ChemicalBook--->CAS DataBase List--->75272-39-8

75272-39-8

75272-39-8 Structure

75272-39-8 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydroxylamine hydrochloride-->Ethyl chloroformate-->Nemonapride
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