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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
—— 3,4,4-Trimethyl-1-methylsulfanyl-cyclopentene 42741-59-3 C9H16S
3,4,4-Trimethyl-1-methylsulfanyl-cyclopentene
—— 2-(5-nitro-furan-2-ylsulfanyl)-pyrimidine 32570-45-9 C8H5N3O3S
2-(5-nitro-furan-2-ylsulfanyl)-pyrimidine
—— (1E,3E,5E,7E,9E)-1-Isopropylsulfanyl-dodeca-1,3,5,7,9-pentaene 111554-76-8 C15H22S
(1E,3E,5E,7E,9E)-1-Isopropylsulfanyl-dodeca-1,3,5,7,9-pentaene
—— 2,3,5-trimethyl-4-methylsulfanylpyridine N-oxide 112895-12-2 C9H13NOS
2,3,5-trimethyl-4-methylsulfanylpyridine N-oxide
—— (2S,3S,6R)-6-((2S,3S,6R,8S,9R)-3,9-dimethyl-8-((S)-3-(2-methyl-1,3-dithian-2-yl)butyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-2-(1,3-dithian-2-yl)heptan-3-ol 642442-78-2 C31H56O3S4
(2S,3S,6R)-6-((2S,3S,6R,8S,9R)-3,9-dimethyl-8-((S)-3-(2-methyl-1,3-dithian-2-yl)butyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-2-(1,3-dithian-2-yl)heptan-3-ol
—— 2-(1,1,1,3,3,3-hexafluoropropan-2-yl)-2-[(E)-3-propan-2-ylsulfanylprop-2-enyl]propanedinitrile 131832-42-3 C12H12F6N2S
2-(1,1,1,3,3,3-hexafluoropropan-2-yl)-2-[(E)-3-propan-2-ylsulfanylprop-2-enyl]propanedinitrile
—— erythro-3-(isopropylthio)-4-hydroxy-5-methylhexene 85677-23-2 C10H20OS
erythro-3-(isopropylthio)-4-hydroxy-5-methylhexene
—— 2,4-Diethyl-5-phenylthioimidazol 37455-45-1 C13H16N2S
2,4-Diethyl-5-phenylthioimidazol
—— 4-Ethylmercapto-but-2-enol 20614-38-4 C6H12OS
4-Ethylmercapto-but-2-enol
—— 2-ethylsulfanyl-5-methyl-1,3-thiazine-6-thione 96819-37-3 C7H9NS3
2-ethylsulfanyl-5-methyl-1,3-thiazine-6-thione
—— 2-phenylthio-5-trifluoromethyl-1,3-benzoxazole 1300106-05-1 C14H8F3NOS
2-phenylthio-5-trifluoromethyl-1,3-benzoxazole
—— (3aR,4R,5R,6aS)-5-hydroxy-4-(phenylsulfanylmethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one 86021-69-4 C14H16O3S
(3aR,4R,5R,6aS)-5-hydroxy-4-(phenylsulfanylmethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
—— 2,4'-Dibrom-3,3'-dithienyl-sulfid 29127-71-7 C8H4Br2S3
2,4'-Dibrom-3,3'-dithienyl-sulfid
—— 2,3,5,6-tetramethyl-1-thiomethylbenzene 91353-62-7 C11H16S
2,3,5,6-tetramethyl-1-thiomethylbenzene
—— 2,2,7-trimethyl-5-phenylsulfanyloct-7-en-3-one 83181-13-9 C17H24OS
2,2,7-trimethyl-5-phenylsulfanyloct-7-en-3-one
—— 1-Brom-1-(methylsulfonyl)pentan 85058-03-3 C6H13BrO2S
1-Brom-1-(methylsulfonyl)pentan
—— 1-(NN-diethylaminothiocarbonyloxy)octadecane 73532-45-3 C23H47NOS
