benzocaine Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
local anaesthetics 323 94-09-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • benzocaine
  • norcaine
  • 4-Carbethoxyaniline
  • benzocaine hydrobromide
  • benzocaine hydrochloride
  • benzocaine HCl
  • benzocaine methanesulfonate
  • ethyl aminobenzoate
  • parathesin
  • americaine
  • benzocaine formate
A surface anesthetic that acts by preventing transmission of impulses along NERVE FIBERS and at NERVE ENDINGS.
  • Molecular weight: 165.19
  • Formula: C9H11NO2
  • CLOGP: 1.92
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 1
  • TPSA: 52.32
  • ALOGS: -1.76
  • ROTB: 3

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
None FDA

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
Methaemoglobinaemia 304.21 19.81 60 2971 2102 46680929
Completed suicide 92.46 19.81 76 2955 145844 46537187
Toxicity to various agents 84.44 19.81 85 2946 211681 46471350
Gastrointestinal toxicity 78.66 19.81 23 3008 4308 46678723
Pulmonary toxicity 72.53 19.81 22 3009 4671 46678360
Drug hypersensitivity 71.11 19.81 83 2948 243742 46439289
Drug abuse 69.43 19.81 46 2985 63362 46619669
Neoplasm malignant 46.53 19.81 25 3006 23474 46659557
Respiratory arrest 45.59 19.81 28 3003 33788 46649243
Cyanosis 43.28 19.81 21 3010 15950 46667081
C-reactive protein abnormal 43.15 19.81 23 3008 21247 46661784
Joint injury 42.46 19.81 22 3009 19187 46663844
Hepatotoxicity 42.35 19.81 24 3007 24985 46658046
Therapy non-responder 33.66 19.81 25 3006 41127 46641904
Cardiac arrest 31.73 19.81 34 2997 90365 46592666
Cardio-respiratory arrest 29.31 19.81 27 3004 59842 46623189
Intentional product misuse 28.57 19.81 24 3007 47104 46635927
Joint stiffness 28.01 19.81 19 3012 27089 46655942
Musculoskeletal pain 23.93 19.81 26 3005 70102 46612929
Postmortem blood drug level increased 20.80 19.81 5 3026 440 46682591

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 abuse 213.29 24.09 115 2508 81957 29867898
Methaemoglobinaemia 184.45 24.09 43 2580 2467 29947388
Intentional product misuse 150.40 24.09 69 2554 34598 29915257
Toxicity to various agents 116.75 24.09 107 2516 177076 29772779
Serotonin syndrome 69.32 24.09 33 2590 17858 29931997
Respiratory arrest 59.27 24.09 35 2588 29223 29920632
Completed suicide 57.34 24.09 56 2567 99436 29850419
Hangover 41.46 24.09 11 2612 1067 29948788
Mydriasis 35.50 24.09 15 2608 6128 29943727
Cardiac arrest 35.31 24.09 42 2581 92808 29857047
Intentional overdose 26.94 24.09 25 2598 41456 29908399
Overdose 25.43 24.09 34 2589 84303 29865552
Cardio-respiratory arrest 25.25 24.09 28 2595 57278 29892577
Blood methaemoglobin present 25.06 24.09 4 2619 28 29949827
Rebound effect 24.70 24.09 8 2615 1553 29948302

Pharmacologic Action:

SourceCodeDescription
ATC C05AD03 CARDIOVASCULAR SYSTEM
VASOPROTECTIVES
AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
Local anesthetics
ATC D04AB04 DERMATOLOGICALS
ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
Anesthetics for topical use
ATC N01BA05 NERVOUS SYSTEM
ANESTHETICS
ANESTHETICS, LOCAL
Esters of aminobenzoic acid
ATC R02AD01 RESPIRATORY SYSTEM
THROAT PREPARATIONS
THROAT PREPARATIONS
Anesthetics, local
FDA CS M0000728 Allergens
FDA PE N0000175629 Increased Histamine Release
MeSH PA D000777 Anesthetics
MeSH PA D000779 Anesthetics, Local
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018689 Sensory System Agents
FDA PE N0000184306 Cell-mediated Immunity
FDA EPC N0000185508 Standardized Chemical Allergen
CHEBI has role CHEBI:48425 topical anaesthetics
CHEBI has role CHEBI:50904 allergene
CHEBI has role CHEBI:59683 anti-itching drug
CHEBI has role CHEBI:139492 sensitizer

