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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-(2-{6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3H-purin-3-yl}ethyl)piperidine-1-carbaldehyde 958022-72-5 C20H21BrN6O3S
4-(2-{6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3H-purin-3-yl}ethyl)piperidine-1-carbaldehyde
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(cyclopropylcarbonyl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958020-96-7 C23H25BrN6O3S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(cyclopropylcarbonyl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— 2-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-oxoethanol 1156466-06-6 C22H25BrN6O4S
2-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-oxoethanol
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958022-38-3 C21H22BrF3N6O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— tert-butyl (7R,8R,9S)-8-hydroxymethyl-9-methyl-1,4-dithiaspiro<4.4>nonane-7-thiocarboxylate 124443-56-7 C14H24O2S3
tert-butyl (7R,8R,9S)-8-hydroxymethyl-9-methyl-1,4-dithiaspiro<4.4>nonane-7-thiocarboxylate
—— 2,4-bis(methylthio)-indane-5H-<2,1-c>pyridine 128736-26-5 C14H13NS2
2,4-bis(methylthio)-indane-5H-<2,1-c>pyridine
—— 2,6-bis(methylthio)-4-ethylpyridine 128736-17-4 C9H13NS2
2,6-bis(methylthio)-4-ethylpyridine
—— 2-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-yl]-2-oxoethanol 958025-74-6 C21H23BrN6O4S
2-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-yl]-2-oxoethanol
—— tert-butyl 4-[2-[6-amino-8-[(5-bromo-2,3-dihydrobenzofuran-6-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate 1156467-20-7 C25H31BrN6O3S
tert-butyl 4-[2-[6-amino-8-[(5-bromo-2,3-dihydrobenzofuran-6-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate
—— (2R)-1-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-ol 1156466-32-8 C23H27BrN6O4S
(2R)-1-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-ol
—— 4-(2-{6-Amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 958021-58-4 C21H23BrN6O3S
4-(2-{6-Amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(1-methyl-1H-tetrazol-5-yl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958022-86-1 C21H23BrN10O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(1-methyl-1H-tetrazol-5-yl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— 4-(2-{6-amino-8-[(7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-36-5 C22H26BrN7O2S
4-(2-{6-amino-8-[(7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 4-(2-{6-amino-8-[(6-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-38-7 C22H26BrN7O2S
4-(2-{6-amino-8-[(6-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— tert-butyl 4-[2-[6-amino-8-[(6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate 1156468-51-7 C25H31BrN6O4S
tert-butyl 4-[2-[6-amino-8-[(6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate
—— 4-(2-{6-amino-8-[(5-bromo-2,3-dihydro-1-benzofuran-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-11-6 C21H23BrN6O2S
4-(2-{6-amino-8-[(5-bromo-2,3-dihydro-1-benzofuran-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 4-(2-{6-amino-8-[(5-bromo-1-benzofuran-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-12-7 C21H21BrN6O2S
4-(2-{6-amino-8-[(5-bromo-1-benzofuran-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-isopropylpiperidin-4-yl)ethyl]-9H-purin-6-amine 958022-32-7 C22H27BrN6O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-isopropylpiperidin-4-yl)ethyl]-9H-purin-6-amine
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(cyclohexylmethyl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958022-30-5 C26H33BrN6O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(cyclohexylmethyl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-prop-2-yn-1-ylpiperidin-4-yl)ethyl]-9H-purin-6-amine 958023-18-2 C22H23BrN6O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-prop-2-yn-1-ylpiperidin-4-yl)ethyl]-9H-purin-6-amine
—— (2R)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-hydroxypropan-1-one 958025-86-0 C22H25BrN6O4S
(2R)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-hydroxypropan-1-one
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-butyrylpiperidin-4-yl)ethyl]-9H-purin-6-amine 1156465-97-2 C23H27BrN6O3S
8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-butyrylpiperidin-4-yl)ethyl]-9H-purin-6-amine
—— 2-(3-methylbenzyl)-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile 860815-01-6 C14H13N3OS
