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N4751

Sigma-Aldrich

Nicotinuric acid

Synonym(s):

Nicotinylglycine

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About This Item

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

Assay

≥98% (with NaOH, titration)

form

powder

color

white

SMILES string

OC(=O)CNC(=O)c1cccnc1

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)

InChI key

ZBSGKPYXQINNGF-UHFFFAOYSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
R H Stern et al.
Metabolism: clinical and experimental, 41(8), 879-881 (1992-08-01)
The possibility that differences in metabolism might underly the differences in efficacy and toxicity between time-release and unmodified formulations of nicotinic acid was investigated by measuring 24-hour urinary excretion of metabolites in 10 subjects who received both forms. Nicotinic acid
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
Effect of Nicotinic Acid (Vitamin B3 or Niacin) on the lipid profile of diabetic and non-diabetic rats
Shah TZ, et al.
Pakistan Journal of Medical Sciences, 29(5), 1259-1259 (2013)
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

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