(2S)-2-amino-3-(4-aminophenyl)propanoic acid hydrochloride

• ChemBase ID: 158484
• Molecular Formular: C9H13ClN2O2
• Molecular Mass: 216.66472
• Monoisotopic Mass: 216.06655535
• SMILES: c1cc(ccc1C[C@@H](C(=O)O)N)N.Cl
• Canonical SMILES: N[C@H](C(=O)O)Cc1ccc(cc1)N.Cl
• InChI: InChI=1S/C9H12N2O2.ClH/c10-7-3-1-6(2-4-7)5-8(11)9(12)13;/h1-4,8H,5,10-11H2,(H,12,13);1H/t8-;/m0./s1
• InChIKey: ISCZSPZLBJLJGO-QRPNPIFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-aminophenyl)propanoic acid hydrochloride
• IUPAC Traditional name: p-aminophenylalanine hydrochloride
• Synonyms: L-3-(p-Aminophenyl)alanine Hydrochloride; 4-Amino-L-phenylalanine Hydrochloride; Aminophenylalanine Hydrochloride; L-(+)-p-Aminophenylalanine Hydrochloride; L-4-Aminophenylalanine Hydrochloride; p-Amino-L-phenylalanine HydrochlorideSee: A622376; 4-Amino-L-phenylalanine hydrochloride; 4-氨基-L-苯丙氨酸 盐酸盐

Database IDs

• CAS Number: 62040-55-5
• EC Number: 263-388-2
• MDL Number: MFCD00012986
• Beilstein Number: 3657715
• PubChem SID: 24846260; 162252620
• PubChem CID: 6454332

CALCULATED PROPERTIES

• Acid pKa: 1.5364622
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.1933882
• LogD (pH = 7.4): -2.0189147
• Log P: -2.0212572
• Molar Refractivity: 49.8167 cm^3
• Polarizability: 19.034864 Å^3
• Polar Surface Area: 89.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetic Acid; Water
• Apperance: Off-White Powder
• Optical Rotation: [α]20/D +8.7±0.5°, c = 1% in acetic acid: water (4:1)

Safety Information

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

Product Information

• Purity: ≥96.0% (AT)
• Empirical Formula (Hill Notation): C9H12N2O2 · HCl

DETAILS

Toronto Research Chemicals - A622375

p-Amino-L-phenylalanine is an analog of L-Phenylalanine (P319415).

REFERENCES

• Emes, A., et al.: Can. J. Microbiol., 20, 347 (1974)
• Green, J., et al.: J. Biol. Chem., 266, 12971 (1974)
• Chang, Z., et al.: Microbiology, 147, 2113 (1974)