プロピオン酸ベクロメタゾン 化学特性,用途語,生産方法
外観
白色〜うすい黄色, 結晶性粉末〜粉末
溶解性
エタノールに可溶
用途
副腎皮質ホルモン剤です。鉱
質コルチコイド作用を弱めた性質を有してい
ます。
用途
副腎皮質ホルモン剤です。鉱
質コルチコイド作用を弱めた性質を有してい
ます。
効能
喘息治療薬, 抗炎症薬, グルココルチコイド受容体作動薬
商品名
キュバール (大日本住友製薬); サルコート (帝人ファーマ); パラナイン (原沢製薬工業); リノコート (帝人ファーマ); リノコート (帝人ファーマ)
化学的特性
The light yellow solid has low solubility in water, but high solubility in chloroform. It can easily dissolve in acetone and ethanol.
使用
Beclomethasone dipropionate is a topically active corticosteroid used as an adjuvant in the control of chronic asthma when given by inhalation as an aerosol. It is also used as a topical anti-inflammatory.
定義
ChEBI: Beclomethasone dipropionate is a steroid ester comprising beclomethasone having propionyl groups at the 17- and 21-positions. It has a role as an anti-inflammatory drug, an anti-asthmatic drug, a prodrug and an anti-arrhythmia drug. It is a steroid ester, an enone, a 20-oxo steroid, an 11beta-hydroxy steroid, a propanoate ester, a corticosteroid, a glucocorticoid, a 3-oxo-Delta(1),Delta(4)-steroid and a chlorinated steroid. It is functionally related to a beclomethasone.
生物学の機能
Beclomethasone dipropionate is used primarily as an inhalation aerosol therapy for asthma and rhinitis. A
breakthrough in the discovery of new inhalation corticosteroids with reduced risks from systemic absorption was
that the 17α-monopropionate ester of beclomethasone (17-BMP) was more active than BDP and
21-monopropionate (21-BMP) esters. Thus, BDP is a pro-drug that is rapidly metabolized by esterases in
the lung and other tissues to its more active metabolite, 17-BMP, which has 30 times greater affinity for the GR
than BDP and approximately 14 times dexamethasone (Table 33.5).
一般的な説明
Beclomethasone dipropionate (Beclovent, Beconase, Vanceril, Vancenase) (BDP) is rapidly converted in the lungs to beclomethasone 17-monopropionate (17-BMP), the metabolite that provides the bulk of the anti-inflammatory activity. The monopropionate also has a higher affinity for the GR than either the dipropionate or beclomethasone. The portion of BDP that is swallowed is rapidly hydrolyzed to 17-BMP, 21-BMP (which arises by a transesterification reaction from 17-BMP), and beclomethasone itself. Beclomethasone has much less GC activity than the monopropionate. It is used in nasal sprays and aerosol formulations totreat allergic rhinitis and asthma.
臨床応用
Beclomethasone dipropionate is a lipophilic prodrug that, when inhaled, shows a systemic
bioavailability of approximately 20% of the administered dose. The 16β-methyl group decreases
mineralocorticoid activity, and the 9α-chloro group increases both the glucocorticoid and
mineralocorticoid activity, resulting in potent anti-inflammatory activity with little or no
salt-retaining effects.
副作用
The main adverse effects are headache, sinusitis, and pain.
Beclomethasone dipropionate is metabolized to the more active 17α-monopropionate derivative
during absorption from the lungs and then further metabolized to the free alcohol in the liver.
代謝
The dipropionate also is metabolized to the inactive 21-monopropionate in the liver. Beclomethasone
dipropionate and its metabolites are mainly excreted in the feces, with less than 10% excreted in
the urine.
Mode of action
Beclomethasone dipropionate works by attenuating the inflammatory responses associated with asthma, allergic rhinitis, nasal polyps, and corticosteroid-responsive dermatoses. It suppresses the actions of inflammatory cells, such as mast cells, eosinophils, basophils, lymphocytes, macrophages, and neutrophils.
参考文献
[1] PAUL H. RATNER MD . Pharmacokinetic Profile of Beclomethasone Dipropionate Hydrofluoroalkane After Intranasal Administration Versus Oral Inhalation in Healthy Subjects: Results of a Single-Dose, Randomized, Open-Label, 3-Period Crossover Study[J]. Clinical therapeutics, 2012, 34 6: Pages 1422-1431. DOI:
10.1016/j.clinthera.2012.04.023.
[2] R N BROGDEN. Beclomethasone dipropionate inhaler: a review of its pharmacology, therapeutic value and adverse effects. I: Asthma.[J]. Drugs, 1975, 10 3: 166-210. DOI:
10.2165/00003495-197510030-00002.
[3] P. DALEY-YATES. Beclomethasone dipropionate: absolute bioavailability, pharmacokinetics and metabolism following intravenous, oral, intranasal and inhaled administration in man.[J]. British journal of clinical pharmacology, 2001, 51 5 1: 400-409. DOI:
10.1046/J.0306-5251.2001.01374.X.
[4] https://go.drugbank.com/drugs/DB00394
[5] https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/020911s029s030lbl.pdf
プロピオン酸ベクロメタゾン 上流と下流の製品情報
原材料
準備製品