| Identification | More | [Name]
Selegiline hydrochloride | [CAS]
14611-52-0 | [Synonyms]
D-(+)-DEPRENYL HYDROCHLORIDE
DEPRENYL HYDROCHLORIDE
L-DEPRENYL HYDROCHLORIDE
N,ALPHA-DIMETHYL-N-2-PROPYNYL-BENZENEETHANAMINE HYDROCHLORIDE
R(-)-DEPRENYL HCL
(R)-(-)-DEPRENYL HYDROCHLORIDE
R(-)-N-ALPHA-DIMETHYL-N-2-PROPYNYL-BENZENEETHANAMINE HYDROCHLORIDE
R-(-)-N,ALPHA-DIMETHYL-N-[2-PROPYNYL]PHENETHYLAMINE, HCL
(r)-(-)-n,alpha-dimethyl-n-(2-propynyl)phenethylamine hydrochloride
SELEGILINE
SELEGILINE HCL
SELEGILINE HYDROCHLORIDE
(-)-(r)-n,alpha-dimethyl-n-2-propynylphenethylaminemonohydrochloride
(-)-phenylisopropylmethylpropynylamine
eldepryl
fpf1100
jumex
n,alpha-dimethyl-n-2-propynyl-,hydrochloride,(r)-benzeneethanamin
Selegiline hydrochloride USP24
R(-)-DEPRENYL HYDROCHLORIDE (SELEGILINE) SELECTIVE MAO-B INHIB | [EINECS(EC#)]
604-508-9 | [Molecular Formula]
C13H18ClN | [MDL Number]
MFCD00069299 | [Molecular Weight]
223.74 | [MOL File]
14611-52-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
141-142°C | [alpha ]
D25 -10.8° (c = 6.48 in water) | [storage temp. ]
2-8°C | [solubility ]
H2O: >10 mg/mL
| [form ]
solid
| [color ]
white
| [optical activity]
[α]25/D 10.8°, c = 6.48 in H2O(lit.) | [Water Solubility ]
Soluble in water at 100mM | [Usage]
Monoamine oxidase-B inhibitor related structurally to Pargyline. Used to alleviate the symptonms of Parkinsons disease | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. | [CAS DataBase Reference]
14611-52-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S36:Wear suitable protective clothing . | [RIDADR ]
3249 | [WGK Germany ]
3
| [RTECS ]
DA0292500
| [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
2921490002 | [Hazardous Substances Data]
14611-52-0(Hazardous Substances Data) | [Toxicity]
LD50 in rats (mg/kg): 81 i.v., 280 s.c. (Magyar) |
| Hazard Information | Back Directory | [Description]
Deprenyl (14611-52-0) is a potent inhibitor of monoamine oxidase B (MAO- B) which has been used for the treatment of Parkinson’s disease.1,2 Displays neuroprotective effects rescuing nigral dopaminergic neurons after systemic MPTP treatment.3 Rescues PC12 cells from trophic withdrawal-induced apoptosis.4 Glyceraldehyde-3-phosphate dehydrogenase has been found to be the putative target responsible for its neuroprotective effects.5 | [Chemical Properties]
Crystalline Solid | [Uses]
antibacterial | [Uses]
Antidepressant, Antiparkinsonian | [Uses]
Selegiline hydrochloride is used to alleviate the symptonms of Parkinsons disease
| [Brand name]
Eldepryl (Somerset); Zelapar (Valeant). | [Biological Activity]
Selective inhibitor of monoamine oxidase B (MAO-B). | [Clinical Use]
Monoamine-oxidase-B inhibitor:
Treatment of Parkinson’s disease | [Veterinary Drugs and Treatments]
Selegiline is approved for use in dogs for the treatment of Cushing’s
disease and for Canine Cognitive Dysfunction (so-called “old dog
dementia”). Its use for Cushing’s disease is somewhat controversial
as clinical studies evaluating its efficacy have shown disappointing
results. In humans, selegiline’s primary indication is for the adjunctive
treatment of Parkinson’s disease. | [Drug interactions]
Potentially hazardous interactions with other drugs
Analgesics: hyperpyrexia and CNS toxicity reported
with pethidine - avoid; avoid with opioid analgesics.
Antidepressants: avoid with citalopram and
escitalopram; increased risk of hypertension and
CNS excitation with fluvoxamine, sertraline or
venlafaxine, do not start selegiline until 1 week after
stopping them, avoid for 2 weeks after stopping
selegiline; increased risk of hypertension and CNS
excitation with paroxetine, do not start selegiline
until 2 weeks after stopping paroxetine, avoid for 2
weeks after stopping selegiline avoid concomitant
use with other MAOIs and moclobemide (can
lead to hypertensive crisis) - allow at least 14 days
before starting a MAOI; avoid concomitant use with
fluoxetine, allow 5 weeks between stopping fluoxetine
and starting selegiline; allow 14 days between
stopping selegiline and starting fluoxetine; increased
CNS toxicity with tricyclics and vortioxetine.
Oestrogens and progestogens: concentration of
selegiline increased - avoid.
Sympathomimetics: concomitant use is not
recommended; risk of hypertensive crisis with
dopamine. | [Metabolism]
Extensive first-pass metabolism in the liver to produce
at least 5 metabolites, including desmethylselegiline
(norselegiline), N-methylamfetamine, and amfetamine.
Plasma concentrations of selegiline metabolites are greatly
reduced after doses of the oral lyophilisate preparation,
the majority of which undergoes absorption through the
buccal mucosa.
Selegiline is excreted as metabolites mainly in the urine
and about 15% appears in the faeces. | [References]
Gerlach et al. (1992), The molecular pharmacology of L-deprenyl; Eur. J. Pharmacol., 226 97
Tetrud and Langston (1989), The effect of deprenyl (selegiline) on the natural history of Parkinson’s disease; Science, 245 519
Tatton and Greenwood (1991), Rescue of dying neurons: a new action of deprenyl in MPTP parkinsonism; J. Neurosci Res., 30 666
Tatton et al. (1994), (-)-Deprenyl reduces PC12 cell apoptosis by inducing new protein synthesis; J. Neurochem, 63 1572
Kargten et al. (1998), Glyceraldehyde-3-phosphate dehydrogenase, the putative target of the antiapoptotic compounds CGP 3466 and R-(-)-deprenyl; J. Biol. Chem., 273 5821 |
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