methyl[(2R)-1-phenylpropan-2-yl](prop-2-yn-1-yl)amine hydrochloride

• ChemBase ID: 72814
• Molecular Formular: C13H18ClN
• Molecular Mass: 223.74172
• Monoisotopic Mass: 223.11277726
• SMILES: c1cccc(c1)C[C@H](N(CC#C)C)C.Cl
• Canonical SMILES: C[C@@H](N(CC#C)C)Cc1ccccc1.Cl
• InChI: 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
• InChIKey: IYETZZCWLLUHIJ-UTONKHPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl[(2R)-1-phenylpropan-2-yl](prop-2-yn-1-yl)amine hydrochloride
• IUPAC Traditional name: selegiline hydrochloride; methyl[(2R)-1-phenylpropan-2-yl](prop-2-yn-1-yl)amine hydrochloride
• Synonyms: (αR)-N,α-Dimethyl-N-2-propyn-1-yl-benzeneethanamine Hydrochloride; L-(-)-N,α-Dimethyl-N-2-propynylphenethylamine Hydrochloride; Antiparkin; Amindan; Selegiline; L-Deprenyl Hydrochloride; R-(-)-Deprenyl Hydrochloride; Eldepryl; L-Deprenyl; Zelapar; Anipryl; Selegiline hydrochloride; (R)-(-)-N,α-Dimethyl-N-(2-propynyl)phenethylamine hydrochloride; R(-)-N-α-Dimethyl-N-2-propynyl-benzeneethanamine hydrochloride; Selegiline hydrochloride; R-(-)-Deprenyl hydrochloride; Jumex; Tumex; Selegiline Hydrochloride

Database IDs

• CAS Number: 14611-52-0
• MDL Number: MFCD00069299
• PubChem SID: 24278577; 162037735
• PubChem CID: 26758

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.15821154
• LogD (pH = 7.4): 1.5548966
• Log P: 2.847962
• Molar Refractivity: 61.3547 cm^3
• Polarizability: 23.641752 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; H2O: >10 mg/mL; Methanol; Water
• Apperance: white powder; White Solid
• Melting Point: 142-144°C
• Optical Rotation: [α]25/D -10.8°, c = 6.48 in H2O(lit.)

Safety Information

• Storage Condition: -20°C; -20°C Freezer
• RTECS: DA0292500
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... MAOB(4129)
• Mechanism of Action: Monoamine oxidase (type B) inhibitor

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: HCl; hydrochloride
• Application(s): Anorexic agent; Antiparkinsonian drug

DETAILS

Selleck Chemicals - S1873

Research Area: Neurological Disease
Biological Activity:
Selegiline (Zelapar) is a selective, irreversible inhibitor of Type B monoamine oxidase used in newly diagnosed patients with Parkinson’s disease. It may slow progression of the clinical disease and delay the requirement for levodopa therapy. It also may be given with levodopa upon onset of disability. The compound without isomeric designation is Deprenyl. [1]

Sigma Aldrich - M003

Biochem/physiol Actions
Selective MAO-B inhibitor; anti-Parkinsonian agent.

Toronto Research Chemicals - D288641

Monoamine oxidase-B inhibitor related structurally to Pargyline. Used to alleviate the symptonms of Parkinsons disease.

REFERENCES

• http://www.drugbank.ca/drugs/DB01037
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