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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
—— 6-Methyl-3-cyano-2-allylthiopyridine 112629-70-6 C10H10N2S
6-Methyl-3-cyano-2-allylthiopyridine
—— N'-cyano-2-(3-cyano-6-methylpyridin-2-yl)sulfanylethanimidamide 159717-90-5 C10H9N5S
N'-cyano-2-(3-cyano-6-methylpyridin-2-yl)sulfanylethanimidamide
—— 1-Phenyl-2-<(phenylthio)methyl>-1-propen 79597-56-1 C16H16S
1-Phenyl-2-<(phenylthio)methyl>-1-propen
—— ethyl 5-methyl-2-(phenylthio)-2-(trifluoromethyl)-4-hexenoate 134427-77-3 C16H19F3O2S
ethyl 5-methyl-2-(phenylthio)-2-(trifluoromethyl)-4-hexenoate
—— <4-chlorophenylthio(4-methylphenyl)methyl>trimethylsilane 103559-10-0 C17H21ClSSi
<4-chlorophenylthio(4-methylphenyl)methyl>trimethylsilane
—— 3,4-Bis(trifluormethylthio)pyrazol 114861-77-7 C5H2F6N2S2
3,4-Bis(trifluormethylthio)pyrazol
—— (1Z,3R)-3-tert-butyldimethylsilyloxy-1-(4'-methylphenylthio)-1-nitro-3-phenylprop-1-ene 228716-85-6 C22H29NO3SSi
(1Z,3R)-3-tert-butyldimethylsilyloxy-1-(4'-methylphenylthio)-1-nitro-3-phenylprop-1-ene
—— (1'S,2R,3R)-3-(1'-tert-butoxydimethylsilyloxy-1'-phenylmethyl)-2-(4''-methylphenylthio)-2-nitrooxirane 228716-91-4 C22H29NO4SSi
(1'S,2R,3R)-3-(1'-tert-butoxydimethylsilyloxy-1'-phenylmethyl)-2-(4''-methylphenylthio)-2-nitrooxirane
—— 7-chloro-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidin-5-one 72211-60-0 C6H5ClN2OS
7-chloro-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidin-5-one
—— 7-morpholin-4-yl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyrimidin-5-one 32090-53-2 C10H13N3O2S
7-morpholin-4-yl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyrimidin-5-one
—— 5,7-dioxo-3,5,6,7-tetrahydro-2H-thiazolo<3,2-c>pyrimidine-8-carbaldehyde 161094-28-6 C7H6N2O3S
5,7-dioxo-3,5,6,7-tetrahydro-2H-thiazolo<3,2-c>pyrimidine-8-carbaldehyde
—— 7-methanesulfonyloxy-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyrimidin-5-one 72211-62-2 C7H8N2O4S2
7-methanesulfonyloxy-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyrimidin-5-one
—— 6-(2-Methylpropyl)-2,3-dihydro-[1,3]thiazolo[3,2-c]pyrimidine-5,7-dione 149221-47-6 C10H14N2O2S
6-(2-Methylpropyl)-2,3-dihydro-[1,3]thiazolo[3,2-c]pyrimidine-5,7-dione
—— 2<(4-chlorophenylthio)methyl>furan 5380-97-2 C11H9ClOS
2<(4-chlorophenylthio)methyl>furan
—— 1-Methyl-3,4-bis(trifluormethylthio)pyrazol 114861-78-8 C6H4F6N2S2
1-Methyl-3,4-bis(trifluormethylthio)pyrazol
—— 3-[Dimethyl-(1-phenylsulfanylcyclopropyl)silyl]-3-phenylpropan-1-ol 166672-30-6 C20H26OSSi
3-[Dimethyl-(1-phenylsulfanylcyclopropyl)silyl]-3-phenylpropan-1-ol
—— Ethyl 2-[4-cyano-5,6-bis(furan-2-yl)pyridazin-3-yl]sulfanylacetate 158014-42-7 C17H13N3O4S
Ethyl 2-[4-cyano-5,6-bis(furan-2-yl)pyridazin-3-yl]sulfanylacetate
—— methyl 3-(2-hydroxyphenylsulfanyl)propanoate 938435-58-6 C10H12O3S
methyl 3-(2-hydroxyphenylsulfanyl)propanoate
—— 2-Ethoxycarbonylmethylthio-6-methyl-4-(2-thienyl)-pyridin-3-carbonitril 127144-11-0 C15H14N2O2S2
2-Ethoxycarbonylmethylthio-6-methyl-4-(2-thienyl)-pyridin-3-carbonitril
—— 1-Methyl-4,5-bis(trifluormethylthio)pyrazol 114861-79-9 C6H4F6N2S2
1-Methyl-4,5-bis(trifluormethylthio)pyrazol
—— 2-Phenyl-5-pyrrolidino-3,4-bis(trifluormethylthio)furan 114861-81-3 C16H13F6NOS2
2-Phenyl-5-pyrrolidino-3,4-bis(trifluormethylthio)furan
—— 2-(pentafluorosulfanyl)acetaldehyde 762-57-2 C2H3F5OS
2-(pentafluorosulfanyl)acetaldehyde
—— 1,3-Dioxolane-2-thione, 4-(2-hydroxyethyl)- 189280-29-3 C5H8O3S
1,3-Dioxolane-2-thione, 4-(2-hydroxyethyl)-
—— 3,4,4-tris-methylsulfanyl-butan-2-one 7714-01-4 C7H14OS3
