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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

Molecular Formula C10H11Cl2N3
Molecular Weight 244.12
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL1907610
Sources: DOI: 10.1111/j.1527-3466.1987.tb00512.x
576.0 nM [Ki]
Target ID: CHEMBL2093864
Sources: DOI: 10.1111/j.1527-3466.1987.tb00512.x
29.0 null [Ki]
PubMed

PubMed

TitleDatePubMed
A new nasal decongestant, A-57219: a comparison with oxymetazoline.
1987 Sep
Patents

Patents

Sample Use Guides

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).
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:00:38 GMT 2023
Edited
by admin
on Fri Dec 15 17:00:38 GMT 2023
Record UNII
QUV3YCP28R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEMAZOLINE
INN  
INN  
Official Name English
2-(4-AMINO-3,5-DICHLOROBENZYL)-2-IMIDAZOLINE
Systematic Name English
SCH 40054
Code English
SCH-40054
Code English
nemazoline [INN]
Common Name English
BENZENAMINE, 2,6-DICHLORO-4-((4,5-DIHYDRO-1H-IMIDAZOL-2-YL)METHYL)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
NCI_THESAURUS C29709
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
Code System Code Type Description
PUBCHEM
60469
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110957
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
CAS
130759-56-7
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
INN
6609
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
SMS_ID
100000084131
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
FDA UNII
QUV3YCP28R
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
NCI_THESAURUS
C83997
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
EVMPD
SUB09190MIG
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID10156729
Created by admin on Fri Dec 15 17:00:38 GMT 2023 , Edited by admin on Fri Dec 15 17:00:38 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY