2-{[2-(2-{2-[bis(carboxymethyl)amino]-5-bromophenoxy}ethoxy)-4-bromophenyl](carboxymethyl)amino}acetic acid

• ChemBase ID: 158505
• Molecular Formular: C22H22Br2N2O10
• Molecular Mass: 634.22548
• Monoisotopic Mass: 631.96411891
• SMILES: c1cc(c(cc1Br)OCCOc1cc(ccc1N(CC(=O)O)CC(=O)O)Br)N(CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CN(c1ccc(cc1OCCOc1cc(Br)ccc1N(CC(=O)O)CC(=O)O)Br)CC(=O)O
• InChI: InChI=1S/C22H22Br2N2O10/c23-13-1-3-15(25(9-19(27)28)10-20(29)30)17(7-13)35-5-6-36-18-8-14(24)2-4-16(18)26(11-21(31)32)12-22(33)34/h1-4,7-8H,5-6,9-12H2,(H,27,28)(H,29,30)(H,31,32)(H,33,34)
• InChIKey: KCTRRYZOCJDOTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-(2-{2-[bis(carboxymethyl)amino]-5-bromophenoxy}ethoxy)-4-bromophenyl](carboxymethyl)amino}acetic acid
• IUPAC Traditional name: dibromo-bapta
• Synonyms: 1,2-Bis(2-amino-5-bromophenoxy)ethane-N,N,N',N'-tetraacetic acid; 5,5'-Dibromo-BAPTA; 5,5′-Dibromo-BAPTA; 1,2-Bis(2-amino-5-bromophenoxy)ethane-N,N,N′,N′-tetraacetic acid; 5,5'-二溴-BAPTA

Database IDs

• CAS Number: 73630-11-2
• MDL Number: MFCD00036169
• PubChem SID: 162252641
• PubChem CID: 3081001

CALCULATED PROPERTIES

• Acid pKa: 2.4201853
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -6.5051417
• LogD (pH = 7.4): -10.727582
• Log P: 3.1251504
• Molar Refractivity: 131.5146 cm^3
• Polarizability: 50.328186 Å^3
• Polar Surface Area: 174.14 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 172-178°C; 190-195 °C (dec.)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC); 95%
• Empirical Formula (Hill Notation): C22H22Br2N2O10

DETAILS

Sigma Aldrich - 14505

Other Notes
Calcium buffer and chelator with a weaker affinity for calcium than BAPTA, hence better suited for buffering high concentrations of calcium both inside and outside of cells (spectrophotometric monitoring):1,2