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Details

Stereochemistry ACHIRAL
Molecular Formula C17H19N3.ClH
Molecular Weight 301.814
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ANTAZOLINE HYDROCHLORIDE

SMILES

Cl.C(N(CC1=CC=CC=C1)C2=CC=CC=C2)C3=NCCN3

InChI

InChIKey=SWKDMSRRIBZZAY-UHFFFAOYSA-N
InChI=1S/C17H19N3.ClH/c1-3-7-15(8-4-1)13-20(14-17-18-11-12-19-17)16-9-5-2-6-10-16;/h1-10H,11-14H2,(H,18,19);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C17H19N3
Molecular Weight 265.3529
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/mesh/68000865

Antazoline is an antagonist of histamine H1 receptors. It selectively bind to but does not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine. Antazoline in combination with naphazoline (VASOCON-A®) is indicated to relieve the symptoms of allergic conjunctivitis.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
38.4 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
VASOCON-A

Approved Use

Temporary relief of ocular redness and itching.

Launch Date

1990
PubMed

PubMed

TitleDatePubMed
Pharmacometric analysis of alpha1-adrenoceptor function in rat tail artery pretreated with lipopolysaccharides.
2001 Nov-Dec
Evaluation of the phencyclidine-like discriminative stimulus effects of novel NMDA channel blockers in rats.
2003 Nov
The effects of imidazoline agents on the aggregation of human platelets.
2004 Feb
Simple HPLC determination of benzalkonium chloride in ophthalmic formulations containing antazoline and tetrahydrozoline.
2005 Sep-Oct
Evidence for imidazoline receptors involvement in the agmatine antidepressant-like effect in the forced swimming test.
2007 Jun 22
Simultaneous determination of antazoline and naphazoline by the net analyte signal standard addition method and spectrophotometric technique.
2010 Nov-Dec
Treatment of allergic conjunctivitis: results of a 1-month, single-masked randomized study.
2010 Sep-Oct
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Sample Use Guides

In Vivo Use Guide
1-2 drops up to 4 times daily.
Route of Administration: Other
In Vitro Use Guide
The antihistaminic agent, antazoline, was tested for its ability to compete for [3H]pyrilamine, [3H]tiotidine and [3H]N-methyl histamine binding to rodent brain H1, H2 and H3 histamine receptors, respectively. Antazoline exhibited the highest affinity for H1-receptors (dissociation constant, Ki = 38.4 +/- 4.4 nM), and was considerably weaker at H2- (K1 = 44,433 +/- 1,763 nM) and H3-receptors (Ki = 42,400 +/- 7,527 nM).
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:08:47 GMT 2023
Edited
by admin
on Fri Dec 15 16:08:47 GMT 2023
Record UNII
FP8Q8F72JH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ANTAZOLINE HYDROCHLORIDE
EP   MART.   MI   VANDF   WHO-DD  
Common Name English
ANTAZOLINE HYDROCHLORIDE [MART.]
Common Name English
2-(N-BENZYLANILINO)METHYL-2-IMIDAZOLINE, HYDROCHLORIDE
Systematic Name English
ANTAZOLINE HCL
Common Name English
ANTAZOLINE HYDROCHLORIDE [VANDF]
Common Name English
ANTAZOLINE HYDROCHLORIDE [MI]
Common Name English
ANTAZOLINE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
Antazoline hydrochloride [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL1305
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
CAS
2508-72-7
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
PUBCHEM
17275
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
EVMPD
SUB00539MIG
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
MERCK INDEX
m1942
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C76668
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
EPA CompTox
DTXSID1047782
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
SMS_ID
100000092144
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
RXCUI
81954
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY RxNorm
FDA UNII
FP8Q8F72JH
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
ECHA (EC/EINECS)
219-719-8
Created by admin on Fri Dec 15 16:08:47 GMT 2023 , Edited by admin on Fri Dec 15 16:08:47 GMT 2023
PRIMARY
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (TLC)
EP
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ACTIVE MOIETY