Nicotinamide (INN, BAN UK) or niacinamide (USAN US) (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). 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 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 glaucoma-related damage. Nicotinamide has been studied for its potential neuroprotective effects. 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. Side effects are minimal. At high doses, liver problems may occur. Normal amounts are safe for use during pregnancy. Nicotinamide is in the vitamin B family of medications, specifically the vitamin B3 complex. It is an amide of nicotinic acid. Foods that contain nicotinamide include yeast, meat, milk, and green vegetables. Nicotinamide was discovered between 1935 and 1937. It is on the World Health Organization's List of Essential Medicines. Nicotinamide is available as a generic medication and over the counter. Commercially, nicotinamide is made from either nicotinic acid (niacin) or nicotinonitrile. In some countries, grains have nicotinamide added to them. Extraterrestrial nicotinamide has been found in carbonaceous chondrite meteorites.
Medical uses
Niacin deficiency Nicotinamide is the preferred treatment for pellagra, caused by niacin deficiency.
Acne Nicotinamide cream is used as a treatment for acne. It has anti-inflammatory actions, which may benefit people with inflammatory skin conditions. Nicotinamide increases the biosynthesis of ceramides in human keratinocytes in vitro and improves the epidermal permeability barrier in vivo. The application of 2% topical nicotinamide for 2 and 4 weeks is effective in lowering the sebum excretion rate. Nicotinamide has been shown to prevent Cutibacterium acnes-induced activation of toll-like receptor 2, which ultimately results in the down-regulation of pro-inflammatory interleukin-8 production.
Skin cancer Nicotinamide at doses of 500 to 1000 mg a day decreases the risk of skin cancers, other than melanoma, in those at high risk.
Eye health Nicotinamide has shown promise in slowing vision loss and providing protection of eye cells with the most promising evidence for protecting the retina from Normal‑tension glaucoma and optic nerve from other form of glaucoma. The research has suggested that stronger retinal ganglion cells protection might be what is effected. Niacin B3 (nicotinic acid); the sister to Nicotinamide works differently on the body and does NOT provide the same action or protection. Current research studies and American Academy of Ophthalmology suggest dosages of 1000mg daily split evenly twice daily of 500mg. The maximum dosage for a healthy adult without liver disease is 1500mg. Exceeding this dosage has contraindicated with damage to the liver because of how it is metabolized causing liver toxicity. Nicotinamide should NOT be taken if the person has a history of liver disease and should be discussed with your healthcare provider if your unsure of interactions with medications or medical history.
Side effects Nicotinamide has minimal side effects. At very high doses above 3 g per day acute liver toxicity has been documented in at least one case. Normal doses are safe during pregnancy.
Chemistry The structure of nicotinamide consists of a pyridine ring to which a primary amide group is attached in the meta position. It is an amide of nicotinic acid. As an aromatic compound, it undergoes electrophilic substitution reactions and transformations of its two functional groups. Examples of these reactions reported in Organic Syntheses include the preparation of 2-chloronicotinonitrile by a two-step process via the N-oxide,
of nicotinonitrile by reaction with phosphorus pentoxide, and of 3-aminopyridine by reaction with a solution of sodium hypobromite, prepared in situ from bromine and sodium hydroxide.
Industrial production The hydrolysis of nicotinonitrile is catalysed by the enzyme nitrile hydratase from Rhodococcus rhodochrous J1, producing 3500 tons per annum of nicotinamide for use in animal feed. The enzyme allows for a more selective synthesis as further hydrolysis of the amide to nicotinic acid is avoided. Nicotinamide can also be made from nicotinic acid. According to Ullmann's Encyclopedia of Industrial Chemistry, worldwide 31,000 tons of nicotinamide were sold in 2014.
Biochemistry
… excerpt ends here. Continue reading the full article.






