sibutramine Indications/Contra | FAERs | Orange Book | BioActivity |

Stem definitionDrug idCAS RN
2440 106650-56-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • sibutramine
  • (+/-)-Sibutramine
  • didemethyl sibutramine hydrochloride
  • racemic sibutramine
  • sibutramine hydrochloride
  • sibutramine hydrochloride hydrate
  • BTS 54524
  • didemethyl sibutramine HCl
  • sibutramine HCl
  • didesmethylsibutramine
serotonin and norepinephrine transporter inhibitor; Meridia is tradename for sibutramine hydrochloride
  • Molecular weight: 279.85
  • Formula: C17H26ClN
  • CLOGP: 5.59
  • LIPINSKI: 1
  • HAC: 1
  • HDO: 0
  • TPSA: 3.24
  • ALOGS: -5.47
  • ROTB: 5

Drug dosage:

DoseUnitRoute
10 mg O

Approvals:

DateAgencyCompanyOrphan
Nov. 22, 1997 FDA

FDA Adverse Event Reporting System

None

Pharmacologic Action:

SourceCodeDescription
ATC A08AA10 ALIMENTARY TRACT AND METABOLISM
ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS
ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS
Centrally acting antiobesity products
FDA PE N0000175372 Appetite Suppression
FDA MoA N0000000114 Dopamine Uptake Inhibitors
FDA MoA N0000000102 Norepinephrine Uptake Inhibitors
FDA EPC N0000175424 Norepinephrine, Serotonin, and Dopamine Reuptake Inhibitor Anorectic
FDA MoA N0000000109 Serotonin Uptake Inhibitors
CHEBI has role CHEBI:50949 serotonin uptake inhibitor
MeSH PA D019440 Anti-Obesity Agents
MeSH PA D000928 Antidepressive Agents
MeSH PA D001067 Appetite Depressants
MeSH PA D002491 Central Nervous System Agents
MeSH PA D011619 Psychotropic Drugs

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Obesity indication 414916001 DOID:9970
Tachyarrhythmia contraindication 6285003
Neuroleptic malignant syndrome contraindication 15244003 DOID:14464
Myocardial infarction contraindication 22298006 DOID:5844
Hypertensive disorder contraindication 38341003 DOID:10763
Conduction disorder of the heart contraindication 44808001
Chronic heart failure contraindication 48447003
Disorder of cardiovascular system contraindication 49601007 DOID:1287
Anorexia nervosa contraindication 56882008 DOID:8689
Acute nephropathy contraindication 58574008
Hepatic failure contraindication 59927004
Blood coagulation disorder contraindication 64779008 DOID:1247
Diabetes mellitus contraindication 73211009 DOID:9351
Bulimia nervosa contraindication 78004001 DOID:12129
Chronic renal failure syndrome contraindication 90688005 DOID:784
Kidney disease contraindication 90708001 DOID:2527
Seizure disorder contraindication 128613002 DOID:1826
Angina pectoris contraindication 194828000
Cerebrovascular accident contraindication 230690007 DOID:6713
Transient ischemic attack contraindication 266257000 DOID:224
Serotonin syndrome contraindication 371089000
Angle-closure glaucoma contraindication 392291006 DOID:13550
Cardiovascular event risk contraindication 395112001
Peripheral arterial occlusive disease contraindication 399957001
Breastfeeding (mother) contraindication 413712001
Disorder of coronary artery contraindication 414024009

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.18 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 serotonin transporter Transporter INHIBITOR Ki 6.53 WOMBAT-PK CHEMBL
Sodium-dependent noradrenaline transporter Transporter INHIBITOR Ki 5.26 WOMBAT-PK CHEMBL
Sodium-dependent dopamine transporter Transporter INHIBITOR Ki 6.03 WOMBAT-PK CHEMBL
Potassium voltage-gated channel subfamily D member 3 Ion channel IC50 4.70 WOMBAT-PK
Alpha-2C adrenergic receptor GPCR WOMBAT-PK
Alpha-2B adrenergic receptor GPCR Ki 5.96 DRUG MATRIX
Solute carrier family 22 member 2 Transporter IC50 4.54 WOMBAT-PK
Potassium voltage-gated channel subfamily D member 3 Unclassified BLOCKER IC50 4.70 IUPHAR

External reference:

IDSource
2586 IUPHAR_LIGAND_ID
4024106 VUID
N0000022111 NUI
C0074493 UMLSCUI
D02571 KEGG_DRUG
DB01105 DRUGBANK_ID
5210 PUBCHEM_CID
4024106 VANDF
N0000022111 NDFRT
N0000005769 NDFRT
d04260 MMSL
36514 RXNORM
108373009 SNOMEDCT_US
386838007 SNOMEDCT_US
007298 NDDF
987R943R3P UNII
84467-54-9 SECONDARY_CAS_RN
CHEMBL1419 ChEMBL_ID
CHEBI:9137 CHEBI
CHEMBL1200765 ChEMBL_ID
6124 INN_ID
C058254 MESH_SUPPLEMENTAL_RECORD_UI

Pharmaceutical products:

None