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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
—— 5-(difluoro(phenylsulfanyl)methyl)-5-hydroxy-1-(3-methylbut-2-enyl)pyrrolidin-2-one 1152033-02-7 C16H19F2NO2S
5-(difluoro(phenylsulfanyl)methyl)-5-hydroxy-1-(3-methylbut-2-enyl)pyrrolidin-2-one
—— S-404 38058-82-1 C7H17O5PS2
S-404
—— [2-(2-methylsulfanyl-imidazol-1-yl)-ethyl]-carbamic acid tert-butyl ester 1202690-33-2 C11H19N3O2S
[2-(2-methylsulfanyl-imidazol-1-yl)-ethyl]-carbamic acid tert-butyl ester
—— 8-(6-(furan-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine 1289544-12-2 C23H26N6O3S
8-(6-(furan-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine
—— Ethyl-(2-cyanopyridine-4-ylthio)acetate 256657-61-1 C10H10N2O2S
Ethyl-(2-cyanopyridine-4-ylthio)acetate
—— 1-adamantyl tert-butyl thioketone 185817-24-7 C15H24S
1-adamantyl tert-butyl thioketone
—— (E)-3-benzylidene-5-(4-(methylthio)benzyl)furan-2(3H)-one 1350721-00-4 C19H16O2S
(E)-3-benzylidene-5-(4-(methylthio)benzyl)furan-2(3H)-one
—— (S)-2-(2-hydroxypropyl)-2-nonyl-1,3-dithiane 173266-65-4 C16H32OS2
(S)-2-(2-hydroxypropyl)-2-nonyl-1,3-dithiane
—— (Z)-4-phenylsulfinyl-3-buten-2-one 33944-97-7 C10H10OS
(Z)-4-phenylsulfinyl-3-buten-2-one
—— benzyldimethyl(1-thiophenyl)cyclopropylsilane 166672-24-8 C18H22SSi
benzyldimethyl(1-thiophenyl)cyclopropylsilane
—— 2-Amino-5,6-dihydrothiazolo<3,2-b>-1,2,4-triazole 116544-90-2 C4H6N4S
2-Amino-5,6-dihydrothiazolo<3,2-b>-1,2,4-triazole
—— N,N-diisopropyl-bis<2-(methylsulfonyl)ethyl> phosphoramidite 157728-69-3 C12H28NO6PS2
N,N-diisopropyl-bis<2-(methylsulfonyl)ethyl> phosphoramidite
—— 2-methylthio-5-(3-phenylpropyn-1-yl)-6-methylaminopyrimidine 598298-06-7 C15H15N3S
2-methylthio-5-(3-phenylpropyn-1-yl)-6-methylaminopyrimidine
—— 6-(2-oxopropyl)-2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-dione 149221-51-2 C9H10N2O3S
6-(2-oxopropyl)-2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-dione
—— (4S,5S)-1-[4-(3,5-difluoro-benzyl)-2-phenyl-5-phenylsulfanylmethyl-oxazolidin-3-yl]-ethanone 951401-50-6 C25H23F2NO2S
(4S,5S)-1-[4-(3,5-difluoro-benzyl)-2-phenyl-5-phenylsulfanylmethyl-oxazolidin-3-yl]-ethanone
—— [(R)-8-fluoro-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl]-urea 1231765-22-2 C18H18F2N2OS
[(R)-8-fluoro-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl]-urea
—— 4-(2-(methylthio)pyrimidin-4-yl)pyrimidin-2(1H)-one 1453852-78-2 C9H8N4OS
4-(2-(methylthio)pyrimidin-4-yl)pyrimidin-2(1H)-one
—— 2-[(3-Cyano-6-methylpyridin-2-yl)sulfanyl]-2-methylpropanoic acid 681840-66-4 C11H12N2O2S
2-[(3-Cyano-6-methylpyridin-2-yl)sulfanyl]-2-methylpropanoic acid
—— 2-Cyclohex-2-en-1-ylsulfanyl-6-methylpyridine-3-carbonitrile 121567-79-1 C13H14N2S
2-Cyclohex-2-en-1-ylsulfanyl-6-methylpyridine-3-carbonitrile
—— (1Z,3R)-3-hydroxy-1-(4'-methylphenylthio)-1-nitro-3-phenylprop-1-ene 228716-87-8 C16H15NO3S
(1Z,3R)-3-hydroxy-1-(4'-methylphenylthio)-1-nitro-3-phenylprop-1-ene
—— (E)-3-(dimethylamino)-1-(2-(methylthio)pyrimidin-4-yl)prop-2-en-1-one 496863-49-1 C10H13N3OS
(E)-3-(dimethylamino)-1-(2-(methylthio)pyrimidin-4-yl)prop-2-en-1-one
—— 3-acetyl-6-methyl-2-(methylthio)pyridine 1191923-85-9 C9H11NOS
3-acetyl-6-methyl-2-(methylthio)pyridine
—— 1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyrimidin-2(1H)-one 1453852-80-6 C23H28ClFN4O2SSi
1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyrimidin-2(1H)-one
—— (1'S,2R,3R)-3-(1'-hydroxy-1'-phenylmethyl)-2-(4''-methylphenylthio)-2-nitrooxirane 228716-89-0 C16H15NO4S
(1'S,2R,3R)-3-(1'-hydroxy-1'-phenylmethyl)-2-(4''-methylphenylthio)-2-nitrooxirane
—— 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