Basic information
- CAS
769-49-3- Standard SMILES
Cn1ccc(=O)c(C(N)=O)c1- InChIKey
KTLRWTOPTKGYQY-UHFFFAOYSA-N- Molecular formula
- C7H8N2O2
- Average molar mass
- 152.15 g/mol
- Monoisotopic mass
- 152.0585775
Overview
N-methyl-4-pyridone-3-carboxamide is a member of the class of 4-pyridones that is 4-pyridone substituted with a carboxamide group at C-3 and a methyl group at N-1. It has a role as a mouse metabolite. It is a member of 4-pyridones, a member of methylpyridines and a pyridinecarboxamide.
Names & identifiers
- Preferred name
- 1,4-Dihydro-1-methyl-4-oxo-3-pyridinecarboxamide
- IUPAC
- 1-methyl-4-oxopyridine-3-carboxamide
- English name
- 1-methyl-4-oxo-pyridine-3-carboxamide
- Molecular formula
- C7H8N2O2
- Molecular weight
- 152.15
Names & synonyms
769-49-31,4-Dihydro-1-methyl-4-oxo-3-pyridinecarboxamide1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide1-Methyl-4-pyridone-3-carboximideN1-Methyl-4-pyridone-3-carboxamideN1-Methyl-4-pyridone-5-carboxamide1-Methyl-4-pyridone-5-carboxamide3-Pyridinecarboxamide, 1,4-dihydro-1-methyl-4-oxo-1-Methyl-4-pyridone-3-carboxamideN'-Methyl-4-pyridone-5-carboxamideVE4S15CI8D1-Methyl-4-oxo-1,4-dihydro-3-pyridinecarboxamide
Show more names
N-Methyl-4-pyridone-5-carboxamide1-methyl-4-oxo-pyridine-3-carboxamide1,4-Dihydro-1-methyl-4-oxonicotinamideN-Methyl-4-pyridone-5-carboxamide1-Methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid amide
5-Aminocarbonyl-1-methyl-4(1H)-pyridone3-(Aminocarbonyl)-1-methyl-4(1H)-pyridoneDTXSID80227697NICOTINAMIDE, 1,4-DIHYDRO-1-METHYL-4-OXO-RefChem:416775DTXCID30150188845-640-9n-methyl-4-pyridone-3-carboxamide
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 63.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 266
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 179 · 179-181 °C
- Boiling point
- 350.6 · 350.6±42.0 °C(Predicted)
- Density
- 1.3 · 1.300±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Ethanol: Slightly soluble,PBS (pH 7.2): 5 mg/ml
- form
- A solid
- pka
- 13.14 · 13.14±0.20(Predicted)
- color
- White to off-white
- InChI
- InChI=1S/C7H8N2O2/c1-9-3-2-6(10)5(4-9)7(8)11/h2-4H,1H3,(H2,8,11)
- InChIKey
- KTLRWTOPTKGYQY-UHFFFAOYSA-N
- SMILES
- C1N(C)C=CC(=O)C=1C(N)=O
- FDA UNII
- 4 S15CI8D · VE4S15CI8D
- UNSPSC Code
- 12352205 · 12352205
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxicology
TreatmentKidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored.
Health EffectsChronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.
Exposure RoutesEndogenous, Ingestion, Dermal (contact)
Toxicity Summary
Uremic toxins such as N-methyl-4-pyridone-3-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).
Chemistry & industry
Pharmacology
Metabolism/MetabolitesUremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces.
Cellular LocationsCytoplasm
Metabolite PathwaysNicotinate and nicotinamide metabolism
Uses & manufacturing
UsesNaturally produced by the body (endogenous).
Applications
Uses1,4-Dihydro-1-methyl-4-oxo-3-pyridinecarboxamide, has been shown to be one of the potential novel biomarkers of peroxisome proliferation in the rat.
Suppliers41 total
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
苏州申拓医药科技有限公司13911244683 18151949202 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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