2-(3-methylbenzyl)-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile
—— 1-<(7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>non-7yl>ethanone 124443-59-0 C17H32O2S2Si
1-<(7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>non-7yl>ethanone
—— 1,3-bis(methylthio)-6,7,8,9-tetrahydro-5H-cyclohepta<c>pyridine 128736-25-4 C12H17NS2
1,3-bis(methylthio)-6,7,8,9-tetrahydro-5H-cyclohepta<c>pyridine
—— 6-Amino-1,4-dimethyl-7-phenylsulfanyl-1,4-dihydro-quinoxaline-2,3-dione 126473-90-3 C16H15N3O2S
6-Amino-1,4-dimethyl-7-phenylsulfanyl-1,4-dihydro-quinoxaline-2,3-dione
—— 6-phenylthio-7-nitro-1,4-dimethylquinoxaline-2,3-dione 126473-88-9 C16H13N3O4S
6-phenylthio-7-nitro-1,4-dimethylquinoxaline-2,3-dione
—— (7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>nonane-7-carbaldehyde 124443-58-9 C16H30O2S2Si
(7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>nonane-7-carbaldehyde
—— methyl 3-(3-cyano-4-methoxypyridin-2-ylthio)propanoate 1097202-29-3 C11H12N2O3S
methyl 3-(3-cyano-4-methoxypyridin-2-ylthio)propanoate
—— methyl 3-<<4-<ethyl(2-hydroxyethyl)amino>phenyl>thio>propanoate 131042-39-2 C14H21NO3S
methyl 3-<<4-<ethyl(2-hydroxyethyl)amino>phenyl>thio>propanoate
—— Hexanothiohydroxamic Acid 132637-58-2 C6H13NOS
Hexanothiohydroxamic Acid
—— (1'R,5'R,6'S)-2',6'-dimethylspiro<1,3-dithiolane-2,7'-<3>oxabicyclo<3.3.0>octan>-2'-ol 124443-62-5 C11H18O2S2
(1'R,5'R,6'S)-2',6'-dimethylspiro<1,3-dithiolane-2,7'-<3>oxabicyclo<3.3.0>octan>-2'-ol
—— (8a-Methylspiro[1,2,3,4,7,8-hexahydronaphthalene-6,2'-1,3-dithiolane]-1-yl)-phenylmethanol 571203-03-7 C20H26OS2
(8a-Methylspiro[1,2,3,4,7,8-hexahydronaphthalene-6,2'-1,3-dithiolane]-1-yl)-phenylmethanol
—— ethyl (E)-4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutenoate 741729-91-9 C23H28N4O2S
ethyl (E)-4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutenoate
—— 4'a-methylspiro[1,3-dithiolane-2,5'-4,6,7,8-tetrahydro-3H-naphthalene]-2'-one 61571-89-9 C13H18OS2
4'a-methylspiro[1,3-dithiolane-2,5'-4,6,7,8-tetrahydro-3H-naphthalene]-2'-one
—— ethyl 4-[1-[2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ethyl]piperidin-4-yl]-2-methylbutanoate 203650-01-5 C24H32N4O2S
ethyl 4-[1-[2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ethyl]piperidin-4-yl]-2-methylbutanoate
—— ethyl 4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutanoate 203649-68-7 C23H30N4O2S
ethyl 4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutanoate
—— 9-Methyl-Δ<sup>5(10)</sup>-octalin-1,6-dione 1,6-bis(ethylene-dithioacetal) 70499-17-1 C15H22S4
9-Methyl-Δ<sup>5(10)</sup>-octalin-1,6-dione 1,6-bis(ethylene-dithioacetal)
—— 4a-methyl-4,4a,7,8-tetrahydro-3H-spiro[naphthalene-2,2'-[1,3]dithian]-5(6H)-one 134836-77-4 C14H20OS2
4a-methyl-4,4a,7,8-tetrahydro-3H-spiro[naphthalene-2,2'-[1,3]dithian]-5(6H)-one
—— Ethyl-4-(benzylthio)-2-oxo-2H-pyran-5-carboxylat 127351-34-2 C15H14O4S
Ethyl-4-(benzylthio)-2-oxo-2H-pyran-5-carboxylat
—— 3-[3-(2-methylsulfanyl-pyrimidin-4-yl)pyrrol-1-yl]propionic acid methyl ester 778646-68-7 C13H15N3O2S
3-[3-(2-methylsulfanyl-pyrimidin-4-yl)pyrrol-1-yl]propionic acid methyl ester
—— 3-Phenyl-3,3-bis-p-tolylsulfanyl-propionic acid ethyl ester 128671-21-6 C25H26O2S2
3-Phenyl-3,3-bis-p-tolylsulfanyl-propionic acid ethyl ester
—— 6-amino-2-(benzylsulfanyl)-5-[1-(4-bromophenyl)-2-nitroethyl]-4(3H)-pyrimidinone 1160570-15-9 C19H17BrN4O3S
6-amino-2-(benzylsulfanyl)-5-[1-(4-bromophenyl)-2-nitroethyl]-4(3H)-pyrimidinone
—— 6-amino-2-(benzylthio)-5-(2-nitrocyclohexyl)pyrimidin-4(3H)-one 1160569-79-8 C17H20N4O3S
6-amino-2-(benzylthio)-5-(2-nitrocyclohexyl)pyrimidin-4(3H)-one
—— 5-allyl-6-amino-2-(benzylthio)-4(3H)-pyrimidinone 1308253-01-1 C14H15N3OS
5-allyl-6-amino-2-(benzylthio)-4(3H)-pyrimidinone
—— 2-(benzylthio)-3-methyl-6-amino-4-pyrimidone 98421-05-7 C12H13N3OS
2-(benzylthio)-3-methyl-6-amino-4-pyrimidone
—— ethyl 2-{(4-amino-2-(benzylsulfanyl)-1,6-dihydro-6-oxopyrimidin-5-yl)methyl} acrylate 1308253-06-6 C17H19N3O3S
ethyl 2-{(4-amino-2-(benzylsulfanyl)-1,6-dihydro-6-oxopyrimidin-5-yl)methyl} acrylate
—— 6-amino-2-(benzylsulfanyl)-5-(2-nitro-1-phenylethyl)-4(3H)-pyrimidinone 1160570-16-0 C19H18N4O3S
6-amino-2-(benzylsulfanyl)-5-(2-nitro-1-phenylethyl)-4(3H)-pyrimidinone
—— 6-(allyloxy)-2-(benzylthio)-pyrimidin-4-amine 1308252-99-4 C14H15N3OS
6-(allyloxy)-2-(benzylthio)-pyrimidin-4-amine
—— 6-amino-2-(benzylthio)-5-nitrosopyrimidin-4(3H)-one 66604-43-1 C11H10N4O2S
6-amino-2-(benzylthio)-5-nitrosopyrimidin-4(3H)-one