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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-ethyl-3-(methylthio)-1,2,4-triazine-6-carboxylic acid 1452232-55-1 C7H9N3O2S
5-ethyl-3-(methylthio)-1,2,4-triazine-6-carboxylic acid
—— 1-(3-Chlorpropylthio)-2,2-dimethyl-1-(methylthio)propan 117203-57-3 C9H19ClS2
1-(3-Chlorpropylthio)-2,2-dimethyl-1-(methylthio)propan
—— 6-ethyl-2-ethylmercapto-3<i>H</i>-pyrimidin-4-one 879025-57-7 C8H12N2OS
6-ethyl-2-ethylmercapto-3<i>H</i>-pyrimidin-4-one
—— 4-amino-2-(3-bromophenylmethylthio)-6-hydroxypyrimidine 166751-41-3 C11H10BrN3OS
4-amino-2-(3-bromophenylmethylthio)-6-hydroxypyrimidine
—— (4-cyanomethylthio)phenol 2975-55-5 C8H7NOS
(4-cyanomethylthio)phenol
—— (2S,3R)-2-Methyl-3-sulfanyl-butan-1-ol 669070-06-8 C5H12OS
(2S,3R)-2-Methyl-3-sulfanyl-butan-1-ol
—— 2-methylsulfanyl-phenethyl alcohol 102293-52-7 C9H12OS
2-methylsulfanyl-phenethyl alcohol
—— 3-methyl-5-methylsulfanyl-2-phenyl-[1,3,4]oxadiazolium; iodide 7397-67-3 C10H11N2OS*I
3-methyl-5-methylsulfanyl-2-phenyl-[1,3,4]oxadiazolium; iodide
—— 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-10H-pyrimido<5,4-b><1,4>benzothiazine 25861-95-4 C12H11N3O2S
1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-10H-pyrimido<5,4-b><1,4>benzothiazine
—— 6-methyl-2-(methylthio)-8-phenyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one 1255701-55-3 C15H15N3O2S
6-methyl-2-(methylthio)-8-phenyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one
—— [2-(2-chloro-ethyl)-phenyl]-methyl sulfide 857954-68-8 C9H11ClS
[2-(2-chloro-ethyl)-phenyl]-methyl sulfide
—— bis(2,3,5,6-tetrafluoro-4-pyridyl) sulfide 19847-40-6 C10F8N2S
bis(2,3,5,6-tetrafluoro-4-pyridyl) sulfide
—— (2R,3S)-2,3-Dihydroxy-N-methyl-N-(2'-phenyl-1',3'-dithiolan-2'-ylmethyl)-3-phenylpropionamide 173691-07-1 C21H25NO3S2
(2R,3S)-2,3-Dihydroxy-N-methyl-N-(2'-phenyl-1',3'-dithiolan-2'-ylmethyl)-3-phenylpropionamide
—— (2R,3S)-2,3-Epoxy-N-methyl-N-(2'-phenyl-1',3'-dithiolan-2'-ylmethyl)-3-phenylpropionamide 173691-08-2 C21H23NO2S2
(2R,3S)-2,3-Epoxy-N-methyl-N-(2'-phenyl-1',3'-dithiolan-2'-ylmethyl)-3-phenylpropionamide
—— (S)-6-(2-Phenyl-2-phenylsulfanyl-ethyl)-5,6-dihydro-pyran-2-one 143724-95-2 C19H18O2S
(S)-6-(2-Phenyl-2-phenylsulfanyl-ethyl)-5,6-dihydro-pyran-2-one
—— 4-methyl-4-(phenylthio)hept-6-en-3-one 55834-35-0 C14H18OS
4-methyl-4-(phenylthio)hept-6-en-3-one
—— (4-chloro-2-methylsulfanyl-6-(piperidin-1-yl)pyrimidin-5-yl)phenylmethanol 1393456-97-7 C17H20ClN3OS
(4-chloro-2-methylsulfanyl-6-(piperidin-1-yl)pyrimidin-5-yl)phenylmethanol
—— 1-prop-1-ynylsulfanyl-but-1-yne 51678-68-3 C7H8S
1-prop-1-ynylsulfanyl-but-1-yne
—— S-methylthiosemicarbazide hydrochloride 22536-74-9 C2H7N3S*ClH
S-methylthiosemicarbazide hydrochloride
—— 4-Benzyl-5-(3,5-Dichlorophenylthio)-1-Isopropyl-3-Methyl-1H-Pyrazole 412325-99-6 C20H20Cl2N2S
4-Benzyl-5-(3,5-Dichlorophenylthio)-1-Isopropyl-3-Methyl-1H-Pyrazole
—— 3,3-dimethyl-2-(2,2-diphenylthioethyl)cyclohexanone 345205-49-4 C22H26OS2
3,3-dimethyl-2-(2,2-diphenylthioethyl)cyclohexanone
—— (2S,3S)-2-Methyl-3-sulfanyl-butan-1-ol 669070-08-0 C5H12OS
(2S,3S)-2-Methyl-3-sulfanyl-butan-1-ol
—— 2,2-bis(phenylthio)pentan-3-ol 71221-33-5 C17H20OS2
2,2-bis(phenylthio)pentan-3-ol
—— n-Octadecylvinylthioaether 86198-45-0 C20H40S
n-Octadecylvinylthioaether
—— (3R,4S)-3-tert-Butyl-2-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-[1,2]thiazetidine 1,1-dioxide 218460-59-4 C20H25NO2S2
