8-羟基喹啉容易被氧化,因此保存时应注意密封,并避免光照。通常还需要将其放置在真空干燥剂中。使用前应检验是否已变质,以免影响实验效果。一般建议现配现用。
化学性质8-羟基喹啉为白色针状结晶。熔点为76℃,沸点为266.6℃(100.3kPa)。它易溶于乙醇、苯、氯仿、丙酮和稀酸,而不溶于水。
用途8-羟基喹啉是卤化喹啉类抗阿米巴药物的中间体之一,包括喹碘仿、氯碘喹啉和双碘喹啉等。这类药物通过抑制肠内共生菌而发挥抗阿米巴作用,对阿米巴痢疾有效,但对肠道外阿米巴原虫无影响。近年来,国外研究发现这类药物可能导致亚急性脊髓视神经病,在日本和美国已被禁用;双碘喹啉引起此病的可能性较低。
8-羟基喹啉也是染料、农药的中间体。其硫酸盐和铜盐是优良的防腐剂、消毒剂和防霉剂。该品还可作为化学分析中的络合滴定指示剂。
用途它用作测定铋、镁、铜、锌及有机元素氮的试剂;亦可用作医药中间体,合成克泻痢宁、氯碘喹啉和扑喘息敏等药物;还是染料、农药中间体与萃取剂。此外,8-羟基喹啉能与多种金属离子形成络合物,如Cu2+、Be2+、Mg2+、Ca2+、Sr2+、Ba2+、Zn2+、Cd2+、Al3+、Ga3+、In3+、Tl3+、Yt3+、La3+、Pb2+、B3+、Sb3+、Cr3+、MoO22-、Mn2+、Fe3+、Co2+、Ni2+、Pd2+和Ce3+。
用途8-羟基喹啉可用于制造染料、农药及医药中间体;用作络合指示剂和色层分析试剂,还可用于抑制RNA合成,并对须发毛菌(Trichophyton mentagrophytes)、疣孢漆斑菌(Myrothecium verrucaria)以及绿色木霉菌(Trichoderma viride)具有杀菌作用。8-羟基喹啉与金属铝不反应,但可与铝离子形成黄绿色的络合物,用于定性、定量分析铝离子。
生产方法由邻氨基苯酚经环合反应制得。将甘油加入耐酸反应锅内,在搅拌下缓缓加入浓硫酸,并依次加入邻氨基苯酚和邻硝基苯酚;发烟硫酸分两次加入总量的65%和剩余部分。加热升温至125℃,停止加热后自然升温至140℃,待温度降至136℃后,继续加入剩余的发烟硫酸并保持温度在137℃。加酸结束后,保温4小时,冷却至100℃以下后,抽入盛有10倍量水(按邻氨基苯酚计)的耐酸锅中,搅拌加热至75-80℃,用30%氢氧化钠溶液中和至pH为7-7.2。趁热放出沉淀物并冷却成块状,经减压升华后获得8-羟基喹啉成品。
中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
---|---|---|---|---|
8-甲氧基喹啉 | 8-methoxyquinoline | 938-33-0 | C10H9NO | 159.188 |
8-羟基喹啉-N-氧化物 | 8-Hydroxyquinoline-N-oxide | 1127-45-3 | C9H7NO2 | 161.16 |
—— | 8-Quinolinyl formate | 77037-85-5 | C10H7NO2 | 173.171 |
—— | 8-methoxymethoxy-quinoline | —— | C11H11NO2 | 189.214 |
8-乙酰氧基喹啉 | 8-acetyloxyquinoline | 2598-29-0 | C11H9NO2 | 187.198 |
8-苄氧基喹啉 | 8-(benzyloxy)quinoline | 84165-42-4 | C16H13NO | 235.285 |
喹啉 | quinoline | 91-22-5 | C9H7N | 129.161 |
—— | 8-((tert-butyldimethylsilyl)oxy)quinoline | 222713-64-6 | C15H21NOSi | 259.423 |
5,7-二碘-8-羟基喹啉 | 5,7-diiodo-8-hydroxyquinoline | 83-73-8 | C9H5I2NO | 396.954 |
—— | ethyl quinol-8-yl carbonate | 42322-29-2 | C12H11NO3 | 217.224 |
—— | 8-(3-methyl-2-butenyloxy)quinoline | 200113-90-2 | C14H13NO2 | 227.263 |
磷酸三(8-喹啉酯) | tris(8-quinolyl) phosphate | 52429-99-9 | C27H18N3O4P | 479.431 |
—— | 8-octanoyloxy-quinoline | 35500-49-3 | C17H21NO2 | 271.359 |
中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
---|---|---|---|---|
—— | 3,8-dihydroxyquinoline | 178762-28-2 | C9H7NO2 | 161.16 |
8-甲氧基喹啉 | 8-methoxyquinoline | 938-33-0 | C10H9NO | 159.188 |
—— | 7,8-dihydroxyquinoline | 101724-22-5 | C9H7NO2 | 161.16 |
2,8-喹啉二醇 | 8-Hydroxy-1H-quinolin-2-one | 15450-76-7 | C9H7NO2 | 161.16 |
