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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
—— 2-pyridyl pentafluoroethyl sulfide 107146-03-2 C7H4F5NS
2-pyridyl pentafluoroethyl sulfide
—— 5-methyl-5-(2-pyridinethiyl)-1,1,1,2,2,3,3-heptafluorooctane 107146-08-7 C14H16F7NS
5-methyl-5-(2-pyridinethiyl)-1,1,1,2,2,3,3-heptafluorooctane
—— (1S,5R,7aS)-1-{(1S)-1-(hydroxymethyl)ethyl-2-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]}-7a-methyl-4-phenylthio-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol 681180-39-2 C26H38O4S
(1S,5R,7aS)-1-{(1S)-1-(hydroxymethyl)ethyl-2-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]}-7a-methyl-4-phenylthio-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol
—— 1-ethenesulfonyl-2-iodo-ethane 856060-30-5 C4H7IO2S
1-ethenesulfonyl-2-iodo-ethane
—— (Diethoxy-phosphorylsulfanyl)-o-tolylsulfanyl-acetic acid ethyl ester 28053-92-1 C15H23O5PS2
(Diethoxy-phosphorylsulfanyl)-o-tolylsulfanyl-acetic acid ethyl ester
—— 30752-46-6 C16H16N2OS2
—— 2-<(5-Nitro-2-thiazolyl)thio>-4-picolin-1-oxid 53976-57-1 C9H7N3O3S2
2-<(5-Nitro-2-thiazolyl)thio>-4-picolin-1-oxid
—— 2-Propylthio-4-cyclohexylimidazol 56659-45-1 C12H20N2S
2-Propylthio-4-cyclohexylimidazol
—— (2S,3R)-1-(2-{(E)-(1R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[2-((1R,3S)-1,3-dimethyl-pent-4-ynyl)-[1,3]dithian-2-yl]-1,3-dimethyl-pent-2-enyl}-[1,3]dithian-2-yl)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butan-2-ol 164592-84-1 C49H92O4S4Si2
(2S,3R)-1-(2-{(E)-(1R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[2-((1R,3S)-1,3-dimethyl-pent-4-ynyl)-[1,3]dithian-2-yl]-1,3-dimethyl-pent-2-enyl}-[1,3]dithian-2-yl)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butan-2-ol
—— 83292-96-0 C12H20Cl2O8Os2
—— (tert-butoxymethyl)(4-chlorophenyl)sulfane 1616956-14-9 C11H15ClOS
(tert-butoxymethyl)(4-chlorophenyl)sulfane
—— (2-tert-butylsulfanylphenyl)methyl-diphenylphosphane;palladium(2+);dichloride 862162-82-1 C23H25Cl2PPdS
(2-tert-butylsulfanylphenyl)methyl-diphenylphosphane;palladium(2+);dichloride
—— YbI(C5(CH3)4Si(CH3)2(1,4-diisopropyl-1,4,7-triazacyclononane) 467429-99-8 C23H44IN3SiYb
YbI(C5(CH3)4Si(CH3)2(1,4-diisopropyl-1,4,7-triazacyclononane)
—— (3aS,5aR,8S,9aR)-3a,5a,6-Trimethyl-1-phenylsulfanyl-8-(tetrahydro-pyran-2-yloxy)-3a,4,5a,8,9,9a-hexahydro-3H-cyclopenta[a]naphthalene-2,5-dione 80114-34-7 C27H32O4S
(3aS,5aR,8S,9aR)-3a,5a,6-Trimethyl-1-phenylsulfanyl-8-(tetrahydro-pyran-2-yloxy)-3a,4,5a,8,9,9a-hexahydro-3H-cyclopenta[a]naphthalene-2,5-dione
—— 4-Hydroxy-5-(hydroxymethyl)-2-(benzylthio)pyrimidine 93185-34-3 C12H12N2O2S
4-Hydroxy-5-(hydroxymethyl)-2-(benzylthio)pyrimidine
—— 1-Phenylthio-2-chloraethylsulfon 66754-28-7 C15H15ClO2S2
1-Phenylthio-2-chloraethylsulfon
—— 2-hydroxy-4-(2-nitro-phenylsulfanyl)-benzoic acid 99847-55-9 C13H9NO5S
2-hydroxy-4-(2-nitro-phenylsulfanyl)-benzoic acid
—— 1-(1-Imidazolyl)-3-p-(p-bromphenylthio)-phenyl-propan-3-ol 69964-70-1 C18H17BrN2OS
1-(1-Imidazolyl)-3-p-(p-bromphenylthio)-phenyl-propan-3-ol
—— 1-methyl-8-(thiophen-2-ylmethylsulfanyl)-1,2,3,4-tetrahydropyrimido[1,6-a]pyrimidin-6-one 1420368-79-1 C13H15N3OS2
1-methyl-8-(thiophen-2-ylmethylsulfanyl)-1,2,3,4-tetrahydropyrimido[1,6-a]pyrimidin-6-one
—— 2,3,4,5-Tetrafluoro-6-(2,3,6-trifluoro-phenylsulfanyl)-phenylamine 13645-94-8 C12H4F7NS
2,3,4,5-Tetrafluoro-6-(2,3,6-trifluoro-phenylsulfanyl)-phenylamine
—— 117532-25-9 C8H8N3S*F6P
—— Prop-2-inyl-xanthogensaeure-butylester 22118-17-8 C8H12OS2
Prop-2-inyl-xanthogensaeure-butylester
