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trans 2-Phenylcyclopropylamine Hydrochloride (CAS 1986-47-6)

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Alternate Names:
Tranylcypromine; trans 2-Amino-1-phenyl-cyclopropane Hydrochloride
Application:
trans 2-Phenylcyclopropylamine Hydrochloride is a non-selective inhibitor of MAO
CAS Number:
1986-47-6
Molecular Weight:
169.65
Molecular Formula:
C9H11N•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Trans 2-Phenylcyclopropylamine Hydrochloride functions as a selective and irreversible inhibitor of the enzyme monoamine oxidase (MAO). It acts by binding covalently to the active site of MAO, preventing the breakdown of monoamine neurotransmitters such as serotonin, dopamine, and norepinephrine. This inhibition leads to an increase in the levels of these neurotransmitters in the synaptic cleft, resulting in enhanced neurotransmission. By modulating the levels of these neurotransmitters, trans 2-Phenylcyclopropylamine Hydrochloride can be used to study the role of monoamine oxidase in various physiological and pathological processes. Its mechanism of action involves the formation of a covalent bond with the enzyme, thereby altering its function and leading to downstream effects on neurotransmission. Trans 2-Phenylcyclopropylamine Hydrochloride′s function in experimental applications involves elucidating the role of MAO in neurotransmitter metabolism and signaling pathways.


trans 2-Phenylcyclopropylamine Hydrochloride (CAS 1986-47-6) References

  1. In vitro inhibition of cytochrome P450 enzymes in human liver microsomes by a potent CYP2A6 inhibitor, trans-2-phenylcyclopropylamine (tranylcypromine), and its nonamine analog, cyclopropylbenzene.  |  Taavitsainen, P., et al. 2001. Drug Metab Dispos. 29: 217-22. PMID: 11181487
  2. trans-2-Phenylcyclopropylamine is a mechanism-based inactivator of the histone demethylase LSD1.  |  Schmidt, DM. and McCafferty, DG. 2007. Biochemistry. 46: 4408-16. PMID: 17367163
  3. Structurally designed trans-2-phenylcyclopropylamine derivatives potently inhibit histone demethylase LSD1/KDM1 .  |  Mimasu, S., et al. 2010. Biochemistry. 49: 6494-503. PMID: 20568732
  4. The role of the dopamine transporter in dopamine-induced DNA damage.  |  Fazeli, G., et al. 2011. Brain Pathol. 21: 237-48. PMID: 20875051
  5. Dicationic ring-opening reactions of trans-2-phenylcyclopropylamine·HCl: electrophilic cleavage of the distal (C2-C3) bond of cyclopropanes.  |  Nilsson Lill, SO., et al. 2013. J Org Chem. 78: 8922-6. PMID: 23941589
  6. Suppression of invasion and metastasis of triple-negative breast cancer lines by pharmacological or genetic inhibition of slug activity.  |  Ferrari-Amorotti, G., et al. 2014. Neoplasia. 16: 1047-58. PMID: 25499218
  7. Histone demethylase LSD1 restricts influenza A virus infection by erasing IFITM3-K88 monomethylation.  |  Shan, J., et al. 2017. PLoS Pathog. 13: e1006773. PMID: 29281729
  8. Design, Synthesis, and In Vitro Evaluation of Novel Histone H3 Peptide-Based LSD1 Inactivators Incorporating α,α-Disubstituted Amino Acids with γ-Turn-Inducing Structures.  |  Ota, Y., et al. 2018. Molecules. 23: PMID: 29734782
  9. Absolute configuration of (+)- and (-)-trans-2-phenylcyclopropylamine hydrochloride.  |  Riley, TN. and Brier, CG. 1972. J Med Chem. 15: 1187-8. PMID: 4654673
  10. Reaction of lysyl oxidase with trans-2-phenylcyclopropylamine.  |  Shah, MA., et al. 1993. J Biol Chem. 268: 11580-5. PMID: 8099355

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

trans 2-Phenylcyclopropylamine Hydrochloride, 250 mg

sc-208452
250 mg
$56.00

trans 2-Phenylcyclopropylamine Hydrochloride, 1 g

sc-208452A
1 g
$163.00