3,4,4-tris-methylsulfanyl-butan-2-one
—— (2S)-1-[2-[[2-(hydroxymethyl)-1,3-dithian-2-yl]methyl]-1,3-dithian-2-yl]propan-2-ol 175030-54-3 C13H24O2S4
(2S)-1-[2-[[2-(hydroxymethyl)-1,3-dithian-2-yl]methyl]-1,3-dithian-2-yl]propan-2-ol
—— 4-thioxo-3,4,7,8-tetrahydro-6<i>H</i>-[1,3]thiazino[3,2-<i>a</i>][1,3,5]triazin-2-one 51270-95-2 C6H7N3OS2
4-thioxo-3,4,7,8-tetrahydro-6<i>H</i>-[1,3]thiazino[3,2-<i>a</i>][1,3,5]triazin-2-one
—— methylene-2-(1,3-dithianyl)-2'-(1,3-dithianyl-2-hydroxymethyl) 62888-30-6 C10H18OS4
methylene-2-(1,3-dithianyl)-2'-(1,3-dithianyl-2-hydroxymethyl)
—— 2,2'-methylenebis(1,3-dithianyl-2-hydroxymethyl) 62888-22-6 C11H20O2S4
2,2'-methylenebis(1,3-dithianyl-2-hydroxymethyl)
—— 3-methylthiothiophene-2-carboxaldehyde 16237-84-6 C6H6OS2
3-methylthiothiophene-2-carboxaldehyde
—— (4-bromo-but-2-ynylsulfanyl)-benzene 1257307-95-1 C10H9BrS
(4-bromo-but-2-ynylsulfanyl)-benzene
—— thiacyclododeca-3,10-diyne-1,1-dioxide 514853-57-7 C11H14O2S
thiacyclododeca-3,10-diyne-1,1-dioxide
—— 2,2-bis(methylthio)heptane 75920-72-8 C9H20S2
2,2-bis(methylthio)heptane
—— 4-chloro-6-(3,4-dimethoxy-phenylsulfanyl)-2-methyl-pyrimidin-5-ylamine 870257-97-9 C13H14ClN3O2S
4-chloro-6-(3,4-dimethoxy-phenylsulfanyl)-2-methyl-pyrimidin-5-ylamine
—— cyclooctenyl-3-phenyl thioether 108533-50-2 C14H18S
cyclooctenyl-3-phenyl thioether
—— 4-Tert-butyl-2-[5-tert-butyl-3-(chloromethyl)-2-hydroxyphenyl]sulfanyl-6-(chloromethyl)phenol 404578-46-7 C22H28Cl2O2S
4-Tert-butyl-2-[5-tert-butyl-3-(chloromethyl)-2-hydroxyphenyl]sulfanyl-6-(chloromethyl)phenol
—— (3-Methyl-2-phenylsulfanylimidazol-4-yl)methanol 497059-31-1 C11H12N2OS
(3-Methyl-2-phenylsulfanylimidazol-4-yl)methanol
—— [(1R,3R)-2,2-dichloro-3-methylcyclopropyl]sulfanylbenzene 35347-63-8 C10H10Cl2S
[(1R,3R)-2,2-dichloro-3-methylcyclopropyl]sulfanylbenzene
—— 2-methyl-1-prop-2-enylsulphinylprop-1-ene 99097-21-9 C7H12OS
2-methyl-1-prop-2-enylsulphinylprop-1-ene
—— 2-methyl-1-(prop-2-enylthio)prop-1-ene 63196-69-0 C7H12S
2-methyl-1-(prop-2-enylthio)prop-1-ene
—— 1-ethylsulfanyl-5,5-dimethyl-hex-2-ene 32997-11-8 C10H20S
1-ethylsulfanyl-5,5-dimethyl-hex-2-ene
—— 1,3-thiaselenetane 1-oxide 918905-40-5 C2H4OSSe
1,3-thiaselenetane 1-oxide
—— Cyclopropyl-t-butyl-sulfon 89794-74-1 C7H14O2S
Cyclopropyl-t-butyl-sulfon
—— (4RS,6SR)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone —— C19H28O2SSi
(4RS,6SR)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone
—— (+)-(1R,3S,5S,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one 1289117-07-2 C19H28O3SSi
(+)-(1R,3S,5S,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one
—— (+)-(1R,3R,5S,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one 1289117-14-1 C19H28O3SSi
(+)-(1R,3R,5S,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one
—— (1S,3S,5S,6R)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one 1289117-08-3 C19H28O3SSi
(1S,3S,5S,6R)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one
—— thiacyclooctodeca-3,16-1,1-dioxide 514853-70-4 C17H26O2S
thiacyclooctodeca-3,16-1,1-dioxide
—— 2-(benzylthio)-4-chloropyridine 769163-29-3 C12H10ClNS
2-(benzylthio)-4-chloropyridine
—— 5-[((2,3-difluorophenyl)methyl)thio]-7-{[(1S,2S)-2-hydroxy-1-(hydroxymethyl)propyl]amino}thiazolo[4,5-d]pyrimidin-2(3H)-one 676345-69-0 C16H16F2N4O3S2
5-[((2,3-difluorophenyl)methyl)thio]-7-{[(1S,2S)-2-hydroxy-1-(hydroxymethyl)propyl]amino}thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 4-Phenylmercapto-2,6-di-tert.-butyl-phenol 32551-12-5 C20H26OS
4-Phenylmercapto-2,6-di-tert.-butyl-phenol