Molecular structure of Tranylcypromine, CAS Number: 13492-01-8
Tranylcypromine (CAS 13492-01-8)
See product citations (5)
Alternate Names:
trans-2-Phenylcyclopropylamine hemisulfate salt
Application:
Tranylcypromine is an irreversible inhibitor of MAO and inhibitor of histone demethylation
CAS Number:
13492-01-8
Purity:
≥98%
Molecular Weight:
182.23
Molecular Formula:
C9H11N•1/2H2SO4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Tranylcypromine is an irreversible inhibitor of monoamine oxidase (MAO), and an inhibitor of CYP2A6 (Ki= 0.08 muM) and histone demethylase BHC110/LSD1. The inhibitor targets MAO-A and MAO-B and has been used as a chemical scaffold to design new demethylase inhibitors. Studies suggest that tranylcypromine can increase both brain trace amines and GABA(B)-receptors, and regulate phospholipid metabolism. Tranylcypromine may act to increase Histone H3 lysine 4 (H3K4) methylation and transcriptional derepression of Egr1 and Oct4 in P19 embryonal carcinoma cells (sc-24760). Studies indicate that it is an effective inhibitor of histone demethylation and can antagonize the effects of phenylephrine.
Tranylcypromine (CAS 13492-01-8) References
- Evaluation of methoxsalen, tranylcypromine, and tryptamine as specific and selective CYP2A6 inhibitors in vitro. | Zhang, W., et al. 2001. Drug Metab Dispos. 29: 897-902. PMID: 11353760
- Histone H3 lysine 4 demethylation is a target of nonselective antidepressive medications. | Lee, MG., et al. 2006. Chem Biol. 13: 563-7. PMID: 16793513
- Tranylcypromine: new perspectives on an 'old' drug. | Frieling, H. and Bleich, S. 2006. Eur Arch Psychiatry Clin Neurosci. 256: 268-73. PMID: 16927039
- Effect on [11C]DASB binding after tranylcypromine-induced increase in serotonin concentration: positron emission tomography studies in monkeys and rats. | Lundquist, P., et al. 2007. Synapse. 61: 440-9. PMID: 17372973
- TCP-FA4: a derivative of tranylcypromine showing improved blood-brain permeability. | Desino, KE., et al. 2009. Biochem Pharmacol. 78: 1412-7. PMID: 19679106
- Biochemical, structural, and biological evaluation of tranylcypromine derivatives as inhibitors of histone demethylases LSD1 and LSD2. | Binda, C., et al. 2010. J Am Chem Soc. 132: 6827-33. PMID: 20415477
- Intoxications with the monoamine oxidase inhibitor tranylcypromine: an analysis of fatal and non-fatal events. | Gahr, M., et al. 2013. Eur Neuropsychopharmacol. 23: 1364-72. PMID: 23791433
- Tranylcypromine substituted cis-hydroxycyclobutylnaphthamides as potent and selective dopamine D₃ receptor antagonists. | Chen, J., et al. 2014. J Med Chem. 57: 4962-8. PMID: 24848155
- Fluorinated tranylcypromine analogues as inhibitors of lysine-specific demethylase 1 (LSD1, KDM1A). | Borrello, MT., et al. 2017. Bioorg Med Chem Lett. 27: 2099-2101. PMID: 28390942
- Tranylcypromine and 6-trifluoroethyl thienopyrimidine hybrid as LSD1 inhibitor. | Wang, X., et al. 2019. Bioorg Med Chem Lett. 29: 844-847. PMID: 30713023
- The MAO Inhibitor Tranylcypromine Alters LPS- and Aβ-Mediated Neuroinflammatory Responses in Wild-type Mice and a Mouse Model of AD. | Park, H., et al. 2020. Cells. 9: PMID: 32872335
- Discovery of new tranylcypromine derivatives as highly potent LSD1 inhibitors. | Huang, MJ., et al. 2021. Bioorg Med Chem Lett. 41: 127993. PMID: 33775841
- Different mode of action between norepinephrine and phenylephrine on prostaglandin synthesis by dog renal inner medullary slices. | Hayashi, M., et al. 1983. Jpn J Pharmacol. 33: 563-71. PMID: 6312148
Inhibitor of:
ALKBH3, ALKBH4, AOF1, ASMT, BBOX1, CYP27A1, CYP2A22, CYP2A4, CYP2A6, FMO2, FMO3, FMO4, FMO5, FMO9, Hemoglobin β, JMJD1A, JMJD2B, JMJD8, L3MBTL, LSD1, LYSMD3, LysRS, Mad, MAO-A, MAO-B, NNMT, RDH2, and SPR-5.Activator of:
BATF2, DPPA2, G-CSFR, H2afb2, Histone cluster 1 H1T, Histone cluster 1 H2AA4, Histone cluster 1 H2AI, IRF-2BP1, JMJD2C, JMJD4, LOC100041230, LOC100041407, LSD1, NEURL, neuroligin 2, SBZF3, SEBOX, Trimethyl Histone H4, UTF1, and ZNF660.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Tranylcypromine, 1 g | sc-200572 | 1 g | $172.00 | |||
Tranylcypromine, 5 g | sc-200572A | 5 g | $587.00 |