HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazo(4,5-b)pyridine
4H-Imidazo[4,5-b]pyridine · PBTFL44 · 1-deazapurine · 3,4-diazaindole · 4-AZABENZIMIDAZOLE · 7-azabenzimidazole · TIMTEC-BB SBB004292 · Imidazo(4,5-b)pyridine
Identifiers & Physical Properties
| CAS No. | 273-21-2 |
|---|---|
| Molecular formula | C6H5N3 |
| Average molar mass | 119.12 g/mol |
| Monoisotopic mass | 119.04834716 g/mol |
| SMILES | c1cnc2nc[nH]c2c1 |
| InChIKey | GAMYYCRTACQSBR-UHFFFAOYSA-N |
| PubChem CID | 67504 |
| ChEMBL | CHEMBL4476663 |
| ChEBI | CHEBI:59952 |
| EC No. | 205-987-3 |
| DTXSID | DTXSID9075375 |
Chemical & Physical Properties
| XLogP | 0.3 |
|---|---|
| Topological polar surface area | 41.6 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 9 |
| Formal charge | 0 |
| Complexity | 104 |
| LogP (partition coefficient) | 0.3 |
| Melting point | 148-151 °C (lit.) |
| Boiling point | 140-150°C/0.1mm |
| Density | 1.2058 (rough estimate) |
| Refractive index | 1.5589 (estimate) |
| Flash point | 140-150°C/0.1mm |
| Storage conditions | Inert atmosphere,Room Temperature |
| Solubility | Soluble in dimethylformamide. |
| Physical state | powder |
| pKa (acidity coefficient) | 8.46±0.20(Predicted) |
| Appearance | Off-white to light brown Solid |
| BRN | 2600 |
| InChI | 1S/C6H5N3/c1-2-5-6(7-3-1)9-4-8-5/h1-4H,(H,7,8,9) |
| InChIKey | GAMYYCRTACQSBR-UHFFFAOYSA-N |
| SMILES | c1cnc2nc[nH]c2c1 |
| CAS DataBase Reference | 273-21-2(CAS DataBase Reference) |
| EPA Substance Registry System | 1H-Imidazo[4,5-b]pyridine (273-21-2) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P305+P351+P338 |
| Hazard symbols | Xn |
| Risk statements (R) | 22 |
| Safety statements (S) | 24/25 |
| Water hazard class (WGK) | 3 |
| RTECS number | NJ5108000 |
| Customs code | 2933998090 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Acute Tox. 4 Oral |
| Toxicity | mouse,LD50,intraperitoneal,> 200mg/kg (200mg/kg),Journal of Medicinal Chemistry. Vol. 6, Pg. 480, 1963. |
Safety & Regulations
| GHS classification | WarningH302 (98.6%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 69 reports by companies from 3 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatory information | 1H-Imidazo4,5-bpyridine: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (98.6%) |
| Water hazard class (WGK) | 3 |
| RTECS number | NJ5108000 |
| Customs code | 2933998090 |
| Toxicity | mouse,LD50,intraperitoneal,> 200mg/kg (200mg/kg),Journal of Medicinal Chemistry. Vol. 6, Pg. 480, 1963. |
| Risk statements (R) | 22 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn |
| Safety statements (S) | 24/25 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H315-H319-H335 |
| Hazard class | Acute Tox. 4 Oral |
| GHS precautionary statements | P261-P305+P351+P338 |
Applications & Uses
Uses
4-Azabenzimidazole is used in the preparation of imidazo[4,5-b]pyridine 4-oxide. It is also used as a reagent to prepare benzoylmethyl-substituted azoles which are inhibitors of nitric oxide synthase with antioxidant properties.