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    Nemonapride

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: Emonapride, Emilace, [3h]nemonapride, 75272-39-8, (+)-nemonapride, (2r,3r)-nemonapride
    Molecular Formula
    C21H26ClN3O2
    Molecular Weight
    387.9  g/mol
    InChI Key
    KRVOJOCLBAAKSJ-RDTXWAMCSA-N
    FDA UNII
    Q88T5P3444
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[(2R,3R)-1-benzyl-2-methylpyrrolidin-3-yl]-5-chloro-2-methoxy-4-(methylamino)benzamide
    2.1.2 InChI
    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
    2.1.3 InChI Key
    KRVOJOCLBAAKSJ-RDTXWAMCSA-N
    2.1.4 Canonical SMILES
    CC1C(CCN1CC2=CC=CC=C2)NC(=O)C3=CC(=C(C=C3OC)NC)Cl
    2.1.5 Isomeric SMILES
    C[C@@H]1[C@@H](CCN1CC2=CC=CC=C2)NC(=O)C3=CC(=C(C=C3OC)NC)Cl
    2.2 Other Identifiers
    2.2.1 UNII
    Q88T5P3444
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cis-n-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide

    2. Emonapride

    3. Nemonapride, (cis)-isomer

    4. Ym 09151-2

    5. Ym 09151-m

    6. Ym-09151-2

    2.3.2 Depositor-Supplied Synonyms

    1. Emonapride

    2. Emilace

    3. [3h]nemonapride

    4. 75272-39-8

    5. (+)-nemonapride

    6. (2r,3r)-nemonapride

    7. N-[(2r,3r)-1-benzyl-2-methylpyrrolidin-3-yl]-5-chloro-2-methoxy-4-(methylamino)benzamide

    8. Chebi:64219

    9. Q88t5p3444

    10. N-(cis-1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-(methylamino)benzamide

    11. 187139-87-3

    12. Nemonapride [inn:jan]

    13. Ym-09151

    14. Unii-q88t5p3444

    15. Emilace (tn)

    16. Ym-09151-2

    17. Nemonapride (jan/inn)

    18. Nemonapride [mi]

    19. Nemonapride [inn]

    20. Nemonapride [jan]

    21. (+-)-cis-n-(1-benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-4-(methylamino)-o-anisamide

    22. (+-)-cis-n-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide

    23. N-(2rs,3rs)-(1-benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-2-methoxy-4-methylaminobenzamide

    24. Nemonapride [mart.]

    25. Gtpl962

    26. Nemonapride [who-dd]

    27. Schembl1649724

    28. Chembl2261102

    29. Dtxsid601116422

    30. Zinc538069

    31. Bdbm50487259

    32. Pdsp1_001527

    33. Pdsp2_001511

    34. Ncgc00371107-01

    35. Benzamide, 5-chloro-2-methoxy-4-(methylamino)-n-((2r,3r)-2-methyl-1-(phenylmethyl)-3-pyrrolidinyl)-, Rel-

    36. Benzamide, 5-chloro-2-methoxy-4-(methylamino)-n-(2-methyl-1-(phenylmethyl)-3-pyrrolidinyl)-, Cis-(+-)-

    37. Hy-103415

    38. B6843

    39. Cs-0027847

    40. D01468

    41. Brd-k47289124-001-02-6

    42. (+/-)-cis-n-(1-benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-4-(methylamino)-o-anisamide

    43. 5-chloro-2-methoxy-4-(methylamino)-n-[(2r,3r)-2-methyl-1-(phenylmethyl)-3-pyrrolidinyl]benzamide

    44. 5-chloro-2-methoxy-4-methylamino-n-[(2r,3r)-2-methyl-1-(phenylmethyl)pyrrolidin-3-yl]benzamide

    45. Benzamide, 5-chloro-2-methoxy-4-(methylamino)-n-(2-methyl-1- (phenylmethyl)-3-pyrrolidinyl)-, Cis-(+/-)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 387.9 g/mol
    Molecular Formula C21H26ClN3O2
    XLogP33.9
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass387.1713548 g/mol
    Monoisotopic Mass387.1713548 g/mol
    Topological Polar Surface Area53.6 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity486
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antipsychotic Agents

    Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)

    Dopamine Antagonists

    Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)