Details
Stereochemistry | RACEMIC |
Molecular Formula | C21H26ClN3O2 |
Molecular Weight | 387.903 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CNC1=C(Cl)C=C(C(=O)N[C@@H]2CCN(CC3=CC=CC=C3)[C@@H]2C)C(OC)=C1
InChI
InChIKey=KRVOJOCLBAAKSJ-RDTXWAMCSA-N
InChI=1S/C21H26ClN3O2/c1-14-18(9-10-25(14)13-15-7-5-4-6-8-15)24-21(26)16-11-17(22)19(23-2)12-20(16)27-3/h4-8,11-12,14,18,23H,9-10,13H2,1-3H3,(H,24,26)/t14-,18-/m1/s1
Nemonapride, benzamide derivative (YM-09151-2) is essentially a typical antipsychotic drug, similar in structure to sulpiride. This drug was manufactured by Yamanouchi Pharmaceuticals and released in Japan. The mechanism of action of nemonapride is not proven, but its unique antipsychotic effect arises from its selective binding to the dopamine D2 receptor family. Since nemonapride has high affinity for D3 and D4 dopamine receptors, it is conceivable that its effect on negative symptoms might result from blockade of these receptors. Animal studies have suggested that nemonapride has pharmacological features that are different from those of typical neuroleptics. The low extrapyramidal side effect profile of nemonapride treatment appears to coincide with the characteristic features of another benzamide derivative, remoxipride.
Originator
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10823405
The fixed dose (18 mg/day) of nemonapride was administered to each patient for 3 weeks.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9369342
Curator's Comment: 5-HT1A receptor activation was examined in vitro, by measuring forskolin-stimulated cAMP accumulation in HeLa cells expressing human 5-HT1A receptors. Nemonapride markedly decreased both forskolin-stimulated cAMP accumulation and the extracellular concentration of 5-HT; both effects were antagonized by the 5-HT1A receptor antagonist, N-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-N-(2-pyridinyl) cyclohexanecarboxamide (WAY100635).
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C66883
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NCI_THESAURUS |
C29710
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SUB09191MIG
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C73036
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CHEMBL20734
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C030265
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m7801
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100000084151
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6430
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Q88T5P3444
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NEMONAPRIDE
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156333
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93664-94-9
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1895
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31899
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75272-39-8
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ACTIVE MOIETY