Quinoline compounds

Quinoline and isoquinoline are two isomers of benzo pyridine, both present in coal tar. The quinoline and isoquinoline and their many substituted derivatives, all can get from cyclizing benzene derivatives by the ring system. The basic reaction of synthesizing quinoline ring compound is that get aniline, glycerol, sulfuric acid and oxidizing agent (nitrobenzene, etc.) heated together. Since glycerol is dehydrated to become acrolein and then react with aniline, various aniline derivatives and other α, β- unsaturated carbonyl compounds can be used to synthesize quinoline compounds which has a substituent on a ring. Such as 4-methyl-quinoline (Le Puy-pyridine) is obtained from aniline and methyl - vinyl ketone . The way to synthesize Other quinoline compounds synthesis including the condensation of anthranilic ketone formaldehyde condensation. Such as 2-methyl-quinoline (QUINALDINIC) is prepared by the condensation of o-benzaldehyde and acetone.

Quinoline compound refers quinoline and its homologue, a bicyclic aromatics with nitrogen(hetero). Quinoline compounds are known as the heavy pyridine which is called tar base together with pyridine bases, a basic product obtained from high-temperature coal tar processing, including quinoline,isoquinoline, quinoline methyl and dimethyl quinoline and so on. Quinoline compounds mainly exist in the coal tar naphthalene oil fraction and wash oil fraction.The content of quinoline compounds in coal tar is about 0.3% to 0.5%. Quinoline compounds have a special smell, when they are exposed to air or sunlight the color becomes deeper gradually.

Quinoline compounds can be used to produce medicine, dyes, photographic materials, rubber, solvents and chemical reagents. Quinoline medicine is primarily used in the manufacture of niacin-based, 8-hydroxy quinoline and quinine-based drugs. Niacin-based drugs including nicotinamide, tonic, stimulant and treatment of tapeworm medicine; 8-hydroxy quinoline can be used to make the treatment of amoebic coccidiosis medicine, trauma disinfectants, mildew and textile auxiliaries and the like. Primaquine Ning, quinine chloride and hydroxylamine quinine is a synthetic treatment of malaria medicine. Isoquinoline can be used in the manufacture of pesticides, antimalarials, rubber vulcanization accelerator and determination of rare metals by chemical agents. Methyl-quinoline can be used for the manufacture of color film sensitizing agent and dye, also used as a solvent, impregnating agents, corrosion inhibitors, quinine-based drugs and pesticides. The extraction of quinoline compounds is same as the heavy pyridine refined.

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Structure Chemical Name CAS MF
4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 99010-64-7 C14H14ClN3
4-Fluoro-5-isoquinolinesulfonyl chloride hydrochloride (1:1) 4-Fluoro-5-isoquinolinesulfonyl chloride hydrochloride (1:1) 906820-08-4 C9H5ClFNO2S.ClH
4-Methylisoquinolin-6-ol 4-Methylisoquinolin-6-ol 1396762-25-6 C10H9NO
8-BENZYLOXY-1H-QUINOLIN-2-ONE 8-BENZYLOXY-1H-QUINOLIN-2-ONE 63404-84-2 C16H13NO2
7-Nitro-1,2,3,4-tetrahydroquinoline 7-Nitro-1,2,3,4-tetrahydroquinoline 30450-62-5 C9H10N2O2
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-8-amine 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-8-amine 2819706-23-3 C15H19BN2O2
