Find Bicifadine manufacturers, exporters & distributors on PharmaCompass

AM20041063

AM20041063

Synopsis, Chemistry

Product Search

API SUPPLIERS

API Suppliers

US DMFs Filed

CEP/COS Certifications

JDMFs Filed

Other Certificates

Other Suppliers

API REF. PRICE (USD / KG)

API Market Place

INTERMEDIATES

DOSSIERS // FDF

USA (Orange Book)

Europe

Canada

Australia

South Africa

Uploaded Dossiers

GLOBAL SALES (USD Million)

U.S. Medicaid

Annual Reports

FDF Market Place

EXCIPIENTS

PATENTS & EXCLUSIVITIES

USFDA Orange Book Patents

USFDA Exclusivities

DIGITAL CONTENT

Blog #PharmaFlow

News

REF STANDARD

EDQM

USP

Other Listed Suppliers

SERVICES

Also known as: 71195-57-8, 1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane, 1-(p-tolyl)-3-azabicyclo[3.1.0]hexane, Cl-220075, 5-(p-tolyl)-3-azabicyclo[3.1.0]hexane, Schembl38793

Molecular Formula

C₁₂H₁₅N

Molecular Weight

173.25 g/mol

InChI Key

OFYVIGTWSQPCLF-UHFFFAOYSA-N

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.

1 2D Structure

AM20041063

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane

2.1.2 InChI

InChI=1S/C12H15N/c1-9-2-4-10(5-3-9)12-6-11(12)7-13-8-12/h2-5,11,13H,6-8H2,1H3

2.1.3 InChI Key

OFYVIGTWSQPCLF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=CC=C(C=C1)C23CC2CNC3

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Bicifadine Hydrochloride

2.2.2 Depositor-Supplied Synonyms

1. 71195-57-8

2. 1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane

3. 1-(p-tolyl)-3-azabicyclo[3.1.0]hexane

4. Cl-220075

5. 5-(p-tolyl)-3-azabicyclo[3.1.0]hexane

6. Schembl38793

7. 3-azabicyclo[3.1.0]hexane, 1-(4-methylphenyl)-

8. Chembl511099

9. Dtxsid20867995

10. Hms3743c09

11. Mcv-4147

12. Nih-9542

13. Bdbm50417944

14. Akos006271730

15. At33554

16. Db04889

17. Dov-220075

18. Db-014713

19. 1-(p-tolyl)-3-azabicyclo[3.1.0]-hexane

20. Am20041063

21. Cs-0455133

22. Ft-0718156

23. 195b578

24. A837110

25. 3-azabicyclo[3.1.0]hexane,1-(4-methylphenyl)-,hydrochloride(1:1)

2.3 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₁₅N
Molecular Weight	173.25 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	1
Exact Mass	173.120449483 g/mol
Monoisotopic Mass	173.120449483 g/mol
Topological Polar Surface Area	12 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	205
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

For the treatment of pain.

5 Pharmacology and Biochemistry

5.1 Pharmacology

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.

5.2 Metabolism/Metabolites

The primary enzymes responsible for the primary metabolism of bicifadine in humans are MAO-B and CYP2D6.

5.3 Mechanism of Action

Preclinical 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.