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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
—— 3,6,10,13-tetrathia(4,5;11,12-dibenzo)-[6.6.2]propellane —— C20H20S4
3,6,10,13-tetrathia(4,5;11,12-dibenzo)-[6.6.2]propellane
—— ethyl 1,4-benzodithian-2-carboxylate —— C11H12O2S2
ethyl 1,4-benzodithian-2-carboxylate
—— 3-ethyl-1,4-benzodithiin-2(3H)-one —— C10H10OS2
3-ethyl-1,4-benzodithiin-2(3H)-one
—— 1,4-dithiadibenzo[24]crown-8-ether —— C24H32O6S2
1,4-dithiadibenzo[24]crown-8-ether
—— 4-benzylsulfanyl-2-bromo-phenylamine —— C13H12BrNS
4-benzylsulfanyl-2-bromo-phenylamine
—— 3-(2,4-dibromophenyl)-1-methyl-1-(3-(methylthio)phenyl)guanidine —— C15H15Br2N3S
3-(2,4-dibromophenyl)-1-methyl-1-(3-(methylthio)phenyl)guanidine
—— Bis(2-cyanobenzothiazol-6-yl) sulfide —— C16H6N4S3
Bis(2-cyanobenzothiazol-6-yl) sulfide
—— thiodiphenyl-4,4`-bis[aminomethylidene(bisphosphonic)] acid —— C14H20N2O12P4S
thiodiphenyl-4,4`-bis[aminomethylidene(bisphosphonic)] acid
—— N,N'-bis(2-pyridyl)-4,4'-thiobis(aminobenzene) —— C22H18N4S
N,N'-bis(2-pyridyl)-4,4'-thiobis(aminobenzene)
—— Bis[4-(cyanothioformamido)phenyl] sulfide —— C16H10N4S3
Bis[4-(cyanothioformamido)phenyl] sulfide
—— 4,4'-bis[1,3-di(tert-butoxycarbonyl)-2-imidazolidinylimino]diphenyl sulfide —— C38H52N6O8S
4,4'-bis[1,3-di(tert-butoxycarbonyl)-2-imidazolidinylimino]diphenyl sulfide
—— 4,4'-di(chlorophenylthiocarbamoylamino)diphenylsulfide —— C26H20Cl2N4S3
4,4'-di(chlorophenylthiocarbamoylamino)diphenylsulfide
—— N-Methyl-thio-bis-formamidin —— C3H8N4S
N-Methyl-thio-bis-formamidin
—— 2-(((2-Aminophenyl)thio)methyl)-2-methylpropionic acid —— C11H15NO2S
2-(((2-Aminophenyl)thio)methyl)-2-methylpropionic acid
—— 3-(2-amino-thiazol-5-ylsulfanyl)-2,2-dimethyl-propionic acid —— C8H12N2O2S2
3-(2-amino-thiazol-5-ylsulfanyl)-2,2-dimethyl-propionic acid
—— 4-(4-methylthiophenyl)thiobutyric chloride —— C11H13ClS2
4-(4-methylthiophenyl)thiobutyric chloride
—— tributylsulfoxonium chloride —— C12H27OS*Cl
tributylsulfoxonium chloride
—— 4-((5-(3,5-bis(trifluoromethyl)phenyl)-4H-1,2,4-triazol-3-yl)thio)-6-chloro-2-(pentylthio)pyrimidine —— C19H16ClF6N5S2
4-((5-(3,5-bis(trifluoromethyl)phenyl)-4H-1,2,4-triazol-3-yl)thio)-6-chloro-2-(pentylthio)pyrimidine
—— tert-butyl 3-(pentylsulfinyl)propanoate —— C12H24O3S
tert-butyl 3-(pentylsulfinyl)propanoate
—— pentyl propargyl sulfone —— C8H14O2S
pentyl propargyl sulfone
—— pentyl (o-tolyl) sulfane —— C12H18S
pentyl (o-tolyl) sulfane
—— endo-6-(4-pentylsulfanyl-1H-pyrazol-3-yl)-1-azabicyclo[3.2.1]octane —— C15H25N3S
endo-6-(4-pentylsulfanyl-1H-pyrazol-3-yl)-1-azabicyclo[3.2.1]octane
—— di-10,10,10,9,9,8,8,7,7,6,6,5,5,4,4,3,3-tridecafluorooctyltrithiocarbonate —— C21H8F34S3
di-10,10,10,9,9,8,8,7,7,6,6,5,5,4,4,3,3-tridecafluorooctyltrithiocarbonate
—— 2-(4,4-difluorobut-3-enylthio)4-trifluoromethyloxazole —— C8H6F5NOS
2-(4,4-difluorobut-3-enylthio)4-trifluoromethyloxazole
—— 6-{4-[(2-Methyl-2-sulfanylpropyl)amino]pyrimidin-2-ylthio}hexan-1-ol —— C14H25N3OS2
6-{4-[(2-Methyl-2-sulfanylpropyl)amino]pyrimidin-2-ylthio}hexan-1-ol
—— 6-(4-{[2-Methyl-2-(nitrosothio)propyl]amino}pyrimidin-2-ylthio)hexan-1-ol —— C14H24N4O2S2
6-(4-{[2-Methyl-2-(nitrosothio)propyl]amino}pyrimidin-2-ylthio)hexan-1-ol
—— 2-amino-5-(4,4-difluorobut-3-enylthio)thiazole —— C7H8F2N2S2
2-amino-5-(4,4-difluorobut-3-enylthio)thiazole
—— (2,4-Dichlorophenyl)[2-amino-4-(E-((3-(2-oxopyrrolidin-1-yl)propylamino)carbonyl)ethenyl)phenyl]sulfide —— C22H23Cl2N3O2S
