13492-01-8 Usage
Description
TRANS-2-PHENYLCYCLOPROPYLAMINE HEMISULFATE SALT, also known as Tranylcypromine, is an irreversible and non-selective monoamine oxidase inhibitor. It is a white or almost white, crystalline powder with a chemical formula of (±)-trans-2-phenylcyclopropylaminesulfate. Tranylcypromine was synthesized as an amphetamine analog and exhibits some amphetamine-like properties, which may contribute to its immediate central nervous system (CNS)-stimulant effects. It is known to inhibit the histone demethylase BHC110/LSD1 and acts as a mechanism-based inactivator, being metabolized by monoamine oxidase (MAO) to form a free radical that reacts with the enzyme or reduced flavin, ultimately inactivating the enzyme.
Uses
Used in Pharmaceutical Industry:
TRANS-2-PHENYLCYCLOPROPYLAMINE HEMISULFATE SALT is used as an antidepressant for the treatment of major depressive disorder. It works by inhibiting the activity of monoamine oxidase enzymes, which are responsible for breaking down neurotransmitters such as serotonin, norepinephrine, and dopamine. By blocking the action of these enzymes, tranylcypromine increases the levels of these neurotransmitters in the brain, thereby alleviating depressive symptoms.
Used in Research Applications:
In the field of neuroscience and pharmacology, TRANS-2-PHENYLCYCLOPROPYLAMINE HEMISULFATE SALT is used as a research tool to study the role of monoamine oxidase enzymes in various physiological processes and their potential as therapeutic targets for the treatment of mood disorders, anxiety, and other psychiatric conditions.
Used in Drug Development:
Tranylcypromine's unique mechanism of action as a mechanism-based inactivator of monoamine oxidase enzymes makes it a valuable compound in the development of new drugs targeting these enzymes. Researchers can use tranylcypromine as a starting point to design and synthesize novel inhibitors with improved selectivity, potency, and pharmacokinetic properties for the treatment of various neurological and psychiatric disorders.
Therapeutic Function
Psychostimulant
References
1) Knoll?et al. (1980),?Monoamine oxidase inhibitors: Chemistry and Pharmacology; In, Sandler (ed) Enzyme inhibitors as drugs, MacMillan, London 151
2) Baker?et al. (1992),?Insights into the mechanisms of action of the MAO inhibitors phenelzine and tranylcypromine; a review, J.Psychiatry Neurosci.?17?206
3) Lee?et al. (2006),?Histone H3 lysine 4 demethylation is a target of nonselective antidepressive medications; Chemistry and Biology,?13?563
4) Schmidt and McCafferty (2007),?trans-2-Phenylcyclopropylamine is a Mechanism-Based Inactivator of the Histone Demethylase LSD1; Biochemistry,?46?4408
Check Digit Verification of cas no
The CAS Registry Mumber 13492-01-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,4,9 and 2 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 13492-01:
(7*1)+(6*3)+(5*4)+(4*9)+(3*2)+(2*0)+(1*1)=88
88 % 10 = 8
So 13492-01-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H11N.H2O4S/c10-9-6-8(9)7-4-2-1-3-5-7;1-5(2,3)4/h1-5,8-9H,6,10H2;(H2,1,2,3,4)/t8-,9+;/m0./s1
13492-01-8Relevant articles and documents
The synergistic effect of copper chromite spinel nanoparticles (CuCr2O4) and basic ionic liquid on the synthesis of cyclopropanecarboxylic acids
Ghasemi, Mohammad Hadi,Kowsari, Elaheh
, p. 7963 - 7975 (2016/11/25)
Abstract: An efficient synthesis of cyclopropanecarboxylic acids using copper chromite spinel nanoparticles and basic ionic liquid is described. In this study, a relatively simple method starting with trans-cinnamic acid for the synthesis of (±)-trans-2-phenylcyclopropanecarboxylic acid, a key intermediate in the synthesis of tranylcypromine sulfate as an active pharmaceutical ingredient, was employed. Using a combination of basic ionic liquid [Bmim]OH and copper chromite spinel nanoparticles as a catalytic system, the best results were obtained in THF as a polar solvent. This method is a useful alternative to other approaches described in the literature. The use of commercially available chemicals, decreased environmental hazards, with no need for the separation of stereoisomers, and consequently a reduced number of overall steps, are the advantages of this approach that make it an appropriate choice at an increased scale. Graphical Abstract: [Figure not available: see fulltext.]