—— | 5,8-Dihydroxy-chinolin | 20947-39-1 | C9H7NO2 | 161.16 |
—— | 8-hydroxyquinoline-2-deuterium | 1581237-70-8 | C9H7NO | 146.153 |
2-氯-8-羟基喹啉 | 2-chloroquinolin-8-ol | 31568-91-9 | C9H6ClNO | 179.606 |
8-羟基喹啉-N-氧化物 | 8-Hydroxyquinoline-N-oxide | 1127-45-3 | C9H7NO2 | 161.16 |
2-氨基-8-羟基喹啉 | 2-amino-8-quinolinol | 70125-16-5 | C9H8N2O | 160.175 |
—— | 8-Quinolinyl formate | 77037-85-5 | C10H7NO2 | 173.171 |
8-乙氧基喹啉 | 8-ethoxyquinoline | 1555-94-8 | C11H11NO | 173.214 |
—— | 8-vinyloxyquinoline | 30913-32-7 | C11H9NO | 171.199 |
—— | 8-hydroxy-7-iodoquinoline | 7385-89-9 | C9H6INO | 271.057 |
—— | 8-(prop-2-yn-1-yloxy)quinoline | 892459-26-6 | C12H9NO | 183.21 |
—— | 8-methoxymethoxy-quinoline | —— | C11H11NO2 | 189.214 |
—— | 8-phenoxyquinoline | 19832-09-8 | C15H11NO | 221.258 |
7-氨基喹啉-8-醇 | 7-amino-8-hydroxyquinoline | 18472-06-5 | C9H8N2O | 160.175 |
7-氯-8-羟基喹啉 | 7-chloro-quinolin-8-ol | 876-86-8 | C9H6ClNO | 179.606 |
—— | 8-cyanomethoxyquinoline | 58889-09-1 | C11H8N2O | 184.197 |
—— | 8-(difluoromethoxy)quinoline | 385382-46-7 | C10H7F2NO | 195.168 |
—— | 2-(8-quinolinyloxy)ethanol | 82389-50-2 | C11H11NO2 | 189.214 |
—— | 8-propyloxy quinoline | 91856-24-5 | C12H13NO | 187.241 |
三甲基(喹啉-8-氧基)硅烷 | 8-(trimethylsilyloxy)quinoline | 23111-13-9 | C12H15NOSi | 217.343 |
—— | bis(8-hydroxyquinolinate)tin(II) | 12148-41-3 | C18H12N2O2Sn | 407.015 |
—— | 8-isopropoxyquinoline | 19832-08-7 | C12H13NO | 187.241 |
—— | 1,1-bis[(8-quinolyl)oxy]methane | 120450-77-3 | C19H14N2O2 | 302.332 |
—— | 8-(2'-chloroethanoxy)quinoline | 54149-31-4 | C11H10ClNO | 207.659 |
—— | 8-(2-bromoethoxy) quinoline | —— | C11H10BrNO | 252.11 |
7-溴-8-羟基喹啉 | 7-bromo-8-hydroxyquinoline | 13019-32-4 | C9H6BrNO | 224.057 |
—— | 8-Allyloxy-chinolin | 7652-26-8 | C12H11NO | 185.225 |
—— | 8,8'-oxydiquinoline | 873399-56-5 | C18H12N2O | 272.306 |
—— | 3-(8-quinolyloxy)-1-propanol | 5263-93-4 | C12H13NO2 | 203.241 |
5-碘喹啉-8-醇 | 5-iodoquinolin-8-ol | 13207-63-1 | C9H6INO | 271.057 |
—— | 8-deuteromethoxyquinoline | 6931-24-4 | C10H9NO | 162.164 |
8-羟基-5-甲基喹啉 | 5-methyl-8-quinolinol | 5541-67-3 | C10H9NO | 159.188 |
—— | 8-butyloxy quinoline | 17133-31-2 | C13H15NO | 201.268 |
—— | 8-(2-methoxyethoxy)quinoline | 148-24-3 | C12H13NO2 | 203.241 |
