Triamcinolone

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Triamcinolone
Triamcinolone.svg
Triamcinolone ball-and-stick animation.gif
Clinical data
Trade namesKenalog, Nasacort, & more. (See Brand names)
Synonyms
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(8S,9R,10S,11S,13S,14S,16R,17S)-9-fluoro-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one; (1R,2S,10S,11S,13R,14S,15S,17S)-1-fluoro-13,14,17-trihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
AHFS/Drugs.comMonograph
Pregnancy
category
  • AU: A
  • US: C (Risk not ruled out)
Routes of
administration
Oral, topical, IM, intra-articular, intrasynovial
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein binding68%
MetabolismHepatic
Elimination half-life88 minutes
ExcretionFecal and renal
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard100.004.290 Edit this at Wikidata
Chemical and physical data
FormulaC21H27FO6
Molar mass394.434 g/mol
3D model (JSmol)
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Triamcinolone is an intermediate-acting synthetic glucocorticoid given orally, by muscular, Intra-articular, intrasynovial, intrabursal, intravitreal, soft-tissue, intralesional, or sublesional injection, by inhalation, or as a topical ointment or cream.[1]

Uses[edit]

Triamcinolone is used to treat a number of different medical conditions, such as eczema, lichen sclerosus, psoriasis, arthritis, allergies, ulcerative colitis, lupus, sympathetic ophthalmia, temporal arteritis, uveitis, ocular inflammation, keloids, urushiol-induced contact dermatitis, aphthous ulcers (usually as triamcinolone acetonide), central retinal vein occlusion, visualization during vitrectomy and the prevention of asthma attacks. It will not treat an asthma attack once it has already begun.[2][3][4][not in citation given]

The derivative triamcinolone acetonide is the active ingredient in various topical skin preparations (cream, lotion, ointment, aerosol spray) designed to treat dermatological conditions such as rash, inflammation, redness, or intense itching due to eczema[5] and dermatitis.[6]

Side effects[edit]

Side effects of triamcinolone include sore throat, nosebleeds, increased coughing, headache, and runny nose.[citation needed] White patches in the throat or nose indicate a serious side effect.[clarification needed] Symptoms of an allergic reaction include rash, itch, swelling, severe dizziness, trouble breathing.[7]

Chemistry[edit]

Triamcinolone is a synthetic pregnane corticosteroid and derivative of cortisol (hydrocortisone) and is also known as 1-dehydro-9α-fluoro-16α-hydroxyhydrocortisone or 9α-fluoro-16α-hydroxyprednisolone as well as 9α-fluoro-11β,16α,17α,21-tetrahydroxypregna-1,4-diene-3,20-dione.[8][9]

Society and culture[edit]

In 2010, TEVA and Perrigo launched the first generic inhalable triamcinolone.[10]

According to Chang et al (2014), "Triamcinolone acetonide (TA) is classified as an S9 glucocorticoid in the 2014 Prohibited List published by the World Anti-Doping Agency, which caused it to be prohibited in international athletic competition when administered orally, intravenously, intramuscularly or rectally".[11]

Brand names[edit]

Trade names for triamcinolone include Aristocort (Sandoz, now Novartis), Kenacort (Bristol-Myers Squibb), Kenalog (Bristol-Myers Squibb), Tricort (Cadila), Triaderm (Schering-Plough), Azmacort (KOS), Trilone, Volon A, Tristoject, Tricortone, Ratio-Triacomb, and Trianex.

See also[edit]

References[edit]

Aristocort (triamcinolone) topical cream
Kenalog (triamcinolone) IM injection
  1. ^ Chrousos G, Pavlaki AN, Magiakou MA (2011). "Glucocorticoid Therapy and Adrenal Suppression". PMID 25905379.
  2. ^ Triamcinolone - Drugs.com
  3. ^ Triamcinolone Inhalation - Drugs.com
  4. ^ Alcon Receives FDA Approval of Triesence Injectable Triamcinolone Suspension for Use in Eye Surgery - Drugs.com
  5. ^ Chong, Melanie; Fonacier, Luz (2015). "Treatment of Eczema: Corticosteroids and Beyond". Clinical Reviews in Allergy & Immunology. 51 (3): 249–262. doi:10.1007/s12016-015-8486-7. ISSN 1080-0549. PMID 25869743.
  6. ^ Eichenfield, Lawrence F.; Tom, Wynnis L.; Berger, Timothy G.; Krol, Alfons; Paller, Amy S.; Schwarzenberger, Kathryn; Bergman, James N.; Chamlin, Sarah L.; Cohen, David E. (2014). "Guidelines of care for the management of atopic dermatitis". Journal of the American Academy of Dermatology. 71 (1): 116–132. doi:10.1016/j.jaad.2014.03.023. ISSN 0190-9622. PMC 4326095. PMID 24813302. Topical corticosteroids (TCS) are used in the management of AD in both adults and children and are the mainstay of anti-inflammatory therapy.
  7. ^ "Drugs and Treatments - Nasacort AQ Nasl - Patient Handout". WebMD. Retrieved 2008-03-24.
  8. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1228–. ISBN 978-1-4757-2085-3.
  9. ^ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 1054–. ISBN 978-3-88763-075-1.
  10. ^ Perrigo Announces Launch Of Generic Version Of Nasacort AQ - CBS Detroit
  11. ^ Chang, Chih-Wei; Huang, Tai-Yuan; Tseng, Yi-Chun; Chang-Chien, Guo-Ping; Lin, Su-Fan; Hsu, Mei-Chich (2014). "Positive doping results caused by the single-dose local injection of triamcinolone acetonide". Forensic Science International. 244: 1–6. doi:10.1016/j.forsciint.2014.07.024. PMID 25126738.

External links[edit]