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Details

Stereochemistry ACHIRAL
Molecular Formula C22H27N3OS
Molecular Weight 381.534
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZOLANTIDINE

SMILES

C(CNC1=NC2=C(S1)C=CC=C2)COC3=CC=CC(CN4CCCCC4)=C3

InChI

InChIKey=KUBONGDXTUOOLM-UHFFFAOYSA-N
InChI=1S/C22H27N3OS/c1-4-13-25(14-5-1)17-18-8-6-9-19(16-18)26-15-7-12-23-22-24-20-10-2-3-11-21(20)27-22/h2-3,6,8-11,16H,1,4-5,7,12-15,17H2,(H,23,24)

HIDE SMILES / InChI

Molecular Formula C22H27N3OS
Molecular Weight 381.534
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Zolantidine is the novel benzthiazole derivative. It is a centrally acting potent antagonist of histamine at H2-receptors. It was found to be a competitive inhibitor of the histamine catabolising enzyme in brain, histamine N-methyltransferase. High aggression in histamine N-methyltransferase knockout mice was suppressed by treatment with zolantidine, indicating that abnormal histamine H2 receptor activation promoted aggression in knockout mice. Histamine H(3) receptor antagonist JNJ-10181457-induced anxiety-like behaviours were dominantly reduced by zolantidine. Zolantidine significantly attenuated the discriminative stimulus effects of morphine.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
6.3 null [pKi]
6.6 null [pKi]
5.1 null [pKi]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Palliative
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
10 mg/kg
Route of Administration: Intraperitoneal
In Vitro Use Guide
Zolantidine also inhibited histamine stimulated adenylate cyclase in a guinea-pig cardiac ventricle homogenate. An IC50 value of 840 ± 60 nM was obtained, corresponding to a Ki value of 52 ± 4 nM, (pKi 7.3).
Substance Class Chemical
Record UNII
M1108XAY01
Record Status Validated (UNII)
Record Version