SML2692

DCPIB

≥98% (HPLC), powder, VRAC or VSOAC blocker

• Synonym(s): 4-(2-Butyl-6,7-dichloro-2-cyclopentyl-1-oxo-2,3-dihydro-1H-inden-5-yloxy)butanoic acid, 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-cyclopentylindan-1-on-5-yl)oxybutyric acid
• Empirical Formula (Hill Notation): C₂₂H₂₈Cl₂O₄
• CAS Number: 82749-70-0
• Molecular Weight: 427.36
• MDL number: MFCD07783995
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• product name: DCPIB, ≥98% (HPLC)
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: CCCCC1(Cc2cc(OCCCC(O)=O)c(Cl)c(Cl)c2C1=O)C3CCCC3
• InChI: 1S/C22H28Cl2O4/c1-2-3-10-22(15-7-4-5-8-15)13-14-12-16(28-11-6-9-17(25)26)19(23)20(24)18(14)21(22)27/h12,15H,2-11,13H2,1H3,(H,25,26)
• InChI key: KHKGTPJPBOQECW-UHFFFAOYSA-N

Description

Biochem/physiol Actions

DCPIB is a potent inhibitor of the volume-sensitive anion channel (VSAC). IC₅₀ = 4.1μM ) versus ICl,_swell in calf pulmonary artery endothelial (CPAE) cells. DCPIB does not inhibit CPAE cell I_Cl,_Ca; hCFTR; nor guinea pig I_Cl,PKA, I_Kr, I_Ks,I_Kl, I_Na and I_Ca. DCPIB inhibition is reversible and voltage independent. ICl,_swell is believed to be important in cardiovascular function. Studies have been limited by the lack of specific ligands.

DCPIB is a reversible and highly selective volume-regulated anion channel (VRAC or VSOAC) blocker (by 50/98.7% of hypotonic solution-induced Cl current or I_Cl,swell at 4.1/10 μM in calf pulmonary artery endothelial (CPAE) cells vs. 4.1% inhibition of Ca²⁺-activated I_Cl,Ca or CaCC at 10 μM) with little or no inhibition against hminK (I_Ks), hCFTR, hCLC-1/2/4/5, rCLC-K1, hKv1.5, hKv4.3, HERG (≤5.9% at 10 μM; transpected xenopus oocytes), nor I_Ks, I_Kr, I_K1, I_Na, I_Ca, or I_Cl,PKA in isolated guinea pig cardiomyocytes. When applied in rats in vivo (10 mg/kg ip.), DCPIB is shown to protect against myocardial ischaemia/reperfusion injury.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable