Beclomethasone

Base Information

• Chemical Name: Beclomethasone
• CAS No.: 4419-39-0
• Molecular Formula: C22H29ClO5
• Molecular Weight: 408.922
• Hs Code.: HASONE DIPROPIONATE PRODUCT IDENTIFICATION
• European Community (EC) Number: 224-585-9
• UNII: KGZ1SLC28Z
• DSSTox Substance ID: DTXSID5040750
• Nikkaji Number: J8.720C
• Wikipedia: Beclometasone
• Wikidata: Q31948091
• NCI Thesaurus Code: C62009
• RXCUI: 1347
• Pharos Ligand ID: MD6MLSWPF8F6
• Metabolomics Workbench ID: 52996
• ChEMBL ID: CHEMBL1586
• Mol file: 4419-39-0.mol

Synonyms:Aerobec;AeroBec Forte;Aldecin;Apo-Beclomethasone;Ascocortonyl;Asmabec Clickhaler;Beclamet;Beclazone;Beclazone Easy Breathe;Beclo Asma;Beclo AZU;Beclocort;Becloforte;Beclomet;Beclometasone;Beclomethasone;Beclomethasone Dipropionate;Beclorhinol;Becloturmant;Beclovent;becodisk;Becodisks;Beconase;Beconase AQ;Becotide;Bemedrex Easyhaler;Bronchocort;Dipropionate, Beclomethasone;Ecobec;Filair;Filair Forte;Junik;Nasobec Aqueous;Prolair;Propaderm;Qvar;Respocort;Sanasthmax;Sanasthmyl;Vancenase;Vanceril;Ventolair;Viarin

Chemical Property of Beclomethasone

Chemical Property:

• Appearance/Colour: White to off-white solid
• Vapor Pressure: 6.59E-17mmHg at 25°C
• Melting Point: 217- 222 °C (dec.)
• Refractive Index: 1.61
• Boiling Point: 600.2°C at 760 mmHg
• PKA: 12.17±0.70(Predicted)
• Flash Point: 316.8°C
• PSA: 94.83000
• Density: 1.35g/cm³
• LogP: 2.16500
• Storage Temp.: 2-8°C
• Solubility.: Dioxane (Sparingly, Sonicated), DMSO (Sparingly), Ethyl Acetate (Slightly), Meth
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 408.1703517
• Heavy Atom Count: 28
• Complexity: 805

Purity/Quality:

99% ^*data from raw suppliers

Beclomethasone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)Cl)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)Cl)C
• Recent ClinicalTrials: Preschool Wheeze: Inflammation/Infection Guided Management
• Recent EU Clinical Trials: Efficacy and Safety of sublingual immunotherapy with Allergoid LAIS Birch tablets for patients with tree pollen-induced allergic rhinoconjunctivitis with or without mild controlled asthma
• Recent NIPH Clinical Trials: Oral beclomethasone dipropionate treatment for gastrointestinal acute graft-versus-host disease after allogeneic hematopoietic stem cell transplantation
• Uses: Beclomethasone has been used in MS?MS (mass spectrometry) methods for the analysis of β-agonists, corticosteroids, chloramphenicol and penicillins. It has also been used to find the differential response of glucocorticoids in larval regeneration model. Glucocorticoid. Beclomethasone is used in chronic asthma and allergic rhinitis. Antiallergic, antiasthmatic (inhalant). Anti-inflammatory (topical).
• Therapeutic Function: Topical antiinflammatory, Glucocorticoid
• Biological Functions: The topical anti-inflammatory potency for beclomethasone dipropionate (BDP) is approximately 5,000 times greater than hydrocortisone, 500 times greater than betamethasone or dexamethasone, and approximately five times greater than fluocinolone acetonide or triamcinolone acetonide, as measured by vasoconstrictor assay.
• Clinical Use: Beclomethasone, a 9α-chloro analogue of betamethasone, is a potent glucocorticoid with approximately half the potency of its fluoro analogue. It is used topically as its dipropionate derivative in inhalation aerosol therapy for asthma and rhinitis but not for treatment of steroid-responsive dermatoses.

Technology Process of Beclomethasone

There total 4 articles about Beclomethasone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

9β,11β-epoxy-17α,21-dihydroxy-16β-methylpregna-1,4-diene-3,20-dione (981-34-0) → beclomethasone (4419-39-0,4647-20-5)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 0 - 25 ℃; for 1.5h; Temperature; Solvent;

DOI:10.1016/j.steroids.2021.108948

Reference yield:

beclomethasone 17,21-dipropionate (5534-09-8) → beclomethasone (4419-39-0,4647-20-5)

Guidance literature:

With potassium hydrogencarbonate; In methanol; at 20 ℃; for 72h;

DOI:10.1021/acs.langmuir.7b01177

Reference yield:

→ beclomethasone (4419-39-0,4647-20-5)

Guidance literature:

upstream raw materials:

beclomethasone 17,21-dipropionate

9β,11β-epoxy-17α,21-dihydroxy-16β-methylpregna-1,4-diene-3,20-dione

Downstream raw materials:

beclomethasone-11,17,21-tripropionate

beclomethasone 17-monopropionate

beclomethasone 17,21-dipropionate

C₂₂H₂₇ClO₄

Refernces

• 1、 Welideniya, Dhanushi T.,Jayathilaka, Adeesha S.,Acharige, Anjana Delpe,Samanthi,Wanninayake, Umayangani K.,Perera, Shashika S.,Rajapaksha, Weranga,Fernando, Chamod C.,Hewadikaram, Madhavi,Buddhika, Janani,Gunasekara, Pivini,Karunaratne, Veranja,Amaratunga,Gunasekera, Dinara S.. "Practical and scalable synthesis of beclomethasone dipropionate". . . Retrieved 2021/12/22.
• 2、 -. "Pharmaceutical composition using a mixture of propellant gases for a metered dose inhaler". . . Retrieved 2008/06/13.