4-{2-amino-5-[4-amino-3-(3-carboxypropoxy)phenyl]phenoxy}butanoic acid hydrochloride

• ChemBase ID: 155354
• Molecular Formular: C20H25ClN2O6
• Molecular Mass: 424.8753
• Monoisotopic Mass: 424.14011421
• SMILES: c1cc(c(cc1c1ccc(c(c1)OCCCC(=O)O)N)OCCCC(=O)O)N.Cl
• Canonical SMILES: OC(=O)CCCOc1cc(ccc1N)c1ccc(c(c1)OCCCC(=O)O)N.Cl
• InChI: InChI=1S/C20H24N2O6.ClH/c21-15-7-5-13(11-17(15)27-9-1-3-19(23)24)14-6-8-16(22)18(12-14)28-10-2-4-20(25)26;/h5-8,11-12H,1-4,9-10,21-22H2,(H,23,24)(H,25,26);1H
• InChIKey: HNVJQHPTWJBUOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-amino-5-[4-amino-3-(3-carboxypropoxy)phenyl]phenoxy}butanoic acid hydrochloride
• IUPAC Traditional name: 4-{2-amino-5-[4-amino-3-(3-carboxypropoxy)phenyl]phenoxy}butanoic acid hydrochloride
• Synonyms: γ,γ′-(4,4′-Diamino-3,3′-biphenylylenedioxy)dibutyric acid; Dicarboxidine dihydrochloride

Database IDs

• CAS Number: 56455-90-4
• MDL Number: MFCD00236955
• PubChem SID: 24893982; 162249492
• PubChem CID: 16219260

CALCULATED PROPERTIES

• Acid pKa: 3.134484
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.6769543
• LogD (pH = 7.4): -4.0391636
• Log P: 0.3847546
• Molar Refractivity: 104.5994 cm^3
• Polarizability: 40.671085 Å^3
• Polar Surface Area: 145.1 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: EK7770000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Empirical Formula (Hill Notation): C20H24N2O6 · 2HCl

DETAILS

Sigma Aldrich - D5907

Substrates
Chromogen for detecting N-t-BOC amino acids, peptides and barbiturates by TLC;1 alternative to conventional benzidine reagents as a peroxidase substrate.2