(2,4-Dichlorophenyl)[2-amino-4-(E-((3-(2-oxopyrrolidin-1-yl)propylamino)carbonyl)ethenyl)phenyl]sulfide
—— (2,4-Dichlorophenyl)[2-bromo-4-(E-((3-(2-oxopyrrolidin-1-yl)propylamino)carbonyl)ethenyl)phenyl]sulfide —— C22H21BrCl2N2O2S
(2,4-Dichlorophenyl)[2-bromo-4-(E-((3-(2-oxopyrrolidin-1-yl)propylamino)carbonyl)ethenyl)phenyl]sulfide
—— 4,4-Dimethyl-1-(phenylthio)pent-1-yn-3-ol —— C13H16OS
4,4-Dimethyl-1-(phenylthio)pent-1-yn-3-ol
—— 4-[(3-Dimethyldithiocarbamoyl)propylthio]-3-methyl-2-[(4-pyridinylthio)methyl]pyridine —— C18H23N3S5
4-[(3-Dimethyldithiocarbamoyl)propylthio]-3-methyl-2-[(4-pyridinylthio)methyl]pyridine
—— S-methyl N-methoxy-N-methylthiocarbamate —— C4H9NO2S
S-methyl N-methoxy-N-methylthiocarbamate
—— 3-(benzylthio)-5-bromo-2-(difluoromethyl)pyridine —— C13H10BrF2NS
3-(benzylthio)-5-bromo-2-(difluoromethyl)pyridine
—— 2-(2-pyridyl)thiothiazole —— C8H6N2S2
2-(2-pyridyl)thiothiazole
—— 2-Formylmethylmercapto-thiazol —— C5H5NOS2
2-Formylmethylmercapto-thiazol
—— 4-(4-bromophenyl)-2-(prop-2-yn-1-ylthio)-6-(thiazol-2-ylthio)-pyrimidine-5-carbonitrile —— C17H9BrN4S3
4-(4-bromophenyl)-2-(prop-2-yn-1-ylthio)-6-(thiazol-2-ylthio)-pyrimidine-5-carbonitrile
—— 2-(prop-2-yn-1-yl thio)-4-(thiazol-2-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile —— C20H16N4O3S3
2-(prop-2-yn-1-yl thio)-4-(thiazol-2-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile
—— 2-thiazolyl vinyl sulfide —— C5H5NS2
2-thiazolyl vinyl sulfide
—— 6,6-Dimethyl-1-(pyrazol-3-yl)-3-((thiazol-2-yl)thio)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one —— C16H15N3OS3
6,6-Dimethyl-1-(pyrazol-3-yl)-3-((thiazol-2-yl)thio)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 2-(4-bromo-3,4,4-trifluorobutylthio)thiazole —— C7H7BrF3NS2
2-(4-bromo-3,4,4-trifluorobutylthio)thiazole
—— 6,6-dimethyl-1-(pyrrolidin-1-ylcarbonyl)-3-(thiazol-2-ylthio)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one —— C18H20N2O2S3
6,6-dimethyl-1-(pyrrolidin-1-ylcarbonyl)-3-(thiazol-2-ylthio)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 5-bromo-2-(5-chloro-1-methyl-3-trifluoromethyl-1H-pyrazol-4-ylmethylsulfanyl)-thiazole —— C9H7ClF3N3S2
5-bromo-2-(5-chloro-1-methyl-3-trifluoromethyl-1H-pyrazol-4-ylmethylsulfanyl)-thiazole
—— 8-benzyl-2-(propylthio)-4-(thiazol-2-ylthio)pteridin-7(8H)-one —— C19H17N5OS3
8-benzyl-2-(propylthio)-4-(thiazol-2-ylthio)pteridin-7(8H)-one
—— 2-chloro-5-methylthio-1,3-phenylenediamine —— C7H9ClN2S
2-chloro-5-methylthio-1,3-phenylenediamine
—— (3RS,5SR)-2,2-dimethyl-3-phenylsulfanyltetrahydropyran-5-yl ethanoate —— C15H20O3S
(3RS,5SR)-2,2-dimethyl-3-phenylsulfanyltetrahydropyran-5-yl ethanoate
—— (3RS,5SR)-5-(1-methyl-1-phenylsulfanylethyl)tetrahydrofuran-3-yl ethanoate —— C15H20O3S
(3RS,5SR)-5-(1-methyl-1-phenylsulfanylethyl)tetrahydrofuran-3-yl ethanoate
—— (3R,5R)-3-acetoxy-5-phenylsulfanyl-1,9-dioxaspiro[5.5]undecane —— C17H22O4S
(3R,5R)-3-acetoxy-5-phenylsulfanyl-1,9-dioxaspiro[5.5]undecane
—— (1S,3R)-1-[4-(phenylsulfanyl)tetrahydropyran-4-yl]butane-1,3,4-triol —— C15H22O4S
(1S,3R)-1-[4-(phenylsulfanyl)tetrahydropyran-4-yl]butane-1,3,4-triol
—— (2RS,4SR)-5-methyl-5-phenylsulfanylhexane-1,2,4-triol —— C13H20O3S
(2RS,4SR)-5-methyl-5-phenylsulfanylhexane-1,2,4-triol
—— (2RS,4SR)-[1-(phenylsulfanyl)cyclohexyl]butane-1,2,4-triol —— C16H24O3S
(2RS,4SR)-[1-(phenylsulfanyl)cyclohexyl]butane-1,2,4-triol