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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
—— methyl 3-(2-(tert-butyldimethylsilyloxy)cyclohexyl)-2-(2-pyridylsulfanyl)propanoate 579488-71-4 C21H35NO3SSi
methyl 3-(2-(tert-butyldimethylsilyloxy)cyclohexyl)-2-(2-pyridylsulfanyl)propanoate
—— methylthiocarbamic acid S-((S)-cyclohex-2-enyl) ester 247182-85-0 C8H13NOS
methylthiocarbamic acid S-((S)-cyclohex-2-enyl) ester
—— 6-(Naphthalen-2-ylsulfanyl)-9H-purine 5457-94-3 C15H10N4S
6-(Naphthalen-2-ylsulfanyl)-9H-purine
—— 6-benzylthio-1,2-dihydro-2-oxopyrazine 136742-99-9 C11H10N2OS
6-benzylthio-1,2-dihydro-2-oxopyrazine
—— 4-[2,5-difluoro-3-(naphth-2-ylthio)phenyl]-4-hydroxytetrahydropyran 135077-26-8 C21H18F2O2S
4-[2,5-difluoro-3-(naphth-2-ylthio)phenyl]-4-hydroxytetrahydropyran
—— methyl 3-(3-(tert-butyldimethylsilyloxy)cyclohexyl)-2-(2-pyridylsulfanyl)propanoate 579488-74-7 C21H35NO3SSi
methyl 3-(3-(tert-butyldimethylsilyloxy)cyclohexyl)-2-(2-pyridylsulfanyl)propanoate
—— 2-amino-5-(2-naphthylsulfanyl)-3,9-dihydro-4H-pyrimido[4,5-b]indol-4-one 1469886-63-2 C20H14N4OS
2-amino-5-(2-naphthylsulfanyl)-3,9-dihydro-4H-pyrimido[4,5-b]indol-4-one
—— 6-(3-(naphthalen-2-ylsulfanyl)-indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1309068-74-3 C25H18BNO2S
6-(3-(naphthalen-2-ylsulfanyl)-indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 2,4-diamino-5-isopropyl-6-(2'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-21-8 C19H19N5S
2,4-diamino-5-isopropyl-6-(2'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one 1059126-70-3 C17H13N3OS2
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
—— 4-hydroxy-4-[3-(naphth-2-ylthio)-5-trifluoromethylphenyl]tetrahydropyran 135049-02-4 C22H19F3O2S
4-hydroxy-4-[3-(naphth-2-ylthio)-5-trifluoromethylphenyl]tetrahydropyran
—— 2-(naphthalen-2-ylsulfanyl)benzaldehyde 244103-30-8 C17H12OS
2-(naphthalen-2-ylsulfanyl)benzaldehyde
—— 12,12-difluoro-12-phenylsulfanyldodecan-1-ol 776313-48-5 C18H28F2OS
12,12-difluoro-12-phenylsulfanyldodecan-1-ol
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-naphthalen-2-ylsulfanyl-1,2,4-triazole-3-carboxylate 1237741-68-2 C19H19N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-naphthalen-2-ylsulfanyl-1,2,4-triazole-3-carboxylate
—— 5,5'-Dichloro-4,4',7,7'-tetramethyl-3H,3'H-[2,2'-bibenzo[b]thiophenylidene]-3,3'-dione 2379-75-1 C20H14Cl2O2S2
5,5'-Dichloro-4,4',7,7'-tetramethyl-3H,3'H-[2,2'-bibenzo[b]thiophenylidene]-3,3'-dione
—— 2,3-dihydro-3-phenylbenzo<b>thiophen 10413-37-3 C14H12S
2,3-dihydro-3-phenylbenzo<b>thiophen
—— N-Methylthioacetimidsaeure-isopropylester —— C6H13NS
N-Methylthioacetimidsaeure-isopropylester
—— 4-methoxy-4-[3-(naphth-2-ylthio)phenyl] tetrahydropyran 135048-92-9 C22H22O2S
4-methoxy-4-[3-(naphth-2-ylthio)phenyl] tetrahydropyran
—— 2,4-diamino-5-propyl-6-(2'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-13-8 C19H19N5S
2,4-diamino-5-propyl-6-(2'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-chloro-6-[(2-naphthyl)thio]purine 646510-42-1 C15H9ClN4S
2-chloro-6-[(2-naphthyl)thio]purine
—— 4-[5-fluoro-3-(naphth-2-ylthio)phenyl]-4-hydroxytetrahydropyran 135049-29-5 C21H19FO2S
4-[5-fluoro-3-(naphth-2-ylthio)phenyl]-4-hydroxytetrahydropyran
—— 1-cyano-1-trimethylsilyl-2-methanesulfonyl-ethane 141739-80-2 C7H15NO2SSi
1-cyano-1-trimethylsilyl-2-methanesulfonyl-ethane
—— 1-(phenylthio)-1-(trimethylsilyl)-4-pentanone 104130-08-7 C14H22OSSi
1-(phenylthio)-1-(trimethylsilyl)-4-pentanone
—— 2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d]pyrimidin-4(3H)-one 1178542-70-5 C18H15N3OS2
