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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/07/08 00:23:04」(JST)

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Beclometasone dipropionate, also spelled beclomethasone dipropionate and sold under the brand name Qvar among others, is a steroid medication.^[1] It is available as an inhaler, cream, pills, and nasal spray.^[2] The inhaled form is used in the long term management of asthma.^[1] The cream may be used for dermatitis and psoriasis.^[3] The pills have been used to treat ulcerative colitis.^[4] The nasal spray is used to treat allergic rhinitis and nasal polyps.^[5]

Common side effects with the inhaled form include respiratory infections, headaches, and throat inflammation. Serious side effects include an increased risk of infection, cataracts, Cushing’s syndrome, and severe allergic reactions.^[1] Long term use of the pill form may cause adrenal insufficiency.^[4] The pills may also cause mood or personality changes.^[4] The inhaled form is generally regarded as safe in pregnancy.^[6] Beclometasone is mainly a glucocorticoid.^[1]

Beclometasone dipropionate was first patented in 1962 and used medically in 1972.^[7] It was approved for medical use in the United States in 1976.^[1] It is on the World Health Organization's List of Essential Medicines, the most important medications needed in a basic health system.^[8] The wholesale price in the developing world for an inhaler containing 200 doses of medication is about 3.20 USD as of 2014.^[9] In the United States it costs between 50 and 100 USD for a typical month supply of the inhaled form.^[10]

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.^[11]^[12]^[13] This may usually be prevented by rinsing the mouth with water after using the inhaler. Other adverse drug reaction 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.^[14]

Names

Beclometasone dipropionate is the INN modified and beclomethasone dipropionate is the USAN and former BAN. It is a prodrug of the free form, beclometasone (INN).

Clenil, Qvar are brandnames for the inhalers. Beconase, alanase, Vancenase, Qnasl for the nasal spray or aerosol.

References

^ ^a ^b ^c ^d ^e "Beclomethasone Dipropionate". The American Society of Health-System Pharmacists. Retrieved Dec 2, 2015.
^ "List of products: BECLOMETASONE DIPROPIONATE". MHRA. Retrieved 6 December 2015.
^ "Beclometasone dipropionate 0.25 mg/g Cream" (PDF). MHRA. Retrieved 6 December 2015.
^ ^a ^b ^c "Clipper" (PDF). MHRA. Retrieved 6 December 2015.
^ "Beclomethasone Dipropionate eent". The American Society of Health-System Pharmacists. Retrieved Dec 2, 2015.
^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 349. ISBN 9781284057560.
^ McPherson, Edwin M. (2007). Pharmaceutical Manufacturing Encyclopedia. (3rd ed.). Burlington: Elsevier. p. 539. ISBN 9780815518563.
^ "WHO Model List of Essential Medicines" (PDF). Apps.WHO.int. World Health Organization. October 2013. Retrieved 22 April 2014.
^ "Beclometasone". International Drug Price Indicator Guide. Retrieved 6 December 2015.
^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 451. ISBN 9781284057560.
^ 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. doi:10.1016/s0161-6420(97)30082-7. PMID 9331207.

UpToDate Contents

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1. 吸入ステロイドの主な副作用 major side effects of inhaled glucocorticoids
2. 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
3. 12歳未満の小児における慢性喘息：持続性喘息の治療およびコントロール薬 asthma in children younger than 12 years treatment of persistent asthma with controller medications
4. 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
5. 急性移植片対宿主病の治療 treatment of acute graft versus host disease

English Journal

Beclomethasone dipropionate hydrofluoroalkane for the treatment of allergic rhinitis.

Ferrante G1, Montalbano L2,3, Cilluffo G2,4, Malizia V2, Marchese D5, La Grutta S2.
Expert review of clinical immunology.Expert Rev Clin Immunol.2016 Mar;12(3):279-88. doi: 10.1586/1744666X.2016.1118347. Epub 2015 Dec 11.
Allergic rhinitis (AR) is a common respiratory disease, and its prevalence is increasing all over the world, both in adults and in children. Patients experience symptoms that may negatively impact on physical, social and psychological well-being. Hence, if left untreated, allergic rhinitis may signi
PMID 26558604

Multivariate Analysis of Effects of Asthmatic Patient Respiratory Profiles on the In Vitro Performance of a Reservoir Multidose and a Capsule-Based Dry Powder Inhaler.

