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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
—— 1-[(2-hydroxy-2-phenyl-1-phenylsulfanyl)ethyl]cyclohexanol 253797-51-2 C20H24O2S
1-[(2-hydroxy-2-phenyl-1-phenylsulfanyl)ethyl]cyclohexanol
—— 1-Chloro-1-octylsulfonylsulfanyloctane 92807-04-0 C16H33ClO2S2
1-Chloro-1-octylsulfonylsulfanyloctane
—— 2,5-bis-(1,1-dimethyl-propylsulfanyl)-3,4-dihydro-2<i>H</i>-pyran-2-carbaldehyde 64199-35-5 C16H28O2S2
2,5-bis-(1,1-dimethyl-propylsulfanyl)-3,4-dihydro-2<i>H</i>-pyran-2-carbaldehyde
—— (1,1-dimethyl-propylsulfanyl)-acetaldehyde 64199-30-0 C7H14OS
(1,1-dimethyl-propylsulfanyl)-acetaldehyde
—— 2-Formyl-2,5-diisobutylthio-2,3-dihydro-4H-pyran 64199-34-4 C14H24O2S2
2-Formyl-2,5-diisobutylthio-2,3-dihydro-4H-pyran
—— isobutylsulfanyl-acetaldehyde 64199-29-7 C6H12OS
isobutylsulfanyl-acetaldehyde
—— 2-fluoro-5-phenylthiopyridine 344781-88-0 C11H8FNS
2-fluoro-5-phenylthiopyridine
—— 6-methyl-3-(2-methylphenyl)-2-methylthio-4(3H)-pyrimidinone 89069-38-5 C13H14N2OS
6-methyl-3-(2-methylphenyl)-2-methylthio-4(3H)-pyrimidinone
—— 3-(4-methylphenyl)-2-methylthio-4(3H)-pyrimidinone 89069-26-1 C12H12N2OS
3-(4-methylphenyl)-2-methylthio-4(3H)-pyrimidinone
—— 9-Thiabicyclo[6.2.0]deca-1(8), 9,9-dioxide 20452-34-0 C9H12O2S
9-Thiabicyclo[6.2.0]deca-1(8), 9,9-dioxide
—— Trimethoxy-p-tolylthiomethyl-silan 70615-95-1 C11H18O3SSi
Trimethoxy-p-tolylthiomethyl-silan
—— phenyl(trimethoxysilylmethyl)sulfide 57557-71-8 C10H16O3SSi
phenyl(trimethoxysilylmethyl)sulfide
—— (E)-1-(3-(3-(morpholinomethyl)quinolin-6-ylthio)[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethanone oxime 1427473-56-0 C22H22N6O2S
(E)-1-(3-(3-(morpholinomethyl)quinolin-6-ylthio)[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethanone oxime
—— 2-[(Z)-2-propan-2-ylsulfonylethenyl]sulfonylpropane 93114-10-4 C8H16O4S2
2-[(Z)-2-propan-2-ylsulfonylethenyl]sulfonylpropane
—— 2,4-dimethoxy-6,4'-dimethyldiphenyl thioether 1296142-89-6 C16H18O2S
2,4-dimethoxy-6,4'-dimethyldiphenyl thioether
—— 2-Hexyl-2-propyl-1,3-dithiolane 90692-04-9 C12H24S2
2-Hexyl-2-propyl-1,3-dithiolane
—— 2-Hexyl-2-propyl-1,3-dithiane 74327-18-7 C13H26S2
2-Hexyl-2-propyl-1,3-dithiane
—— 10-undecenedithioic acid 131264-71-6 C11H20S2
10-undecenedithioic acid
—— 9-decenyl 10-undecenedithioate 131264-73-8 C21H38S2
9-decenyl 10-undecenedithioate
—— methyl 2-fluoro-4-[7-(quinolin-6-ylthio)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoate 1029712-86-4 C22H14FN5O2S
methyl 2-fluoro-4-[7-(quinolin-6-ylthio)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoate
—— 3-(Phenylthio)-2-piperidone 104261-03-2 C11H13NOS
3-(Phenylthio)-2-piperidone
—— cis-1,2-bis(Ethylsulfonyl)ethen 15383-59-2 C6H12O4S2
cis-1,2-bis(Ethylsulfonyl)ethen
—— (4-methylphenyl) (1Z)-N-hydroxy-2-methylpropanimidothioate 713-77-9 C11H15NOS
(4-methylphenyl) (1Z)-N-hydroxy-2-methylpropanimidothioate
—— 2-chloro-N-methyl-N-(2-phenylcyclohex-2-en-1-yl)-2-phenylsulfanylacetamide 147949-58-4 C21H22ClNOS
2-chloro-N-methyl-N-(2-phenylcyclohex-2-en-1-yl)-2-phenylsulfanylacetamide
—— 20-mercapto-eicosane-1-ol 149340-92-1 C20H42OS
20-mercapto-eicosane-1-ol
—— 3-bromo-2,5-bis(methylthio)thiophene 152570-31-5 C6H7BrS3
3-bromo-2,5-bis(methylthio)thiophene
—— N-(2-Phenylcyclohex-2-en-1-yl)-N-methyl-α-(phenylthio)acetamide 147949-57-3 C21H23NOS
N-(2-Phenylcyclohex-2-en-1-yl)-N-methyl-α-(phenylthio)acetamide