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Tinea pedis indication 6020002 DOID:12403
Cough indication 49727002
Tinea corporis indication 84849002
Sore throat symptom indication 267102003
Skin irritation indication 367466007
Local anesthesia indication 386761002
Itching of skin indication 418363000
Suppression of the Gag Reflex indication
Tinea Infections indication
Minor Skin Wound Pain indication
Mouth Irritation indication
Prevent Minor Bacterial Skin Infection indication
Hypocalcemia off-label use 5291005
Otalgia off-label use 16001004
Impacted cerumen off-label use 18070006
Osteoporosis off-label use 64859006 DOID:11476
Postmenopausal osteoporosis off-label use 102447009
Indigestion off-label use 162031009
Renal Osteodystrophy with Hyperphosphatemia off-label use
Gastritis contraindication 4556007 DOID:4029
Suicidal thoughts contraindication 6471006
Alcoholism contraindication 7200002
Hyperammonemia contraindication 9360008
Infectious gastroenteritis contraindication 12463005
Hepatic encephalopathy contraindication 13920009 DOID:13413
Constipation contraindication 14760008 DOID:2089
Hypocupremia contraindication 19577007
Herpes zoster auricularis contraindication 21954000 DOID:9210
Sarcoidosis contraindication 31541009 DOID:11335
Dehydration contraindication 34095006
Depressive disorder contraindication 35489007
Methemoglobinemia contraindication 38959009 DOID:10783
Gastrointestinal ulcer contraindication 40845000
Body fluid retention contraindication 43498006
Conduction disorder of the heart contraindication 44808001
Encephalitis contraindication 45170000 DOID:9588
Disorder of cardiovascular system contraindication 49601007 DOID:1287
Bleeding hemorrhoids contraindication 51551000
Vitamin K deficiency contraindication 52675005 DOID:11249
Nasal polyp contraindication 52756005
Hepatic failure contraindication 59927004
Perforation of tympanic membrane contraindication 60442001
Diarrhea contraindication 62315008
Blood coagulation disorder contraindication 64779008 DOID:1247
Poisoning by phenobarbital contraindication 64921004
Substance abuse contraindication 66214007
Hypercalcemia contraindication 66931009 DOID:12678
Hyperparathyroidism contraindication 66999008 DOID:13543
Incontinence of feces contraindication 72042002
Hepatic coma contraindication 72836002 DOID:12550
Diabetes mellitus contraindication 73211009 DOID:9351
Sleep apnea contraindication 73430006 DOID:0050847
Factor II deficiency contraindication 73975000
Appendicitis contraindication 74400008 DOID:8337
Gastrointestinal hemorrhage contraindication 74474003
Thrombotic thrombocytopenic purpura contraindication 78129009 DOID:10772
Decreased respiratory function contraindication 80954004
Herpes simplex contraindication 88594005 DOID:8566
Kidney disease contraindication 90708001 DOID:557
Thyrotoxicosis contraindication 90739004 DOID:7997
Hemophilia contraindication 90935002
Diaper rash contraindication 91487003
Disorder of skin contraindication 95320005 DOID:37
Disorder of mucous membrane contraindication 95351003
Kidney stone contraindication 95570007
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Deficiency of cytochrome-b>5< reductase contraindication 124184009
Open wound contraindication 125643001
Gastrointestinal obstruction contraindication 126765001
Seizure disorder contraindication 128613002
Tuberculosis of ear contraindication 186269001
Osteolysis contraindication 203522001
Gastroesophageal reflux disease contraindication 235595009 DOID:8534
Disease of liver contraindication 235856003 DOID:409
Disorder of electrolytes contraindication 237840007
Dyspnea contraindication 267036007
Anemia contraindication 271737000 DOID:2355
Eruption of skin contraindication 271807003 DOID:0050486
Pregnancy, function contraindication 289908002
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Viral ear infection contraindication 312137007
Fungal ear infection contraindication 312148000
Infective otitis media contraindication 312218008
Cardiovascular event risk contraindication 395112001
Breastfeeding (mother) contraindication 413712001
Denuded skin contraindication 418242004
Porphyria contraindication 418470004
Fever greater than 100.4 Fahrenheit contraindication 426000000

