General
Preferred name
BECLOMETHASONE DIPROPIONATE
Synonyms
beclometasone dipropionate ()
Beconase ()
Beclovent ()
Vancenase ()
Beclomethasone dipropionate ()
Beclometasone dipropionate,Beclovent,Beconase,Vancenase ()
Beclometasone Dipropionate ()
Becotide 100 ()
Qvar 50 E-Breathe ()
Becloforte ()
Clenil Modulite ()
Filair 100 ()
Beclazone 250 ()
NSC-755901 ()
Becotide 100 E-Breathe ()
Vancenase Aq ()
Fostair NEXThaler ()
Beclazone 100 ()
Aerobec 50 ()
Asmabec Spacehaler ()
Qvar redihaler ()
Vanceril ()
Beclomet Diprop ()
Nasobec Hayfever ()
Qvar 40 ()
Nasobec Aq ()
Vanceril Double Strength ()
Beclazone 50 ()
Becotide ()
Qvar 100 E-Breathe ()
Asmabec Clickhaler ()
Pulvinal Beclomet ()
SGX-203 ()
Becotide 50 E-Breathe ()
Propaderm-C ()
SCH-18020W ()
Qvar 50 ()
SCH 18020W ()
Zonivent Aquanasal ()
Beconase aq ()
Aerobec Fte 250 ()
Propaderm ()
Vivabec ()
Fostair ()
Beclomethasone Dipropionate Monohydrate ()
Propaderm-A ()
Becloaqua 50 ()
Qvar 80 ()
Beclotaide ()
Filair Fte ()
Beclomethasone ()
Beclazone 100 E-Breathe ()
Vancenase Pockethaler ()
Ventide ()
Beclomist ()
Filair 50 ()
Qnasl ()
Becotide 50 ()
Qvar 100 ()
Beclomet Hayfever ()
Becodisks ()
Rino Clenil ()
Beclazone 250 E-Breathe ()
Propaderm Fte ()
SCH 8020W ()
Aerobec 100 ()
Beclazone 50 E-Breathe ()
Becloforte-VM ()
Clipper ()
Beclazone 200 ()
beclometasone ()
Becloforte E-Breathe ()
SGX-202 ()
SGX-201 ()
Becloforte Integra ()
Becotide 200 ()
P&D ID
PD003134
CAS
5534-09-8
34135-07-4
Tags
prodrug
natural product
drug
available
Approved by
FDA
First approval
1976
Drug Status
investigational
approved
Drug indication
Allergic rhinitis
Glucocorticoid
Max Phase
Phase 4
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PHARMACODYNAMICS
Inflammatory conditions, including asthma, dermatoses, and allergic rhinitis, involve the activation of cascades by inflammatory mediators. Inflammation is a primary defense mechanism and the homeostatic response of the immune system; however, a prolonged inflammatory response in certain disorders may lead to tissue damage, pain, and swelling. ; ; Beclomethasone dipropionate is a corticosteroid drug with anti-inflammatory and vasoconstrictive effects used to treat chronic inflammatory processes such as asthma, allergic rhinitis, corticosteroid-responsive dermatoses. It acts to suppress the actions of pro-inflammatory factors and it was shown to suppress the hypothalamo-pituitary-adrenal (HPA) axis in a dose-dependent manner.[A179917] HPA axis is a central hormonal response system to stress and activation of HPA axis leads to the production of endogenous steroid hormone production.[A179920] Long-term use of high-dose systemic corticosteroids, including those inhaled, was often associated with signs and symptoms of adrenal insufficiency when exposed to stress conditions, such as trauma, surgery, or infections. As corticosteroids work by suppressing the immune system, there may be an increased risk for developing infections.[L6871]
MOA
Unbound corticosteroids cross cell membranes and bind with high affinity to specific cytoplasmic receptors. The result includes inhibition of leukocyte infiltration at the site of inflammation, interference in the function of mediators of inflammatory response, suppression of humoral immune responses, and reduction in edema or scar tissue. The antiinflammatory actions of corticosteroids are thought to involve phospholipase A2 inhibitory proteins, lipocortins, which control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes.; ; Corticosteroids work by inhibiting the transcription of multiple genes that encode inflammatory factors, such as cytokines, chemokines, and adhesion molecules, that are activated during the chronic inflammatory process.[A31449]
TOXICITY
The oral LD50 in rats is >3750 mg/kg.[MSDS] ; ; The acute toxicity of beclometasone dipropionate is low. The only harmful effect that follows inhalation of large amounts of the drug over a short period of time is suppression of hypothalamic-pituitary-adrenal (HPA) function. Chronic: The excessive use of beclometasone dipropionate over a long period could lead to adrenal suppression.
METABOLISM
During absorption, beclomethasone dipropionate is undergoes rapid and extensive metabolism mediated by CYP3A to form beclomethasone-17-monopropionate (17-BMP), beclomethasone-21-monopropionate (21-BMP), and beclomethasone (BOH). 17-BMP is the main metabolite with the most potent anti-inflammatory activity.[L6871]
ABSORPTION
Following oral inhalation of 320 mcg of beclomethasone dipropionate, the Cmax was 88 pg/mL and it was reached after 0.5 at post-administration. The mean Cmax of the major and most active metabolite, beclomethasone-17-monopropionate (17-BMP), was 1419 pg/mL at 0.7 hour post-dosing.[L6871]
INDICATION
Indicated for oral inhalation use in the maintenance treatment of asthma as prophylactic therapy in patients 5 years of age and older. The aerosol form of beclomethasone diproprionate is not indicated for the relief of acute bronchospasm.[L6871]; ; Indicated for intranasal use to relieve the symptoms of seasonal or perennial allergic and nonallergic (vasomotor) rhinitis and prevent the recurrence of nasal polyps following surgical removal.[L6880]; ; Indicated for topical use to manage corticosteroid-responsive dermatoses, such as psoriasis, contact dermatitis (dermatitis venenata), atopic dermatitis (infantile eczema, allergic dermatitis), neurodermatitis (lichen simplex chronicus, lichen planus, eczema, eczematous dermatitis), intertrigo, dyshidroses (pompholyx), seborrheic dermatitis, exfoliative dermatitis, solar dermatitis, stasis dermatitis, anogenital and senile pruritus.[L6886]
DESCRIPTION
A synthetic glucocorticoid.
(GtoPdb)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
0
Organisms
1
Compound Sets
18
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
EU-OPENSCREEN Bioactive Compound Library
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MedChem Express Bioactive Compound Library
NIH Clinical Collections (NCC)
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
46
Molecular Weight
520.22
Hydrogen Bond Acceptors
7
Hydrogen Bond Donors
1
Rotatable Bonds
6
Ring Count
4
Aromatic Ring Count
0
cLogP
4.09
TPSA
106.97
Fraction CSP3
0.71
Chiral centers
8.0
Largest ring
6.0
QED
0.41
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Metabolism
Immunology/Inflammation
Metabolic Enzyme/Protease
NF-κB
Vitamin D Related/Nuclear Receptor
Target
Glucocorticoid Receptor
GPR97, NR3C1
NO Synthase
Reactive Oxygen Species
Indication
allergic rhinitis
MOA
Glucocorticoid Receptor agonist
Source data
