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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-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
—— (E)-7-bromo-3-(phenylthio)-1,3-heptadiene 123289-42-9 C13H15BrS
(E)-7-bromo-3-(phenylthio)-1,3-heptadiene
—— 3-phenylthio-3-trimethylsilyloctane 85969-78-4 C17H30SSi
3-phenylthio-3-trimethylsilyloctane
—— pyrimidin-2-yl thiolacetate 41041-22-9 C6H6N2OS
pyrimidin-2-yl thiolacetate
—— 3-(2-pyrimidylthio)benzo[b]selenophene-2-carboxylic acid ethyl ester 1186132-88-6 C15H12N2O2SSe
3-(2-pyrimidylthio)benzo[b]selenophene-2-carboxylic acid ethyl ester
—— 3-methyl-6-(<i>N</i>-methyl-hydrazino)-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one 7401-93-6 C7H12N4OS
3-methyl-6-(<i>N</i>-methyl-hydrazino)-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— 2-Amino-4-methylsulfanyl-6-oxo-1-phenylpyrimidine-5-carbonitrile 608519-78-4 C12H10N4OS
2-Amino-4-methylsulfanyl-6-oxo-1-phenylpyrimidine-5-carbonitrile
—— 5-hydroxy-2-((pyrimidin-2-ylthio)methyl)-4H-pyran-4-one 941868-82-2 C10H8N2O3S
5-hydroxy-2-((pyrimidin-2-ylthio)methyl)-4H-pyran-4-one
—— 3-(pyrimidin-2-ylsulphanyl)-1H-indazole 1234572-80-5 C11H8N4S
3-(pyrimidin-2-ylsulphanyl)-1H-indazole
—— 2-(2-nitro-phenylsulfanyl)-pyrimidine 58696-13-2 C10H7N3O2S
2-(2-nitro-phenylsulfanyl)-pyrimidine
—— 1-adamantan-1-yl-2-(pyrimidin-2-ylsulfanyl)-ethanone 393128-84-2 C16H20N2OS
1-adamantan-1-yl-2-(pyrimidin-2-ylsulfanyl)-ethanone
—— 2-((4-methoxyphenyl)thio)pyrimidine 26547-29-5 C11H10N2OS
2-((4-methoxyphenyl)thio)pyrimidine
—— tetradecane-2-thiol 62155-04-8 C14H30S
tetradecane-2-thiol
—— 6-(pyridin-4-ylsulfanyl)-pyridine-3-carbaldehyde 882985-34-4 C11H8N2OS
6-(pyridin-4-ylsulfanyl)-pyridine-3-carbaldehyde
—— Hexacosane-1-thiol 66575-55-1 C26H54S
Hexacosane-1-thiol
—— 6-(pyridin-2-ylsulfanyl)-pyridine-3-carbaldehyde 882985-33-3 C11H8N2OS
6-(pyridin-2-ylsulfanyl)-pyridine-3-carbaldehyde
—— phenylthio-6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-3-enomannoside 177263-32-0 C20H28Cl3NO3SSi
phenylthio-6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-3-enomannoside
—— 1,3-bis[5-(imidazole-2-ylthio)pentyl]-6-methyluracil 1333467-53-0 C21H30N6O2S2
1,3-bis[5-(imidazole-2-ylthio)pentyl]-6-methyluracil
—— 5-[3-(2-hydroxymethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanylmethyl]-3-methyloxazolidin-2-one 251345-15-0 C15H22N2O3S2
5-[3-(2-hydroxymethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanylmethyl]-3-methyloxazolidin-2-one
—— 4-[3-(pyridin-2-ylmethylsulfanyl)-propylsulfanyl]-2-hydroxymethyl-3-methyl-pyridine 251345-18-3 C16H20N2OS2
4-[3-(pyridin-2-ylmethylsulfanyl)-propylsulfanyl]-2-hydroxymethyl-3-methyl-pyridine
—— 2-hydroxymethyl-3-methyl-4-[3-(1-methylpiperidin-3-ylmethylsulfanyl)propylsulfanyl]-pyridine hydrochloride 251345-10-5 C17H28N2OS2*ClH
2-hydroxymethyl-3-methyl-4-[3-(1-methylpiperidin-3-ylmethylsulfanyl)propylsulfanyl]-pyridine hydrochloride
—— [4-(3-mercaptopropylsulfanyl)-3-methylpyridin-2-yl]methanol hydrochloride 251345-20-7 C10H15NOS2*ClH
[4-(3-mercaptopropylsulfanyl)-3-methylpyridin-2-yl]methanol hydrochloride
—— 2-hydroxymethyl-4-[3-(5-chlorothiophen-2-ylmethylsulfanyl)propylsulfanyl]3-methylpyridine 251345-07-0 C15H18ClNOS3
2-hydroxymethyl-4-[3-(5-chlorothiophen-2-ylmethylsulfanyl)propylsulfanyl]3-methylpyridine
—— Pentadecane-2-thiol 62155-05-9 C15H32S
Pentadecane-2-thiol
—— 3-fluoro-6-(phenylthio)phenol 1350814-73-1 C12H9FOS
3-fluoro-6-(phenylthio)phenol
—— 3-fluoro-4-(phenylthio)phenol 1350814-74-2 C12H9FOS
3-fluoro-4-(phenylthio)phenol
—— 2,4-dichloro-6-(methylthio)pyrimidine 1137576-60-3 C5H4Cl2N2S
2,4-dichloro-6-(methylthio)pyrimidine