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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
—— meso-2,4-pentanedithiol 4038-08-8 C5H12S2
meso-2,4-pentanedithiol
—— 2-(4-chloro-3-methoxyphenylthio)-4-methoxybenzyl alcohol 61150-71-8 C15H15ClO3S
2-(4-chloro-3-methoxyphenylthio)-4-methoxybenzyl alcohol
—— 2-((2-(hydroxymethyl)phenyl)thio)benzonitrile 203512-55-4 C14H11NOS
2-((2-(hydroxymethyl)phenyl)thio)benzonitrile
—— (E)-8-bromo-3-(phenylthio)-1,3-octadiene 123289-41-8 C14H17BrS
(E)-8-bromo-3-(phenylthio)-1,3-octadiene
—— 5-phenyl-1,3-dithiolo<4,5-b>-1,4-dithiin-2-thione 177544-77-3 C11H6S5
5-phenyl-1,3-dithiolo<4,5-b>-1,4-dithiin-2-thione
—— 2-(phenylthio)benzylamine 63167-04-4 C13H13NS
2-(phenylthio)benzylamine
—— 6-benzyl-3-(2,2-dimethoxyethylimino)-1-methyl-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one 143703-02-0 C17H21N5O3S
6-benzyl-3-(2,2-dimethoxyethylimino)-1-methyl-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one
—— 2,2'-((4-(Dimethylamino)-1,2-phenylene)bis(sulfanediyl))diacetonitrile 139483-31-1 C12H13N3S2
2,2'-((4-(Dimethylamino)-1,2-phenylene)bis(sulfanediyl))diacetonitrile
—— (E)-8-azido-3-(phenylthio)-1,3-octadiene 123289-43-0 C14H17N3S
(E)-8-azido-3-(phenylthio)-1,3-octadiene
—— n-butyl isoamyl disulfide 75679-09-3 C9H20S2
n-butyl isoamyl disulfide
—— methyl 4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyrimidate 84407-36-3 C13H18F3N5OS
methyl 4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyrimidate
—— 4-Methyl-7-phenyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one 143703-04-2 C14H11N5OS
4-Methyl-7-phenyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one
—— 2-((2,6-dimethylphenyl)thio)benzonitrile 1270110-52-5 C15H13NS
2-((2,6-dimethylphenyl)thio)benzonitrile
—— bis(phenylthio)pentane 40340-02-1 C17H20S2
bis(phenylthio)pentane
—— 1,4-Bis-(bis-phenylsulfanyl-methyl)-benzene 70227-35-9 C32H26S4
1,4-Bis-(bis-phenylsulfanyl-methyl)-benzene
—— N-sulphamoyl-4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyramidine hydrogen maleate 84407-38-5 C4H4O4*C12H18F3N7O2S2
N-sulphamoyl-4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyramidine hydrogen maleate
—— 1-Isobutyldisulfanyl-3-methyl-butane 75203-66-6 C9H20S2
1-Isobutyldisulfanyl-3-methyl-butane
—— adipoyl isothiocyanate 7710-11-4 C8H8N2O2S2
adipoyl isothiocyanate
—— Sec-butyl isopentyl disulphide 75203-67-7 C9H20S2
Sec-butyl isopentyl disulphide
—— N-propyl-N',N''-bis(6-methyl-3-methylthio-5-oxo-4,5-dihydro-1,2,4-triazin-4-yl)guanidine 139702-71-9 C14H21N9O2S2
N-propyl-N',N''-bis(6-methyl-3-methylthio-5-oxo-4,5-dihydro-1,2,4-triazin-4-yl)guanidine
—— methyl-(3-methyl-1-methylsulfanyl-butyl)-disulfane 69078-82-6 C7H16S3
methyl-(3-methyl-1-methylsulfanyl-butyl)-disulfane
—— 5-butyl-3-methyl-2-phenylthiofuran 77287-78-6 C15H18OS
5-butyl-3-methyl-2-phenylthiofuran
—— 2-methylthio-5-n-butylfuran 80866-21-3 C9H14OS
2-methylthio-5-n-butylfuran
—— ethenylmethylbis<(phenylthio)methyl>silane 180744-04-1 C17H20S2Si
ethenylmethylbis<(phenylthio)methyl>silane
—— 1-ethyl-allyl isothiocyanate 17737-11-0 C6H9NS
1-ethyl-allyl isothiocyanate
—— 3,4-Dihydro-6-trifluormethyl-2H-thiopyrano<2,3-b>pyridin 142918-34-1 C9H8F3NS
