mexiletine ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
1794 31828-71-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • mexiletine
  • dl-mexiletine
  • (+/-)-Mexiletine
  • (RS)-Mexiletine
  • mexiletine hydrochloride
  • mexiletin hydrochloride
  • mexiletine HCl
  • mexiletin HCl
Antiarrhythmic agent pharmacologically similar to LIDOCAINE. It may have some anticonvulsant properties.
  • Molecular weight: 179.26
  • Formula: C11H17NO
  • CLOGP: 2.57
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 35.25
  • ALOGS: -2.52
  • ROTB: 3

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.80 g O
0.80 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 9.50 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 95.63 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 87 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 5.90 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 8.30 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.36 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 9.90 hours Lombardo F, Berellini G, Obach RS

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2A,ACVR2B,AKT1,AKT2,AKT3,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK4,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,IKBKB,ITK,JAK2,JAK3,MAP2K6,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPKAPK2,MET,NTRK2,PDK2,PDK4,PDPK1,PIK3CB,PIM2,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,ZAP70 46
kinase-selectivity-class AXL,BRAF,CSF1R,DDR1,EPHB4,ERBB2,GRK2,LYN,MAPK7,PDK4,PRKCD,SIK2,SIK3,STK33 14
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 0.472 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
rat-kpuu-brain Rat brain Kpuu 0.387 % High 1

Approvals:

DateAgencyCompanyOrphan
Dec. 30, 1985 FDA
Dec. 18, 2018 EMA Lupin Europe GmbH

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Body tinea 258.98 37.83 45 2192 2103 90624107
Inhibitory drug interaction 235.22 37.83 44 2193 3119 90623091
Infection susceptibility increased 231.88 37.83 45 2192 3881 90622329
Poor quality sleep 212.17 37.83 59 2178 24634 90601576
Glucose tolerance impaired 200.03 37.83 45 2192 7940 90618270
Impaired quality of life 183.75 37.83 52 2185 23092 90603118
Impaired work ability 183.64 37.83 50 2187 19276 90606934
Purpura 172.50 37.83 45 2192 14733 90611477
Bone density decreased 165.35 37.83 45 2192 17300 90608910
Hyperlipidaemia 152.95 37.83 45 2192 22871 90603339
Oral herpes 136.09 37.83 45 2192 33479 90592731
Skin disorder 132.09 37.83 45 2192 36661 90589549
Cataract 112.42 37.83 48 2189 72044 90554166
Cellulitis 101.52 37.83 48 2189 91289 90534921
Herpes zoster 99.90 37.83 48 2189 94596 90531614
Weight increased 97.37 37.83 81 2156 417846 90208364
Immune thrombocytopenia 96.94 37.83 28 2209 13298 90612912
Drug ineffective 84.17 37.83 133 2104 1384165 89242045
Therapy non-responder 60.11 37.83 39 2198 136665 90489545
Contusion 56.83 37.83 48 2189 251168 90375042
Ventricular tachycardia 50.50 37.83 20 2217 24688 90601522
Insomnia 47.02 37.83 49 2188 333425 90292785
Electrocardiogram QT prolonged 40.22 37.83 24 2213 72432 90553778

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug ineffective 125.60 22.67 162 2190 630035 41988948
Ventricular tachycardia 95.60 22.67 42 2310 30118 42588865
Tracheitis 57.60 22.67 13 2339 1026 42617957
Muscular dystrophy 54.32 22.67 9 2343 135 42618848
Hyperthyroidism 52.04 22.67 22 2330 14319 42604664
Hypertonia 33.57 22.67 12 2340 4989 42613994
Treatment failure 32.08 22.67 27 2325 62597 42556386
Cardiac failure acute 30.69 22.67 15 2337 13618 42605365
Cytomegalovirus infection reactivation 30.37 22.67 14 2338 11164 42607819
Neurogenic bladder 29.65 22.67 9 2343 2251 42616732
Clonus 25.73 22.67 9 2343 3511 42615472

