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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-[(4-fluorophenyl)ethynyl]-2-(methylthio)pyrimidine 474511-91-6 C13H9FN2S
4-[(4-fluorophenyl)ethynyl]-2-(methylthio)pyrimidine
—— (2-chloropyridin-3-yl)bis-[2-(methylsulfanyl)pyrimidin-4-yl]methanol 330823-21-7 C16H14ClN5OS2
(2-chloropyridin-3-yl)bis-[2-(methylsulfanyl)pyrimidin-4-yl]methanol
—— 2-(methylthio)-4-((trimethylsilyl)ethynyl)pyrimidine 544675-63-0 C10H14N2SSi
2-(methylthio)-4-((trimethylsilyl)ethynyl)pyrimidine
—— 6-chloro-3-(2-methylsulfanylpyrimidin-4-yl)imidazo[1,2-b]pyridazine 1330595-29-3 C11H8ClN5S
6-chloro-3-(2-methylsulfanylpyrimidin-4-yl)imidazo[1,2-b]pyridazine
—— 1,1-dimethylethyl 3-hydroxy-3-[2-(methylthio)pyrimidin-4-yl]azetidine-1-carboxylate 934665-07-3 C13H19N3O3S
1,1-dimethylethyl 3-hydroxy-3-[2-(methylthio)pyrimidin-4-yl]azetidine-1-carboxylate
—— (2-chloropyridin-3-yl)-[2-(4-fluorophenyl)-1-(2-methylthiopyrimidin-4-yl)-ethylidene]amine 1075197-91-9 C18H14ClFN4S
(2-chloropyridin-3-yl)-[2-(4-fluorophenyl)-1-(2-methylthiopyrimidin-4-yl)-ethylidene]amine
—— 2-methylthio-4-trifluoromethyl-6-tert-butylpyrimidine 62773-04-0 C10H13F3N2S
2-methylthio-4-trifluoromethyl-6-tert-butylpyrimidine
—— (3-bromophenyl)(4-fluorobenzyl)sulfane 1173993-78-6 C13H10BrFS
(3-bromophenyl)(4-fluorobenzyl)sulfane
—— 4,5-Dichloro-2-methylthio-6-trifluoromethylpyrimidine 85730-39-8 C6H3Cl2F3N2S
4,5-Dichloro-2-methylthio-6-trifluoromethylpyrimidine
—— 3-[2-(methylthio)pyrimidin-4-yl]pyrazolo[1,5-b]pyridazine 681432-35-9 C11H9N5S
3-[2-(methylthio)pyrimidin-4-yl]pyrazolo[1,5-b]pyridazine
—— (2-fluorophenyl)-(2-methylsulfanylpyrimidin-4-yl)methanol 918870-23-2 C12H11FN2OS
(2-fluorophenyl)-(2-methylsulfanylpyrimidin-4-yl)methanol
—— 1-(2-(Methylthio)pyrimidin-4-yl)ethanol 910112-38-8 C7H10N2OS
1-(2-(Methylthio)pyrimidin-4-yl)ethanol
—— 2-(4-chlorophenylthio)-N,N-dimethylethanamine hydrochloride 16928-92-0 C10H14ClNS*ClH
2-(4-chlorophenylthio)-N,N-dimethylethanamine hydrochloride
—— 2-{3-[3-(2-morpholin-4-yl-ethoxy)phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}benzylamine 946051-03-2 C25H27N5O2S
2-{3-[3-(2-morpholin-4-yl-ethoxy)phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}benzylamine
—— 5-amino-1-<2-(p-chlorophenyl)thioethyl>imidazole-4-carbonitrile 108575-35-5 C12H11ClN4S
5-amino-1-<2-(p-chlorophenyl)thioethyl>imidazole-4-carbonitrile
—— 4-amino-1-(p-chlorophenylthioethyl)-5-cyanoimidazole 108555-75-5 C12H11ClN4S
