Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1200606

MEXILETINE HYDROCHLORIDE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
Cc1cccc(C)c1OCC(C)N.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1200606
Name MEXILETINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key NFEIBWMZVIVJLQ-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL558
Active Moiety CHEMBL558

Known Names

Katen KO 1173 CL KO-1173 KO-1173 CL KO-1173-CL Mexiletine hcl Mexiletine hydrochloride Mexitil Mexitil p.l. Namuscla NSC-758639
9
Targets
12
Activities
2
Assay Types
4
PK Parameters
20
Publications
11
Known Names
3
Indications
1
Mechanisms

Molecular Properties

179.3
MW (Da)
2.03
ALogP
2
HBA
1
HBD
35.2
PSA (Ų)
0.77
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1985
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Black Box Warning
USAN Year 1986

Extended Properties

Molecular Formula C11H18ClNO
MW 215.72
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness -0.42

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sodium channel alpha subunit blocker BLOCKER Sodium channel alpha subunit ✓ ✓

Indications

Arrhythmias, Cardiac Myotonic Disorders Peripheral Nervous System Diseases

Drug Warnings

Black Box Warning
cardiotoxicity
Country: United States
Black Box Warning
hepatotoxicity
Country: United States
Black Box Warning
dermatological toxicity
Country: United States

Activity Summary

IC50 9 meas. best 5.2
EC50 3 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Right atrium
CHEMBL2367363
 EC50 7.85 7.85 14.0 1
Left atrium
CHEMBL2367407
 EC50 7.35 6.145 45.0 2
Plasmodium falciparum
CHEMBL364
 IC50 5.2 5.0 6309.6 3
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 5.11 5.11 7800.0 1
Ileum
CHEMBL613680
 IC50 5.07 5.07 8500.0 1
Sodium channel protein type 1 subunit alpha
CHEMBL1845
 IC50 4.96 4.96 11000.0 1
Sodium channel protein type 9 subunit alpha
CHEMBL3414411
 IC50 4.96 4.96 11000.0 1
Sodium channel protein type 9 subunit alpha
CHEMBL4296
 IC50 4.85 4.85 14000.0 1
Sodium channel protein type 1 subunit alpha
CHEMBL4523103
 IC50 4.68 4.68 21000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC - - Mus musculus
Cmax - - Mus musculus
Fu - - Mus musculus
Tmax - - Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Right atrium EC50 = 14.0 nM 7.85 Negative chronotropic activity in guinea pig spontaneously beating right atrium ... 27267000
Left atrium EC50 = 45.0 nM 7.35 Negative inotropic activity in guinea pig left atrium assessed as decrease in 1 ... 27267000
Plasmodium falciparum IC50 = 6309.57 nM 5.2 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Sodium channel protein type 5 subunit alpha IC50 = 7800.0 nM 5.11 Inhibition of human NaV1.5 by IonWorks quattro automated electrophysiology assay 26358159
Ileum IC50 = 8500.0 nM 5.07 Inhibition of calcium-induced contraction in K+-depolarized guinea pig longitudi... 27267000
Sodium channel protein type 1 subunit alpha IC50 = 11000.0 nM 4.96 Inhibition of human NaV1.1 by IonWorks quattro automated electrophysiology assay 26358159
Sodium channel protein type 9 subunit alpha IC50 = 11000.0 nM 4.96 Inhibition of mouse NaV1.7 by IonWorks quattro automated electrophysiology assay 26358159
Left atrium EC50 = 11600.0 nM 4.94 Antiarrhythmic activity in 50 Hz sinusoidal alternating current-induced guinea p... 27267000
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Sodium channel protein type 9 subunit alpha IC50 = 14000.0 nM 4.85 Inhibition of human NaV1.7 by IonWorks quattro automated electrophysiology assay 26358159
Sodium channel protein type 1 subunit alpha IC50 = 21000.0 nM 4.68 Inhibition of mouse NaV1.1 by IonWorks quattro automated electrophysiology assay 26358159

Literature References

PubMed DOI Target Context # Activities
26358159 10.1016/j.bmcl.2015.09.005 Mus musculus 5
27267000 10.1016/j.ejmech.2016.05.046 Left atrium 4
27267000 10.1016/j.ejmech.2016.05.046 ADMET 4
19734910 10.1038/nchembio.215 Plasmodium falciparum 3
26358159 10.1016/j.bmcl.2015.09.005 Sodium channel protein type 1 subunit alpha 2
26358159 10.1016/j.bmcl.2015.09.005 Sodium channel protein type 9 subunit alpha 2
27267000 10.1016/j.ejmech.2016.05.046 Right atrium 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
27267000 10.1016/j.ejmech.2016.05.046 Ileum 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
17417631 10.1038/nchembio873 Unchecked 1
- 10.6019/CHEMBL4513141 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
20843939 10.1124/dmd.110.035113 Hepatotoxicity 1
26358159 10.1016/j.bmcl.2015.09.005 Plasma 1

Data from ChEMBL 36 via Core Engine