loperamide indications/contra

Stem definitionDrug idCAS RN
1599 53179-11-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • loperamide
  • loperamide hydrochloride
  • imodium
  • loperamide HCl
One of the long-acting synthetic ANTIDIARRHEALS; it is not significantly absorbed from the gut, and has no effect on the adrenergic system or central nervous system, but may antagonize histamine and interfere with acetylcholine release locally.
  • Molecular weight: 477.05
  • Formula: C29H33ClN2O2
  • CLOGP: 4.66
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 1
  • TPSA: 43.78
  • ALOGS: -5.74
  • ROTB: 7

Drug dosage:

DoseUnitRoute
10 mg O

Approvals:

DateAgencyCompanyOrphan
Dec. 28, 1976 FDA MCNEIL CONS

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug abuse 1495.38 44.38 339 1718 17991 3365811
Overdose 690.83 44.38 210 1847 33768 3350034
Toxicity to various agents 619.52 44.38 209 1848 46845 3336957
Electrocardiogram QT prolonged 611.58 44.38 150 1907 10645 3373157
Intentional overdose 480.45 44.38 133 1924 15092 3368710
Accidental overdose 469.42 44.38 112 1945 7006 3376796
Ventricular tachycardia 458.79 44.38 106 1951 5756 3378046
Drug interaction 457.44 44.38 167 1890 46645 3337157
Torsade de pointes 439.55 44.38 91 1966 2938 3380864
Intentional product misuse 368.28 44.38 104 1953 12597 3371205
Diarrhoea 337.26 44.38 170 1887 104178 3279624
Somnolence 295.13 44.38 110 1947 32094 3351708
Drug use disorder 290.05 44.38 53 2004 865 3382937
Electrocardiogram QRS complex prolonged 282.04 44.38 55 2002 1291 3382511
Constipation 234.40 44.38 92 1965 30720 3353082
Suicide attempt 228.52 44.38 76 1981 15771 3368031
Cardiac arrest 209.15 44.38 82 1975 27237 3356565
Coma 204.26 44.38 66 1991 12486 3371316
Syncope 189.31 44.38 75 1982 25558 3358244
Tachycardia 167.67 44.38 67 1990 23304 3360498
Ileus 162.81 44.38 43 2014 3996 3379806
Arrhythmia 158.20 44.38 52 2005 10345 3373457
Lethargy 158.10 44.38 56 2001 13959 3369843
Ventricular arrhythmia 153.69 44.38 32 2025 1047 3382755
Intestinal obstruction 152.01 44.38 45 2012 6344 3377458
Conduction disorder 147.39 44.38 28 2029 566 3383236
Vomiting 143.83 44.38 93 1964 89438 3294364
Drug ineffective 140.10 44.38 101 1956 115989 3267813
Urinary retention 131.95 44.38 42 2015 7530 3376272
Respiratory depression 122.50 44.38 34 2023 3800 3380002

Pharmacologic Action:

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SourceCodeDescription
ATC A07DA03 ALIMENTARY TRACT AND METABOLISM
ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
ANTIPROPULSIVES
Antipropulsives
ATC A07DA53 ALIMENTARY TRACT AND METABOLISM
ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
ANTIPROPULSIVES
Antipropulsives
FDA EPC N0000175690 Opioid Agonist
FDA MoA N0000000174 Opioid Agonists
MeSH PA D000930 Antidiarrheals
MeSH PA D005765 Gastrointestinal Agents
CHEBI has role CHEBI:55322 mu-opioid receptor agonist
CHEBI has role CHEBI:55323 antidiarrhoeal drug

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Traveler's diarrhea indication 11840006
Diarrhea indication 62315008
Diarrhea Secondary to Inflammatory Bowel Disease indication
Infectious diarrheal disease contraindication 19213003 DOID:12384
Paralytic ileus contraindication 55525008 DOID:8442
Hemorrhagic diarrhea contraindication 95545007
Disease of liver contraindication 235856003 DOID:409
Chemotherapy-Induced Diarrhea off-label use

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.78 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Mu-type opioid receptor GPCR AGONIST Ki 8.82 WOMBAT-PK CHEMBL
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 6.58 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 5.93 DRUG MATRIX
5-hydroxytryptamine receptor 2B GPCR Ki 5.58 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 6.34 DRUG MATRIX
Histamine H2 receptor GPCR Ki 5.52 DRUG MATRIX
Cytochrome P450 2D6 Enzyme IC50 5.70 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 5.60 DRUG MATRIX
Glutamate receptor ionotropic, NMDA 2D Ion channel WOMBAT-PK
Glutamate receptor ionotropic, NMDA 2C Ion channel WOMBAT-PK
Glutamate receptor ionotropic, NMDA 2B Ion channel WOMBAT-PK
Somatostatin receptor type 5 GPCR Ki 5.34 WOMBAT-PK
Delta-type opioid receptor GPCR Ki 6.91 WOMBAT-PK
Calmodulin Cytosolic other WOMBAT-PK
Kappa-type opioid receptor GPCR Ki 6.81 WOMBAT-PK
Voltage-dependent P/Q-type calcium channel subunit alpha-1A Ion channel WOMBAT-PK
Aldehyde oxidase Enzyme IC50 5 WOMBAT-PK
Histamine H1 receptor GPCR IC50 5.70 WOMBAT-PK
Glutamate receptor ionotropic, NMDA 2A Ion channel WOMBAT-PK
Solute carrier family 22 member 1 Transporter IC50 4.63 CHEMBL
Angiopoietin-1 receptor Kinase Kd 5.23 CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III) Ion channel IC50 6.57 CHEMBL
Beta-2 adrenergic receptor GPCR Ki 5.68 DRUG MATRIX
Alpha-1B adrenergic receptor GPCR Ki 6.27 DRUG MATRIX
Membrane-associated progesterone receptor component 1 Membrane receptor Ki 6.07 DRUG MATRIX
Delta-type opioid receptor GPCR Ki 7.30 CHEMBL
Mu-type opioid receptor GPCR Ki 9.80 CHEMBL
Alpha-1A adrenergic receptor GPCR IC50 5.21 CHEMBL

