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Merck
CN

N4751

Nicotinuric acid

Synonym(s):

Nicotinylglycine

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About This Item

Empirical Formula (Hill Notation):
C8H8N2O3
CAS Number:
Molecular Weight:
180.16
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
209-497-0
MDL number:
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InChI key

ZBSGKPYXQINNGF-UHFFFAOYSA-N

InChI

1S/C8H8N2O3/c11-7(12)5-10-8(13)6-2-1-3-9-4-6/h1-4H,5H2,(H,10,13)(H,11,12)

SMILES string

OC(=O)CNC(=O)c1cccnc1

assay

≥98% (with NaOH, titration)

form

powder

color

white

Biochem/physiol Actions

Nicotinuric acid (NUA) is a metabolite of niacin/vitamin B. Measurement of NUA levels in urine is used to indicate possible elevated nicotinamide adenine dinucleotide (NAD) catabolism. NUA may be used as a reference (standard curve) in the analysis of NAD and NUA catabolism. Nicotinic acid reduces triglycerides and increases high density lipoprotein(HDL) cholesterol.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Quantification of Niacin and Its Metabolite Nicotinuric Acid in Human Plasma by LC-MS/MS: Application to a Clinical Trial of a Fixed Dose Combination Tablet of Niacin Extended-Release/Simvastatin (500 mg/10 mg) in Healthy Chinese Volunteers
Zhang P, et al.
International Journal of Analytical Chemistry, 2015 (2015)
Frank Dieterle et al.
Analytical chemistry, 78(11), 3551-3561 (2006-06-02)
The assignment of significantly changed NMR signals, which were identified with the help of multivariate models, to individual metabolites in biofluids is a manual and tedious task requiring knowledge in chemometrics and NMR spectroscopy. Metabolite projection analysis, introduced in this
M Iwaki et al.
Journal of chromatography. B, Biomedical applications, 661(1), 154-158 (1994-11-04)
The concentrations of nicotinic acid (NiAc) and nicotinuric acid (NiUAc), a major metabolite of NiAc, were simultaneously determined in urine using solid-phase extraction (cation-exchange extraction) and reversed-phase high-performance liquid chromatography with ultraviolet detection. The intra- and inter-day precision studies showed
C Daniel Meyers et al.
Atherosclerosis, 192(2), 253-258 (2006-09-02)
Nicotinic acid is a safe, broad-spectrum lipid agent shown to prevent cardiovascular disease, yet its widespread use is limited by the prostaglandin D2 (PGD2) mediated niacin flush. Previous research suggests that nicotinic acid-induced PGD2 secretion is mediated by the skin
M Iwaki et al.
Drug metabolism and disposition: the biological fate of chemicals, 24(7), 773-779 (1996-07-01)
The pharmacokinetics of nicotinic acid (NiAc) and nicotinuric acid (NiUAc), the major metabolite of NiAc, and the dose dependency of these pharmacokinetics were determined in rats. Intravenous injections of 2, 5, 15, and 45 mg/kg of NiAc and 5 and

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