1-(NN-diethylaminothiocarbonyloxy)octadecane
—— <3,5-Dimethyl-4-ethoxy-carbonyl-pyrrolyl-(2)>-benzimidazolyl-(2)-sulfid 27933-81-9 C16H17N3O2S
<3,5-Dimethyl-4-ethoxy-carbonyl-pyrrolyl-(2)>-benzimidazolyl-(2)-sulfid
—— 3H,3-N-Methylamino-5-N-methylthiocarbamido-1,2-dithiolium-4-thiolate 135677-06-4 C6H8N2S4
3H,3-N-Methylamino-5-N-methylthiocarbamido-1,2-dithiolium-4-thiolate
—— 5-chloro-2-(4-isopropylphenylthio)benzyl alcohol 91527-98-9 C16H17ClOS
5-chloro-2-(4-isopropylphenylthio)benzyl alcohol
—— 3-(2,3-Dimethylphenylthio)-2-pentanon 23692-68-4 C13H18OS
3-(2,3-Dimethylphenylthio)-2-pentanon
—— N-(4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]-2-fluorophenylthio}phenyl)acetamide 771477-22-6 C18H18FN3O3S
N-(4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]-2-fluorophenylthio}phenyl)acetamide
—— 2-Phenylthio-2-imidazolin 54255-15-1 C9H10N2S
2-Phenylthio-2-imidazolin
—— 2,3,5,6-Tetrachlor-4-pyridyl-β-(pentachlorphenylthio)-ethylsulfon 39775-03-6 C13H4Cl9NO2S2
2,3,5,6-Tetrachlor-4-pyridyl-β-(pentachlorphenylthio)-ethylsulfon
—— 1050601-45-0 C16H17F3N4S
—— 1413830-83-7 CHF3O3S*C21H28ClN3S
—— 3-[(3,5-dichlorophenyl)thio]-1H-pyrrolo[2,3-b]pyridine 1186403-46-2 C13H8Cl2N2S
3-[(3,5-dichlorophenyl)thio]-1H-pyrrolo[2,3-b]pyridine
—— 1-(N-benzyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)-N-cyclohexylcyclohexanecarboxamide 1379463-54-3 C29H40N4O3S
1-(N-benzyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)-N-cyclohexylcyclohexanecarboxamide
—— 3-methylthio-5-(3-chlorophenyl)-6-(p-tolyl)-1,2,4-triazine 1616469-01-2 C17H14ClN3S
3-methylthio-5-(3-chlorophenyl)-6-(p-tolyl)-1,2,4-triazine
—— (4-acetylamino-phenylsulfanyl)-[1,4]benzoquinone 861061-86-1 C14H11NO3S
(4-acetylamino-phenylsulfanyl)-[1,4]benzoquinone
—— dithiopropionic acid 3-methyl-but-2-enyl ester 57121-71-8 C8H14S2
dithiopropionic acid 3-methyl-but-2-enyl ester
—— (2R,3S,6R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-phenylsulfanyl-3,6-dihydro-2H-pyran-3-ol 111425-55-9 C18H28O3SSi
(2R,3S,6R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-phenylsulfanyl-3,6-dihydro-2H-pyran-3-ol
—— 2-phenyl-N-[(1-(phenylsulfonyl)-3-(phenylthio)-1H-indol-2-yl)methyl]acetamide 1227806-62-3 C29H24N2O3S2
2-phenyl-N-[(1-(phenylsulfonyl)-3-(phenylthio)-1H-indol-2-yl)methyl]acetamide
—— 1-bromo-4-heptafluoroisopropyl-2-methylthiobenzene 353272-58-9 C10H6BrF7S
1-bromo-4-heptafluoroisopropyl-2-methylthiobenzene
