Scroll

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

Stem definition	Drug id	CAS RN
local anaesthetics	323	94-09-7

Description:

Molecule	Description
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

Molecule

Description

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:

Date	Agency	Company	Orphan
None	FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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 term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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:

Source	Code	Description
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)

Disease	Relation	SNOMED_ID	DOID
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 level	Dissociation constant	Type (acidic/basic)
pKa1	2.5	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Sodium channel protein type 5 subunit alpha	Ion channel	Q14524	SCN5A_HUMAN	BLOCKER	ED50	3.49	SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 1 subunit alpha	Ion channel	P35498	SCN1A_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 2 subunit alpha	Ion channel	Q99250	SCN2A_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 3 subunit alpha	Ion channel	Q9NY46	SCN3A_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 4 subunit alpha	Ion channel	P35499	SCN4A_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 7 subunit alpha	Ion channel	Q01118	SCN7A_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 8 subunit alpha	Ion channel	Q9UQD0	SCN8A_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 9 subunit alpha	Ion channel	Q15858	SCN9A_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 10 subunit alpha	Ion channel	Q9Y5Y9	SCNAA_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE
Sodium channel protein type 11 subunit alpha	Ion channel	Q9UI33	SCNBA_HUMAN	BLOCKER			SCIENTIFIC LITERATURE	SCIENTIFIC LITERATURE

External reference:

ID	Source
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:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
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