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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-methylthio-5-nitro-1,2,4-triazole 346631-19-4 C3H4N4O2S
3-methylthio-5-nitro-1,2,4-triazole
—— Trithiocarbonic acid allyl ester dodecyl ester 89622-75-3 C16H30S3
Trithiocarbonic acid allyl ester dodecyl ester
—— 1,2-dimethyl-4,4-bis((trifluoromethyl)sulfonyl)cyclohex-1-ene 1314918-58-5 C10H12F6O4S2
1,2-dimethyl-4,4-bis((trifluoromethyl)sulfonyl)cyclohex-1-ene
—— 1-methyl-4,4-bis((trifluoromethyl)sulfonyl)cyclohex-1-ene 1314918-53-0 C9H10F6O4S2
1-methyl-4,4-bis((trifluoromethyl)sulfonyl)cyclohex-1-ene
—— methyl 2-acetyl-5-((2,4-dimethylphenyl)thio)-5-(phenylthio)pentanoate 1266617-56-4 C22H26O3S2
methyl 2-acetyl-5-((2,4-dimethylphenyl)thio)-5-(phenylthio)pentanoate
—— 2,2-dimethyl-3,6-dithiaheptane 115171-99-8 C7H16S2
2,2-dimethyl-3,6-dithiaheptane
—— 4-[(6,7-ethylenedithio-2-methylthio-TTF-3-yl)thio]-3,5-dimethylpyrazole 1110615-81-0 C14H14N2S8
4-[(6,7-ethylenedithio-2-methylthio-TTF-3-yl)thio]-3,5-dimethylpyrazole
—— (E)-methyl 2-methyl-2-phenylthiohex-3-enoate 109542-09-8 C14H18O2S
(E)-methyl 2-methyl-2-phenylthiohex-3-enoate
—— bis((2,4-dimethylphenyl)thio)methane 1266253-61-5 C17H20S2
bis((2,4-dimethylphenyl)thio)methane
—— (2-(2,4-dimethylphenylthio)ethyl)diphenylphosphine 864228-26-2 C22H23PS
(2-(2,4-dimethylphenylthio)ethyl)diphenylphosphine
—— 121781-86-0 C5H6OS2
—— methyl 2-acetyl-5,5-bis((2,4-dimethylphenyl)thio)pentanoate 1266617-45-1 C24H30O3S2
methyl 2-acetyl-5,5-bis((2,4-dimethylphenyl)thio)pentanoate
—— 4-chloro-3-(2,4-dimethylphenylthio)-9H-thioxanthen-9-one 1372152-27-6 C21H15ClOS2
4-chloro-3-(2,4-dimethylphenylthio)-9H-thioxanthen-9-one
—— ethyl 2-acetyl-5-[(2,4-dimethylphenyl)thio]-5-(p-tolyl)pentanoate 1338781-69-3 C24H30O3S
ethyl 2-acetyl-5-[(2,4-dimethylphenyl)thio]-5-(p-tolyl)pentanoate
—— bis[4-(2,4-dimethylphenylsulfanyl)phenyl)sulfoxide 1112460-46-4 C28H26OS3
bis[4-(2,4-dimethylphenylsulfanyl)phenyl)sulfoxide
—— 2-((2,4 dimethylphenyl)thio)benzaldehyde 710961-37-8 C15H14OS
2-((2,4 dimethylphenyl)thio)benzaldehyde
—— 3-hydroxy-5-(methylsulfanyl)thiophene 128889-84-9 C5H6OS2
3-hydroxy-5-(methylsulfanyl)thiophene
—— 4-[(2,6,7-tris(methylthio)-TTF-3-yl)thio]-3,5-dimethylpyrazole 1110615-78-5 C14H16N2S8
4-[(2,6,7-tris(methylthio)-TTF-3-yl)thio]-3,5-dimethylpyrazole
—— 2-mercapto-4-methylsulfanyl-6-oxo-1,6-dihydro-pyridine-3-carbonitrile 726695-79-0 C7H6N2OS2
2-mercapto-4-methylsulfanyl-6-oxo-1,6-dihydro-pyridine-3-carbonitrile
—— 4-[(6,7-benzo-2-methylthio-TTF-3-yl)thio]-3,5-dimethylpyrazole 1110615-79-6 C16H14N2S6
4-[(6,7-benzo-2-methylthio-TTF-3-yl)thio]-3,5-dimethylpyrazole
—— (E)-1-[(2-pyridyl)thio]-1-propene 51388-93-3 C8H9NS
(E)-1-[(2-pyridyl)thio]-1-propene
—— 2-((3-(triethoxysilyl)propyl)thio)pyridine 656230-07-8 C14H25NO3SSi
2-((3-(triethoxysilyl)propyl)thio)pyridine
—— O-Propyl-N-<2-propylthiolcarbonato-ethyl>-carbamat 93480-41-2 C10H19NO4S
O-Propyl-N-<2-propylthiolcarbonato-ethyl>-carbamat
—— 4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(thiophen-2-ylmethylthiomethyl)-pyridin-2(1H)-one 1025830-77-6 C20H20INOS3
4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(thiophen-2-ylmethylthiomethyl)-pyridin-2(1H)-one
—— (5-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)carbamic acid phenyl ester 417722-25-9 C22H18N2O4S2
