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

Molecular Formula	C31H37N5O3
Molecular Weight	527.6572
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/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
Effects of TAK-427 on acute nasal symptoms and nasal obstruction in guinea pig model of experimental allergic rhinitis.	2003 Aug 29	12969771
Characteristics of the antihistamine effect of TAK-427, a novel imidazopyridazine derivative.	2003 May	12813625
Marked impact of P-glycoprotein on the absorption of TAK-427 in rats.	2008 Sep	18651556

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:03:12 GMT 2023` Edited by `admin` on `Sat Dec 16 18:03:12 GMT 2023`
Record UNII	SIG10953FN
Record Status	`Validated (UNII)`
Record Version

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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