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Merck
CN

18081

Betamethasone

≥95.0% (HPLC), pharmaceutical impurity standard

Synonym(s):

Betamethasone valerate impurity A (PhEur), 9α-Fluoro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione, 9α-Fluoro-16β-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione, 9α-Fluoro-16β-methylprednisolone

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About This Item

Empirical Formula (Hill Notation):
C22H29FO5
CAS Number:
378-44-9
Molecular Weight:
392.46
UNSPSC Code:
41116107
PubChem Substance ID:
329751617
EC Number:
206-825-4
MDL number:
MFCD00062969

Key Documents

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grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤10.0% related substances

loss

≤5.0% loss on drying

mp

235-237 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])CCC4=CC(=O)C=C[C@]34C

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

InChI key

UREBDLICKHMUKA-DVTGEIKXSA-N

Gene Information

human ... NR3C1(2908)

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General description

Betamethasone is a corticosteroid predominantly used in patients with premature labor. It is also seen useful in reducing incidence of respiratory distress syndrome.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Repr. 1B - STOT RE 2

target_organs

Liver,Kidney,Endocrine system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Simultaneous determination of dexamethasone and betamethasone in pharmaceuticals by reversed-phase HPLC
Santos-Montes, A., A. I. Gasco-Lopez, and R. Izquierdo-Hornillos.
Chromatographia, 39.9-10, 539-542 (1994)
Briggs, Gerald G., Freeman, Roger K.,Yaffe, Sumner J.;
Drugs in Pregnancy and Lactation: A Reference Guide to Fetal and Neonatal Risk, 140-140 (2011)
Jennifer J P Collins et al.
American journal of physiology. Lung cellular and molecular physiology, 304(6), L438-L444 (2013-01-22)
Inflammation and antenatal glucocorticoids, the latter given to mothers at risk for preterm birth, affect lung development and may contribute to the development of bronchopulmonary dysplasia (BPD). The effects of the combined exposures on inflammation and antenatal glucocorticoids on transforming
Hanna Norberg et al.
The Journal of pediatrics, 163(3), 711-716 (2013-05-09)
To determine the relationship between repeat courses of antenatal corticosteroids (ACS) and risk factors for cardiovascular disease in adolescents and young adults. We assessed body mass index, blood pressure, arterial stiffness, blood lipids, and insulin resistance (IR) in a Swedish
Elizabeth V Asztalos et al.
JAMA pediatrics, 167(12), 1102-1110 (2013-10-16)
A single course of antenatal corticosteroid therapy is recommended for pregnant women at risk of preterm birth between 24 and 33 weeks' gestational age. However, 50% of women remain pregnant 7 to 14 days later, leading to the question of
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