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Body tinea 233.53 26.42 44 4179 2071 110583005
Infection susceptibility increased 201.40 26.42 44 4179 4354 110580722
Drug ineffective 199.04 26.42 264 3959 1520276 109064800
Inhibitory drug interaction 190.80 26.42 43 4180 4904 110580172
Poor quality sleep 170.93 26.42 57 4166 28020 110557056
Glucose tolerance impaired 166.19 26.42 44 4179 9793 110575283
Bone density decreased 144.90 26.42 44 4179 15998 110569078
Impaired quality of life 140.21 26.42 50 4173 29967 110555109
Impaired work ability 138.67 26.42 48 4175 26371 110558705
Purpura 126.79 26.42 44 4179 24344 110560732
Ventricular tachycardia 125.36 26.42 53 4170 49956 110535120
Hyperlipidaemia 110.27 26.42 44 4179 35804 110549272
Oral herpes 110.00 26.42 44 4179 36036 110549040
Skin disorder 102.63 26.42 44 4179 42869 110542207
Cataract 90.58 26.42 49 4174 79436 110505640
Herpes zoster 76.48 26.42 49 4174 108330 110476746
Immune thrombocytopenia 70.51 26.42 28 4195 22466 110562610
Weight increased 70.07 26.42 83 4140 419561 110165515
Cellulitis 69.76 26.42 49 4174 125967 110459109
Therapy non-responder 60.07 26.42 49 4174 157258 110427818
Tracheitis 55.82 26.42 13 4210 1708 110583368
Muscular dystrophy 52.73 26.42 9 4214 239 110584837
Contusion 48.86 26.42 52 4171 233309 110351767
Hyperthyroidism 44.73 26.42 22 4201 29239 110555837
Electrocardiogram QT prolonged 41.69 26.42 34 4189 108926 110476150
Drug ineffective for unapproved indication 39.15 26.42 32 4191 102806 110482270
Insomnia 32.39 26.42 53 4170 360537 110224539
Myotonia 32.04 26.42 6 4217 272 110584804
Hypertonia 31.79 26.42 12 4211 8394 110576682
Cytomegalovirus infection reactivation 31.69 26.42 15 4208 18318 110566758
Cardiac failure acute 27.82 26.42 15 4208 24063 110561013

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC C01BB02 CARDIOVASCULAR SYSTEM
CARDIAC THERAPY
ANTIARRHYTHMICS, CLASS I AND III
Antiarrhythmics, class Ib
FDA EPC N0000175426 Antiarrhythmic
MeSH PA D000889 Anti-Arrhythmia Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D026941 Sodium Channel Blockers
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D061567 Voltage-Gated Sodium Channel Blockers
CHEBI has role CHEBI:35480 analgesic
CHEBI has role CHEBI:35554 cardiovascular drug
CHEBI has role CHEBI:38070 anti-arrhythmia drug
CHEBI has role CHEBI:53784 antispasmodic drug

Related Drugs by ATC class:

C01BB Antiarrhythmics, class Ib 3 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Ventricular arrhythmia indication 44103008
Myotonic disorder indication 193237003 DOID:450
Myocardial infarction contraindication 22298006 DOID:5844
Complete atrioventricular block contraindication 27885002
Sick sinus syndrome contraindication 36083008 DOID:13884
Low blood pressure contraindication 45007003
Chronic heart failure contraindication 48447003
Epilepsy contraindication 84757009 DOID:1826
Cardiogenic shock contraindication 89138009
Liver function tests abnormal contraindication 166603001
Second degree atrioventricular block contraindication 195042002
Disease of liver contraindication 235856003 DOID:409
Smokes tobacco daily contraindication 449868002