4-propyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-propyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-26-6 C18H24BNO2
1-bromo-4-(pyrrolidin-1-yl)isoquinoline 1-bromo-4-(pyrrolidin-1-yl)isoquinoline 2460500-58-5 C13H13BrN2
6-bromo-4-cyclohexylisoquinoline 6-bromo-4-cyclohexylisoquinoline 2806719-41-3 C15H16BrN
2,5-dimethyl-4,5-dihydrooxazolo[4,5-c]quinolin-6-amine 2,5-dimethyl-4,5-dihydrooxazolo[4,5-c]quinolin-6-amine 2821814-38-2 C12H13N3O
(15R,31S)-36,54-dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane-12,12,19,35,38,52, (15R,31S)-36,54-dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane-12,12,19,35,38,52, 2807410-02-0 C37H31D7N2O6
6-bromo-4-propylisoquinoline 6-bromo-4-propylisoquinoline 2806721-34-4 C12H12BrN
tert-butyl 3-(6-bromoisoquinolin-4-yl)pyrrolidine-1-carboxylate tert-butyl 3-(6-bromoisoquinolin-4-yl)pyrrolidine-1-carboxylate 2806728-76-5 C18H21BrN2O2
4-ethyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-ethyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2460672-01-7 C17H22BNO2
4-cyclobutyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-cyclobutyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-29-9 C19H24BNO2
6-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline 6-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline 2819706-45-9 C17H22BNO2
Pneumocandin B0 Pneumocandin B0 135575-42-7 C50H80N8O17
2,4-DICHLOROQUINOLINE 2,4-DICHLOROQUINOLINE 703-61-7 C9H5Cl2N
5-Amino-1-methylquinolinium chloride 5-Amino-1-methylquinolinium chloride 42464-96-0 C10H11N2.I
4-BROMO-8-METHOXYQUINOLINE 4-BROMO-8-METHOXYQUINOLINE 103028-31-5 C10H8BrNO
4-(tetrahydrofuran-2-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-(tetrahydrofuran-2-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-31-3 C19H24BNO3
6-cyclopropyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline 6-cyclopropyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline 2819706-47-1 C18H22BNO2
6-bromo-4-cyclopropylisoquinoline 6-bromo-4-cyclopropylisoquinoline 2806718-96-5 C12H10BrN
4-chloro-2-(4-chlorophenyl)oxazolo[4,5-c]quinoline 4-chloro-2-(4-chlorophenyl)oxazolo[4,5-c]quinoline C16H8Cl2N2O
4-BROMO-8-CHLOROQUINOLINE 4-BROMO-8-CHLOROQUINOLINE 927800-40-6 C9H5BrClN
8-BROMO-2-CHLOROQUINOLINE 8-BROMO-2-CHLOROQUINOLINE 163485-86-7 C9H5BrClN
1-METHYL-1,2,3,4-TETRAHYDRO-QUINOXALINE DIHYDROCHLORIDE 1-METHYL-1,2,3,4-TETRAHYDRO-QUINOXALINE DIHYDROCHLORIDE 36438-97-8 C9H12N2
4,6-dibromoisoquinoline 4,6-dibromoisoquinoline 1889841-88-6 C9H5Br2N
4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-14-2 C16H20BNO2
4-cyclopropyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-cyclopropyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-28-8 C18H22BNO2
4-cyclohexyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-cyclohexyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-33-5 C21H28BNO2
(15R,31S)-36,54-dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane-12,12,35,38,52,55- (15R,31S)-36,54-dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane-12,12,35,38,52,55- 2807410-03-1 C37H32D6N2O6
4-bromo-1-isobutylisoquinoline 4-bromo-1-isobutylisoquinoline 2460492-43-5 C13H14BrN
2-(6-bromoisoquinolin-4-yl)propan-2-ol 2-(6-bromoisoquinolin-4-yl)propan-2-ol 2806728-43-6 C12H12BrNO
