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BRP-7

CAT: 0804-HY-118506Size: 1 EachDry Ice: NoHazardous: No
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Description
BRP-7 is a 5-lipoxygenase activating protein (FLAP) inhibitor with an IC50 of 0.31 μM. BRP-7 inhibits the co-localization of 5-lipoxygenase (5-LOX) and FLAP by targeting FLAP, thereby blocking the transfer of arachidonic acid (AA) to 5-LOX and suppressing the production of leukotrienes (LTs) (IC₅₀ = 0.15 μM) . BRP-7 does not inhibit cyclooxygenase (COX-1/COX-2) or microsomal prostaglandin E₂ synthase-1 (mPGES-1), and does not affect cell viability or AA release. BRP-7 exhibits significant anti-inflammatory effects in rat pleurisy and mouse peritonitis models. BRP-7 can be used for the study of inflammatory diseases[1][2].
CAS Number
612046-20-5
UNSPSC
12352005
Target
FLAP
Related Pathways
Immunology/Inflammation
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Smiles
ClC1=C(CN2C3=C(N=C2C(C)C4=CC=C(CC(C)C)C=C4)C=CC=C3)C=CC=C1
Molecular Formula
C26H27ClN2
Molecular Weight
402.96
References & Citations
[1]Gür ZT, et al. Identification of multi-target inhibitors of leukotriene and prostaglandin E2 biosynthesis by structural tuning of the FLAP inhibitor BRP-7. Eur J Med Chem. 2018 Apr 25;150:876-899.|[2]Pergola C, et al. The novel benzimidazole derivative BRP-7 inhibits leukotriene biosynthesis in vitro and in vivo by targeting 5-lipoxygenase-activating protein (FLAP) . Br J Pharmacol. 2014 Jun;171 (12) :3051-64.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

1-(2-chlorobenzyl)-2-(1-(4-isobutylphenyl)ethyl)-1H-benzimidazole

targets 5-lipoxygenase-activating protein to inhibit leukotriene biosynthesis; structure in first source

CAS Number612046-20-5
PubChem CID3610995
IUPAC Name1-[(2-chlorophenyl)methyl]-2-[1-[4-(2-methylpropyl)phenyl]ethyl]benzimidazole
Molecular FormulaC26H27ClN2
Molecular Weight403.0
XLogP7.5
Topological Polar Surface Area17.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count6
Heavy Atom Count29
Formal Charge0
Complexity501
SMILES
CC(C)CC1=CC=C(C=C1)C(C)C2=NC3=CC=CC=C3N2CC4=CC=CC=C4Cl
InChI
InChI=1S/C26H27ClN2/c1-18(2)16-20-12-14-21(15-13-20)19(3)26-28-24-10-6-7-11-25(24)29(26)17-22-8-4-5-9-23(22)27/h4-15,18-19H,16-17H2,1-3H3
InChIKey
RSOFSWHYZCGXSL-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 1-(2-chlorobenzyl)-2-(1-(4-isobutylphenyl)ethyl)-1H-benzimidazole
CAS: 612046-20-5
CID: 3610995
Formula: C26H27ClN2
MW: 403.0
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight403.0
XLogP37.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count6
Exact Mass402.1862766
Monoisotopic Mass402.1862766
Topological Polar Surface Area17.8 Ų
Heavy Atom Count29
Formal Charge0
Complexity501
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes