Beclometasone dipropionate
From Wikipedia, the free encyclopedia
Beclometasone dipropionate
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Systematic (IUPAC) name | |
[9-chloro-11-hydroxy-10,13,16-trimethyl- 3-oxo-17-(2-propanoyloxyacetyl)- 6,7,8,11,12,14,15,16- octahydrocyclopenta[a]phenanthren-17-yl] propanoate |
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Identifiers | |
CAS number | |
ATC code | A07 D07AC15 R01AD01 R03BA01 |
PubChem | |
DrugBank | |
Chemical data | |
Formula | ? |
Mol. mass | 521.042 g/mol |
Pharmacokinetic data | |
Bioavailability | converted to beclomenthasone-17-monopropionate (17-BMP) during absorption |
Protein binding | 87% of 17-BMP to albumin and transcortin |
Metabolism | esterase enzymes found in most tissues |
Half life | 2.8 hours |
Excretion | ? |
Therapeutic considerations | |
Pregnancy cat. |
B3(AU) |
Legal status | |
Routes | Oral & nasal inhalation, topical |
Beclomethasone dipropionate (INN modified) or beclomethasone dipropionate (USAN, former BAN), also referred to as beclomethasone (INN), is a potent Class A, glucocorticoid steroid drug. In the form of an inhaler (Qvar®), a wide number of brands of which are available, it is used for the prophylaxis of asthma. As a nasal spray (brand names Beconase®, Vancenase®), it is used for the treatment of rhinitis (e.g. hayfever) and sinusitis.
As a cream or ointment (Propaderm®) it is used to treat severe inflammatory skin disorders (e.g. eczema) unresponsive to less potent steroids, but is generally avoided in the treatment of psoriasis due to the risk of rebound on withdrawal.
[edit] Pharmacology
It is a white to creamy-white, odorless powder which is very slightly soluble in water, very soluble in chloroform, and freely soluble in acetone and in ethanol.
[edit] Side effects
Occasionally it may cause a cough upon inhalation. Deposition on the tongue & throat may promote oral candidiasis which appears as a white coating, possibly with irritation.[1][2][3] This may usually be prevented by rinsing the mouth with water after using the inhaler. Other side effects may rarely include unpleasant taste, hoarseness or nasal congestion, pain or headache and visual changes. Allergic reactions rarely may occur.
[edit] Footnotes
- ^ Willey R, Milne L, Crompton G, Grant I (1976). "Beclomethasone dipropionate aerosol and oropharyngeal candidiasis.". Br J Dis Chest 70 (1): 32-8. PMID 1259918.
- ^ Salzman G, Pyszczynski D (1988). "Oropharyngeal candidiasis in patients treated with beclomethasone dipropionate delivered by metered-dose inhaler alone and with Aerochamber.". J Allergy Clin Immunol 81 (2): 424-8. PMID 3339197.
- ^ Fukushima C, Matsuse H, Tomari S, Obase Y, Miyazaki Y, Shimoda T, Kohno S (2003). "Oral candidiasis associated with inhaled corticosteroid use: comparison of fluticasone and beclomethasone.". Ann Allergy Asthma Immunol 90 (6): 646-51. PMID 12839324.
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Anticholinergics | Ipratropium, Tiotropium |
Short acting β2-agonists | Salbutamol, Terbutaline |
Long acting β2-agonists (LABA) | Bambuterol, Clenbuterol, Fenoterol, Formoterol, Salmeterol |
Corticosteroids | Beclometasone, Budesonide, Ciclesonide, Fluticasone |
Leukotriene antagonists | Montelukast, Pranlukast, Zafirlukast |
Xanthines | Aminophylline, Theobromine, Theophylline |
Mast cell stabilizers | Cromoglicate, Nedocromil |
Combination products | Budesonide/formoterol, Fluticasone/salmeterol, Ipratropium/salbutamol |
(A07EA, C05AA, D07, D10AA, H02, R01AD, R03BA, S01BA, S02B, and S03B)
Alclometasone, Aldosterone, Amcinonide, Beclometasone, Betamethasone, Budesonide, Ciclesonide, Clobetasol, Clobetasone, Clocortolone, Cloprednol, Cortisone, Cortivazol, Deflazacort, Deoxycorticosterone, Desonide, Desoximetasone, Desoxycortone, Dexamethasone, Diflorasone, Diflucortolone, Difluprednate, Fluclorolone, Fludrocortisone, Fludroxycortide, Flumetasone, Flunisolide, Fluocinolone acetonide, Fluocinonide, Fluocortin, Fluocortolone, Fluorometholone, Fluperolone, Fluprednidene, Fluticasone, Formocortal, Halcinonide, Halometasone, Hydrocortisone/cortisol, Hydrocortisone aceponate, Hydrocortisone buteprate, Hydrocortisone butyrate, Loteprednol, Medrysone, Meprednisone, Methylprednisolone, Methylprednisolone aceponate, Mometasone furoate, Paramethasone, Prednicarbate, Prednisone, Prednisolone, Prednylidene, Rimexolone, Tixocortol, Triamcinolone, Ulobetasol