Basic information
- CAS
5534-09-8- Standard SMILES
CCC(=O)OCC(=O)C1(OC(=O)CC)C(C)CC2C3CCC4=CC(=O)C=CC4(C)C3(Cl)C(O)CC21C- InChIKey
KUVIULQEHSCUHY-UHFFFAOYSA-N- Molecular formula
- C28H37ClO7
- Average molar mass
- 521 g/mol
- Monoisotopic mass
- 520.2227812
Names & identifiers
- Preferred name
- 9-Chloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl dipropanoate
- IUPAC
- [2-(9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] propanoate
- English name
- Beclomethasone dipropionate
- Molecular formula
- C28H37ClO7
- Molecular weight
- 521.04
Names & synonyms
9-chloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl dipropanoateRefChem:1074956DTXCID70206794DTXSID40859913BelchlorhinolSanasthymylAldecinAnceronBeclateBeclovalBenconaseC28H37ClO7
Show more names
BECLOMETASONE DIPROPIONATEDipropionateBeclomethasone propionatebp2BeconasebecloventbecotidevancerilvancenaseBeclotide
AndionViarexInalone OSR-05000001571BelcoforteBelcometBeclovent inhalerNCGC00094596-03
Database identifiers
- CAS
5534-09-8- PubChem CID
- 2307
- ChEMBL
CHEMBL1319520
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 107 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 8
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 1,050
Physicochemical properties
- Melting point
- 117 · 117-120 C
- alpha
- 98 ° · D +98.0° (c = 1.0 in dioxane)
- Boiling point
- 613.3 °C · 613.3°C (rough estimate)
- Density
- 1.0766 · 1.0766 (rough estimate)
- refractive index
- 1.4429 · 1.4429 (estimate)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Chloroform (Slightly), Dioxane (Slightly, Sonicated), Methanol (Slightly, Heated
- pka
- 13.02 · 13.02±0.70(Predicted)
- form
- Solid
- color
- White
- optical activity
- 84.3 ° · 84.3°(C=0.01 g/ml,1,4-dioxane, 20°C, 589nm)
- λmax
- 238 nm · 238nm(EtOH)(lit.)
- Merck
- 14 · 14,1019
- Major Application
- forensics and toxicologyveterinary
- InChIKey
- KUVIULQEHSCUHY-NHOFSDNKNA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- TU3805000
- hs_code
- 29372100
- Toxicity
- LD50 oral in rat: > 3750mg/kg
- risk_code
- 60-61-36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07 ,GHS08
- hazard_code
- T,Xn
- safety_code
- 53-36/37/39-45-36-26
- Storage Class
- 11 - Combustible Solids
- target organs
- Adrenal gland,Immune system,Bone
- Hazard statements
- H302-H315-H319-H335-H350-H360
- Hazard Classifications
- Repr. 2STOT RE 2
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesBeclomethasone dipropionate is a topically active corticosteroid used as an adjuvant in the control of chronic asthma when given by inhalation as an aerosol. It is also used as a topical anti-inflammatory.
General DescriptionBeclomethasone dipropionate (Beclovent, Beconase, Vanceril, Vancenase) (BDP) is rapidly converted in the lungs to beclomethasone 17-monopropionate (17-BMP), the metabolite that provides the bulk of the anti-inflammatory activity. The monopropionate also has a higher affinity for the GR than either the dipropionate or beclomethasone. The portion of BDP that is swallowed is rapidly hydrolyzed to 17-BMP, 21-BMP (which arises by a transesterification reaction from 17-BMP), and beclomethasone itself. Beclomethasone has much less GC activity than the monopropionate. It is used in nasal sprays and aerosol formulations totreat allergic rhinitis and asthma.
Preparation methods
PreparationMicronized beclomethasone dipropionate is prepared via antisolvent precipitation in the presence of hydroxypropyl methylcellulose (HPMC)[6].
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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