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

Stem definitionDrug idCAS RN
tricyclic compounds 2166 92-13-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • salagen
  • pilocarpine nitrate
  • pilocarpine
  • ocucarpine
  • pilocarpol
  • pilokarpin
  • syncarpine
  • (+)-Pilocarpine
  • pilocarpine hydrochloride
  • pilocarpine HCl
A slowly hydrolyzed muscarinic agonist with no nicotinic effects. Pilocarpine is used as a miotic and in the treatment of glaucoma.
  • Molecular weight: 208.26
  • Formula: C11H16N2O2
  • CLOGP: -0.20
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 44.12
  • ALOGS: -2
  • ROTB: 3

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
15 mg O
10 mg P
0.40 ml None
40 mg ointment

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
July 29, 1974 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
Limb injury 70.28 50.00 13 140 2497 2355435
Wound 69.20 50.00 13 140 2715 2355217
Intraocular pressure increased 63.15 50.00 11 142 1498 2356434
Asthma 60.83 50.00 15 138 11299 2346633
Transient ischaemic attack 59.03 50.00 13 140 5965 2351967
Haemorrhage 56.11 50.00 14 139 11025 2346907

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
Intraocular pressure increased 121.27 94.28 18 60 1163 1745540

Pharmacologic Action:

SourceCodeDescription
ATC N07AX01 NERVOUS SYSTEM
OTHER NERVOUS SYSTEM DRUGS
PARASYMPATHOMIMETICS
Other parasympathomimetics
ATC S01EB01 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Parasympathomimetics
ATC S01EB51 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Parasympathomimetics
FDA MoA N0000000104 Cholinergic Muscarinic Agonists
FDA EPC N0000175884 Cholinergic Receptor Agonist
CHEBI has role CHEBI:39456 antiglaucoma drug
MeSH PA D018678 Cholinergic Agents
MeSH PA D018679 Cholinergic Agonists
MeSH PA D008916 Miotics
MeSH PA D018721 Muscarinic Agonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018373 Peripheral Nervous System Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Ocular hypertension indication 4210003 DOID:9282
Open-angle glaucoma indication 84494001 DOID:1067
Aptyalism indication 87715008
Xerostomia Secondary to Sjogren's Syndrome indication
Primary Closed Angle Glaucoma indication
Xerostomia Secondary to Radiation Therapy indication
Bronchospasm contraindication 4386001
Keratitis contraindication 5888003 DOID:4677
Chronic obstructive lung disease contraindication 13645005 DOID:3083
Retinal detachment contraindication 42059000 DOID:5327
Hepatic failure contraindication 59927004
Iritis contraindication 65074000 DOID:1406
Cholecystitis contraindication 76581006 DOID:1949
Kidney stone contraindication 95570007
Disorder of biliary tract contraindication 105997008 DOID:9741
Acute disease of cardiovascular system contraindication 128487001
Calculus in biliary tract contraindication 266474003
Angle-closure glaucoma contraindication 392291006 DOID:13550
Anterior uveitis contraindication 410692006 DOID:1407
Acute exacerbation of asthma contraindication 708038006
Psychiatric Disturbance contraindication
Pupillary Block Glaucoma contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.04 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
Muscarinic acetylcholine receptor M3 GPCR AGONIST EC50 6.97 SCIENTIFIC LITERATURE IUPHAR
Muscarinic acetylcholine receptor M2 GPCR AGONIST EC50 6.95 SCIENTIFIC LITERATURE
Muscarinic acetylcholine receptor M4 GPCR AGONIST EC50 7.15 SCIENTIFIC LITERATURE
Muscarinic acetylcholine receptor M5 GPCR AGONIST EC50 7 SCIENTIFIC LITERATURE
Muscarinic acetylcholine receptor M1 GPCR AGONIST EC50 7.02 SCIENTIFIC LITERATURE
Muscarinic acetylcholine receptor M2 GPCR Ki 5.01 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR Ki 5.51 CHEMBL
Muscarinic acetylcholine receptor DM1 GPCR Ki 5.55 CHEMBL
Muscarinic acetylcholine receptor GPCR Ki 7.08 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR EC50 5.16 CHEMBL

External reference:

