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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
—— 1-[(5-Pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-2-one 81555-92-2 C10H9N3O2S
1-[(5-Pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-2-one
—— 2-{5-[(5-Phenylpentyl)sulfanyl]-1,3,4-oxadiazol-2-YL}pyridine 832077-71-1 C18H19N3OS
2-{5-[(5-Phenylpentyl)sulfanyl]-1,3,4-oxadiazol-2-YL}pyridine
—— (2-methoxy-ethyl)-methyl-disulfane 69177-67-9 C4H10OS2
(2-methoxy-ethyl)-methyl-disulfane
—— N-ethenylsulfanylcyclohexanimine 132065-70-4 C8H13NS
N-ethenylsulfanylcyclohexanimine
—— 5,6-dimethyl-2,7a-bis(methylsulfonyl)-3a,4,7,7a-tetrahydro-1-benzothiophene 1,1-dioxide 870773-00-5 C12H18O6S3
5,6-dimethyl-2,7a-bis(methylsulfonyl)-3a,4,7,7a-tetrahydro-1-benzothiophene 1,1-dioxide
—— 1-Benzyl-2-chloro-3-phenylthioindole 98508-72-6 C21H16ClNS
1-Benzyl-2-chloro-3-phenylthioindole
—— methyl 2-(3-cyano-4,6-dimethylpyridin-2-yl)mercapto-2-methylacetate 718597-71-8 C12H14N2O2S
methyl 2-(3-cyano-4,6-dimethylpyridin-2-yl)mercapto-2-methylacetate
—— (3S)-4,4,4-trifluoro-3-(phenylsulfanylmethyl)butan-1-ol 109685-46-3 C11H13F3OS
(3S)-4,4,4-trifluoro-3-(phenylsulfanylmethyl)butan-1-ol
—— 2-benzylthio-4-amino-6-(N-benzylcyanamino)pyrimidine 98322-50-0 C19H17N5S
2-benzylthio-4-amino-6-(N-benzylcyanamino)pyrimidine
—— 5-allylmercapto-3-methyl-1,2,4-triazole 229486-47-9 C6H9N3S
5-allylmercapto-3-methyl-1,2,4-triazole
—— (RS)-10-<2'-hydroxy-5'-methyl-3'-(phenylthio)phenyl>-2-decanol 112999-63-0 C23H32O2S
(RS)-10-<2'-hydroxy-5'-methyl-3'-(phenylthio)phenyl>-2-decanol
—— Ethyl 2-[1-(2-ethoxy-2-oxoethyl)sulfanyl-1-phenylethyl]sulfanylacetate 61713-26-6 C16H22O4S2
Ethyl 2-[1-(2-ethoxy-2-oxoethyl)sulfanyl-1-phenylethyl]sulfanylacetate
—— 2-hexylmercapto-ethylamine 53056-85-2 C8H19NS
2-hexylmercapto-ethylamine
—— 11-octyldisulfanyl-undecan-1-ol 909401-68-9 C19H40OS2
11-octyldisulfanyl-undecan-1-ol
—— Acetic acid, 2,2'-[(1-phenylethylidene)bis(sulfonyl)]bis-, diethyl ester 61713-31-3 C16H22O8S2
Acetic acid, 2,2'-[(1-phenylethylidene)bis(sulfonyl)]bis-, diethyl ester
—— Methyl 4-methyl-3-phenylsulfanylpentanoate 84837-78-5 C13H18O2S
Methyl 4-methyl-3-phenylsulfanylpentanoate
—— cyclopropyl ethyl sulfone 575454-45-4 C5H10O2S
cyclopropyl ethyl sulfone
—— ethyl 1-adamantanecarbodithionate 1228576-19-9 C13H20S2
ethyl 1-adamantanecarbodithionate
—— 3-(2,4-Dinitrophenyl)sulfanyl-5-[8-[5-(2,4-dinitrophenyl)sulfanyl-4-phenyl-1,2,4-triazol-3-yl]octyl]-4-phenyl-1,2,4-triazole 54188-83-9 C36H32N10O8S2
3-(2,4-Dinitrophenyl)sulfanyl-5-[8-[5-(2,4-dinitrophenyl)sulfanyl-4-phenyl-1,2,4-triazol-3-yl]octyl]-4-phenyl-1,2,4-triazole
—— thiacyclohexadeca-3,14-diyne-1,1-dioxide 514853-66-8 C15H22O2S
thiacyclohexadeca-3,14-diyne-1,1-dioxide
—— (1'S,3'S,4'R)-1-(3',4'-epoxy-4'-methylcyclohexyl)-5-methyl-2-phenylthio-4-hexen-1-one 203632-84-2 C20H26O2S
(1'S,3'S,4'R)-1-(3',4'-epoxy-4'-methylcyclohexyl)-5-methyl-2-phenylthio-4-hexen-1-one
—— (1-(Bis(phenylthio)methylene)-2,3,3-trichloro-2-propenyl)(hydroxy)azane oxide 151052-73-2 C16H10Cl3NO2S2
(1-(Bis(phenylthio)methylene)-2,3,3-trichloro-2-propenyl)(hydroxy)azane oxide
—— Methyl 4-phenyl-4-phenylsulfanylbut-2-enoate 88087-93-8 C17H16O2S
Methyl 4-phenyl-4-phenylsulfanylbut-2-enoate
—— 3-(2-oxo-5-phenylthio-2,5-dihydrofuran-3-yl)propionic acid methyl ester 475091-21-5 C14H14O4S
3-(2-oxo-5-phenylthio-2,5-dihydrofuran-3-yl)propionic acid methyl ester
—— 1-Acetylmercapto-2-phenylmercapto-aethan 14476-42-7 C10H12OS2
1-Acetylmercapto-2-phenylmercapto-aethan
—— 2-Phenylthioethansulfonsaeure 749795-11-7 C8H10O3S2
2-Phenylthioethansulfonsaeure
—— 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