Pyrido[2,3-d]imidazol

Imidazo(4,5-b)pyridine

HCID 67504CAS 273-21-2

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: c1cnc2nc[nH]c2c1
InChIKey: GAMYYCRTACQSBR-UHFFFAOYSA-N
Summenformel: C6H5N3
Durchschnittliche Molmasse: 119,12 g/mol
Monoisotopische Masse: 119,04834716

Überblick

4-azabenzimidazole is the [4,5-b]-fused isomer of imidazopyridine.

Namen und Bezeichner

Bevorzugter Name: Imidazo(4,5-b)pyridine
IUPAC: 1H-imidazo[4,5-b]pyridine
Lokaler Name: Pyrido[2,3-d]imidazol
Englischer Name: 4-Azabenzimidazole
Summenformel: C6H5N3
Molmasse: 119.12

Namen und Synonyme

1H-Imidazo[4,5-b]pyridine273-21-21-Deazapurine3,4-Diazaindole7-Azabenzimidazole1H-Imidazo(4,5-b)pyridineImidazo(4,5-b)pyridineImidazo[4,5-b]pyridineDTXSID9075375RefChem:79746DTXCID0037653205-987-3

Weitere Namen anzeigen

PBTFL44TIMTEC-BB SBB0042924-AZABENZIMIDAZOLE 99%

3H-Imidazo[4,5-b]pyridine4-Azabenzimidazole170245-18-84H-Imidazo[4,5-b]pyridine170245-19-9imidazopyridinePyrido(2,3-d)imidazoleazabenzimidazole

Datenbank-Bezeichner

CAS: 273-21-2
PubChem CID: 67504
DTXSID: DTXSID9075375
ChEMBL: CHEMBL4476663
ChEBI: CHEBI:59952
EC Number: 205-987-3
Nikkaji: J193.696D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,3
Polarare Oberfläche (TPSA): 41,6 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 9
Formalladung: 0
Komplexität: 104

Experimentelle und physikochemische Eigenschaften

LogP0.3

Physikochemische Eigenschaften

Schmelzpunkt: 148 · 148-151 °C (lit.)
Siedepunkt: 140 · 140-150°C/0.1mm
Dichte: 1.2058 · 1.2058 (rough estimate)
Brechungsindex: 1.5589 · 1.5589 (estimate)
Flammpunkt: 140 · 140-150°C/0.1mm
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: Soluble in dimethylformamide.
Aggregatzustand: powder
pka: 8.46 · 8.46±0.20(Predicted)
BRN: 2600 · 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 Datenbank: 273 · 273-21-2(CAS DataBase Reference)
EPA chemische Informationen: 1 H-Imidazo[4,5-b]pyridine · 1H-Imidazo[4,5-b]pyridine (273-21-2)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (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.

Gefahrenhinweise

Regulatory Information1H-Imidazo4,5-bpyridine: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (98.6%)

Sicherheitsdaten

wgk: 3
hs_code: 2933998090
RTECS-Nr.: NJ5108000
risk_code: 22
Toxizität: mouse,LD50,intraperitoneal,> 200mg/kg (200mg/kg),Journal of Medicinal Chemistry. Vol. 6, Pg. 480, 1963.
hazard_code: Xn
safety_code: 24/25
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 Oral

Chemie und Industrie

Anwendungen

Verwenden4-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.