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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'-(tert-butylsulfanyl)phenyl]-4-phenylbutan-2-one 765292-71-5 C20H24OS
1-[2'-(tert-butylsulfanyl)phenyl]-4-phenylbutan-2-one
—— 2-[2'-(tert-butylsulfanyl)phenyl]-1,3-dithiane 765292-68-0 C14H20S3
2-[2'-(tert-butylsulfanyl)phenyl]-1,3-dithiane
—— S-<2-Ethyl-butyl>-thiophenol 13921-07-8 C12H18S
S-<2-Ethyl-butyl>-thiophenol
—— Bis(2-methyl-2-propenyl) sulfoxide 90112-55-3 C8H14OS
Bis(2-methyl-2-propenyl) sulfoxide
—— 1,1,1,3,3,3-hexafluoropropan-2-yl 3-((2-aminophenyl)thio)-3-phenylpropanoate 1443456-10-7 C18H15F6NO2S
1,1,1,3,3,3-hexafluoropropan-2-yl 3-((2-aminophenyl)thio)-3-phenylpropanoate
—— (R)-3-((2-aminophenyl)thio)-N,N-dimethyl-3-phenylpropanethioamide 1402449-09-5 C17H20N2S2
(R)-3-((2-aminophenyl)thio)-N,N-dimethyl-3-phenylpropanethioamide
—— (Z)-1,4-bis(ethylsulfanyl)but-2-ene 90224-13-8 C8H16S2
(Z)-1,4-bis(ethylsulfanyl)but-2-ene
—— 2-(neopentylsulfonyl)acetic acid 1391715-40-4 C7H14O4S
2-(neopentylsulfonyl)acetic acid
—— 1-bromo-2-methyl-3-(methylthio)benzene 871352-93-1 C8H9BrS
1-bromo-2-methyl-3-(methylthio)benzene
—— 7-bromobenzo[b]thiophen-3(2H)-one 72002-05-2 C8H5BrOS
7-bromobenzo[b]thiophen-3(2H)-one
—— 2H,3H,4H-pyrido[3,2-e][1,3]thiazin-4-one 118966-15-7 C7H6N2OS
2H,3H,4H-pyrido[3,2-e][1,3]thiazin-4-one
—— (2E)-2-[1-(Phenylsulfanyl)propan-2-ylidene]hydrazine-1-carboxamide 5042-49-9 C10H13N3OS
(2E)-2-[1-(Phenylsulfanyl)propan-2-ylidene]hydrazine-1-carboxamide
—— Tert-butyl 2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-4,6-dimethyl-[1,3]dithiolo[4,5-c]pyrrole-5-carboxylate 188014-43-9 C17H21NO2S4
Tert-butyl 2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-4,6-dimethyl-[1,3]dithiolo[4,5-c]pyrrole-5-carboxylate
—— 2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-4,6-dimethyl-5H-[1,3]dithiolo[4,5-c]pyrrole 188014-42-8 C12H13NS4
2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-4,6-dimethyl-5H-[1,3]dithiolo[4,5-c]pyrrole
—— 3-phenyl-N-phenylmethoxy-3-phenylsulfanylpropanamide 851228-39-2 C22H21NO2S
3-phenyl-N-phenylmethoxy-3-phenylsulfanylpropanamide
—— N',N'-Bis-(3-chlor-cis-allyl)-N-sulfinyl-hydrazin 20582-07-4 C6H8Cl2N2OS
N',N'-Bis-(3-chlor-cis-allyl)-N-sulfinyl-hydrazin
—— (S)-N-(1-phenylethyl)-3-(phenylthio)propanamide 496944-31-1 C17H19NOS
(S)-N-(1-phenylethyl)-3-(phenylthio)propanamide
—— dimethyl (2S)-2-hydroxy-2-[(4-methylphenyl)sulfenylmethyl]hexanedioate 1067938-41-3 C16H22O5S
dimethyl (2S)-2-hydroxy-2-[(4-methylphenyl)sulfenylmethyl]hexanedioate
—— N-((1S)-1-phenylethyl)-2-(2-pyridinylsulfanyl)-(4R)-4-(1H-pyrrol-1-yl)heptanamide 415696-78-5 C24H29N3OS
N-((1S)-1-phenylethyl)-2-(2-pyridinylsulfanyl)-(4R)-4-(1H-pyrrol-1-yl)heptanamide
—— (E)-1-(3-((3-(morpholinomethyl)quinolin-6-yl)thio)[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethanone O-(2-hydroxyethyl) oxime 1427473-57-1 C24H26N6O3S
(E)-1-(3-((3-(morpholinomethyl)quinolin-6-yl)thio)[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethanone O-(2-hydroxyethyl) oxime
—— methyl (5S)-6-amino-5-hydroxy-5-[(4-methylphenyl)sulfenylmethyl]-6-oxohexanoate 1067938-30-0 C15H21NO4S
methyl (5S)-6-amino-5-hydroxy-5-[(4-methylphenyl)sulfenylmethyl]-6-oxohexanoate
—— thiacyclopentadeca-3,13-diyne-1,1-dioxide 514853-64-6 C14H20O2S
thiacyclopentadeca-3,13-diyne-1,1-dioxide
—— 7-(1-hydroxy-2-methylthioethyl)-2,2-dimethyl-3-oxa-7-phenylthio-1-azabicyclo<4.2.0>octan-8-one 98827-08-8 C17H23NO3S2
7-(1-hydroxy-2-methylthioethyl)-2,2-dimethyl-3-oxa-7-phenylthio-1-azabicyclo<4.2.0>octan-8-one
—— 2,5-bis-methylsulfanyl-3,4-dihydro-2<i>H</i>-pyran-2-carbaldehyde 64199-32-2 C8H12O2S2
2,5-bis-methylsulfanyl-3,4-dihydro-2<i>H</i>-pyran-2-carbaldehyde
—— 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