U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C17H21N5O.C4H4O4
Molecular Weight 427.4537
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NOBERASTINE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.CC1=CC=C(CN2C(NC3CCNCC3)=NC4=C2N=CC=C4)O1

InChI

InChIKey=CIILAEPYXFBPRG-BTJKTKAUSA-N
InChI=1S/C17H21N5O.C4H4O4/c1-12-4-5-14(23-12)11-22-16-15(3-2-8-19-16)21-17(22)20-13-6-9-18-10-7-13;5-3(6)1-2-4(7)8/h2-5,8,13,18H,6-7,9-11H2,1H3,(H,20,21);1-2H,(H,5,6)(H,7,8)/b;2-1-

HIDE SMILES / InChI

Molecular Formula C17H21N5O
Molecular Weight 311.3815
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Noberastine (NOB), a histamine H1 antagonist, has potent and specific peripheral antihistaminic activity. Noberastine, a furan derivative of nor-astemizole (an astemizole metabolite), has been shown to have a more rapid onset, and shorter duration of action than astemizole with peak antihistaminic activity at 4h following ingestion. Noberastine is rapidly absorbed and the peak plasma levels are obtained within 2 h of oral dosing. In preclinical studies Noberastine has been shown to lack central nervous system effects. After subacute (steady-state) administration of noberastine, there was increasing inhibition of weal and flare formation with higher doses of the drug. The 30 mg daily dose showed maximum antihistaminic effects.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
A double-blind placebo controlled dose response study of noberastine on histamine induced weal and flare.
1991
The time course of action of three differing doses of noberastine, a novel H1-receptor antagonist, on histamine-induced skin wheals and the relationship to plasma drug concentrations in normal human volunteers.
1993 Feb
Effects of acrivastine, azelastine, cetirizine and noberastine on rat peritoneal mast cells.
1995 Apr

Sample Use Guides

In Vivo Use Guide
Preliminary studies in volunteers indicate that effective antihistaminic actions occur with oral doses in the range of 10 to 40 mg as a single daily dose.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Tue Oct 22 12:36:28 UTC 2019
Edited
by admin
on Tue Oct 22 12:36:28 UTC 2019
Record UNII
WAYB7MW5R0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NOBERASTINE MALEATE
Common Name English
3H-IMIDAZO(4,5-B)PYRIDIN-2-AMINE, 3-((5-METHYL-2-FURANYL)METHYL)-N-4-PIPERIDINYL-, (2Z)-2-BUTENEDIOATE (1:2)
Systematic Name English
Code System Code Type Description
CAS
111922-05-5
Created by admin on Tue Oct 22 12:36:28 UTC 2019 , Edited by admin on Tue Oct 22 12:36:28 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE