HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N1-Methyl-2-pyridone-5-carboxamide
Nudifloramide · 2-Py · N-methyl-6-pyridone-3-carboxamide · N'-methyl-2-pyridone-5-carboxamide · N1-Methyl-2-pyridone-5-carboxamide · 1-methyl-6-oxo-pyridine-3-carboxamide · 1-Methyl-6-oxo-1,6-dihydronicotinamide · Nicotinamide Impurity 6（Nedifloramide）
Identifikatoren & physikalische Daten
| CAS No. | 701-44-0 |
|---|---|
| Summenformel | C7H8N2O2 |
| Durchschnittliche Molmasse | 152,15 g/mol |
| Monoisotopische Masse | 152,0585775 g/mol |
| SMILES | Cn1cc(C(N)=O)ccc1=O |
| InChIKey | JLQSXXWTCJPCBC-UHFFFAOYSA-N |
| PubChem CID | 69698 |
| ChEMBL | CHEMBL3542314 |
| ChEBI | CHEBI:27410 |
| EC No. | 977-620-1 |
| DTXSID | DTXSID70220374 |
Chemische & physikalische Eigenschaften
| XLogP | -1 |
|---|---|
| Polarare Oberfläche (TPSA) | 63,4 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 266 |
| Physical Description | Solid |
| Collision Cross Section | 132.1 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)] |
| Schmelzpunkt | 202-207°C (dec.) |
| Siedepunkt | 396.7±42.0 °C(Predicted) |
| Dichte | 1.300±0.06 g/cm3(Predicted) |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly, Heated) |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 14.46±0.20(Predicted) |
| Farbe | White to Light Brown |
| InChI | 1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11) |
| InChIKey | JLQSXXWTCJPCBC-UHFFFAOYSA-N |
| SMILES | [n]1([c](ccc(c1)C(=O)N)=O)C |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P260, 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 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Treatment | Kidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored. |
| Gesundheitliche Auswirkungen | Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. |
| Expositionspfade | Endogenous, Ingestion, Dermal (contact) |
| Toxizitätsübersicht | Uremic toxins such as N-methyl-2-pyridone-5-carboxamide are actively transported into the kidneys via organic ion transporters (especially OAT3). Increased levels of uremic toxins can stimulate the production of reactive oxygen species. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Reactive oxygen species can induce several different DNA methyltransferases (DNMTs) which are involved in the silencing of a protein known as KLOTHO. KLOTHO has been identified as having important roles in anti-aging, mineral metabolism, and vitamin D metabolism. A number of studies have indicated that KLOTHO mRNA and protein levels are reduced during acute or chronic kidney diseases in response to high local levels of reactive oxygen species (A7869). |
| Signs and Symptoms | As a uremic toxin, this compound can cause uremic syndrome. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. Abnormal bleeding, such as bleeding spontaneously or profusely from a very minor injury can also occur. Heart problems, such as an irregular heartbeat, inflammation in the sac that surrounds the heart (pericarditis), and increased pressure on the heart can be seen in patients with uremic syndrome. Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present. |
Anwendungen & Verwendung
Beschreibung
Nudifloramide, known more commonly as N-methyl-2-pyridone-5-carboxamide (2-Py), is a metabolite of niacin via nicotinamide. It can be measured in serum and urine as part of metabolomic studies of niacin or nicotinamide intake and usage. Circulating levels of nudifloramide can be elevated and associated with toxic effects in patients receiving supplemental nicotinamide.