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

• ChemBase ID: 103355
• Molecular Formular: C13H18ClN
• Molecular Mass: 223.74172
• Monoisotopic Mass: 223.11277726
• SMILES: C[C@@H](Cc1ccccc1)N(C)CC#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-;/m0./s1
• InChIKey: IYETZZCWLLUHIJ-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl[(2S)-1-phenylpropan-2-yl](prop-2-yn-1-yl)amine hydrochloride
• IUPAC Traditional name: methyl[(2S)-1-phenylpropan-2-yl]prop-2-yn-1-ylamine hydrochloride
• Synonyms: (αS)-N,α-Dimethyl-N-2-propyn-1-ylbenzeneethanamine Hydrochloride; D-(+)-N,α-Dimethyl-N-2-propynylphenethylamine Hydrochloride; (+)-Deprenil Hydrochloride; (+)-Deprenyl Hydrochloride; S-Deprenyl Hydrochloride; S-(+)-Deprenyl Hydrochloride; S-(+)-Deprenyl hydrochloride; N,α-dimethyl-N-2 propynyl-benzeneethanamine; D-(+)-DEPRENYL

Database IDs

• CAS Number: 4528-52-3; 4528-51-2
• MDL Number: MFCD00069300
• PubChem SID: 162090372; 24896532
• PubChem CID: 199604

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: H2O: soluble
• Apperance: white solid
• Optical Rotation: [α]24/D +11.84°, c = 0.1 in H2O(lit.)

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

MP Biomedicals - 02151469

Hydrochloride
Inactive enantiomer.

Sigma Aldrich - M005

Biochem/physiol Actions
Less active enantiomer of deprenyl.

Toronto Research Chemicals - D288595

S-(+)-Deprenyl is the S-enantiomer of Deprenyl. R-(-)-Deprenyl (D288641) is in pharmaceutical formulations.

REFERENCES

• Fukui, K., et al.: Science, 218, 747 (1982)
• Tekes, K., et al.: Pol. J. Pharmacol. Pharm., 40, 653 (1982)
• Tarjanyi, Z., et al.: J. Pharm. Biomed. Anal., 17, 725 (1982)
• Kim, E., et al.: J. Anal. Toxicol., 24, 238 (1982)