喹啉类化合物
喹啉和异喹啉是苯并吡啶的两个异构体，均存在于煤焦油中。它们及其许多取代衍生物可通过将苯衍生物环化成环而制得。其中，喹啉的合成方法主要是通过加热苯胺、甘油与硫酸及氧化剂（如硝基苯）反应，进而生成丙烯醛并与苯胺发生加成反应。利用各种苯胺衍生物和其他α,β-不饱和羰基化合物，则可以合成具有不同取代基的喹啉化合物，例如4-甲基喹啉(勒皮啶)便是由苯胺和甲基-乙烯基酮制得。
其他喹啉类化合物如2-甲基喹啉（喹哪啶）则通过邻氨基苯甲醛与丙酮缩合而合成。总的来说，喹啉及其同系物属于含氮杂双环芳烃类化合物，俗称重吡啶，并与吡啶一起统称为焦油碱，是高温煤焦油加工的产物。主要成分包括喹啉、异喹啉、甲基喹啉和二甲基喹啉等，集中在煤焦油的萘油馏分和洗油馏分中，含量约为0.3～0.5%。
这些化合物具有特殊的气味，并在暴露于空气或阳光下时逐渐变深。它们广泛应用于医药、染料、感光材料、橡胶、溶剂及化学试剂等领域。喹啉主要用于制造烟酸系、8-羟基喹啉系和奎宁系药物，如烟酸胺、强心剂、兴奋剂和治绦虫病药；8-羟基喹啉则用于制备治疗阿米巴虫病的药品、创伤消毒剂及防霉剂等。此外，伯氨奎宁、氯化奎宁和羟氨奎宁是合成的治疟疾特效药物。
异喹啉主要用于生产杀虫剂、抗疟药、橡胶硫化促进剂及测定稀有金属所需的化学试剂；甲基喹啉则用于制造彩色胶片增感剂和染料，并作为溶剂、浸渍剂和腐蚀抑制剂等。总体而言，这些化合物的应用范围广泛且重要。
| 中文名称 | 英文名称 | CAS号 | 化学式 |
|---|---|---|---|
| 4-氯-8-羟基-2-甲基喹啉 | 4-chloro-2-methyl-8-quinolinol | 28507-46-2 | C10H8ClNO |
| 4-氯-8-碘喹啉 | 4-chloro-8-iodoquinoline | 49713-55-5 | C9H5ClIN |
| 4-氯-8-甲氧基喹啉-3-羧酸 | 4-Chloro-8-methoxyquinoline-3-carboxylic acid | 179024-73-8 | C11H8ClNO3 |
| 4-氯-8-甲氧基喹啉 | 4-chloro-8-methoxyquinoline | 16778-21-5 | C10H8ClNO |
| 4-氯-8-甲氧基-2-甲基喹啉 | 4-chloro-8-methoxy-2-methylquinoline | 64951-58-2 | C11H10ClNO |
| 4-氯-8-甲基喹啉 | 4-chloro-8-methylquinoline | 18436-73-2 | C10H8ClN |
| 4-氯-8-氰基喹啉 | 4-chloro-8-cyanoquinoline | 132664-45-0 | C10H5ClN2 |
| 4-氯-8-氨基喹啉 | 4-chloroquinolin-8-amine | 81764-16-1 | C9H7ClN2 |
| 4-氯-8-氟喹啉-3-甲酸乙酯 | 4-chloro-8-fluoro-quinoline-3-carboxylic acid ethyl ester | 56824-90-9 | C12H9ClFNO2 |
| 4-氯-8-氟喹啉 | 4-chloro-8-fluoro-quinoline | 63010-72-0 | C9H5ClFN |
| 4-氯-8-乙基喹啉 | 4-chloro-8-ethylquinoline | 63136-19-6 | C11H10ClN |
| 4-氯-8-乙基-2-甲基喹啉 | 4-Cl-8-Aethyl-chinaldin | 63136-24-3 | C12H12ClN |
| 4-氯-8-(三氟甲基)喹啉 | 4-chloro-8-(trifluoromethyl)quinoline | 23779-97-7 | C10H5ClF3N |
| 4-氯-7-羟基喹啉 | 4-chloroquinolin-7-ol | 181950-57-2 | C9H6ClNO |
| 4-氯-7-羟基-6-甲氧基喹啉-3-甲腈 | 4-chloro-7-hydroxy-6-methoxyquinoline-3-carbonitrile | 263149-10-6 | C11H7ClN2O2 |
| 4-氯-7-碘喹啉 | 4-chloro-7-iodoquinoline | 22200-50-6 | C9H5ClIN |
| 4-氯-7-碘-喹啉-3-甲腈 | 4-chloro-7-iodo-3-quinolinecarbonitrile | 364793-64-6 | C10H4ClIN2 |
| 4-氯-7-甲氧基喹啉-6-氰 | 4-chloro-7-methoxyquinoline-6-carbonitrile | 398487-31-5 | C11H7ClN2O |
| 4-氯-7-甲氧基喹啉 | 5-bromo-4,6-dichloropyrimidin-2-amine | 7781-26-2 | C4H2BrCl2N3 |
| 4-氯-7-甲氧基喹啉 | 4-chloro-7-methoxyquinoline | 68500-37-8 | C10H8ClNO |
| 4-氯-7-甲氧基-2-苯基喹啉 | 4-chloro-7-methoxy-2-phenylquinoline | 189816-05-5 | C16H12ClNO |
| 4-氯-7-甲基喹啉 | 4-chloro-7-methyl-quinoline | 63136-61-8 | C10H8ClN |
