| Weight | 369.513 g/mol |
|---|---|
| Formula | C21H31N5O |
| Hydrogen Acceptors | 5 |
| Hydrogen Donors | 1 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 5 |
Adatanserin (127266-56-2)
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SMILESC1CN(CCN1CCNC(=O)C23CC4CC(C2)CC(C4)C3)C5=NC=CC=N5
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InChIKeyHPFLVTSWRFCPCV-UHFFFAOYSA-N
- Pubchem - Adatanserin
- Wikipedia - adatanserin
Adatanserin (WY-50,324, SEB-324) is a mixed 5-HT1A receptor partial agonist and 5-HT2A and 5-HT2C receptor antagonist. It was under development by Wyeth as an antidepressant but was ultimately not pursued. Adantaserin has been shown to be neuroprotective against ischemia-induced glutamatergic excitotoxicity, an effect which appears to be mediated by blockade of the 5-HT2A receptor.
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Synthesis
1-Adamantanecarbonyl chloride
+
2-[4-(2-pyrimidinyl)-1-piperazinyl]ethanamine
(Schotten-Baumann amide from acid)
1-ADAMANTANECARBOXAMIDE
+
1-(2-chloroethyl)-4-(2-pyrimidinyl)piperazine
(Alkylation of primary amines)
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