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.01 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sodium channel protein type 2 subunit alpha Ion channel BLOCKER IC50 5.54 CHEMBL CHEMBL
Sodium channel protein type 4 subunit alpha Ion channel BLOCKER IC50 4.38 WOMBAT-PK CHEMBL
Sodium channel protein type 9 subunit alpha Ion channel BLOCKER Ki 4.89 CHEMBL CHEMBL
Sodium channel protein type 10 subunit alpha Ion channel BLOCKER IC50 4.25 CHEMBL CHEMBL
Sodium channel protein type 5 subunit alpha Ion channel BLOCKER IC50 4.53 WOMBAT-PK CHEMBL
Sodium channel subunit beta-4 Ion channel WOMBAT-PK
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 5 CHEMBL
5-hydroxytryptamine receptor 2B GPCR Ki 6.14 DRUG MATRIX
Sodium channel protein type 1 subunit alpha Ion channel IC50 4.96 CHEMBL
Potassium channel subfamily K member 3 Ion channel IC50 4.01 CHEMBL
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Ion channel IC50 3.51 WOMBAT-PK
Solute carrier family 22 member 2 Transporter IC50 4.26 WOMBAT-PK
Potassium channel subfamily K member 2 Ion channel IC50 5.39 CHEMBL
Glucosylceramidase Enzyme Kd 4.43 CHEMBL
Sodium channel subunit beta-1 Ion channel WOMBAT-PK
Sodium channel subunit beta-2 Ion channel WOMBAT-PK
Sodium channel subunit beta-3 Ion channel WOMBAT-PK
Sodium channel protein type X alpha subunit Ion channel IC50 4.51 CHEMBL
Sodium channel protein type 9 subunit alpha Ion channel IC50 4.96 CHEMBL
Sodium channel protein type 1 subunit alpha Ion channel IC50 4.68 CHEMBL

External reference:

IDSource
4019837 VUID
N0000147925 NUI
D00639 KEGG_DRUG
5370-01-4 SECONDARY_CAS_RN
4019066 VANDF
4019837 VANDF
C0025887 UMLSCUI
CHEBI:6916 CHEBI
CHEMBL558 ChEMBL_ID
DB00379 DRUGBANK_ID
CHEMBL1200606 ChEMBL_ID
D008801 MESH_DESCRIPTOR_UI
4178 PUBCHEM_CID
3262 INN_ID
2629 IUPHAR_LIGAND_ID
1U511HHV4Z UNII
142138 RXNORM
1108 MMSL
5109 MMSL
d00300 MMSL
000630 NDDF
004485 NDDF
108500007 SNOMEDCT_US
372909002 SNOMEDCT_US
96298001 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0093-8739 CAPSULE 150 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0093-8740 CAPSULE 200 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0093-8741 CAPSULE 250 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-730 CAPSULE 150 mg ORAL ANDA 22 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-731 CAPSULE 200 mg ORAL ANDA 22 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-732 CAPSULE 250 mg ORAL ANDA 22 sections
Mexiletine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 31722-036 CAPSULE 150 mg ORAL ANDA 17 sections
Mexiletine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 31722-037 CAPSULE 200 mg ORAL ANDA 17 sections
Mexiletine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 31722-038 CAPSULE 250 mg ORAL ANDA 17 sections
Mexiletine Hydrochloride Human Prescription Drug Label 1 33342-555 CAPSULE 150 mg ORAL ANDA 17 sections
Mexiletine Hydrochloride Human Prescription Drug Label 1 33342-556 CAPSULE 200 mg ORAL ANDA 17 sections
Mexiletine Hydrochloride Human Prescription Drug Label 1 33342-557 CAPSULE 250 mg ORAL ANDA 17 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 42291-624 CAPSULE 150 mg ORAL ANDA 19 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 42291-625 CAPSULE 200 mg ORAL ANDA 19 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 42291-626 CAPSULE 250 mg ORAL ANDA 19 sections
MEXILETINE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 50742-239 CAPSULE 150 mg ORAL ANDA 17 sections
MEXILETINE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 50742-240 CAPSULE 200 mg ORAL ANDA 17 sections
MEXILETINE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 50742-241 CAPSULE 250 mg ORAL ANDA 17 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 51407-379 CAPSULE 150 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 51407-380 CAPSULE 200 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 51407-381 CAPSULE 250 mg ORAL ANDA 20 sections
Mexiletine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 60687-778 CAPSULE 150 mg ORAL ANDA 21 sections
MEXILETINE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 62135-785 CAPSULE 250 mg ORAL ANDA 12 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 62559-820 CAPSULE 150 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 62559-820 CAPSULE 150 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 62559-821 CAPSULE 200 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 62559-821 CAPSULE 200 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 62559-822 CAPSULE 250 mg ORAL ANDA 20 sections
Mexiletine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 62559-822 CAPSULE 250 mg ORAL ANDA 20 sections
MEXILETINE HYDROCHLORIDE Human Prescription Drug Label 1 62756-955 CAPSULE 150 mg ORAL ANDA 11 sections