cimetidine indications/contra

Stem definitionDrug idCAS RN
histamine-H2-receptor antagonists, cimetidine derivatives 645 51481-61-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • cimetidine
  • tagamet
  • tametin
  • ulcedin
  • ulcedine
  • ulcerex
  • ulcerfen
  • cimetidine hydrochloride
  • cimetidine HCl
A histamine congener, it competitively inhibits HISTAMINE binding to HISTAMINE H2 RECEPTORS. Cimetidine has a range of pharmacological actions. It inhibits GASTRIC ACID secretion, as well as PEPSIN and GASTRIN output.
  • Molecular weight: 252.34
  • Formula: C10H16N6S
  • CLOGP: 0.38
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 3
  • TPSA: 88.89
  • ALOGS: -3.16
  • ROTB: 5

Drug dosage:

DoseUnitRoute
0.80 g O
0.80 g P

Approvals:

DateAgencyCompanyOrphan
Aug. 16, 1977 FDA

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 hypersensitivity 128.90 34.02 40 359 35640 3349820
Drug interaction 126.25 34.02 42 357 46770 3338690
Acute kidney injury 85.40 34.02 32 367 49651 3335809
Lactic acidosis 76.05 34.02 19 380 7481 3377979
Overdose 58.55 34.02 22 377 33956 3351504
Pancreatitis acute 58.10 34.02 15 384 6693 3378767
Diarrhoea 53.88 34.02 29 370 104319 3281141
Toxicity to various agents 51.60 34.02 22 377 47032 3338428
Torsade de pointes 47.86 34.02 11 388 3018 3382442
Vomiting 46.44 34.02 25 374 89506 3295954
Ventricular tachycardia 45.39 34.02 12 387 5850 3379610
Drug abuse 43.22 34.02 15 384 18315 3367145
International normalised ratio increased 42.49 34.02 14 385 14601 3370859
Myoclonus 40.08 34.02 10 389 3873 3381587
Completed suicide 38.89 34.02 16 383 31098 3354362
Rash 34.45 34.02 19 380 70802 3314658

Pharmacologic Action:

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SourceCodeDescription
ATC A02BA01 ALIMENTARY TRACT AND METABOLISM
DRUGS FOR ACID RELATED DISORDERS
DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
H2-receptor antagonists
ATC A02BA51 ALIMENTARY TRACT AND METABOLISM
DRUGS FOR ACID RELATED DISORDERS
DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
H2-receptor antagonists
FDA MoA N0000000151 Histamine H2 Receptor Antagonists
FDA EPC N0000175784 Histamine-2 Receptor Antagonist
CHEBI has role CHEBI:37961 H2-receptor antagonist
CHEBI has role CHEBI:35480 analgesic
CHEBI has role CHEBI:60809 adjuvant
CHEBI has role CHEBI:49201 anti-ulcer drug
MeSH PA D000897 Anti-Ulcer Agents
MeSH PA D065609 Cytochrome P-450 CYP1A2 Inhibitors
MeSH PA D065607 Cytochrome P-450 Enzyme Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D005765 Gastrointestinal Agents
MeSH PA D018494 Histamine Agents
MeSH PA D006633 Histamine Antagonists
MeSH PA D006635 Histamine H2 Antagonists
MeSH PA D065