基本情報
- CAS
60569-19-9- 標準SMILES
CCCOC(C(=O)OC1CCN(C)CC1)(c1ccccc1)c1ccccc1- InChIKey
QPCVHQBVMYCJOM-UHFFFAOYSA-N- 分子式
- C23H29NO3
- 平均分子量
- 367.5 g/mol
- 単同位体質量
- 367.21474379
概要
Propiverine is a diarylmethane.
名称と識別子
- 優先名称
- Propiverine
- IUPAC
- (1-methylpiperidin-4-yl) 2,2-diphenyl-2-propoxyacetate
- 現地名
- プロピベリン
- 英語名
- (1-Methyl-4-piperidyl) 2,2-diphenyl-2-propoxy-acetate
- 分子式
- C23H29NO3
- 分子量
- 367.48
名称と別名
Propiverine60569-19-91-Methylpiperidin-4-yl 2,2-diphenyl-2-propoxyacetatePropiverinumPropiverina468GE2241LDTXSID5048265propiverinDetrunorm xlRefChem:176442DTXCID0028240G04BD06
名称をさらに表示
2,2-ジフェニル-2-プロポキシ酢酸1-メチル-4-ピペリジル2,2-ジフェニル-2-プロポキシ酢酸1-メチル-4-ピペリジニルプロピベリンα-フェニル-α-プロポキシベンゼン酢酸1-メチルピペリジン-4-イルミクトノルム2,2-ジフェニル-2-プロポキシ酢酸=N-メチル-4-ピペリジル1-メチルピペリジン-4-イル 2,2-ジフェニル-2-プロポキシアセタートPropiverine D52,2-Diphenyl-2-propoxyacetic acid 1-methyl-4-piperidyl ester2,2-Diphenyl-2-propoxyacetic acid 1-methyl-4-piperidinyl esterα-Phenyl-α-propoxybenzeneacetic acid 1-methylpiperidin-4-yl esterBenzeneacetic acid, α-phenyl-α-propoxy-, 1-methyl-4-piperidinyl ester
alpha-diphenyl alpha-n-propoxyacetic acid-4(1-methylpiperidyl)esterMictonetten(1-methyl-4-piperidyl) 2,2-diphenyl-2-propoxy-acetatePropiverine [INN](1-methylpiperidin-4-yl) 2,2-diphenyl-2-propoxyacetate1-Methyl-4-piperidyl diphenylpropoxyacetatePropiverine (INN)Propiverino
物性
構造計算による物性
- XLogP
- 4.7
- 極性表面積
- 38.8 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 4
- 回転可能結合数
- 8
- 重原子数
- 27
- 形式電荷
- 0
- 複雑度
- 429
実験および物理化学的性質
Drugs
Pharmaceuticals
Pharmaceuticals -> Listed in ZINC15
Solubility5mg/mL
Melting Point224-226
物理化学的性質
- 沸点
- 484.2 · 484.2±45.0 °C(Predicted)
- 比重(密度)
- 1.12 · 1.12±0.1 g/cm3(Predicted)
- 酸解離定数(Pka)
- 7.76 · 7.76±0.10(Predicted)
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。
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Propiverine
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
化学と産業
薬理情報
ATC Code
G - Genito urinary system and sex hormones
QG - Genito urinary system and sex hormones
Protein Binding90-95% for the parent compound and about 60% for the main metabolite.
Pharmacodynamics
Propiverine hydrochloride inhibits abnormal contractions of bladder smooth muscle in vivo through not only its anticholinergic activity but also its concurrent calcium antagonistic activity. Through the above-mentioned mechanism, propiverine is able to relieve the symptoms of overactive bladder. In animal models, this administration of this drug leads to a dose-dependent decrease in intravesical pressure of the bladder and an increase in bladder capacity. In patients with symptoms of OAB resulting from idiopathic detrusor muscle overactivity (IDO) or neurogenic detrusor overactivity (NDO), propiverine showed dose-dependent efficacy and tolerability.
Mechanism of Action
Propiverine demonstrates both anticholinergic and calcium-modulating properties. The efferent connection of the pelvic nerve is inhibited due to the anticholinergic action exerted by this drug, leading to relaxation of bladder smooth muscle. Propiverine blocks calcium ion influx and modulates the intracellular calcium in urinary bladder smooth muscle cells, resulting in the inhibition of muscle spasm. The bladder contains several muscarinic receptors. Acetylcholine is the main contractile neurotransmitter in the human bladder detrusor muscle, and antimuscarinics such as propiverine exert their effects by competitively inhibiting the binding of acetylcholine at muscarinic receptors on detrusor smooth muscle cells and other structures within the bladder wall. In one study, After oral treatment with propiverine, the bladder showed the highest concentration of M-2, indicating a targeted distribution of this metabolite into the bladder. Therefore, muscarinic receptor-2 may highly contribute to the relatively selective and long-lasting occupation of bladder muscarinic receptors after oral ingestion of propiverine.
Biological Half-LifeIn three studies including a total of 37 healthy volunteers mean elimination half-life was 14.1, 20.1 and 22.1 hours, respectively.
関連反応
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