Buttini F1,2, Pasquali I3, Brambilla G3, Copelli D3, Alberi MD3, Balducci AG4, Bettini R5, Sisti V3.
Pharmaceutical research.Pharm Res.2016 Mar;33(3):701-15. doi: 10.1007/s11095-015-1820-1. Epub 2015 Nov 16.
PURPOSE: The aim of this work was to evaluate the effect of two different dry powder inhalers, of the NGI induction port and Alberta throat and of the actual inspiratory profiles of asthmatic patients on in-vitro drug inhalation performances.METHODS: The two devices considered were a reservoir multi
PMID 26572643

Internal exposure dynamics drive the Adverse Outcome Pathways of synthetic glucocorticoids in fish.

Margiotta-Casaluci L1,2, Owen SF2, Huerta B3, Rodríguez-Mozaz S3, Kugathas S1, Barceló D3,4, Rand-Weaver M5, Sumpter JP1.
Scientific reports.Sci Rep.2016 Feb 26;6:21978. doi: 10.1038/srep21978.
The Adverse Outcome Pathway (AOP) framework represents a valuable conceptual tool to systematically integrate existing toxicological knowledge from a mechanistic perspective to facilitate predictions of chemical-induced effects across species. However, its application for decision-making requires th
PMID 26917256

Japanese Journal

移植片対白血病効果を保ちつつベクロメタゾン腸溶性製剤で腸管移植片対宿主病抑制を得た急性期慢性骨髄性白血病

日本造血細胞移植学会雑誌 4(3), 82-86, 2015
NAID 130005088501

消化管GVHD（graft-versus-host disease）に対する経口ベクロメタゾン製剤の有用性の検討

医療薬学 40(5), 291-296, 2014
NAID 130005068225

The Use of Oral Beclomethasone Dipropionate in the Treatment of Gastrointestinal Graft-versus-host Disease: The Experience of the Fukuoka Blood and Marrow Transplantation (BMT) Group

Internal Medicine 53(12), 1315-1320, 2014
NAID 130004466355

Related Pictures

Beclomethasone; Beclomethasone Dipropionate Vadish Pharma Pvt. Ltd. - Manufacturer of Beclomethasone Dipropionate Cream & Pharma Beclomethasone & Levo-Salbutamol Metered Dose Inhaler & Beclomethasone & Salbutamol Beclomethasone Dipropionate Manufacturer in Jabalpur Madhya Pradesh India | ID - 3619175 Beclomethasone Dipropionate - patient information, description, dosage and directions. DailyMed - QNASL- beclomethasone dipropionate aerosol, metered ジェンタリン・プラス・クリーム（ジプロピオン酸 Beclomethasone Dipropionate Inhaler

★リンクテーブル★

リンク元	「ベクロメタゾン」「beclometasone」「ジプロピオン酸ベクロメタゾン」
関連記事	「dipropionate」

「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
Trade names	Qvar, Beconase AQ, others
AHFS/Drugs.com	Monograph
MedlinePlus	a681047
Pregnancy; category	AU: B3; ;
Routes of; administration	Oral inhalation, nasal inhalation, topical
Legal status
Legal status	AU: S2 (Pharmacy only); UK: Prescription-only (POM), but some nasal sprays are General sales list (GSL, OTC);
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
Biological half-life	2.8 hours
Excretion	Biliary (60%), renal (12%)
Identifiers
CAS Number	5534-09-8
ATC code	A07EA07 (WHO) D07AC15 (WHO), R01AD01 (WHO), R03BA01 (WHO)
PubChem	CID 21700
IUPHAR/BPS	5894
DrugBank	DB00394
ChemSpider	20396
UNII	5B307S63B2
ChEBI	CHEBI:3002
ChEMBL	CHEMBL1200500
Chemical data
Formula	C28H37ClO7
Molar 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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