| Identification | More | [Name]
IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID | [CAS]
64951-08-2 | [Synonyms]
AKOS BBS-00006401 ASINEX-REAG BAS 06100978 CHEMBRDG-BB 4401038 IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID TIMTEC-BB SBB010195 1H-Imidazo[1,2-a]pyridine-2-carboxylic acid H-imidazo[1,2-a]pyridine-2-carboxylic acid Imidazo[1,2-a]pyridine-2-carboxylic acid ,97% sodium imidazo[1,2-a]pyridine-2-carboxylate 0.5 hydrate | [Molecular Formula]
C8H6N2O2 | [MDL Number]
MFCD03419462 | [Molecular Weight]
162.15 | [MOL File]
64951-08-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
232-234℃ | [density ]
1.41±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Powder | [pka]
-4.33±0.41(Predicted) | [color ]
White to off-white | [Detection Methods]
HPLC | [InChI]
1S/C8H6N2O2/c11-8(12)6-5-10-4-2-1-3-7(10)9-6/h1-5H,(H,11,12) | [InChIKey]
WQLJLPDGSLZYEP-UHFFFAOYSA-N | [SMILES]
OC(=O)c1cn2ccccc2n1 | [CAS DataBase Reference]
64951-08-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38-36-22 | [Safety Statements ]
26-36/37/39-22 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29332900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white solid | [Synthesis]
Step 2: Synthesis of imidazo[1,2-a]pyridine-2-carboxylic acid
Sodium hydroxide (85 mg, 2.1 mmol) was added to a stirred solution of ethyl imidazo[1,2-a]pyridine-2-carboxylate (135 mg, 0.7 mmol) in ethanol/water (1:1, 5.0 mL). The reaction mixture was heated at 60°C for 3 hours. After completion of the reaction, the mixture was concentrated under reduced pressure. Cold water was added, followed by acidification with 10% aqueous hydrochloric acid to pH < 7. The precipitated solid was collected by filtration and dried to afford imidazo[1,2-a]pyridine-2-carboxylic acid (110 mg, 73% yield). | [References]
[1] Patent: US2010/160323, 2010, A1. Location in patent: Page/Page column 31 [2] Journal of Medicinal Chemistry, 2003, vol. 46, # 18, p. 3914 - 3929 [3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 5, p. 1870 - 1873 [4] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 7, p. 1572 - 1575 |
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