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SMB01345

Sigma-Aldrich

N-Methyl-2-pyridone-5-carboxamide

Synonym(s):

1,6-Dihydro-1-methyl-6 -oxonicotinamide, 1-Methyl-5-carboxylamide-2-pyridone, 2-Py, 2PY, 3-Carbamoyl-1-methyl-6-pyridone, N1-Methyl-2-pyridone-5-carboxamide, Me2PY, Met2PY, Nedifloramide, Nudifloramide

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About This Item

Empirical Formula (Hill Notation):
C7H8N2O2
CAS Number:
701-44-0
Molecular Weight:
152.15
MDL number:
MFCD00457283
UNSPSC Code:
41116105
NACRES:
NA.77
Pricing and availability is not currently available.

Assay

≥95% (HPLC)

Quality Level

100

form

solid

mp

210—21.5 °C

SMILES string

[n]1([c](ccc(c1)C(=O)N)=O)C

InChI

1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11)

InChI key

JLQSXXWTCJPCBC-UHFFFAOYSA-N

General description

N-methyl-2-pyridone-5-carboxamide (2PY) is one of the end products of nicotinamide-adenine dinucleotide (NAD) degradation. Increased serum 2PY concentrations are observed in chronic renal failure (CRF) patients, which along with the deterioration of kidney function and its toxic properties (significant inhibition of PARP-1), suggests that 2PY is an uremic toxin.

Application

Metabolomics research

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SMB01345-VAR:
SMB01345-250MG:
SMB01345-BULK:
SMB01345-50MG:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8881
MKCQ5660

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Boleslaw Rutkowski et al.
Kidney international. Supplement, (84), S19-S21 (2003-04-16)
N-methyl-2-pyridone-5-carboxamide (2PY) is one of the end products of nicotinamide-adenine dinucleotide (NAD) degradation. We recently found that serum 2PY concentrations in chronic renal failure (CRF) patients were enhanced to the values, which are potentially toxic. The aim of this study
Carolien P J Deen et al.
Nutrients, 12(7) (2020-07-16)
It is unclear whether niacin nutritional status is a target for improvement of long-term outcome after renal transplantation. The 24-h urinary excretion of N1-methylnicotinamide (N1-MN), as a biomarker of niacin status, has previously been shown to be negatively associated with
Renata Novak Kujundžić et al.
International journal of molecular sciences, 22(11) (2021-06-03)
The activity of nicotinamide N-methyltransferase (NNMT) is tightly linked to the maintenance of the nicotinamide adenine dinucleotide (NAD+) level. This enzyme catalyzes methylation of nicotinamide (NAM) into methyl nicotinamide (MNAM), which is either excreted or further metabolized to N1-methyl-2-pyridone-5-carboxamide (2-PY)
Flore Duranton et al.
Journal of the American Society of Nephrology : JASN, 23(7), 1258-1270 (2012-05-26)
An updated review of the existing knowledge regarding uremic toxins facilitates the design of experimental studies. We performed a literature search and found 621 articles about uremic toxicity published after a 2003 review of this topic. Eighty-seven records provided serum

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