HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid
AAKG · AMPK · ACADESINE · AMPK1 · Acair · PRKAB1 · AMPKa1 · Acadesine, AICA
Identifikatoren & physikalische Daten
| CAS No. | 2627-69-2 |
|---|---|
| Summenformel | C9H14N4O5 |
| Durchschnittliche Molmasse | 258,23 g/mol |
| Monoisotopische Masse | 258,09641955 g/mol |
| SMILES | NC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1N |
| InChIKey | RTRQQBHATOEIAF-UUOKFMHZSA-N |
| PubChem CID | 17513 |
| ChEMBL | CHEMBL1551724 |
| ChEBI | CHEBI:28498 |
| EC No. | 220-097-5 |
| DTXSID | DTXSID5046015 |
| Lokaler Name | 5-Amino-1-β-D-ribofuranosyl-1H-imidazol-4-carboxamid |
Chemische & physikalische Eigenschaften
| XLogP | -2,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 157 |
| H-Brücken-Donoren | 5 |
| H-Brücken-Akzeptoren | 7 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 18 |
| Formalladung | 0 |
| Komplexität | 330 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Collision Cross Section | 170.4 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]152 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine]153.55 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]153 Ų [M+H]+ [CCS Type: TW |
| Schmelzpunkt | 214-215 °C |
| Siedepunkt | 726.3±60.0 °C(Predicted) |
| Dichte | 2.06±0.1 g/cm3(Predicted) |
| Lagerbedingungen | -20°C |
| Löslichkeit | H2O: >10 mg/mLSoluble in DMSO at 2mg/ml. Soluble in water or ethanol at less than 1mg/ml |
| Aggregatzustand | powder |
| pKa (Säurekonstante) | 13.27±0.70(Predicted) |
| Farbe | tan |
| Biologische Quelle | rabbit |
| Merck | 14,16 |
| Specific Activity | 255-345nmol/min·mg |
| Stabilität | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months. |
| InChI | 1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1 |
| InChIKey | RTRQQBHATOEIAF-UUOKFMHZSA-N |
| SMILES | NC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1N |
| CAS Datenbank | 2627-69-2(CAS DataBase Reference) |
| EPA chemische Informationen | 1H-Imidazole-4-carboxamide, 5-amino-1-.beta.-D-ribofuranosyl- (2627-69-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 4.4% (2 of 45) of reports.WarningH315 (93.3%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (93.3%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29349990 |
| R-Sätze (R) | 36/37/38-61 |
| Gefahrensymbole | Xi,T |
| Sicherheitshinweise (S) | 26-36-45-53 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
AICAR is a nucleoside analogue that is able to enter nucleoside pools and is able to significantly increase levels of adenosine during periods of ATP breakdown. Adenosine-regulating agents (ARAs) hav e been recognized for therapeutic potential in myocardial ischemia. Cardioprotective.