An MAO-A inhibitor
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Bifemelane (hydrochloride)

Item No. 43732

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-methyl-4-[2-(phenylmethyl)phenoxy]-1-butanamine, monohydrochloride
CAS Number
62232-46-6
Synonyms
  • 4-(O-Benzylphenoxy)-N-methylbutylamine
  • BP-N-Methylbutylamine
  • MCI-2016
Molecular Formula
C18H23NO • HCl
Formula Weight
305.8
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlPBS (pH 7.2): Sparingly soluble: 1-10 mg/ml
SMILES
CNCCCCOC1=C(CC2=CC=CC=C2)C=CC=C1.Cl
InChi Code
InChI=1S/C18H23NO.ClH/c1-19-13-7-8-14-20-18-12-6-5-11-17(18)15-16-9-3-2-4-10-16;/h2-6,9-12,19H,7-8,13-15H2,1H3;1H
InChi Key
MEAHDXWXNNDSAK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    5 mg

    $76

    Add

    10 mg

    $137

    Add

    25 mg

    $267

    Add

    50 mg

    $418

    Add
    Product Description

    Bifemelane is an inhibitor of monoamine oxidase A (MAO-A; Ki = 4.2 µM).1 It is selective for MAO-A over MAO-B (Ki = 46 µM). Bifemelane (15 mg/kg, p.o.) protects against ischemia-induced decreases in frontal cortex, hippocampus, and striatum levels of muscarinic acetylcholine receptors (mAChRs) in a rat model of chronic cerebral hypoperfusion induced by permanent bilateral carotid artery occlusion.2 It also increases survival and brain norepinephrine, dopamine, and serotonin (5-HT) levels in a gerbil model of cerebral ischemia induced by bilateral carotid artery ligation when administered at a dose of 25 mg/kg.3 Bifemelane (30 mg/kg, i.p.) prevents memory deficits induced by scopolamine (Item No. 40307) in the passive avoidance test in rats.4 It decreases immobility time in the forced swim test in rats.5 Formulations containing bifemelane have been used in the treatment of depression in patients with cerebral infarction or senile dementia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Naoi, M., Nomura, Y., Ishiki, R., et al. 4-(O-benzylphenoxy)-N-methylbutylamine (bifemelane) and other 4-(O-benzylphenoxy)-N-methylalkylamines as new inhibitors of type A and B monoamine oxidase. J. Neurochem. 50(1), 243-247 (1988).

    2. Kondo, Y., Ogawa, N., Asanuma, M., et al. Preventive effects of bifemelane hydrochloride on decreased levels of muscarinic acetylcholine receptor and its mRNA in a rat model of chronic cerebral hypoperfusion. Neurosci. Res. 24(4), 409-414 (1996).

    3. Egawa, M., Mitsuka, M., Umezu, K., et al. Effects of 4-(o-benzylphenoxy)-N-methylbutylamine hydrochloride (MCI-2016) on survival time and brain monoamine levels in bilaterally carotid-artery-ligated gerbils. Jpn. J. Pharmacol. 34(3), 363-365 (1984).

    4. Tobe, A., Yamaguchi, T., Nagai, R., et al. Effects of bifemelane hydrochloride (MCI-2016) on experimental amnesia (passive avoidance failure) in rodents. Jpn. J. Pharmacol. 39(2), 153-161 (1985).

    5. Moryl, E., Danysz, W., and Quack, G. Potential antidepressive properties of amantadine, memantine and bifemelane. Pharmacol. Toxicol. 72(6), 394-397 (1993).