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.5 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 5 subunit alpha Ion channel BLOCKER ED50 3.49 SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 1 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 2 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 3 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 4 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 7 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 8 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 9 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 10 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Sodium channel protein type 11 subunit alpha Ion channel BLOCKER SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE

External reference:

IDSource
U3RSY48JW5 UNII
4018117 VUID
N0000146455 NUI
D00552 KEGG_DRUG
23239-88-5 SECONDARY_CAS_RN
4018117 VANDF
C0813697 UMLSCUI
CHEBI:116735 CHEBI
CHEMBL278172 ChEMBL_ID
2337 PUBCHEM_CID
DB01086 DRUGBANK_ID
D001566 MESH_DESCRIPTOR_UI
3953 INN_ID
1049105 RXNORM
199 MMSL
359 MMSL
4256 MMSL
001366 NDDF
387357002 SNOMEDCT_US
65020006 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
good sense vagicaineanti itch HUMAN OTC DRUG LABEL 2 0113-0142 CREAM 20 g TOPICAL OTC monograph not final 13 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0220 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic Gel HUMAN OTC DRUG LABEL 1 0283-0293 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic Gel HUMAN OTC DRUG LABEL 1 0283-0293 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic Gel HUMAN OTC DRUG LABEL 1 0283-0293 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0520 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic Liquid HUMAN OTC DRUG LABEL 1 0283-0569 LIQUID 200 mg DENTAL OTC monograph not final 12 sections
HurriCaine HUMAN OTC DRUG LABEL 1 0283-0610 SPRAY 200 mg DENTAL OTC monograph not final 12 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0679 SPRAY 200 mg ORAL OTC monograph not final 11 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0871 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0871 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0871 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic Gel HUMAN OTC DRUG LABEL 1 0283-0886 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic Gel HUMAN OTC DRUG LABEL 1 0283-0886 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0914 SPRAY 200 mg ORAL OTC monograph not final 11 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0920 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0998 GEL 200 mg DENTAL OTC monograph not final 13 sections
HurriCaineTopical Anesthetic HUMAN OTC DRUG LABEL 1 0283-0998 GEL 200 mg DENTAL OTC monograph not final 13 sections
HurriCaineTopical Anesthetic HUMAN OTC DRUG LABEL 1 0283-1016 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic HUMAN OTC DRUG LABEL 1 0283-1016 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic Liquid HUMAN OTC DRUG LABEL 1 0283-1116 LIQUID 200 mg DENTAL OTC monograph not final 12 sections
HurriCaine Topical Anesthetic HUMAN OTC DRUG LABEL 1 0283-1820 GEL 200 mg ORAL OTC monograph not final 12 sections
HurriCaineTopical Anesthetic Liquid HUMAN OTC DRUG LABEL 1 0283-1886 LIQUID 200 mg DENTAL OTC monograph not final 12 sections
4x Medicated Toothache and Gum Cream HUMAN OTC DRUG LABEL 4 0363-0607 CREAM 20 g ORAL OTC monograph not final 10 sections
Anti-Itch Regular Strength HUMAN OTC DRUG LABEL 2 0363-0621 CREAM 5 g TOPICAL OTC monograph final 11 sections
Well at Walgreens Anti-Itch Maximum Strength HUMAN OTC DRUG LABEL 2 0363-0674 CREAM 20 g TOPICAL OTC monograph final 11 sections
Cherry Sore Throat Lozenge HUMAN OTC DRUG LABEL 2 0363-1079 LOZENGE 15 mg ORAL OTC monograph not final 14 sections
Mixed Berry Sore Throat and Cough Lozenge HUMAN OTC DRUG LABEL 2 0363-1080 LOZENGE 7.50 mg ORAL OTC monograph not final 15 sections
Bite and Sting ReliefWell at Walgreens HUMAN OTC DRUG LABEL 1 0363-3190 SPRAY 5 g TOPICAL OTC monograph not final 10 sections
Walgreens Cold Sore Treatment HUMAN OTC DRUG LABEL 1 0363-3191 OINTMENT 5 mg TOPICAL OTC monograph not final 8 sections