| 4-氯-7-氰基喹啉 | 4-chloroquinoline-7-carbonitrile | 181950-55-0 | C10H5ClN2 |
| 4-氯-7-氨基喹啉 | 4-Chloroquinolin-7-amine | 451447-23-7 | C9H7ClN2 |
| 4-氯-7-氟喹啉 | 4-chloro-7-fluoroquinoline | 391-82-2 | C9H5ClFN |
| 4-氯-7-氟-6-硝基喹唑啉 | 4-chloro-7-fluoro-6-nitroquinazoline | 162012-70-6 | C8H3ClFN3O2 |
| 4-氯-7-氟-6-甲氧基喹啉 | 4-chloro-7-fluoro-6-methoxyquinoline | 25759-94-8 | C10H7ClFNO |
| 4-氯-7-氟-2-甲基喹啉 | 7-Fluor-4-chlor-2-methyl-chinolin | 18529-04-9 | C10H7ClFN |
| 4-氯-7-三氟甲基喹啉-3-羧酸乙酯 | ethyl 4-chloro-7-(trifluoromethyl)quinoline-3-carboxylate | 21168-42-3 | C13H9ClF3NO2 |
| 4-氯-7-三氟甲基喹啉 | 4-chloro-7-trifluoromethyl quinoline | 346-55-4 | C10H5ClF3N |
| 4-氯-7-(3-氯丙氧基)-3-氰基-6-甲氧基喹啉 | 7-(3-chloro-propoxy)-4-chloro-6-methoxy-quinoline-3-carbonitrile | 214470-68-5 | C14H12Cl2N2O2 |
| 4-氯-7,8-二甲氧基喹啉 | 4-chloro-7,8-dimethoxyquinoline | 99878-79-2 | C11H10ClNO2 |
| 4-氯-7,8-二甲基喹啉 | 4-Chloro-7,8-dimethylquinoline | 181950-53-8 | C11H10ClN |
| 4-氯-6-碘喹啉-3-甲腈 | 4-chloro-6-iodoquinoline-3-carbonitrile | 214483-20-2 | C10H4ClIN2 |
| 4-氯-6-硝基喹啉-3-羧酸乙酯 | Ethyl 4-chloro-6-nitro-quinoline-3-carboxylate | 103514-54-1 | C12H9ClN2O4 |
| 4-氯-6-硝基喹啉 | 4-chloro-6-nitroquinoline | 13675-94-0 | C9H5ClN2O2 |
| 4-氯-6-甲氧基喹啉 | 4-chloro-6-methoxyquinoline | 4295-04-9 | C10H8ClNO |
| 4-氯-6-甲氧基-7-[3-(4-吗啉)丙氧基]喹唑啉 | 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinazoline | 196195-13-8 | C16H20ClN3O3 |
| 4-氯-6-甲氧基-7-(苯基甲氧基)-3-喹啉甲腈 | 7-benzyloxy-4-chloro-6-methoxyquinoline-3-carbonitrile | 214476-99-0 | C18H13ClN2O2 |
| 4-氯-6-甲基喹啉 | 4-chloro-6-methylquinoline | 18436-71-0 | C10H8ClN |
| 4-氯-6-甲基-喹啉-3-甲腈 | 4-Chloro-6-methylquinoline-3-carbonitrile | 1016818-79-3 | C11H7ClN2 |
| 4-氯-6-甲基-8-苯基喹啉 | 8-chloro-5-methyl-2-phenylquinoline | 18618-02-5 | C16H12ClN |
| 4-氯-6-氰基喹啉 | 4-chloroquinoline-6-carbonitrile | 219763-83-4 | C10H5ClN2 |
| 4-氯-6-氨基喹啉 | 4-chloroquinolin-6-amine | 1085192-91-1 | C9H7ClN2 |
| 4-氯-6-氟喹啉-3-羧酸 | 4-chloro-6-fluoroquinoline-3-carboxylic acid | 179024-67-0 | C10H5ClFNO2 |
| 4-氯-6-氟喹啉 | 4-Chloro-6-fluoroquinoline | 391-77-5 | C9H5ClFN |
| 4-氯-6-氟-3-硝基喹啉 | 4-chloro-6-fluoro-3-nitroquinoline | 99010-07-8 | C9H4ClFN2O2 |
| 4-氯-6-氟-2-甲基喹啉 | 4-chloro-6-fluoro-2-methylquinoline | 18529-01-6 | C10H7ClFN |
| 4-氯-6-氟-1,7-萘啶-3-甲腈 | 4-chloro-6-fluoro-[1,7]naphthyridine-3-carbonitrile | 305371-18-0 | C9H3ClFN3 |
| 4-氯-6-乙氧基喹啉 | 4-Chlor-6-ethoxychinolin | 103862-63-1 | C11H10ClNO |
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