Bicifadine
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Grundinformationen
- CAS
71195-57-8- Standard-SMILES
Cc1ccc(C23CNCC2C3)cc1- InChIKey
OFYVIGTWSQPCLF-UHFFFAOYSA-N- Summenformel
- C12H15N
- Durchschnittliche Molmasse
- 173,25 g/mol
- Monoisotopische Masse
- 173,12044948
Überblick
Bicifadine (DOV-220075) is a nonopioid analgesic. It is an inhibitor of both the norepinephrine and serotonin transporters and an NMDA antagonist with a non-narcotic profile. Bicifadine was shown to have potent analgesic activity in vivo and was chosen for further development for the treatment of pain.
Namen und Bezeichner
- Bevorzugter Name
- Bicifadine
- IUPAC
- 1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane
Namen und Synonyme
BICIFADINE71195-57-8BicifadinaBicifadinumCL 220075(RS)-1-(4-Methylphenyl)-3-azabicyclo(3.1.0)hexanRefChem:917162B0SV3N7J3H1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane1-(p-Tolyl)-3-azabicyclo[3.1.0]hexane1-p-tolyl-3-azabicyclo[3.1.0]hexaneSCHEMBL38793
Weitere Namen anzeigen
CHEMBL511099orb1737722DTXSID20867995OFYVIGTWSQPCLF-UHFFFAOYSA-NHMS3743C09MCV-4147NIH-9542BDBM50417944
Datenbank-Bezeichner
- CAS
71195-57-8- PubChem CID
- 47953
- DTXSID
DTXSID20867995- ChEMBL
CHEMBL511099- EC Number
- 615-260-6
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 2,1
- Polarare Oberfläche (TPSA)
- 12 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 13
- Formalladung
- 0
- Komplexität
- 205
Chemie und Industrie
Pharmakologische Informationen
Pharmacodynamics
Bicifadine is a chemically distinct molecule with a unique profile of pharmacological activity. Its primary pharmacological action is to enhance and prolong the actions of norepinephrine and serotonin by inhibiting the transport proteins that terminate the physiological actions of the two biogenic amines. Bicifadine is not a narcotic and is well-tolerated and, in preclinical studies, has been shown not to act at any opiate receptor. Bicifadine does not exhibit any anti-inflammatory activity and does not inhibit prostaglandin synthetase in vitro.
Mechanism of ActionPreclinical studies and clinical trials indicate that bicifadine's analgesic properties result through the enhancement and prolongation of norepinephrine and serotonin actions, however other actions may be involved.
Metabolism/MetabolitesThe primary enzymes responsible for the primary metabolism of bicifadine in humans are MAO-B and CYP2D6.
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