BAMIRASTINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C31H37N5O3
Molecular Weight	527.6572
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C(O)=O)C1=CN2N=C(NCCCN3CCC(CC3)OC(C4=CC=CC=C4)C5=CC=CC=C5)C=CC2=N1

InChI

InChIKey=WTBRUSNNZKWTMI-UHFFFAOYSA-N

InChI=1S/C31H37N5O3/c1-31(2,30(37)38)26-22-36-28(33-26)15-14-27(34-36)32-18-9-19-35-20-16-25(17-21-35)39-29(23-10-5-3-6-11-23)24-12-7-4-8-13-24/h3-8,10-15,22,25,29H,9,16-21H2,1-2H3,(H,32,34)(H,37,38)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12813625 | https://adisinsight.springer.com/drugs/800017032

Bamirastine (previously known as TAK 427), an antiallergic compound that inhibits ligand binding to recombinant human histamine H1 receptor. The drug was involved in phase II clinical trials for the treatment of allergic rhinitis and for patients with atopic dermatitis. However, these studies were discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Histamine H1 receptor 315 Target ID: P35367 Gene ID: 3269.0 Gene Symbol: HRH1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12813625	Antagonist 2778		17.3 nM [IC50]

PubMed

Title	Date	PubMed
Inhibition of allergic dermal inflammation by the novel imidazopyridazine derivative TAK-427 in a guinea pig experimental model of eczema.	2002 Dec	12438553

Patents

Name

Type

Language

BAMIRASTINE

Official Name

English

TAK427

Code

English

TAK-427

Code

English

bamirastine [INN]

Common Name

English

2-(6-((3-(4-(DIPHENYLMETHOXY)PIPERIDIN-1-YL)PROPYL)AMINO)IMIDAZO(1,2-B)PYRIDAZIN-2-YL)-2-METHYLPROPANOIC ACID

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29578