| Identification | Back Directory | [Name]
8-bromo-5-fluoroquinoline | [CAS]
917251-99-1 | [Synonyms]
8-bromo-5-fluoroquinoline Quinoline, 8-bromo-5-fluoro- | [Molecular Formula]
C9H5BrFN | [MDL Number]
MFCD09907839 | [MOL File]
917251-99-1.mol | [Molecular Weight]
226.05 |
| Chemical Properties | Back Directory | [Boiling point ]
294.2±20.0 °C(Predicted) | [density ]
1.647±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
1.35±0.29(Predicted) | [Appearance]
White to off-white Solid |
| Questions And Answer | Back Directory | [Uses]
8-Bromo-5-fluoroquinoline is used as a novel binder in the synthesis of 5HT1A, and also acts as a receptor antagonist and agonist. This drug has excellent efficacy for central nervous system disorders, such as cognitive impairment, anxiety disorders, depression, and sexual dysfunction. |
| Hazard Information | Back Directory | [Synthesis]
2-Bromo-5-fluoroaniline (100 g, 1.0 eq.), 4-nitrophenol (40 g, 0.54 eq.) and glycerol (97 g, 2.0 eq.) were slowly added to pre-mixed sulfuric acid (267 mL) and water (114 mL) at 140-150 °C and the reaction lasted for 1.5 h. The reaction was carried out by HPLC. At the beginning of the reaction, the relative area percentage of 4-nitrophenol was shown to be 37.8% by HPLC analysis. The content of 4-nitrophenol decreased to 4.7% after the addition of 50% of the feedstock and further decreased to 5.0% after the addition of all the feedstock. Upon completion of the reaction, 8-bromo-5-fluoroquinoline was obtained after post-treatment in 87.5% yield with 0.29% total impurities. In addition, reducing the amount of 4-nitrophenol to 0.46 equivalents (34 g) was also successful in synthesizing the target intermediate in acceptable yield. | [References]
[1] Patent: US2007/27160, 2007, A1. Location in patent: Page/Page column 66 [2] Patent: US2007/299083, 2007, A1. Location in patent: Page/Page column 9 [3] Patent: WO2007/146072, 2007, A2. Location in patent: Page/Page column 73-74 [4] Patent: WO2008/67390, 2008, A2. Location in patent: Page/Page column 101-102 [5] Patent: US2007/27160, 2007, A1. Location in patent: Page/Page column 63-65 |
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| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
ZEROSCHEM.CO.,LTD.
|
| Telephone: |
10-61256048 13810278579; |
| Website: |
http://www.zeroschem.com |
| Company Name: |
Cool Pharm, Ltd
|
| Telephone: |
021-60455363 18019463053 |
| Website: |
www.coolpharm.com |
| Company Name: |
Struchem Co., Ltd.
|
| Telephone: |
0512-63009836 18994340901 |
| Website: |
http://www.beidapharma.com |
| Company Name: |
Shanghai Jingjinchem Co., Ltd.
|
| Telephone: |
021-13817626287 13817626287 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19177/0_EN.htm |
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