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ベタネコール塩化物

Bethanechol Chloride

HCID 11548
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
590-63-6
標準SMILES
CC(C[N+](C)(C)C)OC(N)=O.[Cl-]
InChIKey
XXRMYXBSBOVVBH-UHFFFAOYSA-N
分子式
C7H17ClN2O2
平均分子量
196.67 g/mol
単同位体質量
196.0978555

概要

Bethanechol chloride is the chloride salt of bethanechol. A slowly hydrolysed muscarinic agonist with no nicotinic effects, it is used to increase smooth muscle tone, as in the gastrointestinal tract following abdominal surgery, treatment of gastro-oesophageal reflux disease, and as an alternative to catheterisation in the treatment of non-obstructive urinary retention. It has a role as a muscarinic agonist. It is a carbamate ester, a chloride salt and a quaternary ammonium salt. It contains a bethanechol.

名称と識別子

優先名称
Bethanechol Chloride
IUPAC
2-carbamoyloxypropyl(trimethyl)azanium chloride
現地名
ベタネコール塩化物
英語名
Bethanechol
分子式
C7H17ClN2O2
分子量
196.68

名称と別名

Bethanechol chloride590-63-6Myotonachol2-(carbamoyloxy)-N,N,N-trimethylpropan-1-aminium chlorideDTXSID2022676Trimethyl(2-carbamoyloxypropyl)ammonium chloride(2-Hydroxypropyl)trimethylammonium chloride carbamateH4QBZ2LO84NSC-307832-((Aminocarbonyl)oxy)-N,N,N-trimethyl-1-propanaminium chlorideCHEBI:3085DTXCID902676
名称をさらに表示
ベサコリンベタネコール塩化物ウレコリンミオコリンカルバモイル-β-メチルコリンクロリド2-カルバモイルオキシ-N,N,N-トリメチル-1-プロパンアミニウム·クロリドジュボイドN,N,N-トリメチル-2-(カルバモイルオキシ)-1-プロパンアミニウム·クロリドベタネコール·クロリドウレコリンクロリドメコタン塩化ベタネコールベタインコリンクロリド2-[(アミノカルボニル)オキシ]-N,N,N-トリメチル-1-プロパンアミニウム·クロリドベタネコールクロリド(2-カルバモイルオキシプロピル)トリメチルアンモニウムクロリドカルバミル-β-メチルコリンクロリドベタネコール塩化物 (JP17)BetanecholBthanechol chlorideMictone

物性

構造計算による物性

極性表面積
52.3 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
4
重原子数
12
形式電荷
0
複雑度
140

実験および物理化学的性質

Solubility>29.5 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 2 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Collision Cross Section133 Ų [M]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
187 · 187-190°C
貯蔵温度
2 · Inert atmosphere,2-8°C
溶解性
2 O: · H2O: 1.7g/mL 4℃で数日間安定。
外見
結晶性
色
白い
水溶解度
2 O: · H2O: 1.7g/mL (stable for several days at 4°C.)ethanol: 80mg/mL (stable for several days at 4°C.)
Merck
14 · 14,1185
InChI
InChI=1S/C7H16N2O2.ClH/c1-6(11-7(8)10)5-9(2,3)4;/h6H,5H2,1-4H3,(H-,8,10);1H
InChIKey
XXRMYXBSBOVVBH-UHFFFAOYSA-N
SMILES
C(C(C)OC(=O)N)[N+](C)(C)C.[Cl-]
CAS データベース
590 · 590-63-6(CAS DataBase Reference)
EPAの化学物質情報

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 · 4 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Other Safety InformationIMAP assessments - 1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)

毒性情報

Treatment · 1 件

Atropine Sulfate is a specific antidote. The recommended dose for adults is 0.6 mg. Repeat doses can be given every two hours, according to clinical response. The recommended dosage in infants and children up to 12 years of age is 0.01 mg/kg (to a maximum single dose of 0.4 mg) repeated every two hours as needed until the desired effect is obtained or adverse effects of atropine preclude further usage. Subcutaneous injection of atropine is preferred except in emergencies when the intravenous route may be employed. (L1712)

