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Substance Name: Betamethasone valerate [USAN:USP:JAN]
RN: 2152-44-5
UNII: 9IFA5XM7R2
InChIKey: SNHRLVCMMWUAJD-SUYDQAKGSA-N

Note

  • The 17-valerate derivative of BETAMETHASONE. It has substantial topical anti-inflammatory activity and relatively low systemic anti-inflammatory activity.

Molecular Formula

  • C27-H37-F-O6

Molecular Weight

  • 476.5813
 

Classification Codes

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

Name of Substance

  • Betamethasone 17-valerate
  • Betamethasone valerate [USAN:USP:JAN]

MeSH Heading

  • Betamethasone Valerate

Synonyms

  • 9-Fluoro-11-beta,17,21-trihydroxy-16-beta-methylpregna-1,4-diene-3,20-dione-17-valerate
  • 9-Fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-valerate
  • Bedermin
  • beta-Methasone 17-valerate
  • beta-Val
  • Betaderm
  • Betamethason-17-valerate
  • Betamethasone 17-valerate
  • Betamethasone 17alpha-valerate
  • Betamethasone valerate
  • Betatrex
  • Betaval
  • Betnesol V
  • Betneval
  • Betnovate
  • Betnovateat
  • Betoid
  • Bettamousse
  • Bextasol
  • Celestan V
  • Celestane V
  • Celestoderm
  • Celestoderm V
  • Celeston valerate
  • Dermabet
  • Dermosol
  • Dermovaleas
  • Ecoval 70
  • EINECS 218-439-3
  • Fuciderm
  • Hormezon
  • Luxiq
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-((1-oxopentyl)oxy)-, (11beta,16beta)-
  • Rinderon V
  • Stanoval
  • Tokuderm
  • UNII-9IFA5XM7R2
  • Valisone
  • Valnac

Systematic Names

  • 9-Fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-valerate
  • Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-((1-oxopentyl)oxy)-, (11beta,16beta)-

Mixture Names

  • Betatrex
  • Gentocin (Veterinary)
  • Otomax (Veterinary)
  • Topagen (Veterinary)

Registry Numbers

CAS Registry Number

  • 2152-44-5

FDA UNII

  • 9IFA5XM7R2

Other Registry Numbers

  • 12772-60-0
  • 149665-14-5
  • 944728-94-3

System Generated Number

  • 0002152445

Structure Descriptors

InChI

1S/C27H37FO6/c1-5-6-7-23(33)34-27(22(32)15-29)16(2)12-20-19-9-8-17-13-18(30)10-11-24(17,3)26(19,28)21(31)14-25(20,27)4/h10-11,13,16,19-21,29,31H,5-9,12,14-15H2,1-4H3/t16-,19-,20-,21-,24-,25-,26-,27-/m0/s1

InChIKey

SNHRLVCMMWUAJD-SUYDQAKGSA-N

Smiles

CCCCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)C(=O)CO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 632mg/kg (632mg/kg)   Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973.
mouse LD50 oral 4067mg/kg (4067mg/kg)   Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973.
mouse LD50 subcutaneous 496mg/kg (496mg/kg)   Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973.
rabbit LD50 subcutaneous 61200ug/kg (61.2mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984.
rat LD50 intraperitoneal > 4500mg/kg (4500mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984.
rat LD50 oral > 3gm/kg (3000mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984.
rat LDLo subcutaneous 2gm/kg (2000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 2102, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 183-184 deg C   EXP
log P (octanol-water) 3.6 (none)   EXP
Water Solubility 9.29 mg/L 25 EXP
Vapor Pressure 3.70E-15 mm Hg 25 EST
Henry's Law Constant 1.81E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.24E-11 cm3/molecule-sec 25 EST

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