Bapta

Base Information

• Chemical Name: Bapta
• CAS No.: 85233-19-8
• Molecular Formula: C22H24N2O10
• Molecular Weight: 476.44
• Hs Code.: 29225090
• European Community (EC) Number: 629-173-6
• UNII: K22DDW77C0
• DSSTox Substance ID: DTXSID30234432
• Nikkaji Number: J330.680A
• Wikipedia: BAPTA
• Wikidata: Q4834614
• Metabolomics Workbench ID: 61322
• ChEMBL ID: CHEMBL1590868
• Mol file: 85233-19-8.mol

Synonyms:1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid;1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid, tetrapotassium salt;1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid;BAPETA;BAPTA;Ca(II)-BAPTA;cesium BAPTA

Chemical Property of Bapta

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 177-179 °C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 766.6 °C at 760 mmHg
• PKA: 1.40±0.10(Predicted)
• Flash Point: 417.4 °C
• PSA: 174.14000
• Density: 1.494 g/cm³
• LogP: 1.09560
• Storage Temp.: 2-8°C
• Solubility.: Soluble in dimethyl sulfoxide
• Water Solubility.: Soluble in water and sodium bicarbonate.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 15
• Exact Mass: 476.14309497
• Heavy Atom Count: 34
• Complexity: 613

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

BAPTA ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N(CC(=O)O)CC(=O)O)OCCOC2=CC=CC=C2N(CC(=O)O)CC(=O)O
• Description: BAPTA 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.
• Uses: Highly selective calcium chelating reagent. Suitable for the spectrophotometric monitoring of Ca2+ levels. 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 TACE. As calcium chelator; 19F labelled forms for measurement of intracellular calcium.

Technology Process of Bapta

There total 5 articles about Bapta which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1,2-bis(2-nitrophenoxy)ethane (51661-19-9) → 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid (85233-19-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 10percent Pd/C / ethanol

2: base, NaI / acetonitrile / 20 h / Heating

3: KOH / ethanol

With potassium hydroxide; sodium iodide; palladium on activated charcoal; In ethanol; acetonitrile;

Reference yield:

sodium o-nitrophenate (824-39-5) → 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid (85233-19-8)

Guidance literature:

Multi-step reaction with 4 steps

1: dimethylformamide / 2 h / Heating

2: 10percent Pd/C / ethanol

3: base, NaI / acetonitrile / 20 h / Heating

4: KOH / ethanol

With potassium hydroxide; sodium iodide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid (85233-19-8)

Guidance literature:

Multi-step reaction with 5 steps

1: NaOH / ethanol

2: dimethylformamide / 2 h / Heating

3: 10percent Pd/C / ethanol

4: base, NaI / acetonitrile / 20 h / Heating

5: KOH / ethanol

With potassium hydroxide; sodium hydroxide; sodium iodide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

1,2-bis(2-aminophenoxy)ethane-N,N,N'N'-tetraacetic acid tetraethyl ester

1,2-bis(2-nitrophenoxy)ethane

1,2-Bis(2-aminophenoxy)ethane

sodium o-nitrophenate

Downstream raw materials:

{(2-{2-[2-(Bis-carboxymethyl-amino)-phenoxy]-ethoxy}-phenyl)-[bis-(4,5-dimethoxy-2-nitro-phenyl)-methoxycarbonylmethyl]-amino}-acetic acid

{(2-{2-[2-(Bis-carboxymethyl-amino)-phenoxy]-ethoxy}-phenyl)-[hydroxy-(6-nitro-benzo[1,3]dioxol-5-yl)-methoxycarbonylmethyl]-amino}-acetic acid

[(2-{2-[2-(Bis-carboxymethyl-amino)-phenoxy]-ethoxy}-phenyl)-(3-nitro-quinolin-4-ylmethoxycarbonylmethyl)-amino]-acetic acid

[(2-{2-[2-(Bis-carboxymethyl-amino)-phenoxy]-ethoxy}-phenyl)-(4,5-dimethoxy-2-nitro-benzyloxycarbonylmethyl)-amino]-acetic acid

Refernces