4-methyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-methyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2460671-38-7 C16H20BNO2
4-(pyrrolidin-1-yl)-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-(pyrrolidin-1-yl)-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2460672-12-0 C19H25BN2O2
4,5-DICHLORO-QUINOLINE 4,5-DICHLORO-QUINOLINE 21617-18-5 C9H5Cl2N
4-Bromo-3-chloro-7-methoxyquinoline 4-Bromo-3-chloro-7-methoxyquinoline 1208452-88-3 C10H7BrClNO
6-AMino-4-Methylisoquinoline 6-AMino-4-Methylisoquinoline 347146-61-6 C10H10N2
(S)-4-((1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)morpholine (S)-4-((1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)morpholine 1415095-29-2 C14H20N2O
4-Bromo-1-isopropylisoquinoline 4-Bromo-1-isopropylisoquinoline 1821161-32-3 C12H12BrN
4-ethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-ethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-25-5 C17H22BNO2
tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-4-yl)pyrrolidine-1-carboxylate tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-4-yl)pyrrolidine-1-carboxylate 2819706-40-4 C24H33BN2O4
6-bromo-4-(tetrahydrofuran-3-yl)isoquinoline 6-bromo-4-(tetrahydrofuran-3-yl)isoquinoline 2806718-75-0 C13H12BrNO
2,5-dimethyl-4,5-dihydrothiazolo[5,4-c]quinolin-6-amine 2,5-dimethyl-4,5-dihydrothiazolo[5,4-c]quinolin-6-amine 2821814-19-9 C12H13N3S
3-benzyl-6-bromo-2-chloroquinoline 3-benzyl-6-bromo-2-chloroquinoline 654655-68-2 C16H11BrClN
Pyrroloquinoline quinone disodium salt Pyrroloquinoline quinone disodium salt 122628-50-6 C14H4N2Na2O8
4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-13-1 C16H20BNO2
4-(tetrahydrofuran-3-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-(tetrahydrofuran-3-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2819706-32-4 C19H24BNO3
6-bromo-4-cyclobutylisoquinoline 6-bromo-4-cyclobutylisoquinoline 2806728-40-3 C13H12BrN
3-bromo-6-cyclopropylquinoline 3-bromo-6-cyclopropylquinoline 2806719-89-9 C12H10BrN
1-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 1-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2460672-82-4 C18H22BNO2
2-CHLORO-4-PHENYLQUINAZOLINE 2-CHLORO-4-PHENYLQUINAZOLINE 29874-83-7 C14H9ClN2
2-(tert-butoxycarbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid 2-(tert-butoxycarbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid 851784-82-2 C15H17Cl2NO4
2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-4-yl)propan-2-ol 2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-4-yl)propan-2-ol 2819706-39-1 C18H24BNO3
36,54-dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane-12,12,19,35,38,52,55,56,72,7 36,54-dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane-12,12,19,35,38,52,55,56,72,7 2806719-35-5 C37H26D12N2O6
4-bromo-1-(tert-butyl)isoquinoline 4-bromo-1-(tert-butyl)isoquinoline 2460500-55-2 C13H14BrN
6-bromo-4-(tetrahydrofuran-2-yl)isoquinoline 6-bromo-4-(tetrahydrofuran-2-yl)isoquinoline 2806728-71-0 C13H12BrNO
8-BROMO-2-(TRIFLUOROMETHYL)QUINOLIN-4-OL 8-BROMO-2-(TRIFLUOROMETHYL)QUINOLIN-4-OL 59108-43-9 C10H5BrF3NO
4-CHLORO-8-METHOXY-2-METHYLQUINOLINE 4-CHLORO-8-METHOXY-2-METHYLQUINOLINE 64951-58-2 C11H10ClNO
6-Chloro-1-tetralone 6-Chloro-1-tetralone 26673-31-4 C10H9ClO
3-bromo-6-isopropylquinoline 3-bromo-6-isopropylquinoline 2098086-71-4 C12H12BrN
