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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
—— 4-(pyrimidin-2-ylthio)butanenitrile —— C8H9N3S
4-(pyrimidin-2-ylthio)butanenitrile
—— N,N-diethyl-3-[(1-ethyl-3,5-dimethyl-1H-pyrazol-4-yl)thio]1H-1,2,4-triazole-1-carboxamide —— C14H22N6OS
N,N-diethyl-3-[(1-ethyl-3,5-dimethyl-1H-pyrazol-4-yl)thio]1H-1,2,4-triazole-1-carboxamide
—— 2-Cyanomethyl-5-cyanomethylene-3,3,6,6-tetramethyl-2-(2-pyrimidylthio)-1,4-oxathiane —— C16H18N4OS2
2-Cyanomethyl-5-cyanomethylene-3,3,6,6-tetramethyl-2-(2-pyrimidylthio)-1,4-oxathiane
—— 2-(3,3,3-trifluoro-1-pentafluoroethyl-2-trifluoromethyl-1-propenylsulfanyl)pyrimidine —— C10H3F11N2S
2-(3,3,3-trifluoro-1-pentafluoroethyl-2-trifluoromethyl-1-propenylsulfanyl)pyrimidine
—— 2-Cyanomethyl-5-cyanomethylene-3,3,6,6-tetramethyl-2-(2-pyrimidylthio)-1,4-dioxane —— C16H18N4O2S
2-Cyanomethyl-5-cyanomethylene-3,3,6,6-tetramethyl-2-(2-pyrimidylthio)-1,4-dioxane
—— 2-((S)-cyclohept-2-enylsulfanyl)-pyrimidine —— C11H14N2S
2-((S)-cyclohept-2-enylsulfanyl)-pyrimidine
—— Ethyl 2-((pyrimid-2-yl)thio)acetoacetate (aminocarbonyl)hydrazone —— C11H15N5O3S
Ethyl 2-((pyrimid-2-yl)thio)acetoacetate (aminocarbonyl)hydrazone
—— Methyl 2-((pyrimid-2-yl)thio)acetoacetate (aminocarbonyl)hydrazone —— C10H13N5O3S
Methyl 2-((pyrimid-2-yl)thio)acetoacetate (aminocarbonyl)hydrazone
—— 2-(2-adamantan-1-yl-ethylsulfanyl)-pyrimidine —— C16H22N2S
2-(2-adamantan-1-yl-ethylsulfanyl)-pyrimidine
—— 6-(2-Amino-4,5-dimethylphenyl)thiouracil —— C12H13N3O2S
6-(2-Amino-4,5-dimethylphenyl)thiouracil
—— 1-diethylcarbamoyl-3-cyclopropylmethylthio-1,2,4-triazole —— C11H18N4OS
1-diethylcarbamoyl-3-cyclopropylmethylthio-1,2,4-triazole
—— 2-((R,E)-1-ethyl-pent-2-enylsulfanyl)-pyrimidine —— C11H16N2S
2-((R,E)-1-ethyl-pent-2-enylsulfanyl)-pyrimidine
—— 2,2,4,5-Tetrachlor-1,3-dithiol-1,1,3,3-tetraoxid —— C3Cl4O4S2
2,2,4,5-Tetrachlor-1,3-dithiol-1,1,3,3-tetraoxid
—— N-(2-(phenylthio)phenyl)pivalamide —— C17H19NOS
N-(2-(phenylthio)phenyl)pivalamide
—— methyl 2-(pyrimidin-2-ylthio)acetate —— C7H8N2O2S
methyl 2-(pyrimidin-2-ylthio)acetate
—— 2-((trifluoromethyl)thio)pyrimidine —— C5H3F3N2S
2-((trifluoromethyl)thio)pyrimidine
—— methyl 3-(Pyrimidin-2-ylthio)propionate —— C8H10N2O2S
methyl 3-(Pyrimidin-2-ylthio)propionate
—— 8-benzyl-2-(propylthio)-4-(pyrimidin-2-ylthio)pteridin-7(8H)-one —— C20H18N6OS2
8-benzyl-2-(propylthio)-4-(pyrimidin-2-ylthio)pteridin-7(8H)-one
—— ethyl α-fluoro-α-[(2-pyrimidyl)thio]acetate —— C8H9FN2O2S
ethyl α-fluoro-α-[(2-pyrimidyl)thio]acetate
—— S-pyrimidin-2-yl 2,2-dimethylpropanethioate —— C9H12N2OS
S-pyrimidin-2-yl 2,2-dimethylpropanethioate
—— 2-((2,2-dimethylpent-4-en-1-yl)thio)pyrimidine —— C11H16N2S
2-((2,2-dimethylpent-4-en-1-yl)thio)pyrimidine
—— 6,7-bis(2-methoxyethoxy)-4-(pyrimidin-2-ylthio)quinazoline —— C18H20N4O4S
6,7-bis(2-methoxyethoxy)-4-(pyrimidin-2-ylthio)quinazoline
—— 4-amino-6-chloro-2-[(5-chlorothiophen-2-ylmethyl)thio]pyrimidine —— C9H7Cl2N3S2
4-amino-6-chloro-2-[(5-chlorothiophen-2-ylmethyl)thio]pyrimidine
—— 3-(2-methylbenzylthio)-5,6-diphenyl-1,2,4-triazine —— C23H19N3S
3-(2-methylbenzylthio)-5,6-diphenyl-1,2,4-triazine
—— 5-(2,6-difluorophenyl)aminomethyl-4-methylamino-2-methylthiopyrimidine —— C13H14F2N4S
5-(2,6-difluorophenyl)aminomethyl-4-methylamino-2-methylthiopyrimidine
—— trans vinyl sulfone —— C2H4O2S
trans vinyl sulfone
—— 4,6-dimethyl-2-{[(2-methylphenyl)methyl]sulfanyl}pyridine-3-carbonitrile —— C16H16N2S
4,6-dimethyl-2-{[(2-methylphenyl)methyl]sulfanyl}pyridine-3-carbonitrile
—— 3-chloro-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 3-piperidin-1-yl-propyl ester —— C20H22ClN3O2S