Exposure RoutesOral
Toxicity Summary · 1 件

Bethanechol directly stimulates cholinergic receptors in the parasympathetic nervous system while stimulating the ganglia to a lesser extent. Its effects are predominantly muscarinic, inducing little effect on nicotinic receptors and negligible effects on the cardiovascular system.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

化学と産業

薬理情報

FDA Pharmacological Classification · 2 件

BETHANECHOL CHLORIDE

Cholinergic Muscarinic Agonists [MoA]; Cholinergic Muscarinic Agonist [EPC]

MeSH Pharmacological Classification · 2 件

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here.

Drugs that bind to and activate muscarinic cholinergic receptors (RECEPTORS, MUSCARINIC). Muscarinic agonists are most commonly used when it is desirable to increase smooth muscle tone, especially in the GI tract, urinary bladder and the eye. They may also be used to reduce heart rate.

用途と製造

UsesFor the treatment of acute postoperative and postpartum nonobstructive (functional) urinary retention and for neurogenic atony of the urinary bladder with retention.
General Manufacturing Information1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (1:1): ACTIVE
応用分野 · 3 件

説明Bethanechol is an agonist of muscarinic acetylcholine receptors with IC50 values of 1,837, 25, 631, 317, and 393 μM for M1-5, respectively, in a radioligand binding assay using CHO cells expressing the human receptors. It inhibits M2-mediated increases in cyclic AMP induced by isoproterenol in isolated guinea pig small intestine (IC50 = 127 μM). Bethanechol increases basal tone of isolated porcine intravesical ureter (EC50 = 4.27 μM). It also induces fluid secretion in the ileum, duodenum, and jejunum of anesthetized rats when administered at a dose of 60 μg/kg. Formulations containing bethanechol have been used to increase urination and improve smooth muscle tone in the gastrointestinal tract.

関連反応

0 件
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現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Uro-Carb
Mechotane
Mecothane
NSC 30783
-β-methyL
NSC30783Chloride, BethanecholRefChem:54535(2RS)-2-Carbamoyloxy-N,N,N-trimethylpropylaminium chlorideUrecholineDuvoidMechothaneMictrol

データベース識別子

CAS
590-63-6
PubChem CID
11548
DTXSID
DTXSID2022676
ChEMBL
CHEMBL1768
ChEBI
CHEBI:3085
UNII
H4QBZ2LO84
EC Number
209-686-8
1 · 1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (590-63-6)

化学的性質

化学的特性White Solid

Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Bethanechol chloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

安全データ

wgk
3
tsca
TSCA listed
rtecs
BR5425000
hs_code
2924190002
risk_code
22
hazard_code
Xn
safety_code
36
Hazard Classifications
Acute Tox. 4 Oral
ストレージクラス
11 - Combustible Solids

使用cholinergic

一般的な説明Bethanechol, β-methylcholinechloride carbamate, (2-hydroxypropyl)trimethylammoniumchloride carbamate, carbamylmethylcholinechloride (Urecholine), is nonspecific in its action on muscarinicreceptor subtypes but appears to be more effective ateliciting pharmacological action of M3 receptors. It haspharmacological properties similar to those of methacholine.Both are esters of β-methylcholine and have feeblenicotinic activity. Bethanechol is inactivated more slowlyby AChE in vivo than is methacholine. It is a carbamyl esterand is expected to have stability in aqueous solutions similarto that of carbachol.

上流・下流製品情報

上流原料

アンモニア塩化カルボニル

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補足説明 · 1 件

定義ChEBI: The chloride salt of bethanechol. A slowly hydrolysed muscarinic agonist with no nicotinic effects, it is used to increase smooth muscle tone, as in the gastrointestinal tract following abdominal surgery, treatment of gastro-oesophageal reflux disease, and as an alternative to catheterisation in the treatment of non-obstructive urinary retention.