Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C22H27N3OS.2C4H4O4 |
| Molecular Weight | 613.679 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 2 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.C(CNC1=NC2=C(S1)C=CC=C2)COC3=CC=CC(CN4CCCCC4)=C3
InChI
InChIKey=IECBEVAUEBZJCF-SPIKMXEPSA-N
InChI=1S/C22H27N3OS.2C4H4O4/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;2*5-3(6)1-2-4(7)8/h2-3,6,8-11,16H,1,4-5,7,12-15,17H2,(H,23,24);2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
| Molecular Formula | C22H27N3OS |
| Molecular Weight | 381.534 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C4H4O4 |
| Molecular Weight | 116.0722 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
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.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL4654 |
6.3 null [pKi] | ||
Target ID: Q9EST2 Gene ID: 1.00135536E8 Gene Symbol: HNMT Target Organism: Cavia porcellus (Guinea pig) |
6.6 null [pKi] | ||
Target ID: P31389 Gene ID: NA Gene Symbol: HRH1 Target Organism: Cavia porcellus (Guinea pig) |
5.1 null [pKi] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Palliative | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Histamine N-methyltransferase regulates aggression and the sleep-wake cycle. | 2017-11-21 |
|
| [Mechanisms of histamine ameliorating memory impairment induced by pentylenetetrazole-kindling epilepsy in rats]. | 2017-01-25 |
|
| The Histamine H3 Receptor Antagonist E159 Reverses Memory Deficits Induced by Dizocilpine in Passive Avoidance and Novel Object Recognition Paradigm in Rats. | 2017 |
|
| Mechanism of the histamine H(3) receptor-mediated increase in exploratory locomotor activity and anxiety-like behaviours in mice. | 2014-06 |
|
| Enhanced antinociceptive effects of morphine in histamine H2 receptor gene knockout mice. | 2006-09 |
|
| Involvement of histaminergic system in the discriminative stimulus effects of morphine. | 2004-05-03 |
|
| Histamine H(2) -like receptors in chick cerebral cortex: effects on cyclic AMP synthesis and characterization by [(3) H]tiotidine binding. | 2002-06 |
|
| Histamine H(3)-receptor antagonism improves memory retention and reverses the cognitive deficit induced by scopolamine in a two-trial place recognition task. | 2001-10-15 |
|
| Zolantidine (SK&F 95282) is a potent selective brain-penetrating histamine H2-receptor antagonist. | 1988-01 |
Patents
Sample Use Guides
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:11:15 GMT 2025
by
admin
on
Mon Mar 31 22:11:15 GMT 2025
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| Record UNII |
AL1YII70LM
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| Record Status |
Validated (UNII)
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| Record Version |
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104076-39-3
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AL1YII70LM
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DTXSID7045811
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admin on Mon Mar 31 22:11:15 GMT 2025 , Edited by admin on Mon Mar 31 22:11:15 GMT 2025
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