Nemonapride - Moligand™, ≥99%(HPLC) , Antagonist of D 2 receptor;Antagonist of D 3 receptor;Antagonist of D 4 receptor, CAS No.75272-39-8, Antagonist of D 2 receptor;Antagonist of D 3 receptor;Antagonist of D 4 receptor

CAS: 75272-39-8 Cat. No.: N287462 Molecular Weight: 387.91 EC Number: 689-004-7

GRADE & PURITY Moligand™, ≥99%(HPLC)

Synonyms

PDSP2_001511 | (+/-)-cis-N-(1-Benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-4-(methylamino)-o-anisamide | (+-)-cis-N-(1-Benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide | 5-chloro-2-methoxy-4-methylamino-N-[(2R,3R)-2-methyl-1-(phenylme

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

PDSP2_001511 | (+/-)-cis-N-(1-Benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-4-(methylamino)-o-anisamide | (+-)-cis-N-(1-Benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide | 5-chloro-2-methoxy-4-methylamino-N-[(2R, 3R)-2-methyl-1-(phenylme

Specifications & Purity

Moligand™, ≥99%(HPLC)

Biochemical and Physiological Mechanisms

Highly potent dopamine D2-like receptor antagonist; selective over D1-like receptors (Kivalues are 0.1 and 740 nM for D2-like and D1-like receptors respectively). Also potent 5-HT1Areceptor agonist (IC50= 34 nM) and has affinity for sigma receptors.

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

ANTAGONIST

Mechanism of action

Antagonist of D 2 receptor;Antagonist of D 3 receptor;Antagonist of D 4 receptor

Purity

≥99%(HPLC)

Names and Identifiers

• Canonical Smiles: CC1C(CCN1CC2=CC=CC=C2)NC(=O)C3=CC(=C(C=C3OC)NC)Cl
• IUPAC Name: N-[(2R,3R)-1-benzyl-2-methylpyrrolidin-3-yl]-5-chloro-2-methoxy-4-(methylamino)benzamide
• 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
• Isomeric SMILES: C[C@@H]1[C@@H](CCN1CC2=CC=CC=C2)NC(=O)C3=CC(=C(C=C3OC)NC)Cl
• Alternate CAS: 187139-87-3,75272-39-8
• MeSH Entry Terms: cis-N-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide;emonapride;nemonapride;nemonapride, (cis)-isomer;YM 09151-2;YM 09151-M;YM-09151-2
• Molecular Weight: 387.91
• Reaxy-Rn: 8349928
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8349928&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives
        • Level5 Aminobenzoic acids and derivatives
          • Level6 Aminobenzamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Aminobenzoic acids and derivatives
• Direct Parent: Aminobenzamides
• Alternative Parents: 3-halobenzoic acids and derivatives Aminophenyl ethers Benzamides Methoxyanilines Anisoles Benzoyl derivatives Benzylamines Phenylmethylamines Methoxybenzenes Phenoxy compounds Phenylalkylamines Chlorobenzenes Alkyl aryl ethers Secondary alkylarylamines N-alkylpyrrolidines Aryl chlorides Secondary carboxylic acid amides Amino acids and derivatives Trialkylamines Azacyclic compounds Hydrocarbon derivatives Organic oxides Organochlorides Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 3-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Aminobenzamide - Aminophenyl ether - Methoxyaniline - Benzamide - Phenylmethylamine - Phenol ether - Benzylamine - Phenoxy compound - Benzoyl - Aniline or substituted anilines - Phenylalkylamine - Anisole - Methoxybenzene - Chlorobenzene - Aralkylamine - Secondary aliphatic/aromatic amine - Alkyl aryl ether - Halobenzene - N-alkylpyrrolidine - Aryl chloride - Aryl halide - Pyrrolidine - Amino acid or derivatives - Tertiary aliphatic amine - Carboxamide group - Tertiary amine - Secondary carboxylic acid amide - Ether - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Secondary amine - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Hydrocarbon derivative - Organic oxide - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aminobenzamides. These are organic compounds containing a benzamide moiety with an amine group attached to the benzene ring.
• External Descriptors: N-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-(methylamino)benzamide

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

DRD2 Tclin D(2) dopamine receptor (2 Activities)

Discover Target: DRD2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DRD4 Tchem D(4) dopamine receptor (2 Activities)

Discover Target: DRD4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TMEM97 Tchem Sigma intracellular receptor 2 (1 Activities)

Discover Target: TMEM97

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DRD3 Tclin D(3) dopamine receptor (3 Activities)

Discover Target: DRD3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Solvent:ethanol, Max Conc. mg/mL: 7.76, Max Conc. mM: 20; Solvent:DMSO, Max Conc. mg/mL: 9.7, Max Conc. mM: 25
• Molecular Weight: 387.900 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 387.171 Da
• Monoisotopic Mass: 387.171 Da
• Topological Polar Surface Area: 53.600 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 486.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1