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Substance Name: Dexamethasone [USP:INN:BAN:JAN]
RN: 50-02-2
UNII: 7S5I7G3JQL
InChIKey: UREBDLICKHMUKA-CXSFZGCWSA-N

Note

  • An anti-inflammatory 9-fluoro-glucocorticoid.

Molecular Formula

  • C22-H29-F-O5

Molecular Weight

  • 392.4641
 

Classification Codes

  • Adrenal Cortex Hormones
  • Anti-Inflammatory Agents
  • Antiemetics
  • Antineoplastic Agents
  • Antineoplastic Agents, Hormonal
  • Autonomic Agents
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Glucocorticoid
  • Glucocorticoids
  • Hormone
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Immunomodulator
  • Mutation Data
  • Peripheral Nervous System Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Dexamethasone
  • Dexamethasone [USP:INN:BAN:JAN]

MeSH Heading

  • Dexamethasone

Synonyms

  • (11beta,16alpha)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione
  • 1-Dehydro-16alpha-methyl-9alpha-fluorohydrocortisone
  • 16-alpha-Methyl-9-alpha-fluoro-1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione
  • 16-alpha-Methyl-9-alpha-fluoro-1-dehydrocortisol
  • 16-alpha-Methyl-9-alpha-fluoro-11-beta,17-alpha,21-trihydroxypregna-1,4-diene-3,20-dione
  • 16-alpha-Methyl-9-alpha-fluoro-delta(sup 1)-hydrocortisone
  • 16-alpha-Methyl-9-alpha-fluoro-delta1-hydrocortisone
  • 16-alpha-Methyl-9-alpha-fluoroprednisolone
  • 16alpha-Methyl-9alpha-fluoro-1-dehydrocortisol
  • 16alpha-Methyl-9alpha-fluoro-delta(sup 1)-hydrocortisone
  • 16alpha-Methyl-9alpha-fluoroprednisolone
  • 4-alpha-Fluoro-16-alpha-methyl-11-beta,17,21-trihydroxypregna-1,4-diene-3,20-dione
  • 9-alpha-Fluoro-16-alpha-methyl-1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione
  • 9-alpha-Fluoro-16-alpha-methylprednisolone
  • 9-Fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione
  • 9alpha-Fluoro-16alpha-methylprednisolone
  • Aeroseb-D
  • Aeroseb-Dex
  • AI3-50934
  • Anaflogistico
  • Aphtasolon
  • Auxiron
  • Azium
  • Bisu DS
  • Calonat
  • CCRIS 7067
  • Corsone
  • Cortisumman
  • Decacortin
  • Decaderm
  • Decadron
  • Decadron Tablets, Elixir
  • Decagel
  • Decaject
  • Decaject-L.A.
  • Decalix
  • Decameth
  • Decasone
  • Decaspray
  • Dectancyl
  • Dekacort
  • delta(sup 1)-9-alpha-Fluoro-16-alpha-methylcortisol
  • delta1-9alpha-Fluoro-16alpha-methylcortisol
  • Deltafluorene
  • Dergramin
  • Deronil
  • Desadrene
  • Desametasone
  • Desametasone [DCIT]
  • Desamethasone
  • Desameton
  • Deseronil
  • Dex-ide
  • Dexa Mamallet
  • Dexa-Cortidelt
  • Dexa-Cortisyl
  • Dexa-Scheroson
  • Dexa-sine
  • Dexacort
  • Dexacortal
  • Dexacortin
  • Dexadeltone
  • Dexafarma
  • Dexalona
  • Dexametasona
  • Dexametasona [INN-Spanish]
  • Dexameth
  • Dexamethasone
  • Dexamethasone alcohol
  • Dexamethasone Intensol
  • Dexamethasonum
  • Dexamethasonum [INN-Latin]
  • Dexamethazone
  • Dexapolcort
  • Dexapos
  • Dexaprol
  • Dexason
  • Dexasone
  • Dexinolon
  • Dexinoral
  • Dexone
  • Dexone 0.5
  • Dexone 0.75
  • Dexone 1.5
  • Dexone 4
  • DexPak
  • Dextelan
  • Dextenza
  • Dezone
  • Dinormon
  • DXM [Steroid]
  • DXMS
  • EINECS 200-003-9
  • Fluormethylprednisolone
  • Fluormone
  • Fluorocort
  • Fortecortin
  • Gammacorten
  • Hexadecadrol
  • Hexadrol
  • Hexadrol Elixir
  • Hexadrol Tablets
  • HL-Dex
  • HSDB 3053
  • Isopto-Dex
  • Lokalison F
  • Loverine
  • Luxazone
  • Maxidex
  • Mediamethasone
  • Methylfluorprednisolone
  • Mexidex
  • Millicorten
  • MK 125
  • Mymethasone
  • NSC 34521
  • Ocu-trol
  • Oradexon
  • Osurdex
  • OTO-104
  • Ozurdex
  • Pet Derm III
  • Policort
  • Prednisolon F
  • Prednisolone F
  • Prednisolone, 9alpha-fluoro-16alpha-methyl-
  • SK-Dexamethasone
  • Spoloven
  • Sunia Sol D
  • Superprednol
  • Turbinaire
  • UNII-7S5I7G3JQL
  • Visumetazone

Systematic Names

  • Dexamethasone
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-16-methyl-, (11beta,16alpha)-
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,17,21-trihydroxy-16alpha-methyl-

Mixture Names

  • Azimycin (Veterinary)
  • Azium (Veterinary)
  • Deronil
  • Dexacidin
  • Fulvidex (Veterinary)
  • Maxitrol
  • Naquasone (Veterinary)
  • Posurdex
  • Tobradex
  • Tresaderm (Veterinary)

Registry Numbers

CAS Registry Number

  • 50-02-2

FDA UNII

  • 7S5I7G3JQL

Other Registry Numbers

  • 1050677-47-8
  • 137098-19-2
  • 8054-59-9
  • 906362-70-7
  • 906422-84-2

System Generated Number

  • 0000050022

Structure Descriptors

InChI

1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1

InChIKey

UREBDLICKHMUKA-CXSFZGCWSA-N

Smiles

C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 410mg/kg (410mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 281, 1970.
mouse LD50 subcutaneous 4400mg/kg (4400mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 2117, 1979.
rabbit LD50 subcutaneous 7200ug/kg (7.2mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984.
rat LD50 intraperitoneal 54mg/kg (54mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984.
rat LD50 oral > 3gm/kg (3000mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984.
rat LD50 subcutaneous 14mg/kg (14mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 250, 1966.
women TDLo multiple routes 4759ug/kg/18D (4.759mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED Intensive Care Medicine. Vol. 21, Pg. 238, 1995.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 262 deg C   EXP
log P (octanol-water) 1.83 (none)   EXP
log P (octanol-water) 1.83 (none)   EXP
Water Solubility 89 mg/L 25 EXP
Vapor Pressure 8.86E-14 mm Hg 25 EST
Henry's Law Constant 7.15E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.95E-11 cm3/molecule-sec 25 EST

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