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 |
|---|---|---|
| Effects of 5-HT2 and 5-HT3 receptors on the modulation of nociceptive transmission in rat spinal cord according to the formalin test. | 2001 Jul 13 |
|
| 5-HT3 receptor antagonist MDL 72222 attenuates cocaine- and mazindol-, but not methylphenidate-induced neurochemical and behavioral effects in the rat. | 2002 Feb |
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| Reduced 5-HT3 receptor binding and lower baseline plus maze anxiety in the alcohol-preferring inbred fawn-hooded rat. | 2004 Feb |
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| Blockade of 5-HT(3) receptor with MDL 72222 and Y 25130 reduces beta-amyloid protein (25--35)-induced neurotoxicity in cultured rat cortical neurons. | 2005 Sep 27 |
|
| Long-term depression in the superior cervical ganglion of the rat. | 2008 Oct 9 |
|
| 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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TARGET -> INHIBITOR |
BINDING
IC50
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ACTIVE MOIETY |
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