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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
—— 2-nitro-5-(2-pyrimidinylthio)benzonitrile 74396-19-3 C11H6N4O2S
2-nitro-5-(2-pyrimidinylthio)benzonitrile
—— 5-(6-Pyrimidin-2-ylsulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-1,3-thiazole 1428566-18-0 C12H7N7S2
5-(6-Pyrimidin-2-ylsulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-1,3-thiazole
—— (4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<2-(2-pyrimidinylthio)ethyl>oxazolidine 143122-23-0 C23H37N3O3S
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<2-(2-pyrimidinylthio)ethyl>oxazolidine
—— 2-butylsulfanyl-pyrimidine 66348-66-1 C8H12N2S
2-butylsulfanyl-pyrimidine
—— 3-(pyrimidin-2-yl)thioazetidine 931581-82-7 C7H9N3S
3-(pyrimidin-2-yl)thioazetidine
—— 2-amino-5-(2-pyrimidinylthio)thiazole 133691-63-1 C7H6N4S2
2-amino-5-(2-pyrimidinylthio)thiazole
—— 2-[(p-pyridinyl)-sulfanylmethyl]pyrimidine 88594-65-4 C10H9N3S
2-[(p-pyridinyl)-sulfanylmethyl]pyrimidine
—— 5,5,8,8-tetramethyl-3-(pyrimidin-2-yl-thio)-5,6,7,8-tetrahydro-2-naphthaldehyde 410529-88-3 C19H22N2OS
5,5,8,8-tetramethyl-3-(pyrimidin-2-yl-thio)-5,6,7,8-tetrahydro-2-naphthaldehyde
—— 2-[(6-Methylpyridin-3-yl)methylsulfanyl]pyrimidine 106651-56-3 C11H11N3S
2-[(6-Methylpyridin-3-yl)methylsulfanyl]pyrimidine
—— 4-chloro-2-cyano-5-(pyrimidine-2-ylthio)pyridazin-3(2H)-one 1253782-81-8 C9H4ClN5OS
4-chloro-2-cyano-5-(pyrimidine-2-ylthio)pyridazin-3(2H)-one
—— Di-(1,1-dimethyl-propyl)-sulfid 74356-17-5 C10H22S
Di-(1,1-dimethyl-propyl)-sulfid
—— 2-pyridylmethyl 2'-pyrimidyl sulfide 83782-80-3 C10H9N3S
2-pyridylmethyl 2'-pyrimidyl sulfide
—— Dinonylpentasulfane 88761-01-7 C18H38S5
Dinonylpentasulfane
—— (2S,3S)-2-amino-1-cyclohexyl-3-hydroxy-5-(isopropylsulfonyl)pentane 109864-89-3 C14H29NO3S
(2S,3S)-2-amino-1-cyclohexyl-3-hydroxy-5-(isopropylsulfonyl)pentane
—— benzyl 2-pyrimidine sulfide 66348-67-2 C11H10N2S
benzyl 2-pyrimidine sulfide
—— α-[(2-pyrimidyl)thio]acetonitrile 74537-75-0 C6H5N3S
α-[(2-pyrimidyl)thio]acetonitrile
—— {1-[(2-pyrimidinylsulfanyl)methyl]cyclobutyl}methanol 568591-54-8 C10H14N2OS
{1-[(2-pyrimidinylsulfanyl)methyl]cyclobutyl}methanol
—— 2-[(2-Chloropyridin-3-yl)methylsulfanyl]pyrimidine 106651-59-6 C10H8ClN3S
2-[(2-Chloropyridin-3-yl)methylsulfanyl]pyrimidine
—— 5-acetyl-4-methyl-1-phenyl-3-(pyrimidin-2-ylthio)-1H-pyridine-2-one 918543-26-7 C18H15N3O2S
5-acetyl-4-methyl-1-phenyl-3-(pyrimidin-2-ylthio)-1H-pyridine-2-one
—— (Z)-3-(pyrimidin-2-ylsulfanyl)-acrylic acid ethyl ester 1227376-31-9 C9H10N2O2S
(Z)-3-(pyrimidin-2-ylsulfanyl)-acrylic acid ethyl ester
—— diethyl (pyrimidin-2-ylthio)methylphosphonate 428867-28-1 C9H15N2O3PS
diethyl (pyrimidin-2-ylthio)methylphosphonate
—— diethyl 1-(pyrimidin-2-ylthio)ethylphosphonate 428867-29-2 C10H17N2O3PS
diethyl 1-(pyrimidin-2-ylthio)ethylphosphonate
—— 4,5-di(pyrimidin-2-ylsulfanyl)pyridazin-6-one 220663-00-3 C12H8N6OS2
4,5-di(pyrimidin-2-ylsulfanyl)pyridazin-6-one
—— 2-[1-(6-Methylpyridin-3-yl)ethylsulfanyl]pyrimidine 95016-57-2 C12H13N3S
2-[1-(6-Methylpyridin-3-yl)ethylsulfanyl]pyrimidine
—— di-(2-pyridyl)pyrimidin-2-ylsulfanylmethane 1296251-29-0 C15H12N4S
di-(2-pyridyl)pyrimidin-2-ylsulfanylmethane
