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

Stem definitionDrug idCAS RN
2745 144-11-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • trihexyphenidyl
  • trihexyphenidyl hydrochloride
  • benzhexol
  • benzhexol hydrochloride
  • trihexyphenidyl HCl
  • benzhexol HCl
One of the centrally acting MUSCARINIC ANTAGONISTS used for treatment of PARKINSONIAN DISORDERS and drug-induced extrapyramidal movement disorders and as an antispasmodic.
  • Molecular weight: 301.47
  • Formula: C20H31NO
  • CLOGP: 5.15
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 1
  • TPSA: 23.47
  • ALOGS: -4.98
  • ROTB: 5

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
10 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 10 mg/mL Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.63 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 99 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
May 13, 1949 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC N04AA01 NERVOUS SYSTEM
ANTI-PARKINSON DRUGS
ANTICHOLINERGIC AGENTS
Tertiary amines
MeSH PA D018726 Anti-Dyskinesia Agents
MeSH PA D000978 Antiparkinson Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018680 Cholinergic Antagonists
MeSH PA D018727 Muscarinic Antagonists
MeSH PA D018377 Neurotransmitter Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Postencephalitic parkinsonism indication 19972008 DOID:14332
Parkinsonism indication 32798002
Parkinson's disease indication 49049000 DOID:14330
Extrapyramidal disease indication 76349003
Arteriosclerotic Parkinsonism indication
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 9.23 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 IC50 8.89 CHEMBL CHEMBL
Cytochrome P450 2D6 Enzyme IC50 5.61 DRUG MATRIX
Muscarinic acetylcholine receptor M3 GPCR IC50 7.58 CHEMBL
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 7.35 DRUG MATRIX
Muscarinic acetylcholine receptor M5 GPCR IC50 7.99 CHEMBL
Muscarinic acetylcholine receptor M2 GPCR IC50 7.73 CHEMBL
Muscarinic acetylcholine receptor M4 GPCR IC50 8.17 CHEMBL

External reference:

IDSource
4019959 VUID
N0000148044 NUI
C0041009 UMLSCUI
D00787 KEGG_DRUG
6RC5V8B7PO UNII
1318 INN_ID
2190009 SNOMEDCT_US
4019959 VANDF
10811 RXNORM
387120000 SNOMEDCT_US
d00970 MMSL
004664 NDDF
52-49-3 SECONDARY_CAS_RN
CHEBI:9720 CHEBI
CHEMBL1092 ChEMBL_ID
CHEMBL1490 ChEMBL_ID
DB00376 DRUGBANK_ID
5572 PUBCHEM_CID
D014282 MESH_DESCRIPTOR_UI
7315 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0121-0658 SOLUTION 2 mg ORAL ANDA 13 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0591-5335 TABLET 2 mg ORAL ANDA 9 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0591-5337 TABLET 5 mg ORAL ANDA 9 sections
Trihexyphenidyl hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-0675 TABLET 2 mg ORAL ANDA 9 sections
Trihexyphenidyl hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-0676 TABLET 5 mg ORAL ANDA 9 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 16571-160 TABLET 2 mg ORAL ANDA 13 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 16571-161 TABLET 5 mg ORAL ANDA 13 sections
trihexyphenidyl hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 46672-635 SOLUTION 2 mg ORAL ANDA 12 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50090-2994 TABLET 2 mg ORAL ANDA 9 sections
TRIHEXYPHENIDYL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 51407-265 TABLET 2 mg ORAL ANDA 9 sections
TRIHEXYPHENIDYL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 51407-266 TABLET 5 mg ORAL ANDA 9 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 53808-0633 TABLET 2 mg ORAL ANDA 11 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 53808-0634 TABLET 5 mg ORAL ANDA 11 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 53808-0696 TABLET 5 mg ORAL ANDA 9 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 54738-554 TABLET 2 mg ORAL ANDA 11 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 54738-555 TABLET 5 mg ORAL ANDA 11 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 61748-054 SYRUP 2 mg ORAL ANDA 13 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 63850-0021 TABLET 2 mg ORAL ANDA 13 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 63850-0022 TABLET 5 mg ORAL ANDA 13 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 64725-0161 TABLET 5 mg ORAL ANDA 12 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68151-2782 TABLET 2 mg ORAL ANDA 9 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 69452-241 TABLET 2 mg ORAL ANDA 13 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 69452-242 TABLET 5 mg ORAL ANDA 13 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 70518-1021 TABLET 2 mg ORAL ANDA 9 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 70518-1140 TABLET 5 mg ORAL ANDA 9 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 70518-1612 TABLET 2 mg ORAL ANDA 9 sections
Trihexyphenidyl Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 70518-1657 TABLET 5 mg ORAL ANDA 9 sections
TRIHEXYPHENIDYL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 70518-2409 TABLET 5 mg ORAL ANDA 9 sections
TRIHEXYPHENIDYL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 70518-2410 TABLET 2 mg ORAL ANDA 9 sections
TRIHEXYPHENIDYL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 70954-211 TABLET 5 mg ORAL ANDA 9 sections