Entry

D05008                      Drug

Name

Metoclopramide hydrochloride (USP);
Metoclopramide monohydrochloride monohydrate;
Clopra (TN);
Reglan (TN)

Product

REGLAN (ANI Pharmaceuticals), GIMOTI (Evoke Pharma)

Generic

METOCLOPRAMIDE (A-S Medication Solutions), METOCLOPRAMIDE (A-S Medication Solutions), METOCLOPRAMIDE (ANI Pharmaceuticals), METOCLOPRAMIDE (ANI Pharmaceuticals), METOCLOPRAMIDE (American Health Packaging), METOCLOPRAMIDE (American Health Packaging), METOCLOPRAMIDE (Aphena Pharma Solutions - Tennessee), METOCLOPRAMIDE (AvKARE), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Cardinal Health), METOCLOPRAMIDE (Cardinal Health 107), METOCLOPRAMIDE (HF Acquisition Co LLC), METOCLOPRAMIDE (HF Acquisition Co LLC), METOCLOPRAMIDE (Hospira), METOCLOPRAMIDE (Medical Purchasing Solutions), METOCLOPRAMIDE (Medical Purchasing Solutions), METOCLOPRAMIDE (Mylan Institutional), METOCLOPRAMIDE (NCS HealthCare of KY), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (Par Pharmaceutical), METOCLOPRAMIDE (Preferred Pharmaceuticals), METOCLOPRAMIDE (Preferred Pharmaceuticals), METOCLOPRAMIDE (Proficient Rx LP), METOCLOPRAMIDE (Quality Care Products LLC), METOCLOPRAMIDE (REMEDYREPACK), METOCLOPRAMIDE (REMEDYREPACK), METOCLOPRAMIDE (RedPharm Drug), METOCLOPRAMIDE (Teva Parenteral Medicines), METOCLOPRAMIDE (Teva Pharmaceuticals USA), METOCLOPRAMIDE (Atlantic Biologicals Corps), METOCLOPRAMIDE HYDROCHLORIDE (Cardinal Health), METOCLOPRAMIDE (Cardinal Health), METOCLOPRAMIDE HYDROCHLORIDE (DIRECT RX), METOCLOPRAMIDE (Fresenius Kabi USA), METOCLOPRAMIDE (General Injectables & Vaccines), METOCLOPRAMIDE (Henry Schein), METOCLOPRAMIDE (Heritage Pharma Labs Inc. d/b/a Avet Pharmaceuticals Labs), METOCLOPRAMIDE HYDROCHLORIDE (Lupin Pharmaceuticals), METOCLOPRAMIDE (Medical Purchasing Solutions), METOCLOPRAMIDE HYDROCHLORIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE HYDROCHLORIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (Pharmaceutical Associates), METOCLOPRAMIDE HYDROCHLORIDE (Preferred Pharmaceuticals), METOCLOPRAMIDE HYDROCHLORIDE (VistaPharm)

Formula

C14H22ClN3O2. HCl. H2O

Exact mass

353.1273

Mol weight

354.2726

Structure

Simcomp

Class

Neuropsychiatric agent
DG01478  Dopamine antagonist
  DG01474  Dopamine D2-receptor antagonist
Gastrointestinal agent
DG01763  Propulsive
DG01489  5-HT3-receptor antagonist
DG01762  Antiemetic
  DG01783  Benzamide type antiemetic
Metabolizing enzyme substrate
DG01644  CYP2D6 substrate
Metabolizing enzyme inhibitor
DG01645  CYP2D6 inhibitor

Remark

ATC code:

A03FA01

Chemical structure group:

DG00055

Product (DG00055):

D00726<JP> D02213<JP> D05008<US>

Efficacy

Anti-emetic, Prokinetic, Dopamine D2 receptor antagonist

Disease

Gastroesophageal reflux [DS:H01602]

Comment

Benzamide derivative

Target

DRD2 [HSA:1813] [KO:K04145]

Pathway

hsa04080

Neuroactive ligand-receptor interaction

hsa04728

Dopaminergic synapse

Metabolism

Enzyme: CYP2D6 [HSA:1565]