3-chloro-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 3-piperidin-1-yl-propyl ester
—— di<(E)-2-octenyl> sulfide —— C16H30S
di<(E)-2-octenyl> sulfide
—— 2-morpholin-4-ylethyl 2-(4-cyclopropanecarboxamidophenylsulfanyl)-5-amino-6-(5-methylpyrazol-3-ylamino)-4-pyrimidinecarboxylate —— C25H30N8O4S
2-morpholin-4-ylethyl 2-(4-cyclopropanecarboxamidophenylsulfanyl)-5-amino-6-(5-methylpyrazol-3-ylamino)-4-pyrimidinecarboxylate
—— 1-(2,3,4,5,6-pentafluorophenylthio)-2-methoxynaphthalene —— C17H9F5OS
1-(2,3,4,5,6-pentafluorophenylthio)-2-methoxynaphthalene
—— 6-(4-chlorophenylamino)-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine hydrochloride —— C11H10ClN5S*ClH
6-(4-chlorophenylamino)-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine hydrochloride
—— 3-(4-pentenyl)-4-(phenylthio)-3-sulfolene —— C15H18O2S2
3-(4-pentenyl)-4-(phenylthio)-3-sulfolene
—— 2,3-dihydrobenzo[1,4]dithiin-7-amine —— C8H9NS2
2,3-dihydrobenzo[1,4]dithiin-7-amine
—— 2,3-dihydrobenzo[1,4]oxthiin-7-amine —— C8H9NOS
2,3-dihydrobenzo[1,4]oxthiin-7-amine
—— 3-(tert-butyldimethylsilyl)oxy-1-propyl trifluoromethyl sulfone —— C10H21F3O3SSi
3-(tert-butyldimethylsilyl)oxy-1-propyl trifluoromethyl sulfone
—— 2-(2-methylbenzyl)-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile —— C14H13N3OS
2-(2-methylbenzyl)-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile
—— tert-butyl 4-[2-[6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)-sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate —— C24H29BrN6O4S
tert-butyl 4-[2-[6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)-sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate
—— 2-(2-fluorobenzyl)-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile —— C13H10FN3OS
2-(2-fluorobenzyl)-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile
—— 1-(2-(hept-6-enyl)-1,3-dithian-2-yl)-3-(2-(hex-5-enyl)-1,3-dithian-2-yl)propane —— C24H42S4
1-(2-(hept-6-enyl)-1,3-dithian-2-yl)-3-(2-(hex-5-enyl)-1,3-dithian-2-yl)propane
—— 1-(2-(hex-5-enyl)-1,3-dithian-2-yl)-3-(1,3-dithian-2-yl)propane —— C17H30S4
1-(2-(hex-5-enyl)-1,3-dithian-2-yl)-3-(1,3-dithian-2-yl)propane
—— (E)-4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutenoic acid —— C21H24N4O2S
(E)-4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutenoic acid
—— 4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2,2-dimethylbutanoic acid —— C22H28N4O2S
4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2,2-dimethylbutanoic acid
—— 4-[1-[2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ethyl]piperidin-4-yl]-2-methylbutanoic acid —— C22H28N4O2S
4-[1-[2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ethyl]piperidin-4-yl]-2-methylbutanoic acid
—— 4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutanoic acid —— C21H26N4O2S
4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutanoic acid
—— 4-(difluoromethylsulfanyl)-1-fluoro-2-methyl-benzene —— C8H7F3S
4-(difluoromethylsulfanyl)-1-fluoro-2-methyl-benzene
—— ethyl (2Z)-3-[4-amino-2-(benzylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinyl]-2-(hydroxyimino)-propanoate —— C16H18N4O4S
ethyl (2Z)-3-[4-amino-2-(benzylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinyl]-2-(hydroxyimino)-propanoate
—— 2-(methylthio)-3-methyl-5-benzyl-6-aminouracil —— C13H15N3OS
2-(methylthio)-3-methyl-5-benzyl-6-aminouracil
—— 5-(thien-3-yl)methoxy-3-methylthio-1,2,4-thiadiazole —— C8H8N2OS3
5-(thien-3-yl)methoxy-3-methylthio-1,2,4-thiadiazole
—— 6-amino-3-carbamoyl-2-carbethoxymethylthio-5-cyano-3,4-dihydrospirocyclohexane-4-pyridine —— C16H22N4O3S
6-amino-3-carbamoyl-2-carbethoxymethylthio-5-cyano-3,4-dihydrospirocyclohexane-4-pyridine