BRINAZARONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H32N2O2
Molecular Weight	392.5338
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)C1=C(N2C=CC=CC2=C1)C(=O)C3=CC=C(OCCCNC(C)(C)C)C=C3

InChI

InChIKey=ZVRBFQSPBKYIAR-UHFFFAOYSA-N

InChI=1S/C25H32N2O2/c1-18(2)22-17-20-9-6-7-15-27(20)23(22)24(28)19-10-12-21(13-11-19)29-16-8-14-26-25(3,4)5/h6-7,9-13,15,17-18,26H,8,14,16H2,1-5H3

HIDE SMILES / InChI

Molecular Formula	C25H32N2O2
Molecular Weight	392.5338
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1737397 | https://www.ncbi.nlm.nih.gov/pubmed/2788030 | https://www.ncbi.nlm.nih.gov/pubmed/8472871 | https://adisinsight.springer.com/drugs/800003365

Brinazarone (SR33557) is a calcium channel blocker, that inhibits acid sphingomyelinase activity and enhances ricin-A chain immunotoxin activity. Brinazarone may act, much like perhexiline, by disturbing membrane lipid composition through their inhibitory action on lysosomal phospholipid hydrolases, such as acid sphingomyelinase, leading to modifications in intracellular routing and to subsequent degradation of ricin-A chain immunotoxins.

Originator

Approval Year

PubMed

Title	Date	PubMed
In vitro and in vivo enhancement of ricin-A chain immunotoxin activity by novel indolizine calcium channel blockers: delayed intracellular degradation linked to lipidosis induction.	1992-03-01	1737397

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:33:15 GMT 2025` Edited by `admin` on `Mon Mar 31 18:33:15 GMT 2025`
Record UNII	UC0DRK4OE0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

P-(3-(TERT-BUTYLAMINO)PROPOXY)PHENYL 2-ISOPROPYL-3-INDOLIZINYL KETONE

Preferred Name

English

BRINAZARONE

Official Name

English

brinazarone [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C333