Interaction

CYP inhibition: CYP2D6 [HSA:1565]

Structure map

map07028

Antipsychotics

map07048

Antimigraines

map07211

Serotonin receptor agonists/antagonists

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
A ALIMENTARY TRACT AND METABOLISM
  A03 DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
   A03F PROPULSIVES
    A03FA Propulsives
     A03FA01 Metoclopramide
      D05008  Metoclopramide hydrochloride (USP) <US>
USP drug classification [BR:br08302]
Antiemetics
  Antiemetics, Other
   Metoclopramide
    D05008  Metoclopramide hydrochloride (USP)
Gastrointestinal Agents
  Gastrointestinal Agents, Other
   Metoclopramide
    D05008  Metoclopramide hydrochloride (USP)
Animal drugs in Japan [BR:br08331]
93  Agents affecting digestive organs
  932  Antistomach, antidiarrhoics (including absorptives, antidiarrhoics, antibububble and preparations)
   9329  Other antistomach, antidiarrhoics and preparations
    D05008  Metoclopramide hydrochloride
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00055  Metoclopramide
     D05008  Metoclopramide hydrochloride
Gastrointestinal agent
  DG01763  Propulsive
   DG00055  Metoclopramide
    D05008  Metoclopramide hydrochloride
  DG01489  5-HT3-receptor antagonist
   DG00055  Metoclopramide
    D05008  Metoclopramide hydrochloride
  DG01762  Antiemetic
   DG01783  Benzamide type antiemetic
    DG00055  Metoclopramide
     D05008  Metoclopramide hydrochloride
Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00055  Metoclopramide
    D05008  Metoclopramide hydrochloride
Metabolizing enzyme inhibitor
  DG01645  CYP2D6 inhibitor
   DG00055  Metoclopramide
    D05008  Metoclopramide hydrochloride
Target-based classification of drugs [BR:br08310]
G Protein-coupled receptors
  Rhodopsin family
   Dopamine
    DRD2
     D05008  Metoclopramide hydrochloride (USP) <US>
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D05008
Pharmacogenomic biomarkers [br08341.html]
Polymorphisms and mutations affecting drug response
  D05008
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00055  Metoclopramide
Gastrointestinal agent
  DG01763  Propulsive
   DG00055  Metoclopramide
  DG01489  5-HT3-receptor antagonist
   DG00055  Metoclopramide
  DG01762  Antiemetic
   DG01783  Benzamide type antiemetic
    DG00055  Metoclopramide
Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00055  Metoclopramide
Metabolizing enzyme inhibitor
  DG01645  CYP2D6 inhibitor
   DG00055  Metoclopramide

Other DBs

CAS:	54143-57-6

PubChem:

47206735

ChEBI:

6899

LigandBox:

D05008

NIKKAJI:

J1.592.759C

KCF data

ATOM        22
            1   C8y C    20.4459  -16.5247
            2   C8y C    20.4459  -15.1244
            3   C8x C    19.2556  -17.2249
            4   C5a C    21.7062  -17.2249
            5   C8x C    19.2556  -14.4243
            6   O2a O    21.7062  -14.4243
            7   C8y C    18.0654  -16.5247
            8   N1b N    22.8965  -16.5247
            9   O5a O    21.7062  -18.6252
            10  C8y C    18.0654  -15.1244
            11  C1a C    22.8965  -15.1244
            12  X   Cl   16.8751  -17.2249
            13  C1b C    24.1567  -17.2249
            14  N1a N    16.8751  -14.4243
            15  C1b C    25.3470  -16.5247
            16  N1c N    26.5373  -17.2249
            17  C1b C    27.7976  -16.5247
            18  C1b C    26.5373  -18.6252
            19  C1a C    28.9878  -17.2249
            20  C1a C    27.7976  -19.3254
            21  X   Cl   33.3900  -15.4700
            22  O0  O    33.8100  -17.7800
BOND        20
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 2
            9     5  10 1
            10    6  11 1
            11    7  12 1
            12    8  13 1
            13   10  14 1
            14   13  15 1
            15   15  16 1
            16   16  17 1
            17   16  18 1
            18   17  19 1
            19   18  20 1
            20    7  10 2