7-Chloro-4-quinolinamine
7-Chloro-4-quinolinamine Basic information
- Product Name:
- 7-Chloro-4-quinolinamine
- Synonyms:
-
- BUTTPARK 22\09-04
- 7-chloro-4-aminoquinoline
- 4-amino-7-chloroQUINOLINE:7-chloro-4-quinolinamine
- (7-chloro-4-quinolyl)amine
- 4-QuinolinaMine,7-chloro-
- 4-AMINO-7-CHLOROQUINOLINE
- 7-CHLORO-QUINOLIN-4-YLAMINE
- 7-chloro-4-quinolinamine
- CAS:
- 1198-40-9
- MF:
- C9H7ClN2
- MW:
- 178.62
- Product Categories:
-
- pharmacetical
- Mol File:
- 1198-40-9.mol
7-Chloro-4-quinolinamine Chemical Properties
- Melting point:
- 150-152.5 °C
- Boiling point:
- 366.8±27.0 °C(Predicted)
- Density
- 1.363±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- form
- solid
- pka
- 7.49±0.50(Predicted)
- color
- Off-white
- CAS DataBase Reference
- 1198-40-9(CAS DataBase Reference)
7-Chloro-4-quinolinamine Usage And Synthesis
Uses
7-Chloroquinolin-4-amine is an aminoquinoline that complexes ferriprotoporphyrin IX (Fe(III)PPIX) and inhibits its conversion to β-hematin (hemozoin).
Definition
ChEBI: 4-Amino-7-chloroquinoline is an aminoquinoline.
Synthesis Reference(s)
Journal of the American Chemical Society, 69, p. 704, 1947 DOI: 10.1021/ja01195a501
Synthesis
4-amino-7-chloroquinoline is obtained byreacting 7-chloro-4-hydrazinoquinoline ,sodium borohydride with nickel (II) chloride hexahydrate in methanol.To a suspension of 7-chloro-4-hydrazinoquinoline (1.67 g, 8.6 mmol) and nickel (II) chloride hexahydrate (2.00 g, 8.6 mmol) in methanol (33 ml), sodium borohydride (0.98 g, 25.8 mmol) was added cautiously while stirring the reaction mixture vigorously at room temperature and left to react overnight. The reaction mixture was filtered through celite pad. Water was used to dilute the filtrate layer and then washed with ethyl acetate. The organic layer was dried with magnesium sulphate and concentrated in vacuo to give the title compound as a yellow powder (1.09 g, 72%): mp: 143 – 147 ℃ (Lit.: 147 – 148 ℃) ;
vmax/cm-1 3337 s (N-H), 1642 m (C=N), 1609 m and 1575 m (C=N); δH (300 MHz; DMSO-d6) 8.28 (1H, d, J 5.3, C(2)H), 8.19 (1H, d, J 9.1, C(5)H), 7.76 (1H, d, J 1.6, C(8)H), 7.39 (1H, dd, J 9.1, 1.6, C(6)H), 7.03 (2H, s, NH2), 6.57 (1H, d, J 5.3, C(3)H); δC (75 MHz; DMSO-d6) 152.0 (Ar-C), 151.1 (C(2)H), 148.9 (Ar-C), 133.7 (Ar-C), 126.8 (C(8)H), 124.8 (C(5)H), 123.9 (C(6)H), 117.0 (Ar-C), 102.7 (C(3)H); m/z (-ES) 179 (100%, [M+H]- with 35Cl), 181 (35%, [M+H]- with 37Cl); found by +ES 179.0377, C9H8ClN2 ([M+H]+ with 35Cl), requires 179.0371, error 3.3 ppm.
7-Chloro-4-quinolinamineSupplier
- Tel
- 021-61259108 18621169109
- market03@meryer.com
- Tel
- 021-50135380
- shchemsky@sina.com
- Tel
- 4009903999 13355009207
- 3007715519@qq.com
- Tel
- 025-66099280 17798518460
- cfzhang@aikonchem.com
- Tel
- 4009209199
- sales@9dingchem.com
7-Chloro-4-quinolinamine(1198-40-9)Related Product Information
- Hydroxychloroquine
- Hydroxychloroquine sulfate
- Amodiaquin dihydrochloride dihydrate
- CHLOROQUINE
- Chloroquine diphosphate
- QUINACRINE MUSTARD DIHYDROCHLORIDE
- 1-GLYCERYL N-[7-CHLORO-4-QUINOLYL]ANTHRANILATE HYDROCHLORIDE
- Mepacrine hydrochloride
- 7-CHLOROQUINOLINE
- 5-CHLOROQUINOLIN-8-AMINE
- 7-CHLORO-4-HYDRAZINOQUINOLINE
- 6-CHLORO-9-[3-(2-CHLOROETHYLAMINO)PROPYLAMINO]-2-METHOXYACRIDINE DIHYDROCHLORIDE
- 2-(7-CHLOROQUINOLIN-4-YLAMINO)ETHANOL
- 6-CHLORO-9-[3-N-(2-CHLOROETHYL)ETHYLAMINO]PROPYLAMINO-2-METHOXYACRIDINE DIHYDROCHLORIDE
- 7-CHLORO-4-HYDRAZINO-2-METHYLQUINOLINE
- 7-CHLORO-2,8-DIMETHYL-4-HYDRAZINOQUINOLINE
- BUTTPARK 51\09-71
- ACRIDINE HOMODIMER