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M003

Sigma-Aldrich

R-(−)-Deprenyl hydrochloride

powder, ≥98% (HPLC)

Synonym(s):

(R)-(−)-N,α-Dimethyl-N-(2-propynyl)phenethylamine hydrochloride, R(−)-N-α-Dimethyl-N-2-propynyl-benzeneethanamine hydrochloride, Selegiline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C13H17N · HCl
CAS Number:
14611-52-0
Molecular Weight:
223.74
MDL number:
MFCD00069299
UNSPSC Code:
12352200
PubChem Substance ID:
24278577
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

optical activity

[α]25/D −10.8°, c = 6.48 in H2O(lit.)

color

white

mp

141-142  °C

solubility

H2O: >10 mg/mL

originator

Sanofi Aventis

SMILES string

Cl[H].C[C@H](Cc1ccccc1)N(C)CC#C

InChI

1S/C13H17N.ClH/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13;/h1,5-9,12H,10-11H2,2-3H3;1H/t12-;/m1./s1

InChI key

IYETZZCWLLUHIJ-UTONKHPSSA-N

Gene Information

human ... MAOB(4129)

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Biochem/physiol Actions

Selective MAO-B inhibitor; anti-Parkinsonian agent.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism and Histamine Synthesis and Metabolism pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H336

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Michael M Monaghan et al.
Neuro-degenerative diseases, 7(1-3), 153-159 (2010-03-04)
Parkinson's disease (PD) is a progressive neurodegenerative condition characterized by an increasing loss of dopaminergic neurons resulting in motor dysfunction. However, cognitive impairments in PD patients are a common clinical feature that has gained increased attention. The purpose of the
Dominic Lomiwes et al.
Journal of agricultural and food chemistry, 72(30), 16777-16789 (2024-07-19)
Previous clinical studies indicate that monoamine oxidase-B (MAO-B) inhibition by blackcurrants must be predominantly attributed to bioactives other than anthocyanins. In this natural products discovery study, MAO-A/B inhibitory phytochemicals were isolated from blackcurrants, and a double-blind crossover study investigated the
Olivia J Kalimon et al.
Experimental neurology, 363, 114356-114356 (2023-02-26)
Monoamine oxidase (MAO) is an enzyme located on the outer mitochondrial membrane that metabolizes amine substrates like serotonin, norepinephrine and dopamine. MAO inhibitors (MAOIs) are frequently utilized to treat disorders such as major depression or Parkinson's disease (PD), though their
R E Heikkila et al.
Nature, 311(5985), 467-469 (1984-10-04)
1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine (MPTP) causes degeneration of the dopaminergic nigrostriatal pathway in several animal species, including humans, monkeys and mice. Changes observed after MPTP administration include marked decrements in the neostriatal content of dopamine and its major metabolites, dihydroxyphenylacetic acid and homovanillic
Hojae Lee et al.
Nature neuroscience, 24(12), 1673-1685 (2021-11-17)
Amyotrophic lateral sclerosis (ALS) is a devastating disorder in which motor neurons degenerate, the causes of which remain unclear. In particular, the basis for selective vulnerability of spinal motor neurons (sMNs) and resistance of ocular motor neurons to degeneration in
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