Isonicotinamid
PYRIDINE-4-CARBOXAMIDE · IsoniacinaMide · NSC 82353 · Isonicotimide · AURORA KA-3066 · Isonicotinamid · ISONICOTINAMIDE · 4-AMidopyridine
Identifikatoren & physikalische Daten
| CAS No. | 1453-82-3 |
|---|---|
| Summenformel | C6H6N2O |
| Durchschnittliche Molmasse | 122,12 g/mol |
| Monoisotopische Masse | 122,04801282 g/mol |
| SMILES | NC(=O)c1ccncc1 |
| InChIKey | VFQXVTODMYMSMJ-UHFFFAOYSA-N |
| PubChem CID | 15074 |
| ChEMBL | CHEMBL271717 |
| ChEBI | CHEBI:6031 |
| EC No. | 215-926-2 |
| DTXSID | DTXSID3020756 |
| Lokaler Name | Isonicotinamid |
Chemische & physikalische Eigenschaften
| XLogP | -0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 56 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 108 |
| Dampfdruck | 0.00042 [mmHg] |
| Physical Description | White powder[Acros Organics MSDS] |
| Kovats Retention Index | 14082894 |
| Schmelzpunkt | 155-157 °C(lit.) |
| Siedepunkt | 227.52°C (rough estimate) |
| Dichte | 1.2236 (rough estimate) |
| Brechungsindex | 1.5350 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly)191.7 g/L (37 ºC) |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | pK1: 3.61(+1) (20°C) |
| Farbe | White to Off-White |
| BRN | 2173 |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONING |
| InChI | 1S/C6H6N2O/c7-6(9)5-1-3-8-4-2-5/h1-4H,(H2,7,9) |
| InChIKey | VFQXVTODMYMSMJ-UHFFFAOYSA-N |
| SMILES | NC(=O)c1ccncc1 |
| LogP (Verteilungskoeffizient) | -0.28 |
| CAS Datenbank | 1453-82-3(CAS DataBase Reference) |
| NIST chemische Informationen | 4-Pyridinecarboxamide(1453-82-3) |
| EPA chemische Informationen | Isonicotinamide (1453-82-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (98%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract 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 50 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 22-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/222224-Pyridinecarboxamide: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | An irritant[Acros Organics MSDS] See Nicotinamide. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Irrit. 2A (100%)STOT SE 3 (98%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29333999 |
| RTECS-Nr. | NR9500000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Isonicotinamide is an isomeric analogue of nicotinamide and a metabolite of isonicotinic thioamide. Isonicotinamide strongly inducde apoptosis in human acute myelomonocytic leukemia cells, HL-60.
Herstellung & Synthese
synthetische
synthesis of isonicotinamide: In 6g tert-amyl alcohol, add 100mg ferric oxide, 100mg cobalt tetroxide and 100mg manganese dioxide (mass percentage in the mixture: 4.6%), 60mg 4-cyanopyridine (mass percentage in the mixture: 0.91%), 200uL Water (mass percentage in the mixture: 3.0%), mix well; react at 80°C for 24 hours, the conversion rate of 4-cyanopyridine is 99.0%, and the selectivity of the corresponding Isonicotinamide is 99.0%.