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Details

Stereochemistry ACHIRAL
Molecular Formula C10H11Cl2N3
Molecular Weight 244.12
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEMAZOLINE

SMILES

NC1=C(Cl)C=C(CC2=NCCN2)C=C1Cl

InChI

InChIKey=FXNNRWAIGIEAST-UHFFFAOYSA-N
InChI=1S/C10H11Cl2N3/c11-7-3-6(4-8(12)10(7)13)5-9-14-1-2-15-9/h3-4H,1-2,5,13H2,(H,14,15)

HIDE SMILES / InChI

Description

Nemazoline (A-57219) is a nasal decongestant. It has alpha 1-agonist/alpha 2-antagonist activity and was more effective and long-acting than oxymetazoline on canine nasal mucosa, in-vitro and in-vivo. Upon intranasal administration to dogs, the compound was devoid of systemic effects up to a concentration 1000 times that needed for local decongestant effect (1.65 micrograms, atomized from a 1 microgram mL-1 solution) suggesting limited mucosal absorption. After nasal administration to rats for 15 days at a concentration 1000 times greater than that required for nasal decongestion, no mucosal tissue toxicity or systemic effects were seen.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
576.0 nM [Ki]
29.0 null [Ki]

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Upon intranasal administration to dogs, the compound was devoid of systemic effects up to a concentration 1000 times that needed for local decongestant effect (1.65 ugrams, atomized from a 1 ugram mL-1 solution) suggesting limited mucosal absorption.
Route of Administration: Nasal
In Vitro Use Guide
In radioligand binding experiments, Nemazoline (A-57219) exhibited affinity for both the alpha 1 (Ki=553 nM), as well as the alpha 2 receptor (Ki=25 nM).