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Details

Stereochemistry RACEMIC
Molecular Formula C21H25N2S
Molecular Weight 337.502
Optical Activity ( + / - )
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of MEQUITAMIUM

SMILES

C[N+]12CCC(CC1)C(CN3C4=C(SC5=C3C=CC=C5)C=CC=C4)C2

InChI

InChIKey=LRHZGVSONLULIX-UHFFFAOYSA-N
InChI=1S/C21H25N2S/c1-23-12-10-16(11-13-23)17(15-23)14-22-18-6-2-4-8-20(18)24-21-9-5-3-7-19(21)22/h2-9,16-17H,10-15H2,1H3/q+1

HIDE SMILES / InChI
Mequitamium iodide (LG 30435) is a quaternary ammonium phenothiazine. Mequitamium iodide was found to bind with high affinity only to histamine H1 receptors and to muscarinic acetylcholine receptors. The (+)-(S)-enantiomer is 10-fold more potent than (-)-(R)-enantiomer as a histamine antagonist, while the two enantiomers show the same antimuscarinic activity in vitro. In animal models, it exerts antiasthmatic and antiallergic properties. It was being clinically investigated as a treatment of asthma and rhinitis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antihistaminic and antiallergic properties of dextro-mequitamium iodide in upper and lower guinea pig airways: comparison with azelastine.
1998-04
Absolute configuration and biological activity of mequitamium iodide enantiomers.
1994
Effect of mequitamium iodide (LG 30435) on airway microvascular leakage in the guinea-pig.
1992-06
High-affinity binding of mequitamium iodide (LG 30435) to muscarinic and histamine H1 receptors.
1990-07-17
Name Type Language
MEQUITAMIUM
Common Name English
MEQUITAMIUM CATION
Preferred Name English
MEQUITAMIUM ION
Common Name English
1-AZONIABICYCLO(2.2.2)OCTANE, 1-METHYL-3-(10H-PHENOTHIAZIN-10-YLMETHYL)-
Systematic Name English
Code System Code Type Description
FDA UNII
NID67T2471
Created by admin on Mon Mar 31 21:13:01 GMT 2025 , Edited by admin on Mon Mar 31 21:13:01 GMT 2025
PRIMARY
PUBCHEM
72029
Created by admin on Mon Mar 31 21:13:01 GMT 2025 , Edited by admin on Mon Mar 31 21:13:01 GMT 2025
PRIMARY
CAS
101396-46-7
Created by admin on Mon Mar 31 21:13:01 GMT 2025 , Edited by admin on Mon Mar 31 21:13:01 GMT 2025
PRIMARY