기본 정보
- CAS
5370-01-4- 표준 SMILES
Cc1cccc(C)c1OCC(C)N.Cl- InChIKey
NFEIBWMZVIVJLQ-UHFFFAOYSA-N- 분자식
- C11H18ClNO
- 평균 분자량
- 215.72 g/mol
- 단동위원소 질량
- 215.1076919
개요
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.
이름 및 식별자
- 우선 이름
- Mexiletine Hydrochloride
- IUPAC
- 1-(2,6-dimethylphenoxy)propan-2-amine;hydrochloride
- 영어명
- Mexiletine hydrochloride
- 분자식
- C11H18ClNO
- 분자량
- 215.72
이름 및 동의어
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
이름 더 보기
mexitilMexiliteneToyOlzoronRitalmexKo 1173ClCirumimeruN-(3-Cyano-4
1-Methyl-2-(2,6-xylyloxy)ethylamine hydrochlorideKO-1173-ClKO-1173 CLKO1173606D60IS381-(2,6-Dimethylphenoxy)-2-aminopropane hydrochlorideCHEBI:6917DTXCID0025783
데이터베이스 식별자
- CAS
5370-01-4- PubChem CID
- 21467
- DTXSID
DTXSID2045783- ChEMBL
CHEMBL1200606- UNII
- 606D60IS38
- EC Number
- 226-362-1
물성
구조 계산 물성
- 극성 표면적
- 35.3 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 14
- 형식 전하
- 0
- 복잡도
- 139
실험 및 물리화학적 성질
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]
물리화학적 성질
- 녹는점
- 200 · 200-203°C
- 밀도
- 1.12 g/cm3 · 1.12 g/cm3
- 저장 조건
- 2 · 2-8°C
- 용해도
- 50 mg/mL · 에탄올: 50mg/mL
- 산도 계수 (pKa)
- 9 · 9.0(at 25℃)
- 물리적 상태
- 가루
- 색상
- 하얀색
- Merck
- 14 · 14,6169
- 안정성
- 흡습성
- 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
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
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.
유해성 정보
Hazard Classes and CategoriesAcute Tox. 4 (100%)
독성 정보
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
안전 데이터
- wgk
- 3
- rtecs
- KR9300000
- 독성
- 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 번호
- 2922190900
- risk_code
- 20/21/22-36/37/38-22
- hazard_code
- Xn
- safety_code
- 36-26
- 기존화학 물질
- KE-11772
- Hazard Classifications
- Acute Tox. 4 Oral
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
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.
응용 분야
개요Mexiletine 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.
용도Mexiletine 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
일반 설명Mexiletine 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.
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