Selegiline hydrochloride

Base Information

• Chemical Name: Selegiline hydrochloride
• CAS No.: 14611-52-0
• Deprecated CAS: 40602-63-9
• Molecular Formula: C13H18ClN
• Molecular Weight: 223.746
• Hs Code.: 2921490002
• European Community (EC) Number: 604-508-9
• UNII: 6W731X367Q
• DSSTox Substance ID: DTXSID9044584
• Wikidata: Q27108267
• NCI Thesaurus Code: C47714
• RXCUI: 203137
• Pharos Ligand ID: 4ZNCJ37XW31H
• ChEMBL ID: CHEMBL1200904
• Mol file: 14611-52-0.mol

Synonyms:Deprenalin;Deprenil;Deprenyl;E 250;E-250;E250;Eldepryl;Emsam;Humex;Jumex;L-Deprenyl;Selegiline;Selegiline Hydrochloride;Selegiline Hydrochloride, (R)-Isomer;Selegiline Hydrochloride, (R,S)-Isomer;Selegiline Hydrochloride, (S)-Isomer;Selegiline, (R)-Isomer;Selegiline, (R,S)-Isomer;Selegiline, (S)-Isomer;Selegyline;Yumex;Zelapar

Chemical Property of Selegiline hydrochloride

Chemical Property:

• Appearance/Colour: white Crystalline Solid
• Melting Point: 141-142 °C
• Boiling Point: 272.5 °C at 760mmHg
• Flash Point: 108.4 °C
• PSA: 3.24000
• Density: 0.954g/cm3
• LogP: 2.98460
• Storage Temp.: Store at RT
• Solubility.: H2O: >10 mg/mL
• Water Solubility.: Soluble in water at 100mM
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 223.1127773
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

98%, ^*data from raw suppliers

(R)-(-)-Deprenyl hydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CC=CC=C1)N(C)CC#C.Cl
• Isomeric SMILES: C[C@H](CC1=CC=CC=C1)N(C)CC#C.Cl
• Recent ClinicalTrials: Safety and Effectiveness of the Selegiline 'Patch' for Decreased Mental Function in HIV Patients
• Recent EU Clinical Trials: Assessment of Inhibition of Brain MAO-B by EVT 301 after Repeated Dosing to Steady-state in Patients with Alzheimer’s Disease and in Elderly Control Subjects
• Recent NIPH Clinical Trials: Clinical study of selegiline hydrochloride ( FP OD tablet 2.5) to flexion of spine in Parkinson's disease.
• 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
• Uses: antibacterial Antidepressant, Antiparkinsonian Selegiline hydrochloride is used to alleviate the symptonms of Parkinsons disease
• Clinical Use: Monoamine-oxidase-B inhibitor: 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.

Technology Process of Selegiline hydrochloride

There total 8 articles about Selegiline hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

SELEGILINE (2323-36-6,4528-51-2,4530-70-5,14611-51-9) → (R)-(-)-deprenyl hydrochloride (14611-52-0,2079-54-1)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 20 ℃; for 2h;

Reference yield:

ammonium hydroxide (1336-21-6) + L-methyl-anara-D-tartarate + propargyl bromide (106-96-7) → (R)-(-)-deprenyl hydrochloride (14611-52-0,2079-54-1)

Guidance literature:

In water;

Reference yield:

L-methyl-anara-D-tartarate + potassium carbonate (584-08-7) + propargyl bromide (106-96-7) → (R)-(-)-deprenyl hydrochloride (14611-52-0,2079-54-1)

Guidance literature:

In water;

upstream raw materials:

ammonium hydroxide

propargyl bromide

potassium carbonate

L-Phenylalaninol

Downstream raw materials:

SELEGILINE

(R)-2-N-methylamino-1-phenylpropane hydrochloride

Refernces

• 1、 -. "Preparation of selegiline". . . Retrieved 2008/06/13.
• 2、 -. "Process for the preparation of propargyl ammonium-chloride". . . Retrieved 2008/06/13.