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A4926

1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid

Name: 1,2-Bis(2-Aminophenoxy)ethane-<I>N,N,N′,N′</I>-tetraacetic acid
Brand: ALDRICH

98%

Synonym(s):

2,2′-(Ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid, BAPTA, Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₄N₂O₁₀

CAS Number:

85233-19-8

Molecular Weight:

476.43

UNSPSC Code:

12352103

NACRES:

NA.23

PubChem Substance ID:

57653856

MDL number:

MFCD00036255

Beilstein/REAXYS Number:

5192406

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Properties

Quality Segment

200

assay

98%

form

powder

density

±1.494 g/cm³ at 25 °C (Predicted)

storage temp.

2-8°C

SMILES string

OC(=O)CN(CC(O)=O)c1ccccc1OCCOc2ccccc2N(CC(O)=O)CC(O)=O

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)

InChI key

FTEDXVNDVHYDQW-UHFFFAOYSA-N

Description

General description

1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid (BAPTA) is a high-affinity, fast-acting calcium chelator for precise intracellular Ca²⁺ regulation. Its rapid binding kinetics and strong selectivity for Ca²⁺ make it essential for investigating calcium-dependent processes in neuronal and cellular research. BAPTA and its membrane-permeable derivative, BAPTA-AM, allow controlled manipulation of Ca²⁺dynamics, facilitating studies on calcium signaling, neuroprotection, and cell signaling pathways.

Application

The product can be used in various R&D applications such as:

Neuroscience: Used to suppress intracellular Ca²⁺ overload, reduce neuronal apoptosis, and preserve electrophysiological function in injury models, demonstrating strong neuroprotective action.

Pharmacology: Enables precise buffering of intracellular Ca²⁺ levels, allowing researchers to distinguish Ca²⁺‑ dependent drug effects and dissect therapeutic signaling mechanisms.

Other Notes

pKa: 1.401 ± 0.10 (predicted)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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