cinchocaine indications/contra

Stem definitionDrug idCAS RN
local anaesthetics 859 85-79-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • cinchocaine
  • dermacaine
  • dibucaine
  • nupercaine
  • percamine
  • dibucaine hydrochloride
  • dibucaine HCl
A local anesthetic of the amide type now generally used for surface anesthesia. It is one of the most potent and toxic of the long-acting local anesthetics and its parenteral use is restricted to spinal anesthesia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1006)
  • Molecular weight: 343.47
  • Formula: C20H29N3O2
  • CLOGP: 5.35
  • LIPINSKI: 1
  • HAC: 5
  • HDO: 1
  • TPSA: 54.46
  • ALOGS: -3.95
  • ROTB: 10

Drug dosage:

None

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System

None

Pharmacologic Action:

scroll-->
SourceCodeDescription
ATC C05AD04 CARDIOVASCULAR SYSTEM
VASOPROTECTIVES
AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
Local anesthetics
ATC D04AB02 DERMATOLOGICALS
ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
Anesthetics for topical use
ATC N01BB06 NERVOUS SYSTEM
ANESTHETICS
ANESTHETICS, LOCAL
Amides
ATC S01HA06 SENSORY ORGANS
OPHTHALMOLOGICALS
LOCAL ANESTHETICS
Local anesthetics
ATC S02DA04 SENSORY ORGANS
OTOLOGICALS
OTHER OTOLOGICALS
Analgesics and anesthetics
MeSH PA D000777 Anesthetics
MeSH PA D000779 Anesthetics, Local
CHEBI has role CHEBI:48425 topical anaesthetic
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 EPC N0000185508 Standardized Chemical Allergen
FDA PE N0000175629 Increased Histamine Release
FDA PE N0000184306 Cell-mediated Immunity
FDA Chemical/Ingredient N0000171131 Allergens

Drug Use (View source of the data)

scroll-->
DiseaseRelationSNOMED_IDDOID
Skin irritation indication 367466007
Itching of skin indication 418363000
Minor Skin Wound Pain indication
Conduction disorder of the heart contraindication 44808001
Disorder of cardiovascular system contraindication 49601007 DOID:1287
Bleeding hemorrhoids contraindication 51551000
Decreased respiratory function contraindication 80954004
Kidney disease contraindication 90708001 DOID:2527
Myasthenia gravis contraindication 91637004 DOID:437
Disorder of mucous membrane contraindication 95351003
Open wound contraindication 125643001
Seizure disorder contraindication 128613002 DOID:1826
Disease of liver contraindication 235856003 DOID:409
Deficiency of cholinesterase contraindication 360607009
Denuded skin contraindication 418242004

Acid dissociation constants calculated using MoKa v3.0.0

scroll-->
Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.24 acidic
pKa2 9.02 Basic
pKa3 3.84 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

scroll-->
TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sodium channel protein type 10 subunit alpha Ion channel BLOCKER DRUGBANK CHEMBL
Sodium channel protein type 5 subunit alpha Ion channel BLOCKER DRUGBANK CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III) Ion channel IC50 5.85 CHEMBL

External reference:

scroll-->
IDSource
DB00527 DRUGBANK_ID
4018897 VUID
N0000147191 NUI
C0012050 UMLSCUI
7159 IUPHAR_LIGAND_ID
D00733 KEGG_DRUG
5847 MMSL
3339 RXNORM
349831001 SNOMEDCT_US
395953008 SNOMEDCT_US
4577 MMSL
4018897 VANDF
N0000006372 NDFRT
N0000147191 NDFRT
001371 NDDF
CHEMBL1086 ChEMBL_ID
3025 PUBCHEM_CID
CHEMBL1200612 ChEMBL_ID
D003992 MESH_DESCRIPTOR_UI
L6JW2TJG99 UNII
108 INN_ID
61-12-1 SECONDARY_CAS_RN
CHEBI:247956 CHEBI

Pharmaceutical products:

scroll-->
ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
DIBUCAINE HUMAN OTC DRUG LABEL 1 0168-0046 OINTMENT 1 g TOPICAL OTC monograph final 9 sections
Precaine HUMAN PRESCRIPTION DRUG LABEL 2 10866-0062 GEL 8 mg BUCCAL Export only 6 sections
dibucaine HUMAN OTC DRUG LABEL 1 45802-050 OINTMENT 1 g TOPICAL OTC monograph final 9 sections
Dibucaine HUMAN OTC DRUG LABEL 1 54162-011 OINTMENT 0.28 g TOPICAL OTC monograph final 8 sections
Nupercainal HUMAN OTC DRUG LABEL 1 55741-402 OINTMENT 1 g TOPICAL OTC monograph final 10 sections
DIBUCAINE HUMAN OTC DRUG LABEL 1 59779-398 CREAM 10 mg TOPICAL OTC monograph final 7 sections
CVS Hemorrhoidal Topical Analgesic HUMAN OTC DRUG LABEL 1 59779-997 OINTMENT 10 mg TOPICAL OTC monograph final 12 sections