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Details

Stereochemistry ACHIRAL
Molecular Formula C19H19NO5
Molecular Weight 341.3579
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BPR-0L075

SMILES

COC1=CC2=C(C=C1)C(=CN2)C(=O)C3=CC(OC)=C(OC)C(OC)=C3

InChI

InChIKey=UZJVBXKFBQNDTQ-UHFFFAOYSA-N
InChI=1S/C19H19NO5/c1-22-12-5-6-13-14(10-20-15(13)9-12)18(21)11-7-16(23-2)19(25-4)17(8-11)24-3/h5-10,20H,1-4H3

HIDE SMILES / InChI

Molecular Formula C19H19NO5
Molecular Weight 341.3579
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

BPR0L075 [6-methoxy-3-(3',4',5'-trimethoxy-benzoyl)-1H-indole] is an anti-microtubule drug and is a promising anticancer compound with antimitotic activity. It has potential for management of various malignancies, particularly for patients with drug resistance. BPR0L075 inhibits tubulin polymerization through binding to the colchicine-binding site of tubulin.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antiangiogenic activities and cisplatin-combined antitumor activities of BPR0L075.
2010-07
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
2009-08-13
Survivin counteracts the therapeutic effect of microtubule de-stabilizers by stabilizing tubulin polymers.
2009-07-03
Synthesis and biological evaluation of new disubstituted analogues of 6-methoxy-3-(3',4',5'-trimethoxybenzoyl)-1H-indole (BPR0L075), as potential antivascular agents.
2008-08-01
Biotransformation of 6-methoxy-3-(3',4',5'-trimethoxy-benzoyl)-1H-indole (BPR0L075), a novel antimicrotubule agent, by mouse, rat, dog, and human liver microsomes.
2007-07
Development and validation of a liquid chromatography-tandem mass spectrometry for the determination of BPR0L075, a novel antimicrotuble agent, in rat plasma: application to a pharmacokinetic study.
2007-02-01
Structure-activity relationship studies of 3-aroylindoles as potent antimitotic agents.
2006-10
BPR0L075, a novel synthetic indole compound with antimitotic activity in human cancer cells, exerts effective antitumoral activity in vivo.
2004-07-01
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:09:51 GMT 2025
Edited
by admin
on Mon Mar 31 21:09:51 GMT 2025
Record UNII
W918223VQ6
Record Status Validated (UNII)
Record Version
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Name Type Language
METHANONE, (6-METHOXY-1H-INDOL-3-YL)(3,4,5-TRIMETHOXYPHENYL)-
Preferred Name English
BPR-0L075
Common Name English
6-METHOXY-3-(3,4,5-TRIMETHOXYBENZOYL) INDOLE
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 524516
Created by admin on Mon Mar 31 21:09:51 GMT 2025 , Edited by admin on Mon Mar 31 21:09:51 GMT 2025
Code System Code Type Description
CAS
613679-11-1
Created by admin on Mon Mar 31 21:09:51 GMT 2025 , Edited by admin on Mon Mar 31 21:09:51 GMT 2025
PRIMARY
PUBCHEM
10359957
Created by admin on Mon Mar 31 21:09:51 GMT 2025 , Edited by admin on Mon Mar 31 21:09:51 GMT 2025
PRIMARY
EPA CompTox
DTXSID20210285
Created by admin on Mon Mar 31 21:09:51 GMT 2025 , Edited by admin on Mon Mar 31 21:09:51 GMT 2025
PRIMARY
FDA UNII
W918223VQ6
Created by admin on Mon Mar 31 21:09:51 GMT 2025 , Edited by admin on Mon Mar 31 21:09:51 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY