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    Metoclopramide Hydrochloride

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 7232-21-5, Maxolon, Metoclopramide hcl, Metoclopramide monohydrochloride, Cerucal, Paspertin
    Molecular Formula
    C14H23Cl2N3O2
    Molecular Weight
    336.3  g/mol
    InChI Key
    RVFUNJWWXKCWNS-UHFFFAOYSA-N
    FDA UNII
    7B1QZY5SWZ
    A dopamine D2 antagonist that is used as an antiemetic.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C14H22ClN3O2.ClH/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3;/h8-9H,4-7,16H2,1-3H3,(H,17,19);1H
    2.1.3 InChI Key
    RVFUNJWWXKCWNS-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCN(CC)CCNC(=O)C1=CC(=C(C=C1OC)N)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    7B1QZY5SWZ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-2-methoxybenzamide

    2. Cerucal

    3. Dihydrochloride, Metoclopramide

    4. Hydrochloride, Metoclopramide

    5. Maxolon

    6. Metaclopramide

    7. Metoclopramide

    8. Metoclopramide Dihydrochloride

    9. Metoclopramide Monohydrochloride

    10. Metoclopramide Monohydrochloride, Monohydrate

    11. Monohydrochloride, Metoclopramide

    12. Primperan

    13. Reglan

    14. Rimetin

    2.3.2 Depositor-Supplied Synonyms

    1. 7232-21-5

    2. Maxolon

    3. Metoclopramide Hcl

    4. Metoclopramide Monohydrochloride

    5. Cerucal

    6. Paspertin

    7. Clopra

    8. Reglan

    9. 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-2-methoxybenzamide Hydrochloride

    10. Metozolv

    11. Metozolv Odt

    12. Metoclopramide Hydrochloride Anhydrous

    13. 7b1qzy5swz

    14. Metoclopramide (hydrochloride)

    15. Mls000069667

    16. 4-amino-5-chloro-n-[2-(diethylamino)ethyl]-2-methoxybenzamide;hydrochloride

    17. Benzamide, 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-2-methoxy-, Monohydrochloride

    18. Nsc-354467

    19. Rimetin

    20. Smr000058471

    21. 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-o-anisamide Hydrochloride

    22. Primperan (tablet)

    23. Metoclopramide Hydrochloride 100 Microg/ml In Acetonitrile

    24. Metoclopramide Intensol

    25. Reglan Odt

    26. Ccris 7142

    27. Sr-01000000165

    28. Einecs 230-634-5

    29. Unii-7b1qzy5swz

    30. Nsc 354467

    31. 4-amino-5-chloro-n-[2-(diethylamino)ethyl]-o-anisamide Hydrochloride

    32. Prestwick_332

    33. 4-amino-5-chloro-n-(2-diethylaminoethyl)-2-methoxy-benzamide

    34. Mfcd00058011

    35. Metoclopramidehcl

    36. Opera_id_1671

    37. Mls001074186

    38. Mls002222202

    39. O-anisamide, Monohydrochloride

    40. Schembl205200

    41. Spectrum1500410

    42. Chembl1256771

    43. Dtxsid10964306

    44. Hms1568j19

    45. Hms1920n15

    46. Metoclopramide Hydrochloride, Solid

    47. Pharmakon1600-01500410

    48. Bcp28471

    49. Tox21_500762

    50. Nsc354467

    51. Nsc757117

    52. 4-amino-5-chloro-n-(2-diethylaminoethyl)-2-methoxybenzamide Hydrochloride

    53. Akos015889947

    54. O-anisamide, 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-, Monohydrochloride

    55. Ccg-212697

    56. Hs-0006

    57. Lp00762

    58. Nc00519

    59. 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-2-methoxybenzamide Monohydrochloride

    60. Ncgc00094102-01

    61. Ncgc00094102-02

    62. Ncgc00094102-03

    63. Ncgc00094102-04

    64. Ncgc00094102-05

    65. Ncgc00261447-01

    66. Wln: 2n2&2mvr Dz Cg Fo1 &gh

    67. Eu-0100762

    68. Ft-0657870

    69. Ft-0672375

    70. S4289

    71. Sw196611-3

    72. Vu0239518-5

    73. A14247

    74. M 0763

    75. A923754

    76. Sr-01000000165-2

    77. Sr-01000000165-7

    78. Q27267998

    79. 4-amino-5-chloro-n-(2-diethylaminoethyl)-2-methoxybenzamide Hcl

    80. 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-o-anisamidmonohydrochloride

