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Substance Name: Triamcinolone acetonide [USP:INN:BAN:JAN]
RN: 76-25-5
UNII: F446C597KA
InChIKey: YNDXUCZADRHECN-JNQJZLCISA-N

Note

  • An esterified form of TRIAMCINOLONE. It is an anti-inflammatory glucocorticoid used topically in the treatment of various skin disorders. Intralesional, intramuscular, and intra-articular injections are also administered under certain conditions.

Molecular Formula

  • C24-H31-F-O6

Molecular Weight

  • 434.5009
 

Classification Codes

  • Adrenal Cortex Hormones
  • Anti-Inflammatory Agents
  • Drug / Therapeutic Agent
  • Glucocorticoid
  • Glucocorticoids
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Immunologic Factors
  • Immunosuppressive Agents
  • Mutation Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Triamcinolone acetonide
  • Triamcinolone acetonide [USP:INN:BAN:JAN]

MeSH Heading

  • Triamcinolone acetonide

Synonyms

  • 5-19-06-00568 (Beilstein Handbook Reference)
  • 9-alpha-Fluoro-11-beta,21-dihydroxy-16-alpha-isopropylidenedioxy-1,4-pregnadiene,3,20-dione
  • 9-alpha-Fluoro-16-alpha-17-alpha-isopropyledenedioxyprednisolone
  • 9-alpha-Fluoro-16-alpha-17-alpha-isopropylidenedioxy-delta-1-hydrocortisone
  • 9-alpha-Fluoro-16-alpha-hydroxyprednisolone 16-alpha,17-alpha-acetonide
  • 9-alpha-Fluoro-16-hydroxyprednisolone acetonide
  • 9-Fluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone
  • 9alpha-Fluoro-16-hydroxyprednisolone acetonide
  • 9alpha-Fluoro-16alpha-17alpha-isopropyledenedioxyprednisolone
  • Acetospan
  • Adcortyl A
  • AllerNaze
  • Aristocort
  • Aristocort A
  • Aristocort acetonide
  • Aristoderm
  • Aristogel
  • Asmacort [common misspelling of Azmacort]
  • Azmacort
  • BRN 0060069
  • CCRIS 5231
  • Coupe-A
  • EINECS 200-948-7
  • Flutex
  • Flutone
  • FX006
  • Kenacort-A
  • Kenalog
  • Kenalog 40
  • Kenalog in Orabase
  • Kenalog-10
  • Kenalog-40
  • Kenalog-H
  • Kenalone
  • Nasacort
  • Nasacort Allergy 24 Hour
  • Nasacort AQ
  • Nasacort HFA
  • NSC 21916
  • Omcilon A
  • Oracort
  • Oralone
  • Panolog Ointment (Veterinary)
  • Polcortolon
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16,17-((1-methylethylidene)bis(oxy))-, (11beta,16alpha)-
  • Rineton
  • Solodelf
  • TAC-3
  • Tramacin
  • Tri-nasal
  • Triacet
  • Triaceton
  • Triacort
  • Triam-Injekt
  • Triamcincolone acetonide
  • Triamcinolone 16,17-acetonide
  • Triamcinolone acetonide
  • Triamcinolone acetonide in absorbase
  • Triamonide 40
  • Triamsinolone acetonide
  • Trianex
  • Triatex
  • Tricinolon
  • Tricort-40
  • Triderm
  • Triesence
  • Trivaris
  • Trymex
  • UNII-F446C597KA
  • Vetalog
  • Vetalog (Veterinary)
  • Volon A
  • Volon A 40
  • Zilretta

Systematic Names

  • 9-alpha-Fluoro-11-beta,21-dihydroxy-16-alpha,17-alpha-isopropylidenedioxypregna-1,4-diene-3,20-dione
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16,17-((1-methylethylidene)bis(oxy))-, (11beta,16alpha)-
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,16-alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,16alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone (8CI)
  • Triamcinolone acetonide

Mixture Names

  • Myco-Triacet II
  • Mycolog II
  • Mytrex

Registry Numbers

CAS Registry Number

  • 76-25-5

FDA UNII

  • F446C597KA

Other Registry Numbers

  • 13586-95-3
  • 138265-06-2
  • 8054-16-8
  • 911437-91-7

System Generated Number

  • 0000076255

Structure Descriptors

InChI

1S/C24H31FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-9,15-17,19,26,28H,5-6,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1

InChIKey

YNDXUCZADRHECN-JNQJZLCISA-N

Smiles

CC1(C)O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intramuscular 571ug/kg (0.571mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

VASCULAR: SHOCK
Annals of Pharmacotherpy. Vol. 28, Pg. 1310, 1994.
mouse LD50 intraperitoneal 105mg/kg (105mg/kg)   Drugs in Japan Vol. 6, Pg. 516, 1982.
mouse LD50 oral 5gm/kg (5000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 2117, 1979.
mouse LD50 subcutaneous 132mg/kg (132mg/kg)   Drugs in Japan Vol. 6, Pg. 516, 1982.
rat LD50 subcutaneous 13100ug/kg (13.1mg/kg)   Drugs of the Future. Vol. 6, Pg. 44, 1981.
women TDLo parenteral 4mg/kg (4mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION
Netherlands Journal of Medicine. Vol. 56, Pg. 12, 2000.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 293 deg C   EXP
log P (octanol-water) 2.53 (none)   EXP
Water Solubility 21 mg/L 28 EXP
Vapor Pressure 8.25E-14 mm Hg 25 EST
Henry's Law Constant 9.83E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 8.74E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.