Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C15H17Cl2NO2 |
| Molecular Weight | 314.207 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C3=CC(Cl)=CC(Cl)=C3
InChI
InChIKey=MNJNPLVXBISNSX-WDNDVIMCSA-N
InChI=1S/C15H17Cl2NO2/c1-18-12-2-3-13(18)8-14(7-12)20-15(19)9-4-10(16)6-11(17)5-9/h4-6,12-14H,2-3,7-8H2,1H3/t12-,13+,14+
| Molecular Formula | C15H17Cl2NO2 |
| Molecular Weight | 314.207 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Bemesetron, also known as MDL 72222, is a potent and highly selective antagonist of neuronal 5-hydroxytryptamine receptors, 5HT3. Bemesetron possesses antiemetic efficacy in comparison with a high-dose metoclopramide regimen (HDM) for chemotherapy-induced nausea and vomiting. But this application is not clinically used. Drug is used as scientific tool for the study 5HT3 receptor properties in the actions of drugs of abuse.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Serotonin and NO complementarily regulate generation of oscillatory activity in the olfactory CNS of a terrestrial mollusk. | 2001 Jun |
|
| Dual cooperative allosteric modulation of binding to ionotropic glycine receptors. | 2002 Dec |
|
| 5-HT2 and 3 receptor antagonists suppress the response of rat type I slowly adapting mechanoreceptor: an in vitro study. | 2003 Apr 18 |
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| Effects of ginsenoside Rg2 on the 5-HT3A receptor-mediated ion current in Xenopus oocytes. | 2003 Feb 28 |
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| Blockade of 5-HT(3) receptor with MDL7222 and Y25130 reduces hydrogen peroxide-induced neurotoxicity in cultured rat cortical cells. | 2005 Dec 5 |
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| Effects of repeated daily treatments with a 5-HT3 receptor antagonist on dopamine neurotransmission and functional activity of 5-HT3 receptors within the nucleus accumbens of Wistar rats. | 2006 Jun |
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| Effects of triterpenoids from Poria cocos Wolf on the serotonin type 3A receptor-mediated ion current in Xenopus oocytes. | 2009 Aug 1 |
|
| Mechanisms of analgesic action of pulsed radiofrequency on adjuvant-induced pain in the rat: roles of descending adrenergic and serotonergic systems. | 2009 Mar |
|
| The chemical basis of pharmacology. | 2010 Dec 7 |
Patents
Sample Use Guides
MDL 72,222 (Bemesetron) was given in 20 mg intravenous doses 30 minutes before chemotherapy, as well as 2, 6, and 12 hours after chemotherapy infusion
Route of Administration:
Intravenous
The properties of MDL 72222 (bemesetron) with potent and selective blocking actions at certain excitatory 5-hydroxytryptamine (5-HT) receptors on mammalian peripheral neurones, are described. On the rabbit isolated heart, MDL 72222 was a potent antagonist of responses mediated through the receptors for 5-HT present on the terminal sympathetic fibres. The threshold for antagonism was approximately 0.1 nM and the negative logarithm of the molar concentration of MDL 72222 which reduced the chronotropic response of the isolated rabbit heart to twice an ED50 of 5-HT to that of the ED50 was 9.27. MDL 72222 was also highly selective since responses to the nicotine receptor agonist, dimethylphenylpiperazinum iodine (DMPP), were inhibited only at concentrations more than 1000 times those necessary to inhibit 5-HT.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 17:51:08 GMT 2023
by
admin
on
Sat Dec 16 17:51:08 GMT 2023
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| Record UNII |
O98T3677PA
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| Record Status |
Validated (UNII)
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| Record Version |
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NCI_THESAURUS |
C94726
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C042253
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Bemesetron
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DTXSID8042632
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40796-97-2
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BB-8
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CHEMBL2107804
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100000086139
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SUB05692MIG
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6682
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C80766
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O98T3677PA
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| Related Record | Type | Details | ||
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TARGET -> INHIBITOR |
BINDING
IC50
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ACTIVE MOIETY |
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