Dcpib

Base Information

• Chemical Name: Dcpib
• CAS No.: 82749-70-0
• Molecular Formula: C₂₂H₂₈Cl₂O₄
• Molecular Weight: 427.368
• European Community (EC) Number: 636-002-9
• DSSTox Substance ID: DTXSID90435165
• Nikkaji Number: J1.666.804D
• Wikidata: Q27077004
• ChEMBL ID: CHEMBL152557
• Mol file: 82749-70-0.mol

Synonyms:DCPIB;82749-70-0;4-(2-butyl-6,7-dichlor-2-cyclopentyl-indan-1-on-5-yl) oxybutyric acid;4-((2-Butyl-6,7-dichloro-2-cyclopentyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy)butanoic acid;4-[(2-butyl-6,7-dichloro-2-cyclopentyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]butanoic acid;D0J3QC;4-[(2-butyl-6,7-dichloro-2-cyclopentyl-1-oxo-3H-inden-5-yl)oxy]butanoic Acid;CHEMBL152557;GTPL4174;SCHEMBL11025104;CHEBI:91677;DTXSID90435165;KHKGTPJPBOQECW-UHFFFAOYSA-N;HMS3268C07;HMS3412J03;HMS3676J03;BCP30868;AKOS024456655;DCPIB is known as VRAC/VSAC blocker.;NCGC00092283-01;NCGC00092283-02;AS-82220;HY-103371;CS-0027766;E0001;BRD-A39255369-001-01-5;Q27077004;4-[(2-Butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]butanoic acid;Dcpib;(+) 4-[(2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]butanoic acid;(-) 4-[(2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]butanoic acid

Chemical Property of Dcpib

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 593.835°C at 760 mmHg
• PKA: 4.53±0.10(Predicted)
• Flash Point: 312.94°C
• PSA: 63.60000
• Density: 1.263g/cm³
• LogP: 6.34260
• Storage Temp.: Store at +4°C
• Solubility.: insoluble in H2O; ≥49.8 mg/mL in EtOH; ≥50.8 mg/mL in DMSO
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 426.1364648
• Heavy Atom Count: 28
• Complexity: 563

Purity/Quality:

99%+, ^*data from raw suppliers

DCPIB ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-36/39-45

MSDS Files:

Useful:

• Canonical SMILES: CCCCC1(CC2=CC(=C(C(=C2C1=O)Cl)Cl)OCCCC(=O)O)C3CCCC3
• Uses: DCPIB is a potent, selective blocker of the volume-sensitive anion channel (VSAC) in rat pancreatic β-cells.

Technology Process of Dcpib

There total 9 articles about Dcpib 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: 89.0%

Ethyl 4-bromobutyrate (2969-81-5) + 2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-1H-inden-1-one (81166-21-4,81166-49-6,81166-50-9) → DCPIB (82749-70-0)

Guidance literature:

Ethyl 4-bromobutyrate; 2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-1H-inden-1-one; With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

With sodium hydroxide; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

Reference yield: 87.0%

4-(2-Butyl-6,7-dichloro-2-cyclopentyl-1-oxo-indan-5-yloxy)-butyric acid ethyl ester (81166-29-2) → DCPIB (82749-70-0)

Guidance literature:

With hydrogenchloride; acetic acid; for 3h; Heating;

DOI:10.1021/jm00347a017

Reference yield:

6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-methoxy-1H-inden-1-one (54197-02-3) → DCPIB (82749-70-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMF, C₆H₅CH₃, RT, 2.) DMF, C₆H₅CH₃, 25 deg C, 18 h

2: 92 percent / pyridine hydrochloride / 1.5 h / 195 °C

3: 67 percent / K₂CO₃ / dimethylformamide / 16 h / 50 - 55 °C

4: 87 percent / 6 N aq. HCl, AcOH / 3 h / Heating

With hydrogenchloride; pyridine hydrochloride; sodium hydride; potassium carbonate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm00347a017

upstream raw materials:

4-(2-Butyl-6,7-dichloro-2-cyclopentyl-1-oxo-indan-5-yloxy)-butyric acid ethyl ester

6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-methoxy-1H-inden-1-one

2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-methoxy-1H-inden-1-one

2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-1H-inden-1-one

Refernces

• 1、 -. "Treatment of brain injury due to gray matter edema with (indanyloxy) butanoic acids". . . Retrieved 2008/06/13.