—— 7-benzyl-4-(2,4,6-trimethyl-phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine 914496-78-9 C22H22N4S
7-benzyl-4-(2,4,6-trimethyl-phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine
—— 7-benzyl-2-fluoro-4-(2,4,6-trimethyl-phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 914496-79-0 C22H20FN3S
7-benzyl-2-fluoro-4-(2,4,6-trimethyl-phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-(4-tolyl)thio-dec-9-en-1-ol 1026975-85-8 C17H26OS
2-(4-tolyl)thio-dec-9-en-1-ol
—— N-(4-Chlorobenzyliden)-3-chlor-4-thiocyanatoanilin 56311-75-2 C14H8Cl2N2S
N-(4-Chlorobenzyliden)-3-chlor-4-thiocyanatoanilin
—— 1-Phenyl-4-phenylsulfanylbutan-1-ol 100591-80-8 C16H18OS
1-Phenyl-4-phenylsulfanylbutan-1-ol
—— 1-[4-(4-amino-phenylsulfanyl)-phenyl]-ethanone oxime 7402-83-7 C14H14N2OS
1-[4-(4-amino-phenylsulfanyl)-phenyl]-ethanone oxime
—— 4-Diisopentylamino-7-methylmercapto-1H-imidazo<4,5-d>pyridazin 3438-76-4 C16H27N5S
4-Diisopentylamino-7-methylmercapto-1H-imidazo<4,5-d>pyridazin
—— 4,7-Bis-benzylmercapto-1H-imidazo<4,5-d>pyridazin 3434-06-8 C19H16N4S2
4,7-Bis-benzylmercapto-1H-imidazo<4,5-d>pyridazin
—— N-(2-cyclohexylethyl)-6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-amine 1187836-72-1 C24H31N7OS
N-(2-cyclohexylethyl)-6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-amine
—— tert-butyl (2-cyclohexylethyl)(6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-yl)carbamate 1187837-10-0 C29H39N7O3S
tert-butyl (2-cyclohexylethyl)(6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-yl)carbamate
—— 2-(2-phenylthioethoxy)ethanamine hydrochloride 189012-91-7 C10H15NOS*ClH
2-(2-phenylthioethoxy)ethanamine hydrochloride
—— 4,7-Bis-(2,4-dinitro-phenylmercapto)-1H-imidazo<4,5-d>pyridazin 3434-09-1 C17H8N8O8S2
4,7-Bis-(2,4-dinitro-phenylmercapto)-1H-imidazo<4,5-d>pyridazin
—— 2-amino-4-(dimethylamino)-1-thiabuta-1,3-diene 69311-46-2 C5H10N2S
2-amino-4-(dimethylamino)-1-thiabuta-1,3-diene
—— 3,4-dihydro-6-methylmercapto-2-morpholino-4-oxopyrimidine-5-carbonitrile 78318-46-4 C10H12N4O2S
3,4-dihydro-6-methylmercapto-2-morpholino-4-oxopyrimidine-5-carbonitrile
—— 4-Amino-6-methylthio-2-morpholino-pyrimidin-5-carbonitril 78318-45-3 C10H13N5OS
4-Amino-6-methylthio-2-morpholino-pyrimidin-5-carbonitril
—— 4-[4-(Methylsulfanyl)-6-(thiophen-2-yl)pyrimidin-2-yl]morpholine 832075-84-0 C13H15N3OS2
4-[4-(Methylsulfanyl)-6-(thiophen-2-yl)pyrimidin-2-yl]morpholine
—— dimethyl-4-formyl-4-(phenylthio)-ethylpimelate 113541-83-6 C18H24O5S
dimethyl-4-formyl-4-(phenylthio)-ethylpimelate
—— 3,3-Dioxo-4-phenylspiro[1,3-oxathiine-2,2'-adamantane]-6-one 1018858-68-8 C19H20O4S
3,3-Dioxo-4-phenylspiro[1,3-oxathiine-2,2'-adamantane]-6-one
—— 1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]-N-[(4-methoxyphenyl)methyl]ethanamine 1247820-02-5 C20H18Cl2N2O3S2
1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]-N-[(4-methoxyphenyl)methyl]ethanamine
—— Methyl 4-Methyl-2-(phenylthio)-2,3-pentadienoate 133055-33-1 C13H14O2S
Methyl 4-Methyl-2-(phenylthio)-2,3-pentadienoate
—— 39923-87-0 C4H6O3S
—— tert-butyl 2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl]-1,3-thiazole-4-carboxylate 1149756-90-0 C16H15F2N3O3S2
tert-butyl 2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl]-1,3-thiazole-4-carboxylate
—— 4-(2-fluoropyridin-3-yl)-5-[(1,3-thiazol-2-yl)thio]thiophene-2-carbaldehyde 1138034-30-6 C13H7FN2OS3
4-(2-fluoropyridin-3-yl)-5-[(1,3-thiazol-2-yl)thio]thiophene-2-carbaldehyde