2-({2-[bis(carboxymethyl)amino]ethyl}({2-[bis(carboxymethyl)amino]phenyl})amino)acetic acid

• ChemBase ID: 176545
• Molecular Formular: C18H23N3O10
• Molecular Mass: 441.38932
• Monoisotopic Mass: 441.13834395
• SMILES: c1(c(cccc1)N(CC(=O)O)CC(=O)O)N(CC(=O)O)CCN(CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CN(CC(=O)O)CCN(c1ccccc1N(CC(=O)O)CC(=O)O)CC(=O)O
• InChI: InChI=1S/C18H23N3O10/c22-14(23)7-19(8-15(24)25)5-6-20(9-16(26)27)12-3-1-2-4-13(12)21(10-17(28)29)11-18(30)31/h1-4H,5-11H2,(H,22,23)(H,24,25)(H,26,27)(H,28,29)(H,30,31)
• InChIKey: FZOMSGHPGOZGKU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({2-[bis(carboxymethyl)amino]ethyl}({2-[bis(carboxymethyl)amino]phenyl})amino)acetic acid
• IUPAC Traditional name: ({2-[bis(carboxymethyl)amino]ethyl}({2-[bis(carboxymethyl)amino]phenyl})amino)acetic acid
• Synonyms: Ph-DTPA; N-[2-[Bis(carboxymethyl)amino]ethyl]-N-[2-[bis(carboxymethyl)amino]phenyl]glycine; Phenyleneethylenetriamine Pentaacetic Acid

Database IDs

• CAS Number: 126736-75-2
• PubChem SID: 164232455
• PubChem CID: 4179818

CALCULATED PROPERTIES

• Acid pKa: 2.528648
• H Acceptors: 13
• H Donor: 5
• LogD (pH = 5.5): -10.138499
• LogD (pH = 7.4): -16.285051
• Log P: -3.2832735
• Molar Refractivity: 103.3573 cm^3
• Polarizability: 39.221416 Å^3
• Polar Surface Area: 196.22 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Off-White Solid
• Melting Point: >300°C

DETAILS

Toronto Research Chemicals - P319900

A useful precursor of a bifunctional chelating agents.

REFERENCES

• Gouin, S.G., et al.: Tetrahedron Letters, 43, 3003 (2002)