-4-cyano-1-ethoxy-8,8-dimethyl-2,6-bis(phenylthio)nona-2,4,6-trien-3-ol 403719-68-6 C26H29NO2S2
(1E,4E,6Z)-4-cyano-1-ethoxy-8,8-dimethyl-2,6-bis(phenylthio)nona-2,4,6-trien-3-ol
—— 3-allylamino-6-chloro-7-methyl-1,4,2-benzodithiazine-1,1-dioxide 482576-94-3 C11H11ClN2O2S2
3-allylamino-6-chloro-7-methyl-1,4,2-benzodithiazine-1,1-dioxide