8-(3-喹啉-8-氧基丙氧基)喹啉 | 1,3-Bis(8-quinolyloxy)propane | 71456-76-3 | C21H18N2O2 | 330.386 |
1-氯-3-(8-喹啉氧基)丙烷 | 8-(3-chloropropoxy)quinoline | 5263-94-5 | C12H12ClNO | 221.686 |
—— | 8-(3-bromopropoxy)quinoline | —— | C12H12BrNO | 266.137 |
5-溴-8-羟基喹啉 | 5-bromo-8-hydroxyquinoline | 1198-14-7 | C9H6BrNO | 224.057 |
—— | 3-(Quinolyl-8-oxy)-2-propenonitrile | —— | C12H8N2O | 196.208 |
5-氨基-8-羟基喹啉 | 5-amino-8-hydroxyquinoline | 13207-66-4 | C9H8N2O | 160.175 |
—— | 8-pentyloxy quinoline | 160470-99-5 | C14H17NO | 215.295 |
5-氯-8-羟基喹啉 | 5-Chloro-8-hydroxyquinoline | 130-16-5 | C9H6ClNO | 179.606 |
—— | (E)-4-quinolin-8-yloxybut-2-en-1-ol | 1303528-60-0 | C13H13NO2 | 215.252 |
—— | 8,8'-pentane-1,5-diyldioxy-bis-quinoline | 71456-77-4 | C23H22N2O2 | 358.44 |
—— | 8-Hexyloxy-chinolin | 4789-78-0 | C15H19NO | 229.322 |
—— | 4-Quinolin-8-yloxybutanal | 1416989-05-3 | C13H13NO2 | 215.252 |
—— | 8-(4-bromobutoxy) quinoline | —— | C13H14BrNO | 280.164 |
8-羟基喹啉-2-甲醛 | 2-formyl oxine | 14510-06-6 | C10H7NO2 | 173.171 |
—— | 8-Heptyloxy-chinolin | 4789-79-1 | C16H21NO | 243.349 |
—— | 8-octyloxy-quinoline | 46981-50-4 | C17H23NO | 257.376 |
—— | 8-dodecyloxy-quinoline | 59351-72-3 | C21H31NO | 313.483 |
8-羟基喹啉-2-甲腈 | 8-hydroxyquinoline-2-carbonitrile | 6759-78-0 | C10H6N2O | 170.17 |
—— | 8-((5-bromopentyl)oxy) quinoline | —— | C14H16BrNO | 294.191 |
—— | 2-ethyl-8-hydroxyquinoline | 71104-53-5 | C11H11NO | 173.214 |
—— | 2-(2-(2-(2-(Quinolin-8-yloxy)ethoxy)ethoxy)ethoxy)ethanol | 77544-61-7 | C17H23NO5 | 321.373 |
—— | 8-(2-azidoethoxy)quinoline | —— | C11H10N4O | 214.227 |
—— | 3-(8-quinolinoxy)-propionic acid | 72791-36-7 | C12H11NO3 | 217.224 |
—— | 8-β-Methallyloxy-chinolin | 128456-00-8 | C13H13NO | 199.252 |
2-喹啉-8-氧乙酸 | quinolin-8-yloxy-acetic acid | 5326-89-6 | C11H9NO3 | 203.197 |
—— | 8-(2-oxopropoxy)quinoline | 182413-16-7 | C12H11NO2 | 201.225 |
8-乙酰氧基喹啉 | 8-acetyloxyquinoline | 2598-29-0 | C11H9NO2 | 187.198 |
—— | 8-quinoloxy acetyl chloride | 141649-49-2 | C11H8ClNO2 | 221.643 |
2-溴-8-甲氧基喹啉 | 2-bromo-8-methoxyquinoline | 199871-96-0 | C10H8BrNO | 238.084 |
—— | 8-((9-bromononyl)oxy)quinoline | —— | C18H24BrNO | 350.299 |
—— | 3-((8-quinolinyl)oxy)-1,2-propanediol | 56469-01-3 | C12H13NO3 | 219.24 |
—— | 4-[8]quinolyloxy-butyramidine | 855336-89-9 | C13H15N3O | 229.282 |
