Celestone

HCID 3003CAS 378-44-9

Basic information

Standard SMILES
CC1CC2C3CCC4=CC(=O)C=CC4(C)C3(F)C(O)CC2(C)C1(O)C(=O)CO
InChIKey
UREBDLICKHMUKA-UHFFFAOYSA-N
Molecular formula
C22H29FO5
Average molar mass
392.5 g/mol
Monoisotopic mass
392.19990218

Names & identifiers

Preferred name
Celestone
IUPAC
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
English name
Betamethasone
Molecular formula
C22H29FO5
Molecular weight
392.47

Names & synonyms

CelestoneHormezonBebate.beta.-Methasone9b-fluoro-1,10-dihydroxy-1-(2-hydroxyacetyl)-2,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one.beta.-Methasone alcoholC22H29FO59-Fluoro-16.beta.-methylprednisolonePrednisolone, 9-fluoro-16.beta.-methyl-GF120918A9.alpha.-Fluoro-16.beta.-methylprednisolone9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Show more names
BetamethasonBetametasonebetamethasone standardC22H29O5FDermabet17,21-trihydrFLUBENISOLONEBetamethazoneDexamethasone EP Impurity B
MLS000686794Corticosterone, 1-dehydro-9-fluoro-17-hydroxy-16.beta.-methyl-SCHEMBL2757815CHEBI:93851HMS3259J08HMS3267M14HMS5079A12HMS5079N09

Database identifiers

CAS
378-44-9
PubChem CID
3003
ChEBI
CHEBI:93851

Properties

Computed structural properties

XLogP
1.9
Topological polar surface area
94.8 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
6
Rotatable bonds
2
Heavy atoms
28

Physicochemical properties

Melting point
235 · 235-237°C
alpha
108 ° · D +108° (acetone)
Boiling point
568.2 · 568.2±50.0 °C(Predicted)
Density
1.1283 · 1.1283 (estimate)
refractive index
118 ° · 118 ° (C=1, Dioxane)
storage temp.
0 · 0-6°C

Safety & regulation

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
2
rtecs
TU4000000
hs_code
29379000
Toxicity
LD50 oral in mouse: > 4500mg/kg
risk_code
40-48/20/21-61

Chemistry & industry

Applications · 7 items

UsesHormone drugs.It is mainly used for anti-inflammatory and anti-allergic. It is suitable for rheumatoid arthritis and various skin diseases. Betamethasone role is similiar to dexamethasone, its anti-inflammatory effect is stronger than dexamethasone, triamcinolone, hydrocortisone and it has few side effects.

DescriptionShortly after the introduction of dexamethasone, betamethasone, which differs from dexamethasone only in configuration of the 16-methyl group, was made available for the treatment of rheumatic diseases and dermatologic disorders. This analogue, which contains a 16β-methyl group, has received sufficient clinical trial examination to indicate that it is as effective as dexamethasone or, perhaps, even slightly more active. Although this drug has been reported to be less toxic than other steroids, some clinical investigators suggest that it is best used for short-term therapy.

DescriptionBetamethasone is a synthetic corticosteroid. Like other corticosteroids, betamethasone has anti-inflammatory actions. Betamethasone also accelerates fetal lung maturation and has been used to decrease neonatal mortality and morbidity in infants born before 34 weeks of gestation.

Usesglucocorticoid, antiinflammatory

Usesanti-inflammatory, immunosuppressive

UsesBetamethasone is a glucocorticoid used as an anti-inflammatory agent.

General DescriptionBetamethasone, 9-fluoro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione,is available as a variety of ester derivatives.Betamethasone valerate, USP (17-valerate)Betamethasone acetate, USP (21-acetate)Betamethasone sodium phosphate, USP (21-sodiumphosphate)Betamethasone dipropionate, USP (17-propionate,21-propionate).

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东雨禾医药科技有限公司15263077727
南京兰亚化工贸易有限公司+86-25-8331-5620 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Betamethasone is a glucocorticoid, a 20-oxo steroid, a 21-hydroxy steroid, a 17alpha-hydroxy steroid, a fluorinated steroid, an 11beta-hydroxy steroid, a 3-oxo-Delta(1),Delta(4)-steroid, a primary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone. It has a role as an anti-inflammatory drug, an anti-asthmatic agent and an immunosuppressive agent. It derives from a hydride of a pregnane.

Related reactions

5 records

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