(5-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)carbamic acid phenyl ester
—— N-(5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)-N'-(4-hydroxymethylphenyl)urea 417715-31-2 C23H21N3O4S2
N-(5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)-N'-(4-hydroxymethylphenyl)urea
—— 1-(phenylthio)pentan-2-one 38793-73-6 C11H14OS
1-(phenylthio)pentan-2-one
—— 2,3,5,6-Tetrafluor-4-phenylmercapto-toluol 1548-86-3 C13H5F7S
2,3,5,6-Tetrafluor-4-phenylmercapto-toluol
—— 4,6,16,18-tetraaza-11-methyl-5,17-bis(methylsulfanyl)-2,8,14,20,26-pentaoxacalix[5]arene 1260029-55-7 C29H22N4O5S2
4,6,16,18-tetraaza-11-methyl-5,17-bis(methylsulfanyl)-2,8,14,20,26-pentaoxacalix[5]arene
—— 2-(2-thenylthio)-5-trifluoromethylpyrimidine 94447-85-5 C10H7F3N2S2
2-(2-thenylthio)-5-trifluoromethylpyrimidine
—— 3-bromo-2-{4-(methylthio)phenyl}-1-oxa-spiro[4,4]non-2-en-4-one 301699-20-7 C15H15BrO2S
3-bromo-2-{4-(methylthio)phenyl}-1-oxa-spiro[4,4]non-2-en-4-one
—— 4,6,16,18-tetraaza-11,23-dimethyl-5,17-bis(methylsulfanyl)-2,8,14,20-tetraoxacalix[4]arene 911713-50-3 C24H20N4O4S2
4,6,16,18-tetraaza-11,23-dimethyl-5,17-bis(methylsulfanyl)-2,8,14,20-tetraoxacalix[4]arene
—— 1,4-bis(chlorosulfanyl)butane 57693-23-9 C4H8Cl2S2
1,4-bis(chlorosulfanyl)butane
—— DL-threo-2-Amino-1-(4-methylmercapto-phenyl)-propan-1,3-diol 14172-52-2 C10H15NO2S
DL-threo-2-Amino-1-(4-methylmercapto-phenyl)-propan-1,3-diol
—— 2-(cyclopentylidenyl)ethenyl phenyl sulfide 77084-80-1 C13H14S
2-(cyclopentylidenyl)ethenyl phenyl sulfide
—— 1,2-dimethyl-5-nitro-4-phenylthioimidazole 113121-64-5 C11H11N3O2S
1,2-dimethyl-5-nitro-4-phenylthioimidazole
—— 2-(4-(methylthio)phenyl)-1-oxa-spiro[4.4]non-2-en-4-one 301699-19-4 C15H16O2S
2-(4-(methylthio)phenyl)-1-oxa-spiro[4.4]non-2-en-4-one
—— 2-benzylsulfanyl-5-bromo-aniline 107254-84-2 C13H12BrNS
2-benzylsulfanyl-5-bromo-aniline
—— 5-(phenylthio)-1-hexene 89113-72-4 C12H16S
5-(phenylthio)-1-hexene
—— 4-(phenylthio)-1-pentene 62162-25-8 C11H14S
4-(phenylthio)-1-pentene
—— 2-phenyl-1-(p-tolylthio)propan-2-ol 681006-46-2 C16H18OS
2-phenyl-1-(p-tolylthio)propan-2-ol
—— 4-(o-tolylthio)benzonitrile 1178206-52-4 C14H11NS
4-(o-tolylthio)benzonitrile
—— 2-t-butyl-4-chloro-5-{(5-chloro-2-thienyl)-α-methylmethylthio}-3(2H)-pyridazinone 106341-11-1 C14H16Cl2N2OS2
2-t-butyl-4-chloro-5-{(5-chloro-2-thienyl)-α-methylmethylthio}-3(2H)-pyridazinone
—— methyl 7-chloro-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate 99204-03-2 C14H14Cl2O4S
methyl 7-chloro-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate
—— 1,1-bis(phenylthio)-2-acetoxy-1-pentene 111731-09-0 C19H20O2S2
1,1-bis(phenylthio)-2-acetoxy-1-pentene
—— phenyl(2,4,5-trimethylphenyl)sulfane 1215002-21-3 C15H16S
phenyl(2,4,5-trimethylphenyl)sulfane
—— 2-methyl-2-phenyl-[1,3]dithiane-1,1,3,3-tetraoxide 68523-74-0 C11H14O4S2
2-methyl-2-phenyl-[1,3]dithiane-1,1,3,3-tetraoxide
—— 2-(methylthio)-4-(tert-pentylamino)pyrimidine-5-carbonitrile 1403865-16-6 C11H16N4S
2-(methylthio)-4-(tert-pentylamino)pyrimidine-5-carbonitrile
—— S-Pyridin-4-yl diethylcarbamothioate 114085-03-9 C10H14N2OS
S-Pyridin-4-yl diethylcarbamothioate
—— 2-methyl-6-phenylthiomethyl-5,6-dihydro-4H-1,3-oxazine 113261-16-8 C12H15NOS
2-methyl-6-phenylthiomethyl-5,6-dihydro-4H-1,3-oxazine