基本情報
- 標準SMILES
CC(C)NCC(O)c1cc(O)cc(O)c1- InChIKey
LMOINURANNBYCM-UHFFFAOYSA-N- 分子式
- C11H17NO3
- 平均分子量
- 211.26 g/mol
- 単同位体質量
- 211.1208434
概要
Metaproterenol is a member of phenylethanolamines.
名称と識別子
- 優先名称
- Metaproterenol
- IUPAC
- 5-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,3-diol
- 現地名
- オルシプレナリン
- 英語名
- Orciprenaline
- 分子式
- C11H17NO3
- 分子量
- 211.26
名称と別名
名称をさらに表示
データベース識別子
- CAS
586-06-1- PubChem CID
- 4086
- DTXSID
DTXSID8048529- ChEMBL
CHEMBL776- ChEBI
CHEBI:6792- UNII
- 53QOG569E0
- EC Number
- 209-569-1
- Nikkaji
- J6.736I
物性
構造計算による物性
- XLogP
- 0.7
- 極性表面積
- 72.7 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 4
- 回転可能結合数
- 4
- 重原子数
- 15
- 形式電荷
- 0
- 複雑度
- 177
実験および物理化学的性質
Solubility
9.7mg/L
6.92e+00 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Anti-Asthmatic Agents; Bronchodilator Agents; Beta Adrenergic Agonists
Pharmaceuticals
Collision Cross Section
144.64 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
149.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
150.12 Ų [M+H]+
物理化学的性質
- 融点
- 100 ° · 100°
- 沸点
- 350.94 °C · 350.94°C (rough estimate)
- 比重(密度)
- 1.124 · 1.1240 (rough estimate)
- 屈折率
- 1.5718 · 1.5718 (estimate)
- 酸解離定数(Pka)
- 9.11 · 9.11±0.10(Predicted)
- CAS データベース
- 586 · 586-06-1(CAS DataBase Reference)
安全と法規制
GHS分類
危険有害性情報
毒性情報
Drug Induced Liver Injury
Benchmark Dataset for the Liver Toxicity Knowledge Base (LTKB)
metaproterenol
Medihaler-Iso
Adrenergics
Not Applicable
no-DILI-concern
化学と産業
薬理情報
ATC Code
R - Respiratory system
R - Respiratory system
QR - Respiratory system
QR - Respiratory system
Pharmacodynamics
Orciprenaline (also known as metaproterenol), a synthetic amine, is structurally and pharmacologically similar to isoproterenol. Orciprenaline is used exclusively as a bronchodilator. The pharmacological effects of beta adrenergic agonist drugs, such as orciprenaline, are at least in part attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of adenosine triphosphate (ATP) to cyclic- 3',5'- adenosine monophosphate (c-AMP). Increased cAMP levels lead to relaxation of bronchial smooth muscles and inhibition of the release of inalammatory mediators from mast cells that are involved in promoting immediate hypersensitivity .
Mechanism of Action
Orciprenaline stimulates the β2-adrenergic receptor expressed in the lungs, uterus, and vasculature supplying skeletal muscles by acting as a moderately selective agonist. It exerts minimal or no effect on alpha-adrenergic receptors. Intracellularly, the actions of orciprenaline are mediated by cAMP, the production of which is augmented by beta stimulation. The drug is believed to work by activating adenylate cyclase, the enzyme responsible for producing the cellular mediator cAMP.
FDA Pharmacological Classification
53QOG569E0
METAPROTERENOL
Mechanisms of Action [MoA] - Adrenergic beta2-Agonists
Established Pharmacologic Class [EPC] - beta2-Adrenergic Agonist
Metaproterenol is a beta2-Adrenergic Agonist. The mechanism of action of metaproterenol is as an Adrenergic beta2-Agonist.
MeSH Pharmacological Classification
Agents that cause an increase in the expansion of a bronchus or bronchial tubes.
Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
Drugs that prevent preterm labor and immature birth by suppressing uterine contractions (TOCOLYSIS). Agents used to delay premature uterine activity include magnesium sulfate, beta-mimetics, oxytocin antagonists, calcium channel inhibitors, and adrenergic beta-receptor agonists. The use of intravenous alcohol as a tocolytic is now obsolete.
Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS.
用途と製造
応用分野
使用Bronchodilator.
上流・下流製品情報
上流原料
サプライヤー31 社
関連反応
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