—— 2-amino-6-methyl-5-[(pyrimidin-2-yl)sulfanyl]-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidine 1224514-02-6 C11H10N6OS
2-amino-6-methyl-5-[(pyrimidin-2-yl)sulfanyl]-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidine
—— 1-Diethylcarbamoyl-3-(tetrahydropyran-2-yl)methylthio-1,2,4-triazole 205034-76-0 C13H22N4O2S
1-Diethylcarbamoyl-3-(tetrahydropyran-2-yl)methylthio-1,2,4-triazole
—— 4-(pyrimidin-2-ylthio)-o-phenylenediamine 55564-34-6 C10H10N4S
4-(pyrimidin-2-ylthio)-o-phenylenediamine
—— 3-chloropropyl-(2-pyrimidyl)sulfide 134186-65-5 C7H9ClN2S
3-chloropropyl-(2-pyrimidyl)sulfide
—— 2-(7-bromoheptylthio)pyrimidine 149599-82-6 C11H17BrN2S
2-(7-bromoheptylthio)pyrimidine
—— 2-amino-1-nitro-4-(pyrimidin-2-ylthio)benzene 55564-33-5 C10H8N4O2S
2-amino-1-nitro-4-(pyrimidin-2-ylthio)benzene
—— 2-acetamido-5-(2-pyrimidinylthio)thiazole 133691-62-0 C9H8N4OS2
2-acetamido-5-(2-pyrimidinylthio)thiazole
—— (Z)-7-bromo-3-(phenylthio)-1,3-heptadiene 123289-35-0 C13H15BrS
(Z)-7-bromo-3-(phenylthio)-1,3-heptadiene
—— 2-amino-4-methyl-5-(2-pyrimidinylthio)thiazole 133691-92-6 C8H8N4S2
2-amino-4-methyl-5-(2-pyrimidinylthio)thiazole
—— 2-[4-(4-cyanophenylmethoxy)phenylthio]-4,6-dimethylpyrimidine 116169-61-0 C20H17N3OS
2-[4-(4-cyanophenylmethoxy)phenylthio]-4,6-dimethylpyrimidine
—— (5aS,7S)-7-[(1R/S)-2-(pyrimidino-2-thio)-1-methylethyl]-3-methyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran 1134003-14-7 C20H22N2O3S
(5aS,7S)-7-[(1R/S)-2-(pyrimidino-2-thio)-1-methylethyl]-3-methyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran
—— 2-[(3-methylbenzyl)thio]pyrimidine 646511-10-6 C12H12N2S
2-[(3-methylbenzyl)thio]pyrimidine
—— 1-((4-bromophenyl)thio)methanesulfonamide 55116-62-6 C7H8BrNO2S2
1-((4-bromophenyl)thio)methanesulfonamide
—— 4-methylbenzyl 2-pyrimidinyl sulfide 405064-00-8 C12H12N2S
4-methylbenzyl 2-pyrimidinyl sulfide
—— 1,2-bis[(2-pyrimidinyl)methylsulfanyl]benzene 889678-07-3 C15H13N5S2
1,2-bis[(2-pyrimidinyl)methylsulfanyl]benzene
—— 5-(Benzylsulfanyl)-1,3-dimethyl-4-nitro-1H-pyrazole 88398-90-7 C12H13N3O2S
5-(Benzylsulfanyl)-1,3-dimethyl-4-nitro-1H-pyrazole
—— 6-<(2-Amino-4,5-dimethylphenyl)thio>-5-bromouracil 172947-65-8 C12H12BrN3O2S
6-<(2-Amino-4,5-dimethylphenyl)thio>-5-bromouracil
—— 1H-Purine, 2-chloro-6-(2-pyrimidinylthio)- 646509-53-7 C9H5ClN6S
1H-Purine, 2-chloro-6-(2-pyrimidinylthio)-
—— 2-chloro-3-(2'-pyrimidylmercapto)-propionic acid methyl ester 88347-82-4 C8H9ClN2O2S
2-chloro-3-(2'-pyrimidylmercapto)-propionic acid methyl ester
—— 5-Bromo-6-<4,5-dimethyl-2-(D-ribitylamino)phenyl>thiouracil 172947-66-9 C17H22BrN3O6S
5-Bromo-6-<4,5-dimethyl-2-(D-ribitylamino)phenyl>thiouracil
—— 1-Chlor-4-methyl-1-phenylthio-2-pentanon 69798-67-0 C12H15ClOS
1-Chlor-4-methyl-1-phenylthio-2-pentanon
—— 1-(dimethylsulfamoyl)-4-chloro-5-(3,5-dichlorophenylthio)pyrazole 143535-34-6 C11H10Cl3N3O2S2
1-(dimethylsulfamoyl)-4-chloro-5-(3,5-dichlorophenylthio)pyrazole
—— 2-ethylmercapto-5-amino-3<i>H</i>-pyrimidin-4-one 6935-11-1 C6H9N3OS
2-ethylmercapto-5-amino-3<i>H</i>-pyrimidin-4-one
—— 1-(diethylcarbamoyl)-4-chloro-3-(3,5-dichlorophenylthio)pyrazole 143535-67-5 C14H14Cl3N3OS
1-(diethylcarbamoyl)-4-chloro-3-(3,5-dichlorophenylthio)pyrazole
—— 4-Methyl-1-phenylthio-2-pentanon 69798-66-9 C12H16OS
4-Methyl-1-phenylthio-2-pentanon