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

Stem definitionDrug idCAS RN
1086 522-00-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • profenamine hibenzate
  • profenamine hydrochloride
  • ethopropazine
  • ethopromazine
  • ethapropazine
  • isopthazine
  • isothazine
  • isothiazine
  • profenamine
  • ethopropazine hydrochloride
  • ethopropazine HCl
  • Molecular weight: 312.48
  • Formula: C19H24N2S
  • CLOGP: 5.66
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 0
  • TPSA: 6.48
  • ALOGS: -4.78
  • ROTB: 5

  • Status: OFM

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

Drug dosage:

None

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 32.00 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 5 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
None FDA PARKE DAVIS

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC N04AA05 NERVOUS SYSTEM
ANTI-PARKINSON DRUGS
ANTICHOLINERGIC AGENTS
Tertiary amines
MeSH PA D018663 Adrenergic Agents
MeSH PA D018674 Adrenergic Antagonists
CHEBI has role CHEBI:48876 muscarinic antagonist
CHEBI has role CHEBI:48407 antiparkinson drug
CHEBI has role CHEBI:37956 histamine antagonist
CHEBI has role CHEBI:37887 adrenergic antagonist
CHEBI has role CHEBI:66956 antidyskinesia agent
MeSH PA D018678 Cholinergic Agents
MeSH PA D018680 Cholinergic Antagonists
MeSH PA D018494 Histamine Agents
MeSH PA D006633 Histamine Antagonists
MeSH PA D018727 Muscarinic Antagonists
MeSH PA D018377 Neurotransmitter Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Urinary tract obstruction contraindication 7163005 DOID:5200
Chronic obstructive lung disease contraindication 13645005 DOID:3083
Severe chronic ulcerative colitis contraindication 14311001
Disorder of autonomic nervous system contraindication 15241006
Toxic megacolon contraindication 28536002 DOID:1770
Atony of colon contraindication 29479008
Shigellosis contraindication 36188001
Hypertensive disorder contraindication 38341003 DOID:10763
Conduction disorder of the heart contraindication 44808001
Low blood pressure contraindication 45007003
Achalasia of esophagus contraindication 45564002 DOID:9164
Chronic heart failure contraindication 48447003
Dysuria contraindication 49650001
Paralytic ileus contraindication 55525008 DOID:8442
Ulcerative colitis contraindication 64766004 DOID:8577
Hiatal hernia contraindication 84089009 DOID:12642
Open-angle glaucoma contraindication 84494001 DOID:1067
Kidney disease contraindication 90708001 DOID:557
Thyrotoxicosis contraindication 90739004 DOID:7997
Myasthenia gravis contraindication 91637004 DOID:437
Tardive dyskinesia contraindication 102449007
Dysentery contraindication 111939009
Gastrointestinal obstruction contraindication 126765001
Bleeding contraindication 131148009
Gastroesophageal reflux disease contraindication 235595009 DOID:8534
Disease of liver contraindication 235856003 DOID:409
Benign prostatic hyperplasia contraindication 266569009
Retention of urine contraindication 267064002
Fever contraindication 386661006
Angle-closure glaucoma contraindication 392291006 DOID:13550
Pseudomembranous enterocolitis contraindication 397683000
Gastric ulcer contraindication 397825006 DOID:10808
Disorder of coronary artery contraindication 414024009

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.48 Basic
pKa2 3.55 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 M1 GPCR ANTAGONIST WOMBAT-PK CHEMBL
Acetylcholinesterase Enzyme Ki 4.61 CHEMBL
Cholinesterase Enzyme Ki 7.70 CHEMBL
Glutamate receptor ionotropic, NMDA 3A Ion channel WOMBAT-PK
Cholinesterase Enzyme IC50 6.14 CHEMBL
Butyrylcholinesterase Enzyme Ki 7.70 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR ANTAGONIST Ki 8.51 IUPHAR
Muscarinic acetylcholine receptor M2 GPCR ANTAGONIST Ki 8.14 IUPHAR

External reference:

IDSource
4019750 VUID
N0000147841 NUI
C0015042 UMLSCUI
D08426 KEGG_DRUG
52850008 SNOMEDCT_US
4019750 VANDF
4134 RXNORM
004669 NDDF
7WI4P02YN1 UNII
4180 INN_ID
CHEMBL1206 ChEMBL_ID
DB00392 DRUGBANK_ID
1094-08-2 SECONDARY_CAS_RN
CHEBI:313639 CHEBI
3290 PUBCHEM_CID
CHEMBL1200970 ChEMBL_ID
7181 IUPHAR_LIGAND_ID
C084820 MESH_SUPPLEMENTAL_RECORD_UI

Pharmaceutical products:

None