基本情報
- CAS
5370-01-4- 標準SMILES
Cc1cccc(C)c1OCC(C)N.Cl- InChIKey
NFEIBWMZVIVJLQ-UHFFFAOYSA-N- 分子式
- C11H18ClNO
- 平均分子量
- 215.72 g/mol
- 単同位体質量
- 215.1076919
概要
Mexiletine Hydrochloride is the hydrochloride salt form of mexiletine, a local anesthetic and antiarrhythmic (Class IB) agent structurally related to lidocaine. Mexiletine exerts its antiarrhythmic effect by inhibiting the inward sodium current in cardiac cells, thereby reducing the rate of rise of the cardiac action potential (phase 0) and decreases automaticity in the Purkinje fibers. This slows nerve impulses in the heart and stabilizes the heartbeat. Mexiletine's anesthetic activity is due to its ability to block sodium influx in peripheral nerves, thereby reducing the rate and intensity of pain impulses reaching the central nervous system.
名称と識別子
- 優先名称
- Mexiletine Hydrochloride
- IUPAC
- 1-(2,6-dimethylphenoxy)propan-2-amine;hydrochloride
- 現地名
- メキシレチン塩酸塩
- 英語名
- Mexiletine hydrochloride
- 分子式
- C11H18ClNO
- 分子量
- 215.72
名称と別名
Mexiletine hydrochloride5370-01-4Mexiletine HCLKaten1-(2,6-Dimethylphenoxy)-2-propanamine hydrochlorideKo 1173 Cl1-Methyl-2-(2,6-xylyloxy)ethylammonium chlorideNSC-758639DTXSID2045783Mexitil p.l.KO 1173KO-1173
名称をさらに表示
メキシバールrac-(R*)-1-メチル-2-(2,6-キシリルオキシ)エチルアミン/塩酸,(1:1)ポエルテンモバレーンメレート1-(2,6-ジメチルフェノキシ)-2-プロパンアミン·塩酸塩メキシチール(±)-メキシレチン塩酸塩オルゾロンメトレキシンメキシチルrac-(R*)-1-(2,6-ジメチルフェノキシ)-2-プロパンアミン·塩酸塩メキシレチン·塩酸塩メルデストトイメキラチンチルミメールメキシレチン塩酸塩メキトライド塩酸メキシレチンmexitilMexiliteneToyOlzoronRitalmexKo 1173ClCirumimeruN-(3-Cyano-4
1-Methyl-2-(2,6-xylyloxy)ethylamine hydrochlorideKO-1173-ClKO-1173 CLKO1173606D60IS381-(2,6-Dimethylphenoxy)-2-aminopropane hydrochlorideCHEBI:6917DTXCID0025783
データベース識別子
- CAS
5370-01-4- PubChem CID
- 21467
- DTXSID
DTXSID2045783- ChEMBL
CHEMBL1200606- UNII
- 606D60IS38
- EC Number
- 226-362-1
物性
構造計算による物性
- 極性表面積
- 35.3 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 2
- 回転可能結合数
- 3
- 重原子数
- 14
- 形式電荷
- 0
- 複雑度
- 139
実験および物理化学的性質
Solubility>32.4 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs
FDA approved drugs -> Active ingredient
EMA approved medicines: Human medicine (Orphan designations)
FDA approved drugs -> Active ingredient
Collision Cross Section145.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 200 · 200-203°C
- 比重(密度)
- 1.12 g/cm3 · 1.12 g/cm3
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 50 mg/mL · エタノール: 50 mg/mL
- 酸解離定数(Pka)
- 9 · 9.0(at 25℃)
- 外見
- 粉
- 色
- 白い
- Merck
- 14 · 14,6169
- 安定性
- 吸湿性
- InChI
- InChI=1S/C11H17NO.ClH/c1-8-5-4-6-9(2)11(8)13-7-10(3)12;/h4-6,10H,7,12H2,1-3H3;1H
- InChIKey
- NFEIBWMZVIVJLQ-UHFFFAOYSA-N
- SMILES
- C1(OCC(N)C)=C(C)C=CC=C1C.Cl
- CAS データベース
- 5370 · 5370-01-4(CAS DataBase Reference)
化学的性質
化学的特性White to Off-White Solid
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
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 51 reports by companies from 6 notifications to the ECHA C&L Inventory.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (100%)
毒性情報
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Mexiletine hydrochloride
vMost-DILI-concern
3
Box warning
DOI:10.1016/j.drudis.2016.02.015
安全データ
- wgk
- 3
- rtecs
- KR9300000
- 毒性
- LD50 in male, female rats, mice, rabbits (mg/kg): 350, 400, 310, 400, 180, 160 orally; in male, female rats, mice (mg/kg): 27, 30, 43, 50 i.v. (Kast)
- hs_code
- 2922190900
- risk_code
- 20/21/22-36/37/38-22
- hazard_code
- Xn
- safety_code
- 36-26
- Hazard Classifications
- Acute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
FDA Pharmacological Classification
MEXILETINE HYDROCHLORIDE
Antiarrhythmic [EPC]
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS.
応用分野
用途ナトリウムチャネルを遮断し、 活動電位の持続時間を延長する作用を示しま す。
用途ナトリウムチャネルを遮断し、 活動電位の持続時間を延長する作用を示しま す。
説明Mexiletine is a voltage-gated sodium channel blocker and class Ib antiarrhythmic agent that preferentially binds to open/inactive channels. It inhibits aconitine-induced dysrhythmias in mice with ED50 values of 57 and 107 mg/kg for intraperitoneal and oral administration, respectively. Mexiletine decreases or inhibits conduction across the Purkinje fiber-muscle junction, shortens action potential duration, and decreases the refractory period when used at concentrations less than 5 μg/ml in isolated canine Purkinje fiber and ventricular muscle preparations.
使用Mexiletine hydrochloride has been used as a sodium channel blocker: expressed in chinese hamster ovary cellsin human embryonic kidney (HEK) cells for whole cell patch-clamp studieselectrophysiology studies in HEK cells expressing Nav1.7 protein
一般的な説明Mexiletine hydrochloride,1-methyl-2-(2,6-xylyloxy)ethylamine hydrochloride (Mexitil)(pKa 8.4), is a class IB antiarrhythmic agent that is effectivewhen given either intravenously or orally. It resembles lidocainein possessing a xylyl moiety but otherwise is differentchemically. Mexiletine hydrochloride is an ether and is notsubject to the hydrolysis common to the amides lidocaineand tocainide. Its mean half-life on oral administration isapproximately 10 hours.Although not subject to hydrolysis, mexiletine hydrochlorideis metabolized by oxidative and reductiveprocesses in the liver. Its metabolites, p-hydroxymexiletineand hydroxymethylmexiletine, are not pharmacologicallyactive as antiarrhythmic agents.
上流・下流製品情報
上流原料
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補足説明
定義ChEBI: A hydrochloride composed of equimolar amounts of mexiletine and hydrogen chloride.
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