4-amino-1-(p-chlorophenylthioethyl)-5-cyanoimidazole
—— (3-Methylsulfanyl-[1,2,4-]thiadiazol-5-yl)-carbamic acid tert-butyl ester 881401-72-5 C8H13N3O2S2
(3-Methylsulfanyl-[1,2,4-]thiadiazol-5-yl)-carbamic acid tert-butyl ester
—— 6-chloro-2H,3H,4H-pyrido[3,2-b][1,4]thiazin-3-one 1220979-91-8 C7H5ClN2OS
6-chloro-2H,3H,4H-pyrido[3,2-b][1,4]thiazin-3-one
—— 2,4-Bis(methylsulfanyl)-6-thiophen-3-ylpyrimidine 116137-71-4 C10H10N2S3
2,4-Bis(methylsulfanyl)-6-thiophen-3-ylpyrimidine
—— 2,3-bis(methylthio)maleonitrile 57376-61-1 C6H6N2S2
2,3-bis(methylthio)maleonitrile
—— (2E,4E)-6-(1,3-Benzodithiol-2-yliden)hexa-2,4-dienal 181046-77-5 C13H10OS2
(2E,4E)-6-(1,3-Benzodithiol-2-yliden)hexa-2,4-dienal
—— (2E)-4-(1,3-Benzodithiol-2-yliden)but-2-enal 181296-27-5 C11H8OS2
(2E)-4-(1,3-Benzodithiol-2-yliden)but-2-enal
—— <2-Ethoxycarbonylmercapto-ethyl>-carbamidsaeure-ethylester 92347-67-6 C8H15NO4S
<2-Ethoxycarbonylmercapto-ethyl>-carbamidsaeure-ethylester
—— 2-[(2S,3S,4R,4aS,10aS)-3,4-dihydroxy-2-methyl-3,4,4a,10a-tetrahydro-2H-pyrano[2,3-b][1,4]benzoxathiin-7-yl]acetic acid 1442693-23-3 C14H16O6S
2-[(2S,3S,4R,4aS,10aS)-3,4-dihydroxy-2-methyl-3,4,4a,10a-tetrahydro-2H-pyrano[2,3-b][1,4]benzoxathiin-7-yl]acetic acid
—— 3-Nonanol, 1-(phenylthio)- 84547-46-6 C15H24OS
3-Nonanol, 1-(phenylthio)-
—— methyl 2-[(2S,3S,4R,4aS,10aS)-3,4-dihydroxy-2-methyl-3,4,4a,10a-tetrahydro-2H-pyrano[2,3-b][1,4]benzoxathiin-7-yl]acetate 1442693-29-9 C15H18O6S
methyl 2-[(2S,3S,4R,4aS,10aS)-3,4-dihydroxy-2-methyl-3,4,4a,10a-tetrahydro-2H-pyrano[2,3-b][1,4]benzoxathiin-7-yl]acetate
—— Methyl [4-[[(dimethylamino)carbonyl]thio]phenyl]acetate 317319-11-2 C12H15NO3S
Methyl [4-[[(dimethylamino)carbonyl]thio]phenyl]acetate
—— Methyl 2-(pyrid-2-yl)-1,3-oxathiane-2-carbodithioate 82081-49-0 C11H13NOS3
Methyl 2-(pyrid-2-yl)-1,3-oxathiane-2-carbodithioate
—— 4-cyclobutylamino-2-methylsulfanyl-pyrimidine-5-carbonitrile 1192132-93-6 C10H12N4S
4-cyclobutylamino-2-methylsulfanyl-pyrimidine-5-carbonitrile
—— 3-methylthio-4-nitroso-6-tert.-butyl-1,2,4-triazine-5-one 106119-79-3 C8H12N4O2S
3-methylthio-4-nitroso-6-tert.-butyl-1,2,4-triazine-5-one
—— 2-Azido-5-bromo-6-hydroxy-2,3-dihydrobenzothiophene 222843-49-4 C8H6BrN3OS
2-Azido-5-bromo-6-hydroxy-2,3-dihydrobenzothiophene
—— 5-Bromo-6-hydroxy-2,3-dihydrobenzothiophene 234757-53-0 C8H7BrOS
5-Bromo-6-hydroxy-2,3-dihydrobenzothiophene
—— 3-amino-2-cyano-5-methoxy-6-(methylthio)pyridine 267243-60-7 C8H9N3OS
3-amino-2-cyano-5-methoxy-6-(methylthio)pyridine