—— (1S,3R,5S,6S)-O-1,8-dimethyl-3-ethyl-2,9-dioxabicyclo<3.3.1>non-7-en-6-yl S-methyl dithiocarbonate 109346-79-4 C13H20O3S2
(1S,3R,5S,6S)-O-1,8-dimethyl-3-ethyl-2,9-dioxabicyclo<3.3.1>non-7-en-6-yl S-methyl dithiocarbonate
—— N,N-diethyl-N'-[2-(2-bromo-phenylsulfanyl)-5-chloro-phenyl]-propanediyldiamine 102007-88-5 C19H24BrClN2S
N,N-diethyl-N'-[2-(2-bromo-phenylsulfanyl)-5-chloro-phenyl]-propanediyldiamine
—— 5-phenyl-3-(phenylsulfanylmethyl)-1,3,4-thiadiazole-2-thione 91221-03-3 C15H12N2S3
5-phenyl-3-(phenylsulfanylmethyl)-1,3,4-thiadiazole-2-thione
—— 2-Ethylthio-4,5,6-triaminopyrimidine sulfate 73000-31-4 C6H11N5S*H2O4S
2-Ethylthio-4,5,6-triaminopyrimidine sulfate
—— 1-(4-chlorophenylthio)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-pentan-3-ol 87235-19-6 C15H20ClN3OS
1-(4-chlorophenylthio)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-pentan-3-ol
—— 4-Phenylthio-4-methyl-2-penten 36195-57-0 C12H16S
4-Phenylthio-4-methyl-2-penten
—— (1S,4R,5S,6S)-5-Chloro-6-(2,4-dimethyl-phenylsulfanyl)-bicyclo[2.2.1]hept-2-ene 74880-54-9 C15H17ClS
(1S,4R,5S,6S)-5-Chloro-6-(2,4-dimethyl-phenylsulfanyl)-bicyclo[2.2.1]hept-2-ene
—— (Z)-N-benzyl-1-((R,Z)-5-oxo-3,4,5,6,7,8-hexahydro-2H-1,4-thiazecin-3-yl)methanimine oxide 78271-02-0 C16H20N2O2S
(Z)-N-benzyl-1-((R,Z)-5-oxo-3,4,5,6,7,8-hexahydro-2H-1,4-thiazecin-3-yl)methanimine oxide
—— (Z)-1,2-bis((4-chlorophenyl)thio)ethene 61624-34-8 C14H10Cl2S2
(Z)-1,2-bis((4-chlorophenyl)thio)ethene
—— 2,4-Diamino-5-(4-tolylmercapto)-6-methyl-pyrimidin 108481-09-0 C12H14N4S
2,4-Diamino-5-(4-tolylmercapto)-6-methyl-pyrimidin
—— cis-2,3-Benzo-1,5-dithiabicyclo<5.4.0>undecan 31443-18-2 C13H16S2
cis-2,3-Benzo-1,5-dithiabicyclo<5.4.0>undecan
—— O-(ethoxycyclopentylidenemethyl) S-propyl dithiocarbonate 123311-31-9 C12H20O2S2
O-(ethoxycyclopentylidenemethyl) S-propyl dithiocarbonate
—— 3-iodo-2-isothiocyanato-4-methylpentane 86332-85-6 C7H12INS
3-iodo-2-isothiocyanato-4-methylpentane
—— methyl N-[N'-[2-(pentanoylamino)-4-phenylsulfanylphenyl]carbamimidoyl]carbamate 65934-78-3 C20H24N4O3S
methyl N-[N'-[2-(pentanoylamino)-4-phenylsulfanylphenyl]carbamimidoyl]carbamate
—— 2,2'-Bis(3-hydroxyiminomethyleneindolyl)sulfide 128229-00-5 C18H14N4O2S
2,2'-Bis(3-hydroxyiminomethyleneindolyl)sulfide
—— N-tert-butyl-1-(4-methylphenyl)sulfanylmethanimidoyl chloride 118514-86-6 C12H16ClNS
N-tert-butyl-1-(4-methylphenyl)sulfanylmethanimidoyl chloride