—— 1,2-O-thiocarbonylxylitol 142832-59-5 C6H10O5S
1,2-O-thiocarbonylxylitol
—— 3-nitro-4-nitroxymethyl-1,3-oxazolidine 1043044-40-1 C4H7N3O6
3-nitro-4-nitroxymethyl-1,3-oxazolidine
—— Isopropyl-dithiocarbamic acid p-tolyl ester 51098-16-9 C11H15NS2
Isopropyl-dithiocarbamic acid p-tolyl ester
—— N,N-dimethyl-2-(phenylthio)-(Z)-2-heptenamide 1294896-77-7 C15H21NOS
N,N-dimethyl-2-(phenylthio)-(Z)-2-heptenamide
—— tert-butyl ((3-(methyl(pyridin-4-yl)amino)propanamido)(methylthio)methylene)carbamate 1365267-06-6 C16H24N4O3S
tert-butyl ((3-(methyl(pyridin-4-yl)amino)propanamido)(methylthio)methylene)carbamate
—— (E)-1-(phenylthio)-1-(trimethylsilyl)-1-octene 87514-04-3 C17H28SSi
(E)-1-(phenylthio)-1-(trimethylsilyl)-1-octene
—— Dichloro-(3-methanesulfonyl-2-methyl-propyl)-methyl-silane 24429-98-9 C6H14Cl2O2SSi
Dichloro-(3-methanesulfonyl-2-methyl-propyl)-methyl-silane
—— 1-Chloro-4-phenylsulfanylmethylsulfanylmethyl-benzene 93718-35-5 C14H13ClS2
1-Chloro-4-phenylsulfanylmethylsulfanylmethyl-benzene
—— 2,6-Dichloro-4-(4-fluoro-benzylsulfanyl)-pyridine-3,5-dicarbonitrile 21937-76-8 C14H6Cl2FN3S
2,6-Dichloro-4-(4-fluoro-benzylsulfanyl)-pyridine-3,5-dicarbonitrile
—— (E)-1,3-Bis-butylsulfanyl-but-1-ene 97030-46-1 C12H24S2
(E)-1,3-Bis-butylsulfanyl-but-1-ene
—— 1-<(5-Cyanopentyl)thio>acetaldehyd-O-(methylcarbamoyl)oxim 26649-48-9 C10H17N3O2S
1-<(5-Cyanopentyl)thio>acetaldehyd-O-(methylcarbamoyl)oxim
—— [(E)-hex-3-enyl] pyridin-2-ylsulfanylformate 129667-30-7 C12H15NO2S
[(E)-hex-3-enyl] pyridin-2-ylsulfanylformate
—— 2-(4-Bromo-phenylsulfanyl)-2-methyl-butyric acid 91335-48-7 C11H13BrO2S
2-(4-Bromo-phenylsulfanyl)-2-methyl-butyric acid
—— 3-(2,3-Dihydroxypropyl)-2-methyl-6-(methylthio)-4(3H)-pyrimidinone 767320-10-5 C9H14N2O3S
3-(2,3-Dihydroxypropyl)-2-methyl-6-(methylthio)-4(3H)-pyrimidinone
—— 1-[bis(phenylsulfanyl)methyl]-2-ethylbenzene 65597-78-6 C21H20S2
1-[bis(phenylsulfanyl)methyl]-2-ethylbenzene
—— 1-Chlor-4-<4-methylphenylmercapto>-butan 14633-32-0 C11H15ClS
1-Chlor-4-<4-methylphenylmercapto>-butan
—— ethyl-phenyl-(5-phenylsulfanyl-pentyl)-amine 857597-11-6 C19H25NS
ethyl-phenyl-(5-phenylsulfanyl-pentyl)-amine
—— 5-Dodecyl-3-(5-dodecylthieno[3,2-b]thiophen-3-yl)sulfanylthieno[3,2-b]thiophene 1440337-18-7 C36H54S5
5-Dodecyl-3-(5-dodecylthieno[3,2-b]thiophen-3-yl)sulfanylthieno[3,2-b]thiophene
—— Cu(norbornene)CH3SO3 86689-31-8 CH3O3S*C7H10*Cu
Cu(norbornene)CH3SO3
—— 2-(4-Chloro-phenyl)-2-phenylsulfanyl-propionitrile 54835-34-6 C15H12ClNS
2-(4-Chloro-phenyl)-2-phenylsulfanyl-propionitrile
—— 3-(4-chloro-2-methylphenylthio)-1-[4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl]pyrazine-2(1H)-one 1099661-85-4 C22H23ClN2O4S
3-(4-chloro-2-methylphenylthio)-1-[4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl]pyrazine-2(1H)-one
—— 14043-15-3 C7H13N3S3
—— 58609-70-4 C15H11BrOS
—— 5-(4-Phenylmercapto-phenoxy)-1-pentin 58609-51-1 C17H16OS
5-(4-Phenylmercapto-phenoxy)-1-pentin
—— 6-N-benzyl-4-N-(3-fluoro-4-pyridin-4-ylsulfanylphenyl)pyrimidine-2,4,6-triamine 637039-32-8 C22H19FN6S
6-N-benzyl-4-N-(3-fluoro-4-pyridin-4-ylsulfanylphenyl)pyrimidine-2,4,6-triamine
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide 923710-30-9 C16H20N4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide
—— [2,5-Dichloro-4-(4-fluoro-phenylsulfanylthiocarbonylamino)-phenyl]-dithiocarbamic acid 4-fluoro-phenyl ester 21552-36-3 C20H12Cl2F2N2S4
[2,5-Dichloro-4-(4-fluoro-phenylsulfanylthiocarbonylamino)-phenyl]-dithiocarbamic acid 4-fluoro-phenyl ester
—— 1309789-32-9 C16H18F2S