—— 2,5-diamino-4-methyl-6-methylthiopyrimidine 7144-21-0 C6H10N4S
2,5-diamino-4-methyl-6-methylthiopyrimidine
—— 2-amino-5-methoxy-6-(methylthio)-3-nitropyridine 127356-34-7 C7H9N3O3S
2-amino-5-methoxy-6-(methylthio)-3-nitropyridine
—— methyl (2E)-2-(2-phenylsulfanylethylidene)-1-pyridin-3-ylcyclohexane-1-carbodithioate 1027885-40-0 C21H23NS3
methyl (2E)-2-(2-phenylsulfanylethylidene)-1-pyridin-3-ylcyclohexane-1-carbodithioate
—— methyl 3-ethyl-6-(phenylthiomethyl)-2-propyl-2H-pyran-5-carboxylate 1341233-96-2 C19H24O3S
methyl 3-ethyl-6-(phenylthiomethyl)-2-propyl-2H-pyran-5-carboxylate
—— 2-(2-methyl-[1,3]dithian-2-yl)phenol 496043-45-9 C11H14OS2
2-(2-methyl-[1,3]dithian-2-yl)phenol
—— 1-<<1'-phenyl-2'(t-butyldimethylsilyloxy)ethoxy>methyl>-6-(phenylthio)uracil 155831-64-4 C25H32N2O4SSi
1-<<1'-phenyl-2'(t-butyldimethylsilyloxy)ethoxy>methyl>-6-(phenylthio)uracil
—— S-tert-butyl (2S)-2-[(1S,5R,7aS)-5-hydroxy-7a-methyl-4-phenylthio-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate 332950-58-0 C30H44O4S2
S-tert-butyl (2S)-2-[(1S,5R,7aS)-5-hydroxy-7a-methyl-4-phenylthio-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate
—— 2-(4-picoliltio)anilina 74462-22-9 C12H12N2S
2-(4-picoliltio)anilina
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-(4-picolylthio)imidazo<4,5-d>pyridazine 85733-00-2 C16H15N7S
4-(3,5-Dimethylpyrazol-1-yl)-2-(4-picolylthio)imidazo<4,5-d>pyridazine
—— 5,6-bis(4-chlorophenyl)-3-((pyridin-4-ylmethyl)thio)-1,2,4-triazine 1478982-17-0 C21H14Cl2N4S
5,6-bis(4-chlorophenyl)-3-((pyridin-4-ylmethyl)thio)-1,2,4-triazine
—— 4-(((4-bromophenyl)thio)methyl)pyridine 83782-72-3 C12H10BrNS
4-(((4-bromophenyl)thio)methyl)pyridine
—— 2-(4-pyridylmethylsulfanyl)-5-(4-isothiocyanatophenyl)-1,3,4-oxadiazole 384859-82-9 C15H10N4OS2
2-(4-pyridylmethylsulfanyl)-5-(4-isothiocyanatophenyl)-1,3,4-oxadiazole
—— 4-{[(4-pyridyl)methyl]sulfanyl}aniline 181633-39-6 C12H12N2S
4-{[(4-pyridyl)methyl]sulfanyl}aniline
—— 5-(5-ethyl-2-hydroxymethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-25-1 C14H12N4OS
5-(5-ethyl-2-hydroxymethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 4-(2-(5-(1-(tert-butoxycarbonyl)piperidin-4-ylamino)pyridin-2-ylamino)thiazol-4-ylthio)picolinic acid 1034922-38-7 C24H28N6O4S2
4-(2-(5-(1-(tert-butoxycarbonyl)piperidin-4-ylamino)pyridin-2-ylamino)thiazol-4-ylthio)picolinic acid
—— 6-(phenylthio)hexanenitrile 99965-76-1 C12H15NS
6-(phenylthio)hexanenitrile
—— S,S'-Dimethyl-dithiobiuret 15013-75-9 C4H9N3S2
S,S'-Dimethyl-dithiobiuret