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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-benzooxazol-2-ylsulfanyl-furan-2-ylmethylene)-malononitrile 65807-36-5 C15H7N3O2S
(5-benzooxazol-2-ylsulfanyl-furan-2-ylmethylene)-malononitrile
—— 5-(3,5-Dichlorophenylthio)-4-isopropyl-1-(pyridin-4-ylmethyl)-1H-imidazol-2-ylmethyl stearoylcarbamate 196406-14-1 C38H54Cl2N4O3S
5-(3,5-Dichlorophenylthio)-4-isopropyl-1-(pyridin-4-ylmethyl)-1H-imidazol-2-ylmethyl stearoylcarbamate
—— 1-(phenylsulfonyl)-3-(phenylthio)indole 80360-18-5 C20H15NO2S2
1-(phenylsulfonyl)-3-(phenylthio)indole
—— 5-benzooxazol-2-ylsulfanyl-furan-2-carbaldehyde 57590-86-0 C12H7NO3S
5-benzooxazol-2-ylsulfanyl-furan-2-carbaldehyde
—— phenyl 3-O-tert-butyldimethylsilyl-4-O-methyl-2-oxo-1-thio-α-L-rhamnopyranoside 400737-65-7 C19H30O4SSi
phenyl 3-O-tert-butyldimethylsilyl-4-O-methyl-2-oxo-1-thio-α-L-rhamnopyranoside
—— 2-(3-cyano-4,6-dimethylpyridin-2-yl)acetaldehyde 482661-87-0 C10H10N2OS
2-(3-cyano-4,6-dimethylpyridin-2-yl)acetaldehyde
—— 2-(1-methyl-1H-indazol-5-ylsulfanyl)-5-fluorobenzonitrile 756839-31-3 C15H10FN3S
2-(1-methyl-1H-indazol-5-ylsulfanyl)-5-fluorobenzonitrile
—— 4-Methyl-2-{[(pyridin-3-yl)methyl]sulfanyl}pyrimidine 88579-41-3 C11H11N3S
4-Methyl-2-{[(pyridin-3-yl)methyl]sulfanyl}pyrimidine
—— 5-benzothiazol-2-ylsulfanyl-furan-2-carbaldehyde 39689-07-1 C12H7NO2S2
5-benzothiazol-2-ylsulfanyl-furan-2-carbaldehyde
—— lead(II) bis(2,6-bis[bis(trimethylsilyl)methyl]-4-[tris(trimethylsilyl)methyl]phenyl trithiocarbonate) 202465-46-1 C62H134PbS6Si14
lead(II) bis(2,6-bis[bis(trimethylsilyl)methyl]-4-[tris(trimethylsilyl)methyl]phenyl trithiocarbonate)
—— 1-bromo-2-[2-[2-(2-bromoethylthio)ethylthio]ethylthio]ethane 89595-63-1 C8H16Br2S3
1-bromo-2-[2-[2-(2-bromoethylthio)ethylthio]ethylthio]ethane
—— S-(5-Chloropentyl) diethylcarbamothioate 86433-28-5 C10H20ClNOS
S-(5-Chloropentyl) diethylcarbamothioate
—— Aethylnonafluor-butylsulfon 71561-60-9 C6H5F9O2S
Aethylnonafluor-butylsulfon
—— 2-[[(2,3-difluorophenyl)methyl]thio]-5-[[2-(dimethylamino)ethyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl] amino]-4-pyrimidinol 666752-74-5 C18H24F2N4O2S2
2-[[(2,3-difluorophenyl)methyl]thio]-5-[[2-(dimethylamino)ethyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl] amino]-4-pyrimidinol
—— N,N-dimethyl-2-(5-phenyl-1,2,4-triazin-3-ylthio)-ethanamine 1222866-77-4 C13H16N4S
N,N-dimethyl-2-(5-phenyl-1,2,4-triazin-3-ylthio)-ethanamine
—— Dimethyl {[(5-nitropyridin-2-yl)sulfanyl]methylidene}propanedioate 88716-75-0 C11H10N2O6S
Dimethyl {[(5-nitropyridin-2-yl)sulfanyl]methylidene}propanedioate
—— 6-(2-dimethylaminoethylthio)imidazo[1,2-b]pyridazine 113501-26-1 C10H14N4S
6-(2-dimethylaminoethylthio)imidazo[1,2-b]pyridazine
—— N-(2-tert-butoxy-ethyl)-thioacetamide 786686-53-1 C8H17NOS
N-(2-tert-butoxy-ethyl)-thioacetamide
—— 4-Chlor-2-nitro-5-phenylthio-anilin 20066-71-1 C12H9ClN2O2S
4-Chlor-2-nitro-5-phenylthio-anilin
—— {[(1-Methyl-1H-imidazol-2-yl)sulfanyl]methylidene}propanedinitrile 88716-82-9 C8H6N4S
{[(1-Methyl-1H-imidazol-2-yl)sulfanyl]methylidene}propanedinitrile
—— 1-(methoxycarbonyloxy)-1-(phenylthio)cyclopropane 127705-80-0 C11H12O3S
1-(methoxycarbonyloxy)-1-(phenylthio)cyclopropane
—— 1-(pivaloyloxy)-1-(phenylthio)cyclopropane 127705-78-6 C14H18O2S
1-(pivaloyloxy)-1-(phenylthio)cyclopropane
—— 1-(ethoxycarbonyloxy)-1-(phenylthio)cyclopropane 127705-81-1 C12H14O3S
1-(ethoxycarbonyloxy)-1-(phenylthio)cyclopropane
