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Substance Name: Fluocinolone acetonide [USAN:USP:INN:JAN]
RN: 67-73-2
UNII: 0CD5FD6S2M
InChIKey: FEBLZLNTKCEFIT-VSXGLTOVSA-N

Note

  • A glucocorticoid derivative used topically in the treatment of various skin disorders. It is usually employed as a cream, gel, lotion, or ointment. It has also been used topically in the treatment of inflammatory eye, ear, and nose disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p732)

Molecular Formula

  • C24-H30-F2-O6

Molecular Weight

  • 452.491
 

Classification Codes

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

Names and Synonyms

Name of Substance

  • Fluocinolone acetonide
  • Fluocinolone acetonide [USAN:USP:INN:JAN]

MeSH Heading

  • Fluocinolone acetonide

Synonyms

  • 6-alpha,9-alpha-Difluoro-16-alpha-hydroxyprednisolone 16,17-acetonide
  • 6alpha,9-Difluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione, cyclic 16,17-acetal with acetone
  • 6alpha,9alpha-Difluoro-16alpha-hydroxyprednisolone 16,17-acetonide
  • 6alpha-Fluorotriamcinolone acetonide
  • Acetonida de fluocinolona
  • Acetonida de fluocinolona [INN-Spanish]
  • Acetonide de fluocinolone
  • Acetonide de fluocinolone [INN-French]
  • Capex
  • CCRIS 3250
  • Coriphate
  • Cortiplastol
  • Derma-Smoothe/FS
  • Dermalar
  • Dermatin (steroid)
  • EINECS 200-668-5
  • Flucinar
  • Flucort
  • Fluocet
  • Fluocinolonacetonidum
  • Fluocinolone 16,17-acetonide
  • Fluocinolone acetonide
  • Fluocinolone acetonide intravitreal implant
  • Fluocinolone acetonide [DCIT]
  • Fluocinoloni acetonidum
  • Fluocinoloni acetonidum [INN-Latin]
  • Fluonid
  • Fluotrex
  • Fluovitif
  • Flupollon
  • Fluzon [Steroid]
  • FS
  • FS Shampoo
  • HSDB 3083
  • Iluvien
  • Jellin
  • Localyn
  • Localyn Syntex
  • NSC 92339
  • Omniderm
  • Percutina
  • Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,21-dihydroxy-16,17-((1-methylethylidene)bis(oxy))-, (6alpha,11beta,16alpha)-
  • Pregna-1,4-diene-3,20-dione, 6alpha,9-difluoro-11beta,16alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone
  • Prodermin
  • Radiocin
  • Retisert
  • RS 1401AT
  • RS-1401 AT
  • Sinalar
  • Synalar
  • Synalar-HP
  • Synamol
  • Synandone
  • Synandrone
  • Synemol
  • Synotic
  • Synsac
  • Tefunote
  • UNII-0CD5FD6S2M

Systematic Names

  • Fluocinolone acetonide
  • Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,21-dihydroxy-16,17-((1-methylethylidene)bis(oxy))-, (6alpha,11beta,16alpha)-
  • Pregna-1,4-diene-3,20-dione, 6alpha,9-difluoro-11beta,16alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone (8CI)

Mixture Name

  • Neo-Synalar

Registry Numbers

CAS Registry Number

  • 67-73-2

FDA UNII

  • 0CD5FD6S2M

System Generated Number

  • 0000067732

Structure Descriptors

InChI

1S/C24H30F2O6/c1-20(2)31-19-9-13-14-8-16(25)15-7-12(28)5-6-21(15,3)23(14,26)17(29)10-22(13,4)24(19,32-20)18(30)11-27/h5-7,13-14,16-17,19,27,29H,8-11H2,1-4H3/t13-,14-,16-,17-,19+,21-,22-,23-,24+/m0/s1

InChIKey

FEBLZLNTKCEFIT-VSXGLTOVSA-N

Smiles

C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)CO)C[C@@H](C5=CC(=O)C=C[C@@]53C)F)F)O

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 103mg/kg (103mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.
mouse LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.
mouse LD50 subcutaneous 200mg/kg (200mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.
rat LD50 intraperitoneal 42mg/kg (42mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.
rat LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.
rat LD50 subcutaneous 108mg/kg (108mg/kg)   Drugs in Japan Vol. 6, Pg. 694, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 265-266 deg C   EXP
log P (octanol-water) 2.48 (none)   EXP
Water Solubility 11 mg/L 25 EST
Vapor Pressure 1.00E-13 mm Hg 25 EST
Henry's Law Constant 1.96E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.80E-11 cm3/molecule-sec 25 EST

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