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Merck
CN

03936

Betamethasone 21-valerate

pharmaceutical impurity standard

Synonym(s):

Betamethasone Related Compound A (USP), Betamethasone impurity E (PhEur)

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About This Item

Empirical Formula (Hill Notation):
C27H37FO6
CAS Number:
2240-28-0
Molecular Weight:
476.58
NACRES:
NA.24
PubChem Substance ID:
329747841
UNSPSC Code:
41116107
MDL number:
MFCD00271767

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InChI

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

SMILES string

CCCCC(=O)OCC(=O)[C@@]1(O)[C@@H](C)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C

InChI key

FEROCCAEIIKMJT-SUYDQAKGSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

impurities

≤10.0% related substances, ≤5.0% solvents, ≤5.0% water

application(s)

pharmaceutical (small molecule)

storage temp.

2-8°C

Quality Level

100

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General description

Betamethasone 21-valerate is an active pharmaceutical ingredient present in various topical pharmaceutical creams.

Application

Betamethasone 21-valerate may be used as a reference standard in the determination of betamethasone 21-valerate in counterfeit drugs using high-performance liquid chromatography coupled with electrospray ionization mass spectrometry (HPLC/ESI‐MS). It may be used as a pharmaceutical impurity standard in the quantification of impurities of betamethasone 21-valerate in topical pharmaceutical creams using high-performance liquid chromatography (HPLC).

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS2580V
BCBQ8181V

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An RP-HPLC method for the stability-indicating analysis of impurities of both fusidic acid and betamethasone-17-valerate in a semi-solid pharmaceutical dosage form.
Byrne J, et al.
Journal of Chromatographic Science, 53(9), 1498-1503 (2015)
Metabolism of topical drugs within the skin, in particular glucocorticoids.
K Kubota et al.
Current problems in dermatology, 21, 61-66 (1993-01-01)
F Henry et al.
Skin pharmacology and applied skin physiology, 12(4), 199-210 (1999-07-27)
To assess the effect of the position of a limb (dependency) on the cutaneous vasoconstrictor (blanching) assay (VCA) using topical corticosteroid preparations. Two studies were performed on the forearms of healthy volunteers using tristimulus reflectance colorimetric assessments. The first one
Analysis of betamethasone, dexamethasone and related compounds by liquid chromatography/electrospray mass spectrometry.
Arthur EK, et al.
Rapid Communications in Mass Spectrometry, 18(6), 678-684 (2004)
K Kubota et al.
Dermatology (Basel, Switzerland), 188(1), 13-17 (1994-01-01)
The metabolism of betamethasone 17-valerate was estimated using an artificial living skin equivalent (LSE). Betamethasone 17-valerate, betamethasone 21-valerate and betamethasone were measured by a normal-phase high-performance liquid chromatographic (HPLC) method. Betamethasone 17-valerate was added to the culture medium with or
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