Bapta

HCID 104751CAS 85233-19-8
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C(O)CN(CC(=O)O)c1ccccc1OCCOc1ccccc1N(CC(=O)O)CC(=O)O
InChIKey
FTEDXVNDVHYDQW-UHFFFAOYSA-N
Molecular formula
C22H24N2O10
Average molar mass
476.4 g/mol
Monoisotopic mass
476.14309497

Overview

BAPTA is a polyamino carboxylic acid in which bis(carboxymethyl)nitrilo groups are bonded to C-2 and C-2' of 1,1'-[ethane-1,2-diylbis(oxy)]dibenzene. It has a role as a chelator. It is a tetracarboxylic acid and a polyamino carboxylic acid.

Names & identifiers

Preferred name
Bapta
IUPAC
2-[2-[2-[2-[bis(carboxymethyl)amino]phenoxy]ethoxy]-N-(carboxymethyl)anilino]acetic acid
English name
BAPTA
Molecular formula
C22H24N2O10
Molecular weight
476.43

Names & synonyms

BAPTA85233-19-8Bapeta1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid1,2-Bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acidK22DDW77C0DTXSID30234432Glycine, N,N'-(1,2-ethanediylbis(oxy-2,1-phenylene)bis(N-(carboxymethyl)-CHEBI:608882,2',2'',2'''-[ethane-1,2-diylbis(oxy-2,1-phenylenenitrilo)]tetraacetic acidGlycine, N,N'-(1,2-ethanediylbis(oxy-2,1-phenylene))bis(N-(carboxymethyl)-,tetrapotassium salt2,2',2'',2'''-(ethane-1,2-diylbis(oxy-2,1-phenylenenitrilo))tetraacetic acid
Show more names
Glycine, N,N'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[N-(carboxyMethyl)-CS-2002BAPTA,97%BAPTA, >=98%BAPTA, Free AcidBAPTA, 10 mM in DMSO85233-19-8(free acid)BAPTA, extracellular calcium chelator1,2-BIS(2-AMINOPHENOXY)ETHANE-N,N,N',N'- TETRAACETI
RefChem:71704DTXCID30156923Glycine, N,N'-(1,2-ethanediylbis(oxy-2,1-phenylene))bis(N-(carboxymethyl))-,tetrapotassium salt629-173-6BAPTA free acidMFCD000362552,2',2'',2'''-(((Ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanetriyl))tetraacetic acid1,2-Bis-(2-amino-phenoxy)ethane N,N,N',N'-tetraacetic

Database identifiers

CAS
85233-19-8
PubChem CID
104751
DTXSID
DTXSID30234432
ChEMBL
CHEMBL1590868
ChEBI
CHEBI:60888
UNII
K22DDW77C0
EC Number
629-173-6
Nikkaji
J330.680A

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
174 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
12
Rotatable bonds
15
Heavy atoms
34

Physicochemical properties

Melting point
177 · 177-179 °C
Boiling point
575.89 °C · 575.89°C (rough estimate)
Density
1.4482 · 1.4482 (rough estimate)
refractive index
1.65 · 1.6500 (estimate)
RTECS
423000 · MC0423000
storage temp.
2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29225090
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS.

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

Applications · 5 items

DescriptionBAPTA free acid (85233-19-8) is a selective extracellular Ca2+ chelator. It is a widely used calcium sponge for chelating Ca2+outside of intact cells.1 It’s a useful tool to probe the involvement of extracellular Ca2+ in cellular signaling.2,3 Non-cell-permeable.

UsesBAPTA 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 TACE.

UsesAs calcium chelator; 19F labelled forms for measurement of intracellular calcium.

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

General DescriptionIn nature 1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetra acetic acid (BAPTA) is a main metabolic product of BAPTA -AM (BAPTA-tetra(actoxymethyl ester), a neuro protective agent in cerebral ischemia, in rats.BAPTA is an intercellular Ca2+ chelator.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
杭州鸿喜生物医药科技有限公司18989489206 · [email protected]

Additional notes

DefinitionChEBI: A polyamino carboxylic acid in which bis(carboxymethyl)nitrilo groups are bonded to C-2 and C-2' of 1,1'-[ethane-1,2-diylbis(oxy)]dibenzene.

Related reactions

2 records
New reaction record

Linked notes

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