| Identification | Back Directory | [Name]
NEMONAPRIDE | [CAS]
75272-39-8 | [Synonyms]
C12915
Emilace
ym-09151
YM 09151-2
emonapride
nobenzamide
NEMONAPRIDE
inobenzamide
cis-(+-)-rrolidinyl)
n-(2rs,3rs)-(1-benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-2-methoxy-4-methylam
(+-)-cis-n-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylami
benzamide,5-chloro-2-methoxy-4-(methylamino)-n-(2-methyl-1-(phenylmethyl)-3-py
N-[(2R,3R)-1-Benzyl-2-methylpyrrolidine-3-yl]-2-methoxy-4-(methylamino)-5-chlorobenzamide
cis-5-Chloro-2-methoxy-4-(methylamino)-N-[2-methyl-2-(phenylmethyl)-3-pyrrolidinyl]benzamide
CIS-5-CHLORO-2-METHOXY-4-(METHYLAMINO)-N-[2-METHYL-1-(PHENYLMETHYL)-3-PYRROLIDINYL]BENZAMIDE
cis-5-Chloro-2-Methoxy-4-(MethylaMino)-N-[2-Methyl-1-
(phennylMethyl)-3-pyrrolidinyl]benzaMide
Benzamide, 5-chloro-2-methoxy-4-(methylamino)-N-[2-methyl-1-(phenylmethyl)-3-pyrrolidinyl]-, cis-
rel-5-Chloro-2-Methoxy-4-(MethylaMino)-N-[(2R,3R)-2-Methyl-1-(phennylMethyl)-3-pyrrolidinyl]benzaMide
REL-5-CHLORO-2-METHOXY-4-(METHYLAMINO)-N-[(2R,3R)-2-METHYL-2-(PHENNYLMETHYL)-3-PYRROLIDINYL]BENZAMIDE
Benzamide, 5-chloro-2-methoxy-4-(methylamino)-N-[(2R,3R)-2-methyl-1-(phenylmethyl)-3-pyrrolidinyl]-, rel- (9CI) | [Molecular Formula]
C21H26ClN3O2 | [MDL Number]
MFCD00902138 | [MOL File]
75272-39-8.mol | [Molecular Weight]
387.9 |
| Chemical Properties | Back Directory | [Appearance]
Colourless Crystalline Solid | [Melting point ]
152-153°C | [storage temp. ]
Store at RT | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White | [CAS DataBase Reference]
75272-39-8 |
| Hazard Information | Back Directory | [Chemical Properties]
Colourless Crystalline Solid | [Uses]
A selective dopamine D2 receptor antagonist. Used as an antipsychotic | [Uses]
Nemonapride is a selective dopamine D2 receptor antagonist. Nemonapride is used as an antipsychotic. | [Biological Activity]
Highly potent dopamine D 2 -like receptor antagonist; selective over D 1 -like receptors (K i values are 0.1 and 740 nM for D 2 -like and D 1 -like receptors respectively). Also potent 5-HT 1A receptor agonist (IC 50 = 34 nM) and has affinity for sigma receptors. | [Description]
Nemonapride is a potent dopamine D2receptor antagonist antipsychotic reported to
have superior efficacy against hallucinations and delusions and also to be effective in
the treatment of negative symptoms. The compound is a benzamide diastereomer and,
although more potent than haloperidol, side effects are reported to be few primarily
akinesia and some muscle rigidity with extrapyramidal symptoms being rare. | [Description]
Nemonapride is an antipsychotic that readily passes through the blood brain barrier and exhibits potent neuroleptic effects in animals. It binds dopamine 2 (D2)-like receptors preferentially over D1-like receptors (Kis = 0.06, 0.3, and 0.15 nM for D2, D3, and D4, respectively). Nemonapride also binds sigma 1 (σ1) and σ2 receptors (Kis = 8.4 and 9.6 nM, respectively) and activates the serotonin 1A receptor (5-HT1A; IC50 = 34 nM). | [Originator]
Yamanouchi (Japan) | [Definition]
ChEBI: (2R,3R)-nemonapride is an optically active form of nemonapride having (2R,3R)-configuration. It is a conjugate base of a (2R,3R)-nemonapride(1+). It is an enantiomer of a (2S,3S)-nemonapride. | [Brand name]
Emirace | [storage]
Store at RT | [References]
[1] MICHLO TERAI . SELECTIVE BINDING OF YM-09151-2, A NEW POTENT NEUROLEPTIC, TO D2-DOPAMINERGIC RECEPTORS[J]. Japanese journal of pharmacology, 1983, 33 4: Pages 749-755. DOI: 10.1016/s0021-5198(19)52463-5
[2] RICHARD B MAILMAN Xuemei H. Dopamine receptor pharmacology.[J]. Handbook of clinical neurology, 2007: 77-105. DOI: 10.1016/s0072-9752(07)83004-1
[3] H UJIKE S K K Akiyama. [3H]YM-09151-2 (nemonapride), a potent radioligand for both sigma 1 and sigma 2 receptor subtypes.[J]. Neuroreport, 1996, 7 5: 1057-1061. DOI: 10.1097/00001756-199604100-00021
[4] MARIE-BERNADETTE ASSIé Wouter K Cristina Cosi. 5-HT1A receptor agonist properties of the antipsychotic, nemonapride: comparison with bromerguride and clozapine[J]. European journal of pharmacology, 1997, 334 2: Pages 141-147. DOI: 10.1016/s0014-2999(97)01207-7 |
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