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Substance Name: Fluocinonide [USAN:USP:INN:BAN:JAN]
RN: 356-12-7
UNII: 2W4A77YPAN
InChIKey: WJOHZNCJWYWUJD-IUGZLZTKSA-N

Note

  • A topical glucocorticoid used in the treatment of ECZEMA.

Molecular Formula

  • C26-H32-F2-O7

Molecular Weight

  • 494.5278
 

Classification Codes

  • Adrenal Cortex Hormones
  • Anti-Allergic Agents
  • Anti-Inflammatory Agents
  • Drug / Therapeutic Agent
  • Glucocorticoid
  • Glucocorticoids
  • Hormone
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Mutation Data
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Fluocinonide
  • Fluocinonide [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Fluocinonide

Synonyms

  • 6alpha,9-Difluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione, cyclic 16,17-acetal with acetone, 21-acetate
  • Bestasone
  • Biscosal
  • Cortalar
  • EINECS 206-597-6
  • Flucinar
  • Fluocinolide
  • Fluocinolide acetate
  • Fluocinolone acetonide 21-acetate
  • Fluocinolone acetonide acetate
  • Fluocinonide
  • Fluocinonide emulsified base
  • Fluocinonido
  • Fluocinonido [INN-Spanish]
  • Fluocinonidum
  • Fluocinonidum [INN-Latin]
  • Lidex
  • Lidex E
  • Lidex-E
  • Metosyn
  • NSC 101791
  • Straderm
  • Synalar acetate
  • Topsymin
  • Topsyn
  • UNII-2W4A77YPAN
  • Vanos

Systematic Names

  • Fluocinonide
  • Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-6,9-difluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))-, (6alpha,11beta,16alpha)-
  • Pregna-1,4-diene-3,20-dione, 6-alpha, 9-difluoro-11-beta,16-alpha,17,21-tetrahydroxy-, cyclic17-acetal with acetone, 21-acetate
  • Pregna-1,4-diene-3,20-dione, 6alpha,9-difluoro-11beta,16alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone, 21-acetate (8CI)

Registry Numbers

CAS Registry Number

  • 356-12-7

FDA UNII

  • 2W4A77YPAN

System Generated Number

  • 0000356127

Structure Descriptors

InChI

1S/C26H32F2O7/c1-13(29)33-12-20(32)26-21(34-22(2,3)35-26)10-15-16-9-18(27)17-8-14(30)6-7-23(17,4)25(16,28)19(31)11-24(15,26)5/h6-8,15-16,18-19,21,31H,9-12H2,1-5H3/t15-,16-,18-,19-,21+,23-,24-,25-,26+/m0/s1

InChIKey

WJOHZNCJWYWUJD-IUGZLZTKSA-N

Smiles

CC(=O)OCC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(C[C@@H]([C@]4([C@H]3C[C@@H](C5=CC(=O)C=C[C@@]54C)F)F)O)C)OC(O2)(C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 subcutaneous > 3170mg/kg (3170mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.
mouse LD50 intraperitoneal 160mg/kg (160mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 17, Pg. 849, 1975.
mouse LD50 oral > 6gm/kg (6000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 386, 1975.
mouse LD50 subcutaneous 165mg/kg (165mg/kg)   Yakkyoku. Pharmacy. Vol. 26, Pg. 741, 1975.
rat LD50 intraperitoneal 300ug/kg (0.3mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.
rat LD50 oral 14mg/kg (14mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.
rat LD50 subcutaneous 720ug/kg (0.72mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 386, 1975.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 309 deg C   EXP
log P (octanol-water) 3.19 (none)   EXP
Water Solubility 4.740 mg/L 25 EST
Vapor Pressure 2.00E-13 mm Hg 25 EST
Henry's Law Constant 2.11E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.66E-11 cm3/molecule-sec 25 EST

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