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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
—— N-methyl-N-thiobutyrylhydroxylamine —— C5H11NOS
N-methyl-N-thiobutyrylhydroxylamine
—— (4-fluorophenyl)(prop-2-yn-1-yl)sulfane —— C9H7FS
(4-fluorophenyl)(prop-2-yn-1-yl)sulfane
—— N-methyl-N-thiopivaloylhydroxamic acid —— C6H13NOS
N-methyl-N-thiopivaloylhydroxamic acid
—— 1-((4-bromophenyl)thio)-2-methylpropan-2-ol —— C10H13BrOS
1-((4-bromophenyl)thio)-2-methylpropan-2-ol
—— 7-Bromo-6-methyl-1-oxa-4-thiaspiro[4.5]dec-6-ene —— C9H13BrOS
7-Bromo-6-methyl-1-oxa-4-thiaspiro[4.5]dec-6-ene
—— 4-(4,7,7-trimethyl-9-(2-methylpiperidin-1-yl)-7,8-dihydro-6H-benzo[b]pyrimido[5,4-e][1,4]thiazin-2-yl)morpholine —— C23H33N5OS
4-(4,7,7-trimethyl-9-(2-methylpiperidin-1-yl)-7,8-dihydro-6H-benzo[b]pyrimido[5,4-e][1,4]thiazin-2-yl)morpholine
—— 4-(4,7,7-trimethyl-9-(pyrrolidin-1-yl)-7,8-dihydro-6H-benzo[b]pyrimido[5,4-e][1,4]thiazin-2-yl)morpholine —— C21H29N5OS
4-(4,7,7-trimethyl-9-(pyrrolidin-1-yl)-7,8-dihydro-6H-benzo[b]pyrimido[5,4-e][1,4]thiazin-2-yl)morpholine
—— 1,4-dithia-7-aza-spiro[4.4]nonane-6,8-dione —— C6H7NO2S2
1,4-dithia-7-aza-spiro[4.4]nonane-6,8-dione
—— 2-ethyl-2-pentyl-1,3-dithiolane —— C10H20S2
2-ethyl-2-pentyl-1,3-dithiolane
—— [4-(4-chlorophenylsulfanyl)phenyl]-(3,4,5,6-tetrahydropyridin-2-yl)amine hydrochloride —— C17H17ClN2S*ClH
[4-(4-chlorophenylsulfanyl)phenyl]-(3,4,5,6-tetrahydropyridin-2-yl)amine hydrochloride
—— 2-methyl-1-(1-methylethyl)propyl 1,4-dithiaspiro[4.5]decane-8-carboxylate —— C16H28O2S2
2-methyl-1-(1-methylethyl)propyl 1,4-dithiaspiro[4.5]decane-8-carboxylate
—— 3-butyl-1,5,3-dithiazepane —— C8H17NS2
3-butyl-1,5,3-dithiazepane
—— methyl 8-(2-heptyl-[1,3]dithiolan-2-yl)-octanoate —— C19H36O2S2
methyl 8-(2-heptyl-[1,3]dithiolan-2-yl)-octanoate
—— ethyl 1,4-dithiaspiro[4.5]decane-8-carboxylate —— C11H18O2S2
ethyl 1,4-dithiaspiro[4.5]decane-8-carboxylate
—— <i>N</i>,<i>N</i>',<i>N</i>'',<i>N</i>'''-tetraethyl-<i>S,S'</i>-ethanediyl-bis-isothiourea —— C12H26N4S2
<i>N</i>,<i>N</i>',<i>N</i>'',<i>N</i>'''-tetraethyl-<i>S,S'</i>-ethanediyl-bis-isothiourea
—— spiro(benzo-1,5-dithiepan-3,1'-cyclobutane) —— C12H14S2
spiro(benzo-1,5-dithiepan-3,1'-cyclobutane)
—— 2-ethoxy-2,3-dihydro-benzo[1,4]dithiin —— C10H12OS2
2-ethoxy-2,3-dihydro-benzo[1,4]dithiin
—— 2,2'-(o-Phenylenedithio)bis(3,5,6-trichloropyridine) —— C16H6Cl6N2S2
2,2'-(o-Phenylenedithio)bis(3,5,6-trichloropyridine)
—— N-[(2,3-Dihydro-1,4-benzodithiin-2-yl)methyl]acetamide —— C11H13NOS2
N-[(2,3-Dihydro-1,4-benzodithiin-2-yl)methyl]acetamide
—— ethyl 2-(1,4-benzodithiin-2-yl)-2-methoxyiminoacetate —— C13H13NO3S2
ethyl 2-(1,4-benzodithiin-2-yl)-2-methoxyiminoacetate
—— <i>N</i>,<i>N</i>'-diethyl-<i>N</i>,<i>N</i>'-dimethyl-thiourea —— C7H16N2S
<i>N</i>,<i>N</i>'-diethyl-<i>N</i>,<i>N</i>'-dimethyl-thiourea
—— tribenzo[b,f,h][1,4]dithiecin —— C20H16S2
tribenzo[b,f,h][1,4]dithiecin
—— trans-2-(ethoxycarbonyl)-3-phenyl-1,4-benzodithiene —— C17H16O2S2
trans-2-(ethoxycarbonyl)-3-phenyl-1,4-benzodithiene
—— 4-(3-hydroxyphenylthio)-2,5-xylidine —— C14H15NOS
4-(3-hydroxyphenylthio)-2,5-xylidine
—— 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