Vanoxerine

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 504510

CAS#: 67469-69-9

Description: Vanoxerine, also known as GBR-12909; I-893, is a dopamine ruptake inhibitor potentially for the treatment of atrial fibrillation.


Price and Availability

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Vanoxerine is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 504510
Name: Vanoxerine
CAS#: 67469-69-9
Chemical Formula: C28H32F2N2O
Exact Mass: 450.24827
Molecular Weight: 450.56
Elemental Analysis: C, 74.64; H, 7.16; F, 8.43; N, 6.22; O, 3.55


Related CAS #: 67469-69-9 (free)   67469-78-7 (HCl)  

Synonym: Vanoxerine; GBR-12909; I-893; GBR12909; I893.

IUPAC/Chemical Name: 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine

InChi Key: NAUWTFJOPJWYOT-UHFFFAOYSA-N

InChi Code: InChI=1S/C28H32F2N2O/c29-26-12-8-24(9-13-26)28(25-10-14-27(30)15-11-25)33-22-21-32-19-17-31(18-20-32)16-4-7-23-5-2-1-3-6-23/h1-3,5-6,8-15,28H,4,7,16-22H2

SMILES Code: FC1=CC=C(C(C2=CC=C(F)C=C2)OCCN3CCN(CCCC4=CC=CC=C4)CC3)C=C1


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>5 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


Additional Information

Related CAS#
67469-69-6 (Vanoxerine)
67469-78-7 (Vanoxerine Hydrochloride)


References

1: Cakulev I, Lacerda AE, Khrestian CM, Ryu K, Brown AM, Waldo AL. Oral vanoxerine prevents reinduction of atrial tachyarrhythmias: preliminary results. J Cardiovasc Electrophysiol. 2011 Nov;22(11):1266-73. doi: 10.1111/j.1540-8167.2011.02098.x. Epub 2011 May 26. PubMed PMID: 21615815; PubMed Central PMCID: PMC3172341.

2: Matsumoto N, Khrestian CM, Ryu K, Lacerda AE, Brown AM, Waldo AL. Vanoxerine, a new drug for terminating atrial fibrillation and flutter. J Cardiovasc Electrophysiol. 2010 Mar;21(3):311-9. Epub 2009 Oct 8. PubMed PMID: 19817929.

3: Lacerda AE, Kuryshev YA, Yan GX, Waldo AL, Brown AM. Vanoxerine: cellular mechanism of a new antiarrhythmic. J Cardiovasc Electrophysiol. 2010 Mar;21(3):301-10. Epub 2009 Oct 8. PubMed PMID: 19817928; PubMed Central PMCID: PMC3107714.

4: Cherstniakova SA, Bi D, Fuller DR, Mojsiak JZ, Collins JM, Cantilena LR. Metabolism of vanoxerine, 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine, by human cytochrome P450 enzymes. Drug Metab Dispos. 2001 Sep;29(9):1216-20. PubMed PMID: 11502731.

5: Preti A. Vanoxerine National Institute on Drug Abuse. Curr Opin Investig Drugs. 2000 Oct;1(2):241-51. PubMed PMID: 11249581.

6: Ingwersen SH, Snel S, Mant TG, Edwards D. Nonlinear multiple-dose pharmacokinetics of the dopamine reuptake inhibitor vanoxerine. J Pharm Sci. 1993 Nov;82(11):1164-6. PubMed PMID: 8289134.

7: Ingwersen SH, Mant TG, Larsen JJ. Food intake increases the relative oral bioavailability of vanoxerine. Br J Clin Pharmacol. 1993 Mar;35(3):308-10. PubMed PMID: 8471409; PubMed Central PMCID: PMC1381581.

8: Ingwersen SH. Column liquid chromatographic assay of the dopamine reuptake inhibitor vanoxerine (GBR 12909) in human serum. J Chromatogr. 1991 Nov 15;571(1-2):305-11. PubMed PMID: 1839795.