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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/02/21 08:02:35」(JST)

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Beclometasone dipropionate (INN modified) or beclomethasone dipropionate (USAN, former BAN) is a potent glucocorticoid steroid. It is a prodrug of the free form, beclometasone (INN). 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, alanase, Vancenase), it is used for the treatment of rhinitis (e.g. hay fever) 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 licensed to treat ulcerative colitis in conjunction with doses of 5-aminosalicylates in the United Kingdom in the form of a gastric acid-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.^[1]^[2]^[3] This may usually be prevented by rinsing the mouth with water after using the inhaler. Other side effects may rarely include: a smell similar to burning plastic, unpleasant taste, hoarseness or nasal congestion, pain or headache and visual changes. Allergic reactions may occur, but rarely.

Nasal corticosteroids may be associated with central serous retinopathy.^[4]

References

^ Willey R, Milne L, Crompton G, Grant I (1976). "Beclomethasone dipropionate aerosol and oropharyngeal candidiasis". Br J Dis Chest 70 (1): 32–8. doi:10.1016/0007-0971(76)90004-8. 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. doi:10.1016/0091-6749(88)90911-6. 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. doi:10.1016/S1081-1206(10)61870-4. PMID 12839324.
^ Haimovici R, Gragoudas ES, Duker JS, Sjaarda RN, Eliott D (October 1997). "Central serous chorioretinopathy associated with inhaled or intranasal corticosteroids". Ophthalmology 104 (10): 1653–60. PMID 9331207.

UpToDate Contents

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2. 12歳未満の小児における慢性喘息：コントローラ剤 chronic asthma in children younger than 12 years controller medications
3. 思春期および成人における中等度持続型喘息の治療 treatment of moderate persistent asthma in adolescents and adults
4. 吸入ステロイドの主な副作用 major side effects of inhaled glucocorticoids
5. 味覚および嗅覚障害の評価および治療 evaluation and treatment of taste and smell disorders

English Journal

FeNO as a predictor of asthma control improvement after starting inhaled steroid treatment.

Malinovschi A1, Van Muylem A2, Michiels S2, Michils A2.
Nitric oxide : biology and chemistry / official journal of the Nitric Oxide Society.Nitric Oxide.2014 Aug 31;40:110-6. doi: 10.1016/j.niox.2014.06.009. Epub 2014 Jul 9.
INTRODUCTION: The fraction of NO in exhaled air (FeNO) is a marker of inflammation in asthma. The aim of the present study was to assess, in a real-world setting, whether only high (⩾50ppb) FeNO levels predict improvement in asthma control when being treated with inhaled corticosteroids (ICS), as
PMID 25014062

Relative potencies of three glucocorticoids to induce hypoplasia of the physis and concomitant biochemical alterations in the rat.

Hrvačić B1, Situm K, Durić K, Bošnjak B, Ferenčić Z, Brajša K, Marković S, Glojnarić I.
Drug and chemical toxicology.Drug Chem Toxicol.2014 Aug 11:1-6. [Epub ahead of print]
Abstract Although inhaled glucocorticoids are known to have systemic effects on bone metabolism, there is little comparative information on their relative potencies. The effects of three standard glucocorticoids in causing changes in bone metabolism and growth, therefore, were investigated in relati
PMID 25109225

In Vitro Characterization of the OptiChamber Diamond Valved Holding Chamber.

Hatley RH1, von Hollen D, Sandell D, Slator L.
Journal of aerosol medicine and pulmonary drug delivery.J Aerosol Med Pulm Drug Deliv.2014 Aug;27 Suppl 1:S24-36. doi: 10.1089/jamp.2013.1067.
Abstract Background: Use of a valved holding chamber (VHC) in conjunction with a pressurized metered dose inhaler (pMDI) can reduce issues relating to poor actuation-inhalation coordination and potentially improve the lung deposition of aerosol, compared with use of a pMDI alone. However, the perfor
PMID 25054480

Japanese Journal

特発性肺動脈性肺高血圧に対する学童期渡航生体肺葉移植の15年後に片側肺葉に発症した閉塞性細気管支炎

移植 50(6), 651-656, 2015
NAID 130005114868

羊水過多を呈し妊娠29週に無下顎耳頭症の診断に至った1例

超音波医学 42(6), 731-736, 2015
NAID 130005110974

羊水過多を呈し妊娠29週に無下顎耳頭症の診断に至った1例

超音波医学 advpub(0), 2015
NAID 130005103419

Related Pictures

★リンクテーブル★

リンク元	「ベクロメタゾン」「beclometasone」

「ベクロメタゾン」

Beclometasone dipropionate
Systematic (IUPAC) name
	(8S,9R,10S,11S,13S,14S,16S,17R)-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-3H-cyclopenta[a]phenanthren-17-yl propionate
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	B3 (AU)
Legal status	Pharmacy Only (S2) (AU) POM (UK)
Routes	Oral & nasal inhalation, topical
Pharmacokinetic data
Bioavailability	Converted to beclometasone-17-monopropionate (17-BMP) during absorption
Protein binding	87% of 17-BMP to albumin and transcortin
Metabolism	By esterase enzymes found in most tissues
Half-life	2.8 hours
Excretion	?
Identifiers
CAS number	5534-09-8
ATC code	A07EA07 D07AC15, R01AD01, R03BA01
PubChem	CID 21700
DrugBank	DB00394
ChemSpider	20396
UNII	5B307S63B2
ChEBI	CHEBI:3002
ChEMBL	CHEMBL1200500
Chemical data
Formula	C28H37ClO7
Mol. mass	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;
	InChI InChI=1S/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 ; Key:KUVIULQEHSCUHY-XYWKZLDCSA-N ;
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