Beclometasone dipropionate
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Beclometasone dipropionate
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Systematic (IUPAC) name
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[2-[(8S,9S,10S,11S,13S,14S,16S,17R)-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-oxo-ethyl] propanoate
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Identifiers
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CAS number
| 4419-39-0
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ATC code
| A07EA07 D07AC15R01AD01R03BA01
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PubChem
| 21700
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DrugBank
| APRD00564
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Chemical data
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Formula | C28H37ClO7
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Mol. mass | 521.042 g/mol
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Pharmacokinetic data
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Bioavailability | Converted to beclometasone-17-monopropionate (17-BMP) during absorption
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Protein binding
| 87% of 17-BMP to albumin and transcortin
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Metabolism | By esterase enzymes found in most tissues
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Half life | 2.8 hours
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Excretion | ?
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Therapeutic considerations
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Pregnancy cat.
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B3(AU)
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Legal status
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Pharmacy Only (S2)(AU) POM(UK)
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Routes
| Oral & nasal inhalation, topical
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Beclometasone dipropionate (INN modified) or beclomethasone dipropionate (USAN, former BAN), also referred to as beclometasone (INN), is a potent Class A glucocorticoid steroid drug. In the form of an inhaler (e.g. Becotide), a wide number of brands of which are available, it is used for the prophylaxis of asthma. As a nasal spray (e.g. Beconase, Vancenase), it is used for the treatment of rhinitis (e.g. hayfever) and sinusitis. In some instances it is used by oral pathologists in the treatment of unusually severe canker sores.
Additional recommended knowledge
As a cream or ointment (trade name 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.
Chemistry
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.
Side effects
Occasionally it may cause a cough upon inhalation. Deposition on the tongue and 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.
Antidiarrheals, intestinal anti-inflammatory/anti-infective agents (A07) |
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Intestinal anti-infectives | Antibiotics (Neomycin, Nystatin, Natamycin, Streptomycin, Polymyxin B, Paromomycin, Amphotericin B, Kanamycin, Vancomycin, Colistin, Rifaximin)
Sulfonamides (Phthalylsulfathiazole, Sulfaguanidine, Succinylsulfathiazole)
other (Miconazole, Broxyquinoline, Acetarsol, Nifuroxazide, Nifurzide) |
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Intestinal adsorbents | Charcoal - Bismuth - Pectin - Kaolin - Crospovidone - Attapulgite - Diosmectite |
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Antipropulsives | Diphenoxylate - Opium - Loperamide - Difenoxin |
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Intestinal anti-inflammatory agents | corticosteroids acting locally (Prednisolone, Hydrocortisone, Prednisone, Betamethasone, Tixocortol, Budesonide, Beclometasone)
antiallergic agents, excluding corticosteroids (Cromoglicic acid)
aminosalicylic acid and similar agents (Sulfasalazine, Mesalazine, Olsalazine, Balsalazide) |
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Antidiarrheal micro-organisms | Saccharomyces boulardii |
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Other antidiarrheals | Albumin tannate - Ceratonia - Racecadotril |
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Corticosteroids - glucocorticoid/receptor and mineralocorticoid/receptor (A07EA, C05AA, D07, D10AA, H02, R01AD, R03BA, S01BA, S02B, and S03B) |
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Endogenous | Aldosterone, Cortisone, Hydrocortisone/cortisol, Desoxycortone |
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Others | Alclometasone, Amcinonide, Beclometasone, Betamethasone, Budesonide, Ciclesonide, Clobetasol, Clobetasone, Clocortolone, Cloprednol, Cortivazol, Deflazacort, Deoxycorticosterone, Desonide, Desoximetasone, Dexamethasone, Diflorasone, Diflucortolone, Difluprednate, Fluclorolone, Fludrocortisone, Fludroxycortide, Flumetasone, Flunisolide, Fluocinolone acetonide, Fluocinonide, Fluocortin, Fluocortolone, Fluorometholone, Fluperolone, Fluprednidene, Fluticasone, Formocortal, Halcinonide, Halometasone, Hydrocortisone aceponate, Hydrocortisone buteprate, Hydrocortisone butyrate, Loteprednol, Medrysone, Meprednisone, Methylprednisolone,Methylprednisolone aceponate, Mometasone furoate, Paramethasone, Prednicarbate, Prednisone, Prednisolone, Prednylidene, Rimexolone, Tixocortol, Triamcinolone, Ulobetasol |
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