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

Stem definitionDrug idCAS RN
norepinephrine, serotonin, dopamine reuptake inhibitors 1958 24526-64-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • merital
  • nomifensine maleate
  • nomifensine
  • (+/-)-Nomifensin
  • (+/-)-Nomifensine
  • linamiphen
  • nomifensin
An isoquinoline derivative that prevents dopamine reuptake into synaptosomes. The maleate was formerly used in the treatment of depression. It was withdrawn worldwide in 1986 due to the risk of acute hemolytic anemia with intravascular hemolysis resulting from its use. In some cases, renal failure also developed. (From Martindale, The Extra Pharmacopoeia, 30th ed, p266)
  • Molecular weight: 238.33
  • Formula: C16H18N2
  • CLOGP: 2.37
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 29.26
  • ALOGS: -2.87
  • ROTB: 1

Drug dosage:

DoseUnitRoute
0.15 g O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 11.99 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Hosey CM, Chan R, Benet LZ
BA (Bioavailability) 27 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 6 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 22 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.40 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 6.50 hours Lombardo F, Berellini G, Obach RS
S (Water solubility) 1 mg/mL Bocci G, Oprea TI, Benet LZ

Approvals:

DateAgencyCompanyOrphan
None FDA

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 N06AX04 NERVOUS SYSTEM
PSYCHOANALEPTICS
ANTIDEPRESSANTS
Other antidepressants
MeSH PA D015259 Dopamine Agents
MeSH PA D018765 Dopamine Uptake Inhibitors
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D014179 Neurotransmitter Uptake Inhibitors
CHEBI has role CHEBI:51039 dopamine reuptake inhibitor

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

None




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.94 Basic
pKa2 3.62 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
Sodium-dependent dopamine transporter Transporter INHIBITOR Ki 7.31 WOMBAT-PK IUPHAR
Sodium-dependent noradrenaline transporter Transporter INHIBITOR Ki 7.67 WOMBAT-PK IUPHAR
Histamine H1 receptor GPCR Ki 5.57 WOMBAT-PK
Amine oxidase [flavin-containing] A Enzyme Km 2.95 WOMBAT-PK
Myeloperoxidase Enzyme Km 3.96 WOMBAT-PK
Sodium-dependent serotonin transporter Transporter Ki 5.85 CHEMBL
Hemoglobin HbA Enzyme Km 4.68 WOMBAT-PK
5-hydroxytryptamine receptor 1A GPCR Ki 5.93 WOMBAT-PK
Sodium-dependent serotonin transporter Transporter Ki 6.06 CHEMBL
Sodium-dependent dopamine transporter Transporter Ki 7.59 CHEMBL
Transporter Transporter Ki 8.42 CHEMBL
Transporter Transporter Ki 8.40 CHEMBL

External reference:

IDSource
D05200 KEGG_DRUG
32795-47-4 SECONDARY_CAS_RN
C0028277 UMLSCUI
CHEBI:116225 CHEBI
CHEMBL273575 ChEMBL_ID
DB04821 DRUGBANK_ID
CHEMBL1256842 ChEMBL_ID
D009627 MESH_DESCRIPTOR_UI
4528 PUBCHEM_CID
4792 IUPHAR_LIGAND_ID
2920 INN_ID
1LGS5JRP31 UNII
262302 RXNORM
001513 NDDF
004612 NDDF

Pharmaceutical products:

None