—— | 8-(2-(p-tolyloxy)ethoxy)quinoline | —— | C18H17NO2 | 279.338 |
—— | Tris<2-(8-chinolinyloxy)ethyl>amin | 63373-69-3 | C33H30N4O3 | 530.626 |
—— | 3-Methyl-4-quinolin-8-yloxybutanal | 1416989-08-6 | C14H15NO2 | 229.279 |
—— | 8-(2-hydroxy-3-phenoxypropoxy)quinoline | 1158816-82-0 | C18H17NO3 | 295.338 |
8-甲氧基喹啉氮氧化物 | 8-methoxyquinoline N-oxide | 22614-90-0 | C10H9NO2 | 175.187 |
—— | methyl 2-(quinolin-8-yloxy)acetate | 63333-80-2 | C12H11NO3 | 217.224 |
—— | methyl (E)-3-(8-quinolyloxy)prop-2-enoate | —— | C13H11NO3 | 229.235 |
8-羟基-7-喹啉甲醛 | 8-hydroxy-7-quinolinecarboxaldehyde | 5683-78-3 | C10H7NO2 | 173.171 |
—— | 8-(4-aminobutyloxy)quinoline | 1416988-78-7 | C17H24N2O | 272.39 |
喹啉-8-基氧基膦酸 | 8-Quinolinyl phosphate | 7220-39-5 | C9H8NO4P | 225.141 |
—— | PhHg(ox) | 124218-66-2 | C6H5*C9H6NO*Hg | 421.848 |
8-苄氧基喹啉 | 8-(benzyloxy)quinoline | 84165-42-4 | C16H13NO | 235.285 |
喹啉-8-基硫酸氢酯 | 8-Chinolyl-sulfat | 2149-36-2 | C9H7NO4S | 225.225 |
—— | 8-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)quinoline | 136897-28-4 | C15H18N4O3 | 302.333 |
—— | 8-(2',3'-epoxypropyloxy)quinoline | 85239-16-3 | C12H11NO2 | 201.225 |
4-喹啉-8-氧基苯甲腈 | 8-(4-cyanophenoxy)quinoline | 860004-36-0 | C16H10N2O | 246.268 |
2-(喹啉-8-基氧基)乙酰肼 | 8-quinolinoxyacetic acid hydrazide | 3281-08-1 | C11H11N3O2 | 217.227 |
—— | Ethyl 3-quinolin-8-yloxypropanoate | 1099636-60-8 | C14H15NO3 | 245.278 |
喹啉 | quinoline | 91-22-5 | C9H7N | 129.161 |
—— | 8-(1,3,3-trimethylbutoxy)quinoline | 635756-99-9 | C16H21NO | 243.349 |
—— | quinolin-8-yl methanesulfonate | 916314-51-7 | C10H9NO3S | 223.252 |
—— | ethyl 2-(quinolin-8-yloxy)acetate | 42322-30-5 | C13H13NO3 | 231.251 |
—— | 3,3-bis(8-quinolyloxymethyl)oxetane | 101021-61-8 | C23H20N2O3 | 372.423 |
—— | 8-phenethoxyquinoline | —— | C17H15NO | 249.312 |
喹啉-8-基丙烯酸酯 | 8-quinolyl acrylate | 34493-87-3 | C12H9NO2 | 199.209 |
—— | 8-quinolyl-α-chloroacetate | 5568-49-0 | C11H8ClNO2 | 221.643 |
—— | diisopropyl-8-oxyquinolylphosphinit | 912349-11-2 | C15H20NOP | 261.304 |
喹啉-8-基N-甲基氨基甲酸酯 | 8-Chinolin-N-methylcarbamat | 13584-99-1 | C11H10N2O2 | 202.213 |
—— | 8-(4-((quinolin-8-yloxy)methyl)benzyloxy)quinoline | 71037-30-4 | C26H20N2O2 | 392.457 |
2-喹啉醇 | 2-quinolone | 70254-42-1 | C9H7NO | 145.161 |
—— | 1,2-bis<2-(8-quinolyloxy)ethoxy>benzene | 127860-07-5 | C28H24N2O4 | 452.51 |