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

Stem definitionDrug idCAS RN
anorexics 832 3239-44-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • dexfenfluramine
  • (+)-Fenfluramine
  • D-Fenfluramine
  • dextrofenfluramine
  • (S)-Fenfluramine
  • dexfenfluramine hydrochloride
  • dexfenfluramine HCl
The S-isomer of FENFLURAMINE. It is a serotonin agonist and is used as an anorectic. Unlike fenfluramine, it does not possess any catecholamine agonist activity.
  • Molecular weight: 231.26
  • Formula: C12H16F3N
  • CLOGP: 3.30
  • LIPINSKI: 0
  • HAC: 1
  • HDO: 1
  • TPSA: 12.03
  • ALOGS: -4.03
  • ROTB: 5

Drug dosage:

DoseUnitRoute
30 mg O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 1.85 ┬ÁM/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) 89 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 11 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 11 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.66 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 14 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1970 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC A08AA04 ALIMENTARY TRACT AND METABOLISM
ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS
ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS
Centrally acting antiobesity products
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018490 Serotonin Agents
MeSH PA D017366 Serotonin Receptor Agonists
CHEBI has role CHEBI:35941 serotonergic agonists
CHEBI has role CHEBI:50949 serotonin reuptake inhibitor

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Obesity indication 414916001 DOID:9970
Alcoholism contraindication 7200002
Glaucoma contraindication 23986001 DOID:1686
Hypertensive disorder contraindication 38341003 DOID:10763
Diabetes mellitus type 2 contraindication 44054006 DOID:9352
Diabetes mellitus type 1 contraindication 46635009 DOID:9744
Pulmonary hypertension contraindication 70995007 DOID:6432

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.22 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
5-hydroxytryptamine receptor 6 GPCR Ki 5.04 PDSP
Alpha-1B adrenergic receptor GPCR Ki 6.85 PDSP
5-hydroxytryptamine receptor 7 GPCR Ki 5.26 PDSP
Sodium-dependent serotonin transporter Transporter Ki 6.18 PDSP
5-hydroxytryptamine receptor 2C GPCR Ki 5.79 PDSP
5-hydroxytryptamine receptor 2A GPCR Ki 5.61 PDSP
5-hydroxytryptamine receptor 1B GPCR Ki 5.72 PDSP
5-hydroxytryptamine receptor 1D GPCR Ki 5.90 PDSP
Muscarinic acetylcholine receptor M3 GPCR Ki 5.33 PDSP
Alpha-2C adrenergic receptor GPCR Ki 6.71 PDSP
Alpha-2B adrenergic receptor GPCR Ki 6.62 PDSP
Muscarinic acetylcholine receptor M1 GPCR Ki 5.73 PDSP
Alpha-2A adrenergic receptor GPCR Ki 6.27 PDSP
5-hydroxytryptamine receptor 1A GPCR Ki 6.08 PDSP
Beta-1 adrenergic receptor GPCR Ki 6.00 PDSP
Muscarinic acetylcholine receptor M4 GPCR Ki 5.16 PDSP
Muscarinic acetylcholine receptor M2 GPCR Ki 5.58 PDSP
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 6.66 DRUG MATRIX
Alpha-1A adrenergic receptor GPCR Ki 6.57 WOMBAT-PK
5-hydroxytryptamine receptor 2B GPCR Ki 5.38 WOMBAT-PK
5-hydroxytryptamine receptor 1A GPCR IC50 5.47 CHEMBL

External reference:

IDSource
4024029 VUID
N0000022034 NUI
D03713 KEGG_DRUG
3239-45-0 SECONDARY_CAS_RN
4020972 VANDF
4024029 VANDF
C0011786 UMLSCUI
CHEBI:439329 CHEBI
66265 PUBCHEM_CID
CHEMBL248702 ChEMBL_ID
CHEMBL1887891 ChEMBL_ID
DB01191 DRUGBANK_ID
D020372 MESH_DESCRIPTOR_UI
5818 INN_ID
E35R3G56OV UNII
155142 RXNORM
4557 MMSL
d04006 MMSL
004127 NDDF
004128 NDDF
322047008 SNOMEDCT_US
412366002 SNOMEDCT_US

Pharmaceutical products:

None