External reference:

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IDSource
4019804 VUID
N0000147893 NUI
C0023992 UMLSCUI
7215 IUPHAR_LIGAND_ID
D00729 KEGG_DRUG
6X9OC3H4II UNII
3098 INN_ID
34552-83-5 SECONDARY_CAS_RN
DB00836 DRUGBANK_ID
CHEMBL841 ChEMBL_ID
4019804 VANDF
6468 RXNORM
116726003 SNOMEDCT_US
387040009 SNOMEDCT_US
d01025 MMSL
N0000007084 NDFRT
N0000147893 NDFRT
004545 NDDF
3955 PUBCHEM_CID
CHEMBL1707 ChEMBL_ID
D008139 MESH_DESCRIPTOR_UI
CHEBI:6532 CHEBI

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Loperamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0093-0311 CAPSULE 2 mg ORAL ANDA 13 sections
Good Sense anti diarrheal HUMAN OTC DRUG LABEL 1 0113-0224 TABLET, FILM COATED 2 mg ORAL ANDA 9 sections
good sense loperamide hydrochloride HUMAN OTC DRUG LABEL 1 0113-0645 SUSPENSION 1 mg ORAL ANDA 9 sections
loperamide hydrochloride HUMAN OTC DRUG LABEL 1 0113-7224 TABLET, FILM COATED 2 mg ORAL ANDA 9 sections
Anti-Diarrheal HUMAN OTC DRUG LABEL 1 0363-0375 TABLET 2 mg ORAL ANDA 9 sections
Anti-Diarrheal HUMAN OTC DRUG LABEL 1 0363-0520 CAPSULE, LIQUID FILLED 2 mg ORAL NDA 9 sections
loperamide hydrochloride HUMAN OTC DRUG LABEL 1 0363-0645 SUSPENSION 1 mg ORAL ANDA 9 sections
Loperamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-2100 CAPSULE 2 mg ORAL ANDA 13 sections
Antidiarrheal Relief HUMAN OTC DRUG LABEL 1 0498-1071 TABLET 2 mg ORAL ANDA 9 sections
Loperamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-0362 CAPSULE 2 mg ORAL ANDA 12 sections
Loperamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-8012 CAPSULE 2 mg ORAL ANDA 12 sections
Loperamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-8087 CAPSULE 2 mg ORAL ANDA 13 sections
loperamide hydrochloride HUMAN OTC DRUG LABEL 1 0904-6256 LIQUID 1 mg ORAL ANDA 9 sections
anti diarrheal HUMAN OTC DRUG LABEL 1 0904-7725 TABLET, FILM COATED 2 mg ORAL ANDA 9 sections
7 Select Anti Diarrheal HUMAN OTC DRUG LABEL 1 10202-224 TABLET, FILM COATED 2 mg ORAL ANDA 9 sections
Up and Up anti diarrheal HUMAN OTC DRUG LABEL 1 11673-224 TABLET, FILM COATED 2 mg ORAL ANDA 9 sections
Loperamide HCl HUMAN OTC DRUG LABEL 1 11673-520 CAPSULE, LIQUID FILLED 2 mg ORAL NDA 9 sections
Up and Up anti diarrheal HUMAN OTC DRUG LABEL 1 11673-900 SUSPENSION 1 mg ORAL ANDA 9 sections
Anti-Diarrheal HUMAN OTC DRUG LABEL 1 11822-0375 TABLET 2 mg ORAL ANDA 9 sections
loperamide hydrochloride HUMAN OTC DRUG LABEL 1 11822-1645 SUSPENSION 1 mg ORAL ANDA 9 sections
Loperamide Hydrochloride HUMAN OTC DRUG LABEL 1 15127-338 TABLET 2 mg ORAL ANDA 9 sections
Anti-Diarrheal HUMAN OTC DRUG LABEL 1 15127-375 TABLET 2 mg ORAL ANDA 9 sections
LOPERAMIDE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 16590-423 CAPSULE 2 mg ORAL ANDA 12 sections
Loperamide Hydrochloride HUMAN OTC DRUG LABEL 1 17856-0618 SOLUTION 1 mg ORAL ANDA 9 sections
signature care anti diarrheal HUMAN OTC DRUG LABEL 1 21130-131 SUSPENSION 1 mg ORAL ANDA 9 sections
Anti-Diarrheal HUMAN OTC DRUG LABEL 1 21130-375 TABLET 2 mg ORAL ANDA 9 sections
Loperamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 21695-692 CAPSULE 2 mg ORAL ANDA 12 sections
Anti Diarrheal HUMAN OTC DRUG LABEL 1 21695-978 SOLUTION 1 mg ORAL ANDA 9 sections
good neighbor pharmacy anti diarrheal HUMAN OTC DRUG LABEL 1 24385-386 TABLET, FILM COATED 2 mg ORAL ANDA 9 sections
good neighbor pharmacy anti diarrheal HUMAN OTC DRUG LABEL 1 24385-554 TABLET, FILM COATED 2 mg ORAL ANDA 9 sections