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d]pyrimidin-4(3H)-one
—— 12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19,19-Heptadecafluorononadecanethiol 2991-07-3 C19H23F17S
12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19,19-Heptadecafluorononadecanethiol
—— naphthyl-thio-NPPOH 1402573-00-5 C21H21NO3S
naphthyl-thio-NPPOH
—— 4-(naphthalen-2-ylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester 631909-56-3 C16H11NO4S2
4-(naphthalen-2-ylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester
—— (10E)-11-[(1E)-10-bromodec-1-en-1-yl]sulfonylundec-10-en-1-ol 917837-08-2 C21H39BrO3S
(10E)-11-[(1E)-10-bromodec-1-en-1-yl]sulfonylundec-10-en-1-ol
—— 12,12,13,13,14,14,15,15,15-nonafluoropentadecanethiol 220414-23-3 C15H23F9S
12,12,13,13,14,14,15,15,15-nonafluoropentadecanethiol
—— 2-[(2-methylphenyl)thio]pyridine 81994-64-1 C12H11NS
2-[(2-methylphenyl)thio]pyridine
—— N-Methyl-N-acetyl-thioacetamid 91469-58-8 C5H9NOS
N-Methyl-N-acetyl-thioacetamid
—— N-Methyl-thioacetamino-S-oxyd 118725-62-5 C3H7NOS
N-Methyl-thioacetamino-S-oxyd
—— N-Methylthioacetimidsaeure-ethylester 58276-16-7 C5H11NS
N-Methylthioacetimidsaeure-ethylester
—— 5-benzylthio-1,2-dihydro-2-oxopyrazine 136743-01-6 C11H10N2OS
5-benzylthio-1,2-dihydro-2-oxopyrazine
—— 2-[[(3-chlorophenyl)methyl]thio]-6-[[(1R)2-hydroxy-1-methylethyl]amino]-5-(1,3,4-thiadiazol-2-ylthio)-4-pyrimidinol 666752-72-3 C16H16ClN5O2S3
2-[[(3-chlorophenyl)methyl]thio]-6-[[(1R)2-hydroxy-1-methylethyl]amino]-5-(1,3,4-thiadiazol-2-ylthio)-4-pyrimidinol
—— N-[4-[(4,6-dimethylpyrimidin-2-yl)thio]phenyl]hexanamide 110895-93-7 C18H23N3OS
N-[4-[(4,6-dimethylpyrimidin-2-yl)thio]phenyl]hexanamide
—— 2-carboxymethylmercapto-1,3,4-thiadiazole acid 53030-41-4 C4H4N2O2S2
2-carboxymethylmercapto-1,3,4-thiadiazole acid
—— 5-benzylthio-1-(2-deoxy-β-D-ribofuranosyl)-1,2-dihydro-2-oxopyrazine 136743-12-9 C16H18N2O4S
5-benzylthio-1-(2-deoxy-β-D-ribofuranosyl)-1,2-dihydro-2-oxopyrazine
—— 2-[(3-chlorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}-4-pyrimidinol 666752-53-0 C14H16ClN3O2S
2-[(3-chlorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}-4-pyrimidinol
—— 2,2'-[1,3-propanediyl bis(thio)]bis[1,3,4-thiadiazole] 1023953-34-5 C7H8N4S4
2,2'-[1,3-propanediyl bis(thio)]bis[1,3,4-thiadiazole]
—— 4-([1,3,4]thiadiazol-2-ylthio)-6,7-dimethoxyquinazoline 1234579-13-5 C12H10N4O2S2
4-([1,3,4]thiadiazol-2-ylthio)-6,7-dimethoxyquinazoline
—— O-ethyl (4-oxo-1-trimethylsilylpentyl)sulfanylmethanethioate 1167443-82-4 C11H22O2S2Si
O-ethyl (4-oxo-1-trimethylsilylpentyl)sulfanylmethanethioate
—— 2-((6,7-bis(2-methoxyethoxy)quinazolin-4-yl)thio)-1,3,4-thiadiazole 1234579-20-4 C16H18N4O4S2
2-((6,7-bis(2-methoxyethoxy)quinazolin-4-yl)thio)-1,3,4-thiadiazole
—— 3-((3-bromophenylthio)methyl)pentan-3-ol 1215077-10-3 C12H17BrOS
3-((3-bromophenylthio)methyl)pentan-3-ol
—— 5-tert-butyl-2-(phenylthio)phenol 1350814-78-6 C16H18OS
5-tert-butyl-2-(phenylthio)phenol
—— (E)-1-Chloro-2-((E)-2-chloro-1-methyl-vinyldisulfanyl)-propene 136985-83-6 C6H8Cl2S2
(E)-1-Chloro-2-((E)-2-chloro-1-methyl-vinyldisulfanyl)-propene
—— (3-bromophenyl)(cyclohexylmethyl)sulfane 1215076-73-5 C13H17BrS
(3-bromophenyl)(cyclohexylmethyl)sulfane
—— 3-Methyl-3-(tert.-butylmercapto)-hexan 91964-16-8 C11H24S
3-Methyl-3-(tert.-butylmercapto)-hexan
—— pyrimido<2,1-b>thiazin-6-one 137778-08-6 C7H8N2OS
pyrimido<2,1-b>thiazin-6-one
—— (4aS,8aR)-4a,6,7,8a-Tetrahydro-1,3,4,5,8,9-hexathia-cyclopenta[b]naphthalen-2-one 174091-24-8 C7H6OS6
(4aS,8aR)-4a,6,7,8a-Tetrahydro-1,3,4,5,8,9-hexathia-cyclopenta[b]naphthalen-2-one