4-cyclopropyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 4-cyclopropyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline 2460672-70-0 C18H22BNO2
8-BROMO-2-METHYL-QUINOLINE 8-BROMO-2-METHYL-QUINOLINE 61047-43-6 C10H8BrN
5,7-Dimethyl-8-hydroxyquinoline 5,7-Dimethyl-8-hydroxyquinoline 37873-29-3 C11H11NO
5,6,7,8-TETRAHYDROQUINOLIN-8-AMINE 5,6,7,8-TETRAHYDROQUINOLIN-8-AMINE 298181-83-6 C9H12N2
4,6,8-TRIMETHYLQUINOLINE 4,6,8-TRIMETHYLQUINOLINE 88565-88-2 C12H13N
6-METHOXY-1,2,3,4-TETRAHYDROQUINOLINE 6-METHOXY-1,2,3,4-TETRAHYDROQUINOLINE 120-15-0 C10H13NO
2-Methyl-1-(3-sulphonatopropyl)quinolinium 2-Methyl-1-(3-sulphonatopropyl)quinolinium 51583-69-8 C13H15NO3S
1,3-Dichloro-6-methoxyisoquinoline 1,3-Dichloro-6-methoxyisoquinoline 24623-39-0 C10H7Cl2NO
5-Aminoisoindolin-1-one 5-Aminoisoindolin-1-one 222036-66-0 C8H8N2O
QUINOLINE-2,4-DICARBOXYLIC ACID QUINOLINE-2,4-DICARBOXYLIC ACID 5323-57-9 C11H7NO4
5-HYDROXYMETHYLQUINOLINE 5-HYDROXYMETHYLQUINOLINE 16178-42-0 C10H9NO
2,8-DICHLORO-QUINOLINE-3-CARBALDEHYDE 2,8-DICHLORO-QUINOLINE-3-CARBALDEHYDE 144918-96-7 C10H5Cl2NO
2,8-DICHLOROQUINOLINE 2,8-DICHLOROQUINOLINE 4470-83-1 C9H5Cl2N
4-METHOXY-2-QUINOLINECARBOXYLIC ACID 4-METHOXY-2-QUINOLINECARBOXYLIC ACID 15733-83-2 C11H9NO3
4-Amino-6-bromoquinoline 4-Amino-6-bromoquinoline 65340-73-0 C9H7BrN2
1,3-Dichloro-7-methylisoquinoline 1,3-Dichloro-7-methylisoquinoline 21902-37-4 C10H7Cl2N
5-Amino-1-chloroisoquinoline 5-Amino-1-chloroisoquinoline 374554-54-8 C9H7ClN2
5,7-difluoroquinoline 5,7-difluoroquinoline 34522-72-0 C9H5F2N
QUINOLINE-6-CARBOXYLIC ACID ETHYL ESTER QUINOLINE-6-CARBOXYLIC ACID ETHYL ESTER 73987-38-9 C12H11NO2
2,2'-BI-4-LEPIDINE 2,2'-BI-4-LEPIDINE 7654-51-5 C20H16N2
8-HYDROXYQUINOLINE-2-CARBONITRILE 8-HYDROXYQUINOLINE-2-CARBONITRILE 6759-78-0 C10H6N2O
TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE 258515-65-0 C14H18BrNO2
3-Chloroquinoline 3-Chloroquinoline 612-59-9 C9H6ClN
6-CHLORO-2-HYDROXYQUINOLINE 6-CHLORO-2-HYDROXYQUINOLINE 1810-67-9 C9H6ClNO
6-chloroquinoline-8-carboxylic acid 6-chloroquinoline-8-carboxylic acid 6456-78-6 C10H6ClNO2
4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID 4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID 13721-01-2 C10H7NO3
QUINALDIC ACID SODIUM SALT QUINALDIC ACID SODIUM SALT 16907-79-2 C10H8NNaO2
8-Bromoacetylquinoline hydrobromide 8-Bromoacetylquinoline hydrobromide 859962-48-4 C11H9Br2NO
8-Fluoroisoquinoline 8-Fluoroisoquinoline 1075-00-9 C9H6FN
LEPIDINE ISOAMYL IODIDE LEPIDINE ISOAMYL IODIDE 94319-01-4 C15H20IN
6-METHOXYQUINOLINE N-OXIDE 6-METHOXYQUINOLINE N-OXIDE 6563-13-9 C10H9NO2
5-Chloro-3H-quinazolin-4-one 5-Chloro-3H-quinazolin-4-one 60233-66-1 C8H5ClN2O
2,7-DIMETHYLQUINOLINE 2,7-DIMETHYLQUINOLINE 93-37-8 C11H11N
6,8-DIMETHOXY-4-METHYLQUINOLINE 6,8-DIMETHOXY-4-METHYLQUINOLINE 51049-14-0 C12H13NO2
4-HYDROXY-6-METHYLQUINAZOLINE 4-HYDROXY-6-METHYLQUINAZOLINE 19181-53-4 C9H8N2O
N-BENZYLQUINIDINIUM CHLORIDE N-BENZYLQUINIDINIUM CHLORIDE 77481-82-4 C27H31ClN2O2
ETHYL 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE ETHYL 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE 35975-57-6 C12H10BrNO3
6-Chloroquinazoline-2,4(1H,3H)-dione 6-Chloroquinazoline-2,4(1H,3H)-dione 1640-60-4 C8H5ClN2O2
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