dipivefrine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
sympathomimetic, phenethyl derivatives 922 52365-63-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • dipivefrin hydrochloride
  • dipivefrin
  • dipivefrine
  • dipivefrin HCl
used in treatment of both primary & open angle glaucoma; RN given refers to (+-)-isomer
  • Molecular weight: 351.44
  • Formula: C19H29NO5
  • CLOGP: 1.75
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 84.86
  • ALOGS: -3.78
  • ROTB: 9

  • Status: OFM

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

Drug dosage:

None

ADMET properties:

PropertyValueReference
S (Water solubility) 0.18 mg/mL Bocci G, Oprea TI, Benet LZ

Approvals:

DateAgencyCompanyOrphan
May 2, 1980 FDA ALLERGAN

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC S01EA02 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Sympathomimetics in glaucoma therapy
FDA CS M0003647 Catecholamines
FDA MoA N0000000122 Adrenergic Agonists
FDA MoA N0000000209 Adrenergic alpha-Agonists
FDA MoA N0000000245 Adrenergic beta-Agonists
FDA EPC N0000175552 alpha-Adrenergic Agonist
FDA EPC N0000175555 beta-Adrenergic Agonist
FDA EPC N0000175570 Catecholamine
CHEBI has role CHEBI:35524 sympathomimetic
CHEBI has role CHEBI:37886 adrenergic agonists
CHEBI has role CHEBI:39456 antiglaucoma agent
CHEBI has role CHEBI:50266 Prodrugs
CHEBI has role CHEBI:66981 ophthalmology drugs
MeSH PA D018663 Adrenergic Agents
MeSH PA D000322 Adrenergic Agonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D000316 Adrenergic alpha-Agonists
MeSH PA D000318 Adrenergic beta-Agonists
MeSH PA D018927 Anti-Asthmatic Agents
MeSH PA D001993 Bronchodilator Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D009184 Mydriatics
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D019141 Respiratory System Agents
MeSH PA D013566 Sympathomimetics
MeSH PA D014662 Vasoconstrictor Agents
FDA EPC N0000175883 Adrenergic Receptor Agonist
CHEBI has role CHEBI:24621 hormones
CHEBI has role CHEBI:35522 beta-adrenergic agonists
CHEBI has role CHEBI:35523 bronchodilator
CHEBI has role CHEBI:35569 alpha-adrenergic agonists
CHEBI has role CHEBI:35620 vasodilator agents
CHEBI has role CHEBI:50513 mydriatics
CHEBI has role CHEBI:75771 Mus musculus metabolites

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Open-angle glaucoma indication 84494001 DOID:1067
Aphakia contraindication 24010005
Angle-closure glaucoma contraindication 392291006 DOID:13550




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.72 acidic
pKa2 8.84 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
Alpha-2A adrenergic receptor GPCR AGONIST WOMBAT-PK CHEMBL
Alpha-2B adrenergic receptor GPCR AGONIST WOMBAT-PK CHEMBL
Alpha-2C adrenergic receptor GPCR AGONIST WOMBAT-PK CHEMBL

External reference:

IDSource
4019152 VUID
N0000147397 NUI
D01017 KEGG_DRUG
64019-93-8 SECONDARY_CAS_RN
203156 RXNORM
4018034 VANDF
4019152 VANDF
4019728 VANDF
CHEBI:4646 CHEBI
CHEBI:28918 CHEBI
CHEMBL1201262 ChEMBL_ID
CHEMBL1200833 ChEMBL_ID
DB00449 DRUGBANK_ID
C015173 MESH_SUPPLEMENTAL_RECORD_UI
7166 IUPHAR_LIGAND_ID
3105 PUBCHEM_CID
2447 MMSL
3451 MMSL
4618 MMSL
4663 MMSL
d00699 MMSL
001774 NDDF
001788 NDDF
004978 NDDF
37013008 SNOMEDCT_US
372830005 SNOMEDCT_US
387362001 SNOMEDCT_US
65502005 SNOMEDCT_US
73647000 SNOMEDCT_US
C0058415 UMLSCUI
C0014563 UMLSCUI
DB00668 DRUGBANK_ID
4429 INN_ID
2142 INN_ID
D004837 MESH_DESCRIPTOR_UI
5816 PUBCHEM_CID
5QTH9UHV0K UNII

Pharmaceutical products:

None