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

• ChemBase ID: 80874
• Molecular Formular: C22H24N2O10
• Molecular Mass: 476.43336
• Monoisotopic Mass: 476.14309498
• SMILES: N(c1c(cccc1)OCCOc1c(cccc1)N(CC(=O)O)CC(=O)O)(CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CN(c1ccccc1OCCOc1ccccc1N(CC(=O)O)CC(=O)O)CC(=O)O
• InChI: InChI=1S/C22H24N2O10/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32)
• InChIKey: FTEDXVNDVHYDQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-(2-{2-[bis(carboxymethyl)amino]phenoxy}ethoxy)phenyl](carboxymethyl)amino}acetic acid
• IUPAC Traditional name: bapta
• Synonyms: 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic Acid; N,N'-[1,2-Ethanediylbis(oxy-2,1-phenylene)]bis[N-(carboxymethyl)glycine; BAPTA; 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid; BAPTA; 2,2′-(Ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid; Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid; 1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid; BAPTA; 1,2-Bis-(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid; 2,2′-(亚乙二氧基)双苯胺-N,N,N′,N′-四乙酸; 亚乙二氧基双(邻亚苯基次氮基)四乙酸; 1,2-双(2-氨基苯氧基)乙烷-N,N,N′,N′-四乙酸; 1,2-双(2-氨基苯氧基)乙烷-N,N,N',N'-四乙酸

Database IDs

• CAS Number: 85233-19-8
• MDL Number: MFCD00036255
• Beilstein Number: 5192406
• Merck Index: 14957
• PubChem SID: 162067993; 24890924; 24848702
• PubChem CID: 104751
• CHEBI ID: 60888
• Chemspider ID: 94562
• Wikipedia Title: BAPTA

CALCULATED PROPERTIES

• Acid pKa: 3.103757
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -5.409354
• LogD (pH = 7.4): -11.502782
• Log P: 1.587645
• Molar Refractivity: 116.269 cm^3
• Polarizability: 44.29554 Å^3
• Polar Surface Area: 174.14 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: aqueous Acid; aqueous Base; DMSO
• Apperance: White to Off-White Solid
• Melting Point: 168-171°C; 177–179 °C; 189-190°C; ca 174°C dec.
• Density: 1.494 g/cm^3
• Fluorescence: λex 251 nm; λem 363 nm (pH 8.0 Highly selective calcium chelating reagent. Suitable for the spectrophotometric monitoring of Ca2+ levels ); λex 274 nm; λem 363 nm (With Calcium)

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant/Store at -20°C
• RTECS: MC0423000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (HPLC); 90%; 97%; 98%
• Grade: technical grade
• Empirical Formula (Hill Notation): C22H24N2O10

DETAILS

Apollo Scientific Ltd - OR2350T

A highly selective calcium-ion chelating reagent.

Sigma Aldrich - A4926

Packaging
1, 5 g in poly bottle
250 mg in poly bottle

Sigma Aldrich - 14510

Application
Highly selective calcium chelating reagent. Suitable for the spectrophotometric monitoring of Ca2+ levels

Toronto Research Chemicals - B123500

BAPTA is a highly selective calcium chelating reagent. Lipophilic diesters of the chelating agent 1,2-Bis(2 aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (BAPTA) are used for inhibition of proteolytic activities of certain metalloproteinases, calpain and

REFERENCES

• Tsien, R.Y., Biochemistry, 19, 2396 (1980)
• Wu, S.Y., et al.: J. Neurophysiology, 74, 2600 (1980)
• Venant, A., et al.: Biol. Cell, 85, 197 (1980)
• Tucker, T., et al.: Neuron, 15, 1323 (1995)