    81. 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-o-anisamide Monohydrochloride

    82. Benzamide, 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-2-methoxy-, Monohydrochloride (9ci)

    83. Benzamide, 4-amino-5-chloro-n-[2-(diethylamino)ethyl]-2-methoxy-, Hydrochloride (1:1)

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 336.3 g/mol
    Molecular Formula C14H23Cl2N3O2
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count7
    Exact Mass335.1167324 g/mol
    Monoisotopic Mass335.1167324 g/mol
    Topological Polar Surface Area67.6 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity300
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameMetoclopramide hydrochloride
    Drug LabelMetoclopramide hydrochloride is a white or practically white, crystalline, odorless or practically odorless powder. It is very soluble in water, freely soluble in alcohol, sparingly soluble in chloroform, practically insoluble in ether. Chemically it...
    Active IngredientMetoclopramide hydrochloride
    Dosage FormTablet; Injectable; Tablet, orally disintegrating; Solution
    RouteInjection; Oral
    Strengtheq 5mg base; eq 5mg base/5ml; eq 5mg base/ml; eq 10mg base
    Market StatusPrescription
    CompanyVintage Pharms; Wockhardt; Silarx; Ani Pharms; Hospira; Teva; Pharm Assoc; Teva Pharms Usa; Northstar Hlthcare; Par Pharm; Novel Labs; Watson Labs; Vistapharm; Ipca Labs; Mutual Pharm; Bd Rx

    2 of 4  
    Drug NameMetozolv odt
    PubMed HealthMetoclopramide
    Drug ClassesAntiemetic, Diagnostic Agent, Stimulant, Gastrointestinal
    Drug LabelMETOZOLV ODT is an orally disintegrating tablet formulation of metoclopramide hydrochloride. The 5 mg strength is a round white tablet debossed on one side with a 5 and plain on the other side; it is comprised of 5 mg metoclopramide (as 5.91...
    Active IngredientMetoclopramide hydrochloride
    Dosage FormTablet, orally disintegrating
    RouteOral
    Strengtheq 5mg base
    Market StatusPrescription
    CompanySalix Pharms

    3 of 4  
    Drug NameMetoclopramide hydrochloride
    Drug LabelMetoclopramide hydrochloride is a white or practically white, crystalline, odorless or practically odorless powder. It is very soluble in water, freely soluble in alcohol, sparingly soluble in chloroform, practically insoluble in ether. Chemically it...
    Active IngredientMetoclopramide hydrochloride
    Dosage FormTablet; Injectable; Tablet, orally disintegrating; Solution
    RouteInjection; Oral
    Strengtheq 5mg base; eq 5mg base/5ml; eq 5mg base/ml; eq 10mg base
    Market StatusPrescription
    CompanyVintage Pharms; Wockhardt; Silarx; Ani Pharms; Hospira; Teva; Pharm Assoc; Teva Pharms Usa; Northstar Hlthcare; Par Pharm; Novel Labs; Watson Labs; Vistapharm; Ipca Labs; Mutual Pharm; Bd Rx

    4 of 4  
    Drug NameMetozolv odt
    PubMed HealthMetoclopramide
    Drug ClassesAntiemetic, Diagnostic Agent, Stimulant, Gastrointestinal
    Drug LabelMETOZOLV ODT is an orally disintegrating tablet formulation of metoclopramide hydrochloride. The 5 mg strength is a round white tablet debossed on one side with a 5 and plain on the other side; it is comprised of 5 mg metoclopramide (as 5.91...
    Active IngredientMetoclopramide hydrochloride
    Dosage FormTablet, orally disintegrating
    RouteOral
    Strengtheq 5mg base
    Market StatusPrescription
    CompanySalix Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Dopamine D2 Receptor Antagonists

    Compounds and drugs that bind to and inhibit or block the activation of DOPAMINE D2 RECEPTORS. (See all compounds classified as Dopamine D2 Receptor Antagonists.)

    Antiemetics

    Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Dopamine-2 Receptor Antagonist [EPC]; Dopamine D2 Antagonists [MoA]