Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C20H26N2O4 |
| Molecular Weight | 358.4314 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1CC2(CCCC2)CC(=O)N1CCNCC3COC4=C(O3)C=CC=C4
InChI
InChIKey=BVMYCHKQPGEOSI-UHFFFAOYSA-N
InChI=1S/C20H26N2O4/c23-18-11-20(7-3-4-8-20)12-19(24)22(18)10-9-21-13-15-14-25-16-5-1-2-6-17(16)26-15/h1-2,5-6,15,21H,3-4,7-14H2
Binospirone (MDL-73,005-EF) acts as a potent, highly selective 5-HT1A ligand: as an antagonist at postsynaptic 5-HT1A receptors and also acts as a highly efficacious partial agonist at somatodendritic autoreceptors. Experiments on rodents have shown, that it also possesses anxiolytic properties.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Evidence that alpha(1B)-adrenoceptors are involved in noradrenaline-induced contractions of rat tail artery. | 2004-03-19 |
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| Serotonergic serotonin (1A) mixed agonists/antagonists elicit large-magnitude phase shifts in hamster circadian wheel-running rhythms. | 2003 |
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| Effects of MDL 73005 on water-maze performances and locomotor activity in scopolamine-treated rats. | 2001-04 |
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| Failure of AH11110A to functionally discriminate between alpha(1)-adrenoceptor subtypes A, B and D or between alpha(1)- and alpha(2)-adrenoceptors. | 2001-03 |
Sample Use Guides
oral toxicity study in Sprague-Dawley rats: 5, 15, or 50 mg/kg/day by gavage to Sprague-Dawley rats for 6 or 12 month.
Route of Administration:
Oral
In Vitro Use Guide
Curator's Comment: MDL 73005EF (binospirone) acts as a highly efficacious partial agonist at the 5HT1A receptor, based on its ability to inhibit forskolin-stimulated adenylate cyclase in rat hippocampal membranes. Compared with two structurally related 5-HT1A partial agonists, the rank order of potency of MDL 73005EF in the FSC assay was comparable to affinity calculated by radioligand binding.
Unknown
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NCI_THESAURUS |
C28197
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100000085908
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60769
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SUB05839MIG
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BINOSPIRONE
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DTXSID50861284
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CHEMBL1487115
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C79884
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T3M5D109V5
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
