Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C17H20N4O |
| Molecular Weight | 296.3669 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(=O)C1=CN=C2N1CCC3=CC=CC=C3C24CCNCC4
InChI
InChIKey=VQWGYPVNVICKFC-UHFFFAOYSA-N
InChI=1S/C17H20N4O/c18-15(22)14-11-20-16-17(6-8-19-9-7-17)13-4-2-1-3-12(13)5-10-21(14)16/h1-4,11,19H,5-10H2,(H2,18,22)
Vapitadine (R129160; Hivenyl™) is an antihistamine that Barrier Therapeutics is developing as a treatment for allergic reactions of the skin, such as those associated with hives and for the itch associated with atopic dermatitis. Vapitadine is a new selective, non-sedative H1antihistamine. In several in vitro and in vivo pharmacological models, vapitadine is at least as potent as cetirizine (Zyrtec®) and does not penetrate the blood-brain barrier. An advantage of vapitadine over other antihistamines may be the absence of the sedation, even at high doses. Vapitadine had been in phase II clinical trials for the treatment of patients with atopic dermatitis. However, no development has been reported.
Originator
Sources: https://adisinsight.springer.com/drugs/800020866
Curator's Comment: Vapitadine was originally discovered by Johnson&Johnson, then licensed to Stiefel Laboratories (acquired by GlaxoSmithKline in 2009).
Approval Year
Sample Use Guides
In healthy volunteers vapitadine dose-dependently inhibits the histamine-induced wheal and flare reaction. Vapitadine shows a fast onset of action (within 1 hour) as well as a long-lasting (>24 hours) antihistaminic activity (from 10 mg onwards). Vapitadine does not induce sedation up to the highest dose tested (150 mg o.d. for 8 days).
After a one-week run-in period, 43 adult patients with atopic dermatitis were randomized to treatment with oral vapitadine 60 mg twice daily (n=22) or placebo (n=21) for one week.
Route of Administration:
Oral
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Official Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C29578
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
C96721
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY | |||
|
9842252
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY | |||
|
CHEMBL369075
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY | |||
|
793655-64-8
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY | |||
|
DB05738
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY | |||
|
8768
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY | |||
|
300000037031
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY | |||
|
DTXSID40229632
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY | |||
|
Z5014VUX83
Created by
admin on Mon Mar 31 18:18:16 GMT 2025 , Edited by admin on Mon Mar 31 18:18:16 GMT 2025
|
PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)