Structure via PubChem · Public domain (PubChem)
niacinamide
Sign in to saveAlso known as 3-pyridinecarboxamide, beta-pyridinecarboxamide, niacin, vitamin B3, pyridine-3-carboxamide, Vi-Nicotyl, Nicofort, Nicosylamide
Nicotinamide (INN, BAN ) or niacinamide (USAN ) (IUPAC name: 3-pyridinecarboxoamide) is a form of vitamin B3 found in food and used as a dietary supplement and medication. As a supplement, it is used orally (swallowed by mouth) to prevent and treat pellagra (niacin deficiency). This is not to be confused with Niacin. While both are very similar both have different behaviors on the body. While nicotinic acid (niacin) may be used for this purpose, nicotinamide has the benefit of not causing skin flushing. As a cream, it is used to treat acne, and has been observed in clinical studies to improve
OverviewAI-generated
Niacinamide, also identified by the IUPAC name pyridine-3-carboxamide, is a chemical compound with the formula C₆H₆N₂O. It has a molecular weight of 122.12 and a mass of 122.048012812. The substance features a melting point of 130 and a defined daily dose of 0.15. Its canonical SMILES notation is C1=CC(=CN=C1)C(=O)N.
Chemical properties include an xlogp value of -0.4 and a topological polar surface area of 56. The molecule contains one hydrogen bond donor and two hydrogen bond acceptors, with a charge of 0. Niacinamide is associated with a PubMed query count of 19665 and is referenced by 1,551 other encyclopedia articles.
Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.image
- Nicotinamid.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Nicotinamide-from-xtal-2011-Mercury-3D-sf.png
- Drug.image_class2
- bg-transparent
- Drug.pronounce
- ,
- Drug.DailyMedID
- Niacinamide
- Drug.routes_of_administration
- oral, topical
- Drug.ATC_prefix
- A11
- Drug.ATC_suffix
- HA01
- Drug.legal_US
- OTC
- Drug.CAS_number
- 98-92-0
- Drug.PubChem
- 936
- Drug.DrugBank
- DB02701
- Drug.ChemSpiderID
- 911
- Drug.UNII
- 25X51I8RD4
- Drug.KEGG
- D00036
- Drug.ChEBI
- 17154
- Drug.ChEMBL
- 1140
via Wikipedia infobox
Chemical data
- Formula
- C6H6N2O
- Molecular weight
- 122.12 g/mol
- IUPAC name
- pyridine-3-carboxamide
- SMILES
- C1=CC(=CN=C1)C(=O)N
- InChIKey
- DFPAKSUCGFBDDF-UHFFFAOYSA-N
- XLogP
- -0.4
- Polar surface area
- 56 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
19,665 papers- Niacinamide - mechanisms of action and its topical use in dermatology.Skin pharmacology and physiology · 2014
- Niacinamide: a review on dermal delivery strategies and clinical evidence.Drug delivery and translational research · 2024
- Cosmeceutical Aptitudes of Niacinamide: A Review.Recent advances in anti-infective drug discovery · 2021
- The effect of niacinamide on reducing cutaneous pigmentation and suppression of melanosome transfer.The British journal of dermatology · 2002
- Final report of the safety assessment of niacinamide and niacin.International journal of toxicology · 2005
via PubMed
~9 min read
Encyclopedic overview
15 sectionsContents
- Medical uses
- Niacin deficiency
- Acne
- Skin cancer
- Eye health
- Side effects
- Chemistry
- Industrial production
- Biochemistry
- Biological role
- Food sources
- Compendial status
- Research
- Extra-terrestrial occurrence
- References
Nicotinamide (INN, BAN ) or niacinamide (USAN ) (IUPAC name: 3-pyridinecarboxoamide) is a form of vitamin B3 found in food and used as a dietary supplement and medication. As a supplement, it is used orally (swallowed by mouth) to prevent and treat pellagra (niacin deficiency). This is not to be confused with Niacin. While both are very similar both have different behaviors on the body. While nicotinic acid (niacin) may be used for this purpose, nicotinamide has the benefit of not causing skin flushing. As a cream, it is used to treat acne, and has been observed in clinical studies to improve the appearance of aging skin by reducing hyperpigmentation and redness. It is a water-soluble vitamin.
Clinical trials have show promise in eye health, in this B3 form, it has shown promise in protecting eye health, particularly in the context of glaucoma. It is believed to support the health of retinal ganglion cells and may help protect against the damage caused by glaucoma. Nicotinamide has been studied for its potential neuroprotective effects, and while some clinical trials have demonstrated improvements in visual fields and retinal function, it is not yet approved for the treatment of glaucoma. The use of nicotinamide should be approached with caution, especially at high doses, due to the risk of liver injury. Ongoing research continues to explore the full potential of nicotinamide in eye protection and its role in managing eye conditions.
Excerpted from Wikipedia’s “niacinamide” article, available under the CC BY-SA 4.0 licence.