7-Chloro-4-quinolinamine
- CAS No.
- 1198-40-9
- Chemical Name:
- 7-Chloro-4-quinolinamine
- Synonyms
- BUTTPARK 22\09-04;7-chloro-4-quinolinamine;7-chloro-4-aminoquinoline;4-AMINO-7-CHLOROQUINOLINE;4-QuinolinaMine,7-chloro-;(7-chloro-4-quinolyl)amine;7-CHLORO-QUINOLIN-4-YLAMINE;Hydroxychloroquine Impurity 34;4-amino-7-chloroQUINOLINE:7-chloro-4-quinolinamine
- CBNumber:
- CB0199827
- Molecular Formula:
- C9H7ClN2
- Molecular Weight:
- 178.62
- MOL File:
- 1198-40-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/5/4 17:34:32
| 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 Chemical Properties,Uses,Production
Uses
7-Chloroquinolin-4-amine is an aminoquinoline that complexes ferriprotoporphyrin IX (Fe(III)PPIX) and inhibits its conversion to β-hematin (hemozoin).
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-quinolinamine Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | China | 9338 | 55 | Inquiry |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | China | 49391 | 58 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29826 | 58 | Inquiry |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | China | 12962 | 58 | Inquiry |
| Nextpeptide Inc | +86-0571-81612335 +8613336028439 | China | 19915 | 58 | Inquiry |
| Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503259 +86-19930503259 | China | 18446 | 58 | Inquiry |
| Zhengzhou Anbu Chem Co.,Ltd | +86-0371-88006763; +8615988602810 | China | 3000 | 58 | Inquiry |
| LEAPCHEM CO., LTD. | +86-852-30606658 | China | 43348 | 58 | Inquiry |
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