Niacinamide

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The high-pH version of vitamin B3. Improves mild to moderate acne and signs of aging, such as hyperpigmentation.

Niacinamide (Wikipedia)
Nicotinamide
Nicotinamid.svg
Nicotinamide-from-xtal-2011-Mercury-3D-sf.png
Names
IUPAC name
pyridine-3-carboxamide
Other names
3-pyridinecarboxamide
niacinamide
nicotinamide
nicotinic acid amide
Vitamin PP
Identifiers
98-92-0 YesY
ChEBI CHEBI:17154 N
ChEMBL ChEMBL1140 YesY
ChemSpider 911 YesY
DrugBank DB02701 N
EC Number 202-713-4
Jmol 3D image Interactive graph
KEGG D00036 YesY
PubChem 936
UNII 25X51I8RD4 YesY
Properties
C6H6N2O
Molar mass 122.13 g·mol−1
Density 1.4463g/cm3
Melting point 129.5 °C (265.1 °F; 402.6 K)
Boiling point 334 °C (633 °F; 607 K)
log P -.37
Vapor pressure 1.3*10−4mmHg
Pharmacology
A11HA01 (WHO)
Hazards
NFPA 704
Flammability code 0: Will not burn. E.g., waterHealth code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentineReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
Flash point 69 °C; 156 °F; 342 K
249 °C; 480 °F; 522 K
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Nicotinamide, (/ˌnɪkəˈtɪnəmd/) also known as niacinamide and nicotinic amide, is the amide of nicotinic acid (vitamin B3 / niacin). Nicotinamide is a water-soluble vitamin and is part of the vitamin B group. Nicotinic acid, also known as niacin, is converted to nicotinamide in vivo, and, though the two are identical in their vitamin functions, nicotinamide does not have the same pharmacological and toxic effects of niacin, which occur incidental to niacin's conversion. Thus nicotinamide does not reduce cholesterol or cause flushing, although nicotinamide may be toxic to the liver at doses exceeding 3 g/day for adults. In cells, niacin is incorporated into nicotinamide adenine dinucleotide (NAD) and nicotinamide adenine dinucleotide phosphate (NADP), although the pathways for nicotinic acid amide and nicotinic acid are very similar. NAD+ and NADP+ are coenzymes in a wide variety of enzymatic oxidation-reduction reactions. Commercial production of niacin and niacinamide (several thousand tons annually) is by hydrolysis or aminolysis of 3-cyanopyridine (nicotinonitrile).

Small intestinal bacterial overgrowth is one known cause of nicotinamide deficiency.

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