View source for Beclometasone dipropionate

{{drugbox | verifiedrevid = 321975894
|  
|width= 200
|image=Beclometasone dipropionate.png
|IUPAC_name = (8''S'',9''R'',10''S'',11''S'',13''S'',14''S'',16''S'',17''R'')-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-[2-(propionyloxy)acetyl]-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3''H''-cyclopenta[''a'']phenanthren-17-yl propionate
| CASNo_Ref = {{cascite}}
| InChI = 1/C28H37ClO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1
| InChIKey = KUVIULQEHSCUHY-XYWKZLDCBO
| CAS_number = 5534-09-8
| ATC_prefix= A07
| ATC_suffix= EA07 
| ATC_supplemental = {{ATC|D07|AC15}}, {{ATC|R01|AD01}}, {{ATC|R03|BA01}}
| PubChem= 21700
| DrugBank= APRD00564
| ChemSpiderID=20396
| C=28 | H=37 | Cl=1 | O=7 
| molecular_weight = 521.042 g/mol
| smiles = O=C(OCC(=O)[C@]3(OC(=O)CC)[C@]2(C[C@H](O)[C@]4(Cl)[C@@]/1(\C(=C/C(=O)\C=C\1)CC[C@H]4[C@@H]2C[C@@H]3C)C)C)CC
| bioavailability = Converted to beclometasone-17-monopropionate (17-BMP) during absorption 
| protein_bound = 87% of 17-BMP to albumin and transcortin
| metabolism = By [[esterase]] enzymes found in most tissues
| elimination_half-life = 2.8 hours
| excretion = ?
| pregnancy_AU = B3 
| pregnancy_US =  <!-- A / B            / C / D / X -->
| pregnancy_category =  
| legal_AU = S2
| legal_CA =  <!--                             / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = POM
| legal_US =  <!-- OTC                   / Rx-only  / Schedule I, II, III, IV, V -->
| legal_status =
|routes_of_administration = Oral & nasal inhalation, topical 
}} 
'''Beclometasone dipropionate''' ([[International Nonproprietary Name|INN]] modified) or '''beclomethasone dipropionate''' ([[United States Adopted Name|USAN]], former [[British Approved Name|BAN]]), also referred to as '''beclometasone''' (INN), is a potent [[glucocorticoid]] [[steroid]]. In the form of an [[inhaler]] (e.g. Clenil, Qvar), 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 [[aphthous ulcers]].  

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.

It is also licenced to treat ulcerative colitis in conjunction with doses of 5-aminosalicylates in the United Kingdom in the form of a gastro resistant, periodic release tablet marketed under the brand name Clipper.

==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.<!--
  --><ref>{{cite journal | author=Willey R, Milne L, Crompton G, Grant I | title=Beclomethasone dipropionate aerosol and oropharyngeal candidiasis | journal=Br J Dis Chest | volume=70 | issue=1 | pages=32–8 | year=1976 | pmid=1259918 | doi=10.1016/0007-0971(76)90004-8}}</ref><!--
  --><ref>{{cite journal | author=Salzman G, Pyszczynski D | title=Oropharyngeal candidiasis in patients treated with beclomethasone dipropionate delivered by metered-dose inhaler alone and with Aerochamber | journal=J Allergy Clin Immunol | volume=81 | issue=2 | pages=424–8 | year=1988 | pmid=3339197 | doi=10.1016/0091-6749(88)90911-6}}</ref><!--
  --><ref>{{cite journal | doi=10.1016/S1081-1206(10)61870-4 | author=Fukushima C, Matsuse H, Tomari S, Obase Y, Miyazaki Y, Shimoda T, Kohno S | title=Oral candidiasis associated with inhaled corticosteroid use: comparison of fluticasone and beclomethasone | journal=Ann Allergy Asthma Immunol | volume=90 | issue=6 | pages=646–51 | year=2003 | pmid=12839324}}</ref>
This may usually be prevented by rinsing the mouth with water after using the inhaler. Other [[adverse drug reaction|side effect]]s may rarely include: a smell not dissimilar to burning plastic, unpleasant taste, [[hoarseness]] or [[nasal congestion]], pain or headache and visual changes. [[Allergic reaction]]s rarely may occur.

Nasal corticosteroids may be associated with [[central serous retinopathy]].<ref>{{cite journal |author=Haimovici R, Gragoudas ES, Duker JS, Sjaarda RN, Eliott D |title=Central serous chorioretinopathy associated with inhaled or intranasal corticosteroids |journal=Ophthalmology |volume=104 |issue=10 |pages=1653–60 |year=1997 |month=October |pmid=9331207 |doi=}}</ref>

==See also==
*[[Epinephrine]]
*[[Ipratropium]]
*[[Salbutamol]]

==Footnotes==
<div class="references-small"><references/></div>

{{Antidiarrheals, intestinal anti-inflammatory/anti-infective agents}}
{{Nasal preparations}}
{{Asthma and copd rx}}
{{Corticosteroids}}

[[Category:Glucocorticoids]]
[[Category:Propionates]]
[[Category:Organochlorides]]

[[de:Beclometason]]
[[fr:Béclométasone]]
[[it:Beclometasone]]
[[pl:Beklometazon]]
[[Category:2Fix]]