IDSource
C0699930 UMLSCUI
D00525 KEGG_DRUG
01MI4Q9DI3 UNII
54-71-7 SECONDARY_CAS_RN
90356005 SNOMEDCT_US
4018209 VANDF
73122 MMSL
20709 MMSL
8328 RXNORM
372895002 SNOMEDCT_US
d04031 MMSL
001693 NDDF
5910 PUBCHEM_CID
CHEBI:8207 CHEBI
CHEMBL550 ChEMBL_ID
DB01085 DRUGBANK_ID
CHEMBL611494 ChEMBL_ID
CHEMBL1200330 ChEMBL_ID
9PL PDB_CHEM_ID
CHEMBL1213136 ChEMBL_ID
D010862 MESH_DESCRIPTOR_UI
305 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0115-5911 TABLET, FILM COATED 7.50 mg ORAL ANDA 12 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0115-5922 TABLET, FILM COATED 5 mg ORAL ANDA 12 sections
Pilocarpine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0228-2801 TABLET, FILM COATED 5 mg ORAL NDA AUTHORIZED GENERIC 12 sections
Pilocarpine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0228-2837 TABLET, FILM COATED 7.50 mg ORAL NDA AUTHORIZED GENERIC 12 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0527-1313 TABLET, FILM COATED 5 mg ORAL ANDA 11 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0527-1407 TABLET, FILM COATED 7.50 mg ORAL ANDA 11 sections
ISOPTO CARPINE HUMAN PRESCRIPTION DRUG LABEL 1 0998-0203 SOLUTION/ DROPS 10 mg OPHTHALMIC NDA 15 sections
ISOPTO CARPINE HUMAN PRESCRIPTION DRUG LABEL 1 0998-0204 SOLUTION/ DROPS 20 mg OPHTHALMIC NDA 15 sections
ISOPTO CARPINE HUMAN PRESCRIPTION DRUG LABEL 1 0998-0206 SOLUTION/ DROPS 40 mg OPHTHALMIC NDA 15 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-589 TABLET, FILM COATED 5 mg ORAL ANDA 12 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-590 TABLET, FILM COATED 7.50 mg ORAL ANDA 12 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-680 TABLET, FILM COATED 5 mg ORAL ANDA 13 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 16714-121 TABLET, FILM COATED 5 mg ORAL ANDA 11 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 16714-122 TABLET, FILM COATED 7.50 mg ORAL ANDA 11 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 17478-223 SOLUTION/ DROPS 10 mg OPHTHALMIC ANDA 15 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 17478-224 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 15 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 17478-226 SOLUTION/ DROPS 40 mg OPHTHALMIC ANDA 15 sections
PILOCARPINE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 21695-368 SOLUTION/ DROPS 10 mg CONJUNCTIVAL NDA 11 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 21695-601 TABLET 5 mg ORAL ANDA 12 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 54868-5436 TABLET, FILM COATED 5 mg ORAL ANDA 11 sections
Salagen HUMAN PRESCRIPTION DRUG LABEL 1 59212-705 TABLET, FILM COATED 5 mg ORAL NDA 12 sections
Salagen HUMAN PRESCRIPTION DRUG LABEL 1 59212-775 TABLET, FILM COATED 7.50 mg ORAL NDA 12 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 59651-224 TABLET, FILM COATED 5 mg ORAL ANDA 11 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 59651-225 TABLET, FILM COATED 7.50 mg ORAL ANDA 11 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 61314-203 SOLUTION/ DROPS 10 mg OPHTHALMIC NDA authorized generic 15 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 61314-204 SOLUTION/ DROPS 20 mg OPHTHALMIC NDA authorized generic 15 sections
Pilocarpine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 61314-206 SOLUTION/ DROPS 40 mg OPHTHALMIC NDA authorized generic 15 sections
Salagen HUMAN PRESCRIPTION DRUG LABEL 1 62856-705 TABLET, FILM COATED 5 mg ORAL NDA 12 sections
Salagen HUMAN PRESCRIPTION DRUG LABEL 1 62856-775 TABLET, FILM COATED 7.50 mg ORAL NDA 12 sections
Pilocarpine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68084-928 TABLET, FILM COATED 5 mg ORAL NDA authorized generic 11 sections