—— 1-(3-chlorophenyl)-3-ethyl-5-methoxy-7-(methylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dithione 1636169-89-5 C16H15ClN4OS3
1-(3-chlorophenyl)-3-ethyl-5-methoxy-7-(methylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dithione
—— 3-(2-amino-2-methylpropylthio)-6-chloropyridazine 89514-64-7 C8H12ClN3S
3-(2-amino-2-methylpropylthio)-6-chloropyridazine
—— 1-(phenylthio)-1-(propanoyloxy)cyclopropane 127705-76-4 C12H14O2S
1-(phenylthio)-1-(propanoyloxy)cyclopropane
—— 1-(isobutyryloxy)-1-(phenylthio)cyclopropane 127705-77-5 C13H16O2S
1-(isobutyryloxy)-1-(phenylthio)cyclopropane
—— (2-methylbut-3-en-2-ylsulfonyl)cyclohexane 1335133-90-8 C11H20O2S
(2-methylbut-3-en-2-ylsulfonyl)cyclohexane
—— S-(4-Chlorobutyl) diethylcarbamothioate 86433-27-4 C9H18ClNOS
S-(4-Chlorobutyl) diethylcarbamothioate
—— 5-methyl-5,6-dihydro-[1,4]dithiine-2,3-dicarbonitrile 56342-49-5 C7H6N2S2
5-methyl-5,6-dihydro-[1,4]dithiine-2,3-dicarbonitrile
—— 2-amino-ethanethiosulfonic acid <i>S</i>-(2-amino-ethyl ester) 2458-50-6 C4H12N2O2S2
2-amino-ethanethiosulfonic acid <i>S</i>-(2-amino-ethyl ester)
—— 3-ethyl-5-methoxy-7-methylsulfanyl-1-phenyl-4-thioxo-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 1636170-01-8 C16H16N4O2S2
3-ethyl-5-methoxy-7-methylsulfanyl-1-phenyl-4-thioxo-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— Dimethyl {[(3-nitropyridin-2-yl)sulfanyl]methylidene}propanedioate 88716-76-1 C11H10N2O6S
Dimethyl {[(3-nitropyridin-2-yl)sulfanyl]methylidene}propanedioate
—— 1-phenyl-3-(phenylthio)propan-2-one 69798-70-5 C15H14OS
1-phenyl-3-(phenylthio)propan-2-one
—— S-(6-Chlorohexyl) diethylcarbamothioate 86433-29-6 C11H22ClNOS
S-(6-Chlorohexyl) diethylcarbamothioate
—— {[(Pyridin-2-yl)sulfanyl]methylidene}propanedinitrile 88716-72-7 C9H5N3S
{[(Pyridin-2-yl)sulfanyl]methylidene}propanedinitrile
—— 1-(o-tolylthio)propan-2-one 112091-20-0 C10H12OS
1-(o-tolylthio)propan-2-one
—— 2-(2-Aminomethyl-phenylsulfanyl)-5-methyl-phenylamine 850662-97-4 C14H16N2S
2-(2-Aminomethyl-phenylsulfanyl)-5-methyl-phenylamine
—— S-(8-Chlorooctyl) diethylcarbamothioate 90012-04-7 C13H26ClNOS
S-(8-Chlorooctyl) diethylcarbamothioate
—— 1-(4-bromo-phenylsulfanyl)-3,5-difluoro-benzene 1451093-07-4 C12H7BrF2S
1-(4-bromo-phenylsulfanyl)-3,5-difluoro-benzene
—— S-(1-chlorobutyl) butanesulphonothioate 90466-86-7 C8H17ClO2S2
S-(1-chlorobutyl) butanesulphonothioate
—— bis(isocyanatomethylthio)methane 149683-01-2 C5H6N2O2S2
bis(isocyanatomethylthio)methane
—— (3,4-dichloro-benzyl)-phenyl sulfide 102871-56-7 C13H10Cl2S
(3,4-dichloro-benzyl)-phenyl sulfide
—— {[(Hexyloxy)methyl]sulfanyl}benzene 90280-90-3 C13H20OS
{[(Hexyloxy)methyl]sulfanyl}benzene
—— 1,3-bis(2-chloroethylthio)-n-propane 63905-10-2 C7H14Cl2S2
1,3-bis(2-chloroethylthio)-n-propane
—— {[(Pyrimidin-2-yl)sulfanyl]methylidene}propanedinitrile 88716-78-3 C8H4N4S
{[(Pyrimidin-2-yl)sulfanyl]methylidene}propanedinitrile
—— bis-(1-chloro-vinyl) sulfoxide 17911-99-8 C4H4Cl2OS
bis-(1-chloro-vinyl) sulfoxide
—— {[(5-Nitropyridin-2-yl)sulfanyl]methylidene}propanedinitrile 88716-74-9 C9H4N4O2S
{[(5-Nitropyridin-2-yl)sulfanyl]methylidene}propanedinitrile
—— <i>N'</i>-[5-chloro-2-(4-chloro-phenylsulfanyl)-phenyl]-<i>N,N</i>-dimethyl-propanediyldiamine 71753-64-5 C17H20Cl2N2S
<i>N'</i>-[5-chloro-2-(4-chloro-phenylsulfanyl)-phenyl]-<i>N,N</i>-dimethyl-propanediyldiamine
—— (Z)-[3-methyl-1-(octylthio)but-1-en-2-yl](p-tolyl)sulfane 1360053-29-7 C20H32S2
(Z)-[3-methyl-1-(octylthio)but-1-en-2-yl](p-tolyl)sulfane