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Substance Name: Betamethasone [USAN:USP:INN:BAN:JAN]
RN: 378-44-9
UNII: 9842X06Q6M
InChIKey: UREBDLICKHMUKA-DVTGEIKXSA-N

Note

  • A glucocorticoid given orally, parenterally, by local injection, by inhalation, or applied topically in the management of various disorders in which corticosteroids are indicated. Its lack of mineralocorticoid properties makes betamethasone particularly suitable for treating cerebral edema and congenital adrenal hyperplasia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p724).

Molecular Formula

  • C22-H29-F-O5

Molecular Weight

  • 392.4641
 

Classification Codes

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

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Betamethasone

Synonyms

  • 16-beta-Methyl-1,4-pregnadiene-9-alpha-fluoro-11-beta,17-alpha,21-triol-3,20-dione
  • 4-08-00-03501 (Beilstein Handbook Reference)
  • 9-alpha-Fluoro-16-beta-methyl-1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione
  • 9-alpha-Fluoro-16-beta-methylprednisolone
  • 9-Fluoro-11-beta,17,21-trihydroxy-16-beta-methylpregna-1,4-diene-3,20-dione
  • 9-Fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione
  • 9-Fluoro-16beta-methylprednisolone
  • 9alpha-Fluoro-16beta-methylprednisolone
  • Bebate
  • Becort
  • Bedifos
  • beta-Methasone
  • beta-Methasone alcohol
  • Betacorlan
  • Betacortril
  • Betadexamethasone
  • Betafluorene
  • Betamamallet
  • Betametasona
  • Betametasona [INN-Spanish]
  • Betametasone
  • Betametasone [DCIT]
  • Betamethasone
  • Betamethasone alcohol
  • Betamethasone cream
  • Betamethasone, topical
  • Betamethasonum
  • Betamethasonum [INN-Latin]
  • Betamethazone
  • Betapredol
  • Betasolon
  • Betnelan
  • Betsolan
  • BRN 3176546
  • Celestene
  • Celestone
  • Celestone Syrup and Tablets
  • Cidoten
  • Corticosterone, 1-dehydro-9-fluoro-17-hydroxy-16beta-methyl-
  • Desacort-beta
  • EC 206-825-4
  • EINECS 206-825-4
  • Flubenisolone
  • Hormezon
  • HSDB 3015
  • Methazon
  • NSC 39470
  • NSC-39470
  • Prednisolone, 9-fluoro-16beta-methyl-
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-16-methyl-, (11beta,16beta)-
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,17,21-trihydroxy-16beta-methyl-
  • Rinderon
  • Rinderon A
  • Sch 4831
  • UNII-9842X06Q6M
  • Valisone
  • Visubeta

Systematic Names

  • Betamethasone
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17,21-trihydroxy-16-methyl-, (11beta,16beta)-
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,17,21-trihydroxy-16beta-methyl- (8CI)

Registry Numbers

CAS Registry Number

  • 378-44-9

FDA UNII

  • 9842X06Q6M

System Generated Number

  • 0000378449

Structure Descriptors

InChI

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-/m0/s1

InChIKey

UREBDLICKHMUKA-DVTGEIKXSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 4500mg/kg (4500mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 2117, 1979.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 232 deg C   EXP
log P (octanol-water) 1.94 (none)   EXP
Water Solubility 66.5 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.