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

Stem definitionDrug idCAS RN
1394 103-86-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • hydroxyamphetamine hydrobromide
  • hydroxyamfetamine hydrobromide
  • hydroxyamfetamine
  • hydroxyamphetamine
  • oxamphetamine
  • hydroxyamphetamide
  • paredrine
  • hydroxyamphetamin
  • para-Hydroxyamphetamine
  • methyltyramine
Amphetamine metabolite with sympathomimetic effects. It is sometimes called alpha-methyltyramine, which may also refer to the meta isomer, gepefrine.
  • Molecular weight: 151.21
  • Formula: C9H13NO
  • CLOGP: 1.07
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 2
  • TPSA: 46.25
  • ALOGS: -1.68
  • ROTB: 2

  • Status: OFP

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

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
July 16, 1969 FDA PHARMICS

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
FDA MoA N0000000122 Adrenergic Agonists
FDA EPC N0000175883 Adrenergic Receptor Agonist

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Dilated pupil indication 37125009
Ocular hypertension contraindication 4210003 DOID:9282
Hyperthyroidism contraindication 34486009 DOID:7998
Hypertensive disorder contraindication 38341003 DOID:10763
Conduction disorder of the heart contraindication 44808001
Diabetes mellitus contraindication 73211009 DOID:9351
Open-angle glaucoma contraindication 84494001 DOID:1067
Angle-closure glaucoma contraindication 392291006 DOID:13550
Myocardial ischemia contraindication 414795007 DOID:3393

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.68 acidic
pKa2 9.89 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
Trace amine-associated receptor 1 GPCR AGONIST EC50 5.53 SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Beta-secretase 1 Enzyme Kd 3.10 CHEMBL
Trace amine-associated receptor 1 GPCR EC50 7.30 CHEMBL

External reference:

IDSource
4018012 VUID
N0000179438 NUI
C0282278 UMLSCUI
D04473 KEGG_DRUG
59IG47SZ0E UNII
306-21-8 SECONDARY_CAS_RN
52883001 SNOMEDCT_US
387290000 SNOMEDCT_US
7839 RXNORM
4022170 VANDF
004734 NDDF
3651 PUBCHEM_CID
CHEBI:103855 CHEBI
CHEMBL1546 ChEMBL_ID
CHEMBL1200705 ChEMBL_ID
136 INN_ID
DB09352 DRUGBANK_ID
D010136 MESH_DESCRIPTOR_UI

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Paremyd HUMAN PRESCRIPTION DRUG LABEL 2 17478-704 SOLUTION 10 mg OPHTHALMIC NDA 12 sections