3-{[3-(4-benzylphenoxy)propyl](methyl)amino}propanoic acid hydrochloride

• ChemBase ID: 154815
• Molecular Formular: C20H26ClNO3
• Molecular Mass: 363.87834
• Monoisotopic Mass: 363.16012138
• SMILES: CN(CCCOc1ccc(cc1)Cc1ccccc1)CCC(=O)O.Cl
• Canonical SMILES: CN(CCC(=O)O)CCCOc1ccc(cc1)Cc1ccccc1.Cl
• InChI: InChI=1S/C20H25NO3.ClH/c1-21(14-12-20(22)23)13-5-15-24-19-10-8-18(9-11-19)16-17-6-3-2-4-7-17;/h2-4,6-11H,5,12-16H2,1H3,(H,22,23);1H
• InChIKey: SBBJJLDNKNNWFJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[3-(4-benzylphenoxy)propyl](methyl)amino}propanoic acid hydrochloride
• IUPAC Traditional name: 3-{[3-(4-benzylphenoxy)propyl](methyl)amino}propanoic acid hydrochloride
• Synonyms: N-Methyl-N-[3-[4-(phenylmethyl)phenoxy]propyl β-alanine hydrochloride; SC-57461 hydrochloride; SC-57461A; N-Methyl-N-[3-[4-(phenylmethyl)phenoxy]propyl]-β-alanine Hydrochloride; SC-57461A

Database IDs

• CAS Number: 423169-68-0
• MDL Number: MFCD00951253
• PubChem SID: 162248953
• PubChem CID: 9820433

CALCULATED PROPERTIES

• Acid pKa: 3.3169923
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9684216
• LogD (pH = 7.4): 0.96796817
• Log P: 0.96995497
• Molar Refractivity: 95.9269 cm^3
• Polarizability: 37.293877 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: >5 mg/mL; Methanol
• Apperance: White Solid; white to off-white powder
• Melting Point: 163-165°C

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H25NO3 · HCl

DETAILS

Sigma Aldrich - PZ0110

Biochem/physiol Actions
SC-57461A is an inhibitor of leukotriene A4 hydrolase.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.

Toronto Research Chemicals - S199910

A potent and selective orally active leukotriene A4 hydrolase inhibitor.

REFERENCES

• Kachur, J. et al.: J. Pharmacol. Exp. Therap., 300, 582 (2002)
• Penning, T.D. et al.: Bioorg. Med. Chem. Lett., 45, 3482 (2002)