基本情報
- CAS
4419-39-0- 標準SMILES
C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO- InChIKey
NBMKJKDGKREAPL-DVTGEIKXSA-N- 分子式
- C22H29ClO5
- 平均分子量
- 408.9 g/mol
- 単同位体質量
- 408.1703517
概要
Beclomethasone is a 17alpha-hydroxy steroid that is prednisolone in which the hydrogens at the 9alpha and 16beta positions are substituted by a chlorine and a methyl group, respectively. It has a role as an anti-inflammatory drug and an anti-asthmatic drug. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a glucocorticoid, a 17alpha-hydroxy steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, a corticosteroid, a 3-oxo-Delta(1),Delta(4)-steroid and a chlorinated steroid. It is functionally related to a prednisolone. It derives from a hydride of a pregnane.
名称と識別子
- 優先名称
- Beclomethasone
- IUPAC
- (8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
- 現地名
- ベクロメタゾン
- 英語名
- BECLOMETHASONE
- 分子式
- C22H29ClO5
- 分子量
- 408.92
名称と別名
beclomethasoneBeclometasone4419-39-0BeclometasonaBeclometasonum9-Chloro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dioneBeclometasonDTXSID5040750KGZ1SLC28ZBMJ 5800(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-oneCHEBI:3001
名称をさらに表示
9α-クロロ-11β,17,21-トリヒドロキシ-16β-メチルプレグナ-1,4-ジエン-3,20-ジオンベクロメタゾンベクロメタソンベクロメサゾン9α-クロロ-11β,17α,21-トリヒドロキシ-16β-メチルプレグナ-1,4-ジエン-3,20-ジオン(1R,2S,3aS,3bS,9aS,9bR,10S,11aS)-9b-クロロ-1,10-ジヒドロキシ-1-(2-ヒドロキシアセチル)-2,9a,11a-トリメチル-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-7-オンBecLBecolventomethasoneChloro methimazoleBecloMethasone SolutionBeclomethasone - 98% minBeclomethasone - 95% minBECLOMETHASONE USP/EP/BP
物性
構造計算による物性
- XLogP
- 2.2
- 極性表面積
- 94.8 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 5
- 回転可能結合数
- 2
- 重原子数
- 28
- 形式電荷
- 0
- 複雑度
- 805
実験および物理化学的性質
Human DrugsAntiasthmatic and medicines for chronic obstructive pulmonary disease
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section189.2 Ų [M+H]+ [CCS Type: TW]
物理化学的性質
- 融点
- 217 · 217- 222°C (dec.)
- 沸点
- 600.2 · 600.2±55.0 °C(Predicted)
- 比重(密度)
- 1.35 · 1.35±0.1 g/cm3(Predicted)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- ジオキサン（少量、超音波処理）、DMSO（少量）、酢酸エチル（少量）、メタンフェタミン
- 外見
- 個体
- 酸解離定数(Pka)
- 12.17 · 12.17±0.70(Predicted)
- 色
- ホワイト～ペールベージュ
- Merck
- 13 · 13,1020
- 安定性
- 吸湿性
- InChIKey
- NBMKJKDGKREAPL-WOOYFSPWSA-N
- SMILES
- [H][C@]12C[C@@H](C)[C@@](O)(C(=O)CO)[C@]1(C)C[C@@H](O)[C@@]3(Cl)[C@]2([H])CCC4=CC(=O)C=C[C@@]34C
- CAS データベース
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H317 (31.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P203, P260, P261, P272, P280, P302+P352, P318, P319, P321, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 32 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory InformationREACH registered substance: Beclometasone (EC: 224-585-9)
Other Safety InformationIMAP assessments - Pregna-1,4-diene-3,20-dione, 9-chloro-11,17,21-trihydroxy-16-methyl-, (11.beta.,16.beta.)-: Human health tier I assessment
Hazard Classes and CategoriesSkin Sens. 1 (31.2%)
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
beclomethasone
DILI Negative
Topical,Respiratory (inhalation)
DOI:10.1016/j.drudis.2019.09.022
安全データ
- wgk
- 3
- hs_code
- 29372900
- safety_code
- 24/25
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
A07EA07
R - Respiratory system
D - Dermatologicals
R - Respiratory system
A - Alimentary tract and metabolism
QD - Dermatologicals
FDA Pharmacological Classification
KGZ1SLC28Z
BECLOMETHASONE
Established Pharmacologic Class [EPC] - Corticosteroid
Mechanisms of Action [MoA] - Corticosteroid Hormone Receptor Agonists
Beclomethasone is a Corticosteroid. The mechanism of action of beclomethasone is as a Corticosteroid Hormone Receptor Agonist.
MeSH Pharmacological Classification
Substances that reduce or suppress INFLAMMATION.
A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system.
Drugs that are used to treat asthma.
用途と製造
UsesUse (kg; approx.) in Germany (2009): >50
応用分野
使用Glucocorticoid. Beclomethasone is used in chronic asthma and allergic rhinitis. Antiallergic, antiasthmatic (inhalant). Anti-inflammatory (topical).
上流・下流製品情報
上流原料
関連反応
2 件
化合物ノート
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