(3R,4S)-3-tert-Butyl-2-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-[1,2]thiazetidine 1,1-dioxide
—— [(2-Chloro-2-ethoxyethyl)sulfanyl]benzene 66303-47-7 C10H13ClOS
[(2-Chloro-2-ethoxyethyl)sulfanyl]benzene
—— 2-chloro-4-<i>p</i>-tolylsulfanyl-benzonitrile 873378-23-5 C14H10ClNS
2-chloro-4-<i>p</i>-tolylsulfanyl-benzonitrile
—— 4-(2,2-diethoxy-ethyl)-3-(4-methyl-benzyl)-5-methylsulfanyl-4<i>H</i>-[1,2,4]triazole 66205-66-1 C17H25N3O2S
4-(2,2-diethoxy-ethyl)-3-(4-methyl-benzyl)-5-methylsulfanyl-4<i>H</i>-[1,2,4]triazole
—— (3S,4R)-3-tert-Butyl-2-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-[1,2]thiazetidine 1,1-dioxide 218460-72-1 C20H25NO2S2
(3S,4R)-3-tert-Butyl-2-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-[1,2]thiazetidine 1,1-dioxide
—— 5-(4-hydroxyphenylsulphanyl)-2-amino-1H-indole-3-carbonitrile 378236-71-6 C15H11N3OS
5-(4-hydroxyphenylsulphanyl)-2-amino-1H-indole-3-carbonitrile
—— 2-(acetylamino)thiopropionamide 91188-51-1 C5H10N2OS
2-(acetylamino)thiopropionamide
—— (2R,3R)-2-Phenylsulfanylmethyl-3-vinyl-cyclopentanone 143008-57-5 C14H16OS
(2R,3R)-2-Phenylsulfanylmethyl-3-vinyl-cyclopentanone
—— 1-(but-2-ynoyl)-6,6-dimethyl-3-(methylsulfanyl)-4-oxo-4,5,6,7-tetrahydro-2-benzothiophen-4(5H)-one 1395919-74-0 C15H16O2S2
1-(but-2-ynoyl)-6,6-dimethyl-3-(methylsulfanyl)-4-oxo-4,5,6,7-tetrahydro-2-benzothiophen-4(5H)-one
—— (1-methoxy-3-phenylpropyl)phenylsulfide 67975-86-4 C16H18OS
(1-methoxy-3-phenylpropyl)phenylsulfide
—— 6,6-dimethyl-3-(methylsulfanyl)-4-oxo-4,5,6,7-tetrahydro-2-benzothiophene-1-carbaldehyde 1395919-77-3 C12H14O2S2
6,6-dimethyl-3-(methylsulfanyl)-4-oxo-4,5,6,7-tetrahydro-2-benzothiophene-1-carbaldehyde
—— 1-acetamido-3-acetoxy-1-phenyl-2-phenylthiopropane 98289-67-9 C19H21NO3S
1-acetamido-3-acetoxy-1-phenyl-2-phenylthiopropane
—— 3-isothiocyanato-cyclopentene 52566-12-8 C6H7NS
3-isothiocyanato-cyclopentene
—— (5-Ethyl-4-phenylsulfanyl-6-trimethylsilyloxypyrimidin-2-yl)oxy-trimethylsilane 1026490-47-0 C18H28N2O2SSi2
(5-Ethyl-4-phenylsulfanyl-6-trimethylsilyloxypyrimidin-2-yl)oxy-trimethylsilane
—— 1,1,3,3-tetrakis-butylsulfanyl-propane 53480-98-1 C19H40S4
1,1,3,3-tetrakis-butylsulfanyl-propane
—— methyl 2-(2-((2-(methylthio)pyrimidin-4-yl)ethynyl)phenyl)acetate 1566584-29-9 C16H14N2O2S
methyl 2-(2-((2-(methylthio)pyrimidin-4-yl)ethynyl)phenyl)acetate
—— 8-isobutoxy-1,4-dithiaspiro<4.5>dec-7-en-6-one 155996-44-4 C12H18O2S2
8-isobutoxy-1,4-dithiaspiro<4.5>dec-7-en-6-one
—— 1-allyl-2-isopropyldisulfane 67421-85-6 C6H12S2
1-allyl-2-isopropyldisulfane
—— methyl 2-(2-(2-(2-(methylthio)pyrimidin-4-yl)ethyl)phenyl)acetate 1566584-30-2 C16H18N2O2S
methyl 2-(2-(2-(2-(methylthio)pyrimidin-4-yl)ethyl)phenyl)acetate
—— 3-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanylpyridine 1025847-07-7 C16H14N2O4S
3-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanylpyridine
—— 1,1,1-Tris(methylsulfanyl)pentane 99029-99-9 C8H18S3
1,1,1-Tris(methylsulfanyl)pentane
—— 3,4'-thiobispyridine 72890-90-5 C10H8N2S
3,4'-thiobispyridine
—— (E)-1-Cinnamyl-6-(phenylthio)thymine 157401-04-2 C20H18N2O2S
(E)-1-Cinnamyl-6-(phenylthio)thymine
—— 2-Isopropylthio-2-methylpropanal 89812-33-9 C7H14OS
2-Isopropylthio-2-methylpropanal
—— 2-(2-Isocyanatoethyl)-2-(isocyanatomethyl)-1,3-dithiolane 72331-47-6 C8H10N2O2S2
2-(2-Isocyanatoethyl)-2-(isocyanatomethyl)-1,3-dithiolane
—— α-isopropylthiobutyraldehyde 89812-38-4 C7H14OS
α-isopropylthiobutyraldehyde