3,4-Dihydro-6-trifluormethyl-2H-thiopyrano<2,3-b>pyridin
—— pent-2-enyl isothiocyanate 17737-09-6 C6H9NS
pent-2-enyl isothiocyanate
—— Crotonylisothiocyanate 2253-93-2 C5H7NS
Crotonylisothiocyanate
—— Dichlor-methyl-<2-phenylmercapto-aethyl>-silan 17878-22-7 C9H12Cl2SSi
Dichlor-methyl-<2-phenylmercapto-aethyl>-silan
—— 2,3,4,5-Tetrahydro-7-trifluormethyl-thiepino<2,3-b>pyridin 142918-35-2 C10H10F3NS
2,3,4,5-Tetrahydro-7-trifluormethyl-thiepino<2,3-b>pyridin
—— 3,6-dichloro-2,5-bis(thioanisido)-1,4-benzoquinone 124548-14-7 C20H16Cl2N2O2S2
3,6-dichloro-2,5-bis(thioanisido)-1,4-benzoquinone
—— 1H-1,2,4-Triazole-1-carbothioamide, 5-amino-N-methyl-3-(methylthio)- 82118-03-4 C5H9N5S2
1H-1,2,4-Triazole-1-carbothioamide, 5-amino-N-methyl-3-(methylthio)-
—— 1-Methyl-3-sec-butyl-thioharnstoff 2741-00-6 C6H14N2S
1-Methyl-3-sec-butyl-thioharnstoff
—— 3-phenylsulfanylmethyl-6-thiophen-2-yl-[1,2,4,5]tetrazine 58884-82-5 C13H10N4S2
3-phenylsulfanylmethyl-6-thiophen-2-yl-[1,2,4,5]tetrazine
—— 1-(adamantan-1-yl)-2-{[5-(methoxymethyl)-4-methyl-4H-1,2,4-triazol-3-yl]sulfanyl}ethanone 1185752-98-0 C17H25N3O2S
1-(adamantan-1-yl)-2-{[5-(methoxymethyl)-4-methyl-4H-1,2,4-triazol-3-yl]sulfanyl}ethanone
—— tert-Butylsulfenyl isopropylsulfinyl thioanhydride 164266-59-5 C7H16OS3
tert-Butylsulfenyl isopropylsulfinyl thioanhydride
—— 6,13-bis(hexyloxy)triphenodithiazine 140360-61-8 C30H34N2O2S2
6,13-bis(hexyloxy)triphenodithiazine
—— Dodecane-5-thiol 189175-95-9 C12H26S
Dodecane-5-thiol
—— dicyclopentyl sulfone 34008-65-6 C10H18O2S
dicyclopentyl sulfone
—— 7-bromo-8-hydroxy-5-methyl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium; bromide 22989-63-5 BrH*C8H8BrNOS
7-bromo-8-hydroxy-5-methyl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium; bromide
—— 3-(3-Ethylthio-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine 131987-50-3 C10H15N3S2
3-(3-Ethylthio-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 3-(3-Octylthio-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine 131987-48-9 C16H27N3S2
3-(3-Octylthio-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— Spiro<4H-3,1-benzoxathiin-2,5'(4'H)-pyrimidin>-2',4',6'(1'H,3'H)trion 124921-61-5 C11H8N2O4S
Spiro<4H-3,1-benzoxathiin-2,5'(4'H)-pyrimidin>-2',4',6'(1'H,3'H)trion
—— 2,4-dioxo-1,2,3,4-tetrahydro-10H-pyrimido<4,5-b><1,4>benzothiazine 22727-62-4 C10H7N3O2S
2,4-dioxo-1,2,3,4-tetrahydro-10H-pyrimido<4,5-b><1,4>benzothiazine
—— [1,1-Bis(phenylsulfanyl)butyl](tributyl)stannane 142073-41-4 C28H44S2Sn
[1,1-Bis(phenylsulfanyl)butyl](tributyl)stannane
—— 2-(2-Methylpropane-2-sulfonyl)ethyl 2-methylprop-2-enoate 85997-68-8 C10H18O4S
2-(2-Methylpropane-2-sulfonyl)ethyl 2-methylprop-2-enoate
—— 5-(cyclopentylthio)furan-2-carbaldehyde 1343855-54-8 C10H12O2S
5-(cyclopentylthio)furan-2-carbaldehyde
—— 4-(benzo[d]oxazol-2'-ylthio)-3-methylbenzene-1,2-diol 1521221-51-1 C14H11NO3S
4-(benzo[d]oxazol-2'-ylthio)-3-methylbenzene-1,2-diol
—— 2-(4,6-dichloro-[1,3,5]triazin-2-ylsulfanyl)-benzooxazole 18838-35-2 C10H4Cl2N4OS
2-(4,6-dichloro-[1,3,5]triazin-2-ylsulfanyl)-benzooxazole
—— 4-(benzo[d]oxazol-2'-ylthio)-3-fluorobenzene-1,2-diol 1521221-59-9 C13H8FNO3S
4-(benzo[d]oxazol-2'-ylthio)-3-fluorobenzene-1,2-diol