Loperamide hydrochloride

Entry

D00729                      Drug

Name

Loperamide hydrochloride (JAN/USP);
Imodium (TN)

Product

Generic

LOPERAMIDE HYDROCHLORIDE (A-S Medication Solutions), LOPERAMIDE HYDROCHLORIDE (American Health Packaging), LOPERAMIDE HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), LOPERAMIDE HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), LOPERAMIDE HYDROCHLORIDE (Bionpharma), LOPERAMIDE HYDROCHLORIDE (Bryant Ranch Prepack), LOPERAMIDE HYDROCHLORIDE (Bryant Ranch Prepack), LOPERAMIDE HYDROCHLORIDE (Bryant Ranch Prepack), LOPERAMIDE HYDROCHLORIDE (Bryant Ranch Prepack), LOPERAMIDE HYDROCHLORIDE (Bryant Ranch Prepack), LOPERAMIDE HYDROCHLORIDE (Bryant Ranch Prepack), LOPERAMIDE HYDROCHLORIDE (Bryant Ranch Prepack), LOPERAMIDE HYDROCHLORIDE (Cardinal Health), LOPERAMIDE HYDROCHLORIDE (Cardinal Health), LOPERAMIDE HYDROCHLORIDE (DIRECT RX), LOPERAMIDE HYDROCHLORIDE (Edenbridge Pharmaceuticals LLC.), LOPERAMIDE HYDROCHLORIDE (Mylan Institutional), LOPERAMIDE HYDROCHLORIDE (Mylan Pharmaceuticals), LOPERAMIDE HYDROCHLORIDE (NCS HealthCare of KY), LOPERAMIDE HYDROCHLORIDE (NuCare Pharmaceuticals), LOPERAMIDE HYDROCHLORIDE (NuCare Pharmaceuticals), LOPERAMIDE HYDROCHLORIDE (NuCare Pharmaceuticals), LOPERAMIDE HYDROCHLORIDE (PD-Rx Pharmaceuticals), LOPERAMIDE HYDROCHLORIDE (PD-Rx Pharmaceuticals), LOPERAMIDE HYDROCHLORIDE (QPharma), LOPERAMIDE HYDROCHLORIDE (REMEDYREPACK), LOPERAMIDE HYDROCHLORIDE (REMEDYREPACK), LOPERAMIDE HYDROCHLORIDE (REMEDYREPACK), LOPERAMIDE HYDROCHLORIDE (REMEDYREPACK), LOPERAMIDE HYDROCHLORIDE (REMEDYREPACK), LOPERAMIDE HYDROCHLORIDE (RedPharm Drug), LOPERAMIDE HYDROCHLORIDE (Teva Pharmaceuticals USA)

Formula

C29H33ClN2O2. HCl

Exact mass

512.1997

Mol weight

513.4985

Structure

Simcomp

Class

Neuropsychiatric agent
DG01564  Opioid receptor agonist
Metabolizing enzyme substrate
DG02918  CYP2C8 substrate
DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Transporter substrate
DG01665  ABCB1 substrate

Remark

Therapeutic category:

2319

ATC code:

A07DA03

Chemical structure group:

DG00092

Product (DG00092):

D00729<JP/US>

Efficacy

Antidiarrheal, Antiperistaltic, Opioid receptor agonist

Target

OPRM1 [HSA:4988] [KO:K04215]
OPRD1 [HSA:4985] [KO:K04213]
OPRK1 [HSA:4986] [KO:K04214]

Pathway

hsa04080

Neuroactive ligand-receptor interaction

Metabolism

Enzyme: CYP3A4 [HSA:1576], CYP2C8 [HSA:1558]
Transporter: ABCB1 [HSA:5243]

Interaction

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
A ALIMENTARY TRACT AND METABOLISM
  A07 ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
   A07D ANTIPROPULSIVES
    A07DA Antipropulsives
     A07DA03 Loperamide
      D00729  Loperamide hydrochloride (JAN/USP) <JP/US>
USP drug classification [BR:br08302]
Gastrointestinal Agents
  Anti-Diarrheal Agents
   Loperamide
    D00729  Loperamide hydrochloride (JAN/USP)
Therapeutic category of drugs in Japan [BR:br08301]
2  Agents affecting individual organs
  23  Digestive organ agents
   231  Antidiarrheals, intestinal regulators
    2319  others
     D00729  Loperamide hydrochloride (JAN/USP)
Classification of Japanese OTC drugs [BR:br08313]
Agents for digestive organs
  16 Antidiarrheals
   D00729  Loperamide hydrochloride (JAN/USP)
Risk category of Japanese OTC drugs [BR:br08312]
Designated second-class OTC drugs
  Inorganic and organic chemicals
   Loperamide
    D00729  Loperamide hydrochloride (JAN/USP)
Second-class OTC drugs
  Inorganic and organic chemicals
   Loperamide
    D00729  Loperamide hydrochloride (JAN/USP)
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG01564  Opioid receptor agonist
   DG00092  Loperamide
    D00729  Loperamide hydrochloride
Metabolizing enzyme substrate
  DG02918  CYP2C8 substrate
   DG00092  Loperamide
    D00729  Loperamide hydrochloride
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00092  Loperamide
     D00729  Loperamide hydrochloride
Transporter substrate
  DG01665  ABCB1 substrate
   DG00092  Loperamide
    D00729  Loperamide hydrochloride
Target-based classification of drugs [BR:br08310]
G Protein-coupled receptors
  Rhodopsin family
   Opioid
    OPRM1
     D00729  Loperamide hydrochloride (JAN/USP) <JP/US>
    OPRK1
     D00729  Loperamide hydrochloride (JAN/USP) <JP/US>
    OPRD1
     D00729  Loperamide hydrochloride (JAN/USP) <JP/US>
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00729
Drug transporters
  D00729
Rx-to-OTC switch list in Japan [br08314.html]
D00729
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG01564  Opioid receptor agonist
   DG00092  Loperamide
Metabolizing enzyme substrate
  DG02918  CYP2C8 substrate
   DG00092  Loperamide
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00092  Loperamide
Transporter substrate
  DG01665  ABCB1 substrate
   DG00092  Loperamide

Other DBs

CAS:	34552-83-5

PubChem:

7847794

ChEBI:

6533

LigandBox:

D00729

NIKKAJI:

J262.733G

KCF data

ATOM        35
            1   X   Cl   36.9600  -15.4700
            2   C8x C    28.0700  -18.6900
            3   C8x C    28.0700  -20.0200
            4   C8x C    29.2600  -20.7200
            5   C8x C    30.4500  -20.0200
            6   C8y C    30.4500  -18.6900
            7   C8x C    29.2600  -18.0600
            8   C8x C    32.7600  -20.0200
            9   C8y C    32.7600  -18.6900
            10  C1d C    31.5700  -18.0600
            11  C8x C    33.9500  -20.7200
            12  C8x C    35.0700  -20.0200
            13  C8x C    35.0700  -18.6900
            14  C8x C    33.9500  -18.0600
            15  C5a C    28.3500  -16.3800
            16  N1c N    27.2300  -17.0800
            17  O5a O    28.3500  -15.0500
            18  C1b C    31.5700  -16.6600
            19  C1b C    32.8300  -15.9600
            20  N1y N    32.8300  -14.5600
            21  C1x C    34.0200  -13.8600
            22  C1x C    34.0200  -12.4600
            23  C1z C    32.8300  -11.7600
            24  C1x C    31.5700  -12.4600
            25  C1x C    31.5700  -13.8600
            26  C1a C    25.9938  -16.4229
            27  C1a C    27.2090  -18.4791
            28  C8y C    32.8472  -10.3601
            29  C8x C    34.0551   -9.6824
            30  C8x C    34.0722   -8.2825
            31  C8y C    32.8684   -7.5677
            32  C8x C    31.6606   -8.2454
            33  C8x C    31.6435   -9.6453
            34  O1a O    34.0424  -11.0600
            35  X   Cl   32.8855   -6.1601
BOND        37
            1     2   3 2
            2     3   4 1
            3     4   5 2
            4     5   6 1
            5     6   7 2
            6     2   7 1
            7     8   9 1
            8     9  10 1
            9     6  10 1
            10    8  11 2
            11   11  12 1
            12   12  13 2
            13   13  14 1
            14    9  14 2
            15   10  15 1
            16   15  16 1
            17   15  17 2
            18   10  18 1
            19   18  19 1
            20   19  20 1
            21   20  21 1
            22   21  22 1
            23   22  23 1
            24   23  24 1
            25   24  25 1
            26   20  25 1
            27   16  26 1
            28   16  27 1
            29   23  28 1
            30   28  29 2
            31   29  30 1
            32   30  31 2
            33   31  32 1
            34   32  33 2
            35   28  33 1
            36   23  34 1
            37   31  35 1