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betamethasone

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EntityQ416132· pop 37· linked from 595 articles

betamethasone

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Also known as SCH-4831, Rinderon, Betadexamethasone, 9alpha-Fluoro-16beta-methylprednisolone, 9-Fluoro-16beta-methylprednisolone, 16beta-Methyl-1,4-pregnadiene-9alpha-fluoro-11beta,17alpha,21-triol-3,20-dione, beta-Methasone alcohol, Betamethasonvalerat Mikron

Betamethasone is a steroid medication. It is used for a number of diseases including rheumatic disorders such as rheumatoid arthritis and systemic lupus erythematosus, skin diseases such as dermatitis and psoriasis, allergic conditions such as asthma and angioedema, preterm labor to speed the development of the baby's lungs, Crohn's disease, cancers such as leukemia, and along with fludrocortisone for adrenocortical insufficiency, among others. It can be taken by mouth, injected into a muscle, or applied to the skin, typically in cream, lotion, or liquid forms.

Key facts

Drug.Watchedfields
changed
Drug.verifiedrevid
459977512
Drug.image
Betamethasone.svg
Drug.image_class
skin-invert-image
Drug.image2
Betamethasone2.png
Drug.image_class2
bg-transparent
Drug.tradename
Celestone, Eleuphrat, others
Drug.MedlinePlus
a682799
Drug.DailyMedID
Betamethasone
Drug.pregnancy_AU
C
Drug.routes_of_administration
By mouth, topical, intramuscular
Drug.ATC_prefix
A07
Drug.ATC_suffix
EA04
Drug.legal_AU
S4
Drug.legal_UK
POM
Drug.legal_US
Rx-only
Drug.legal_status
Rx-only
Drug.metabolism
Liver CYP3A4

via Wikipedia infobox

Chemical data

Formula
C22H29FO5
Molecular weight
392.5 g/mol
IUPAC name
(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
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
InChIKey
UREBDLICKHMUKA-DVTGEIKXSA-N
XLogP
1.9
Polar surface area
94.8 Ų
H-bond donors
3
H-bond acceptors
6
Formal charge
0

via PubChem

Research

10,411 papers

via PubMed

Wikidata facts

Has part
carbon
Mass
392.2
Has use
medication
Show 9 more facts
Commons category
Betamethasone
chemical formula
C₂₂H₂₉FO₅
defined daily dose
0.4
subject has role
anti-inflammatory agent
medical condition treated
multiple sclerosis
canonical SMILES
CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)F)C
isomeric 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
World Health Organisation international non-proprietary name
betamethasone
stereoisomer of
dexamethasone
Sources (6)

via Wikidata · CC0

~4 min read

Encyclopedic overview

6 sections
Contents
  • Medical uses
  • Side effects
  • Pharmacology
  • Forms
  • See also
  • References

Betamethasone is a steroid medication. It is used for a number of diseases including rheumatic disorders such as rheumatoid arthritis and systemic lupus erythematosus, skin diseases such as dermatitis and psoriasis, allergic conditions such as asthma and angioedema, preterm labor to speed the development of the baby's lungs, Crohn's disease, cancers such as leukemia, and along with fludrocortisone for adrenocortical insufficiency, among others. It can be taken by mouth, injected into a muscle, or applied to the skin, typically in cream, lotion, or liquid forms.

Serious side effects include an increased risk of infection, muscle weakness, severe allergic reactions, and psychosis. Long-term use may cause adrenal insufficiency. Stopping the medication suddenly following long-term use may be dangerous. The cream commonly results in increased hair growth and skin irritation. Betamethasone belongs to the glucocorticoid class of medication. It is a stereoisomer of dexamethasone, the two compounds differing only in the spatial configuration of the methyl group at position 16 (see steroid nomenclature).

Excerpted from Wikipedia’s “betamethasone” article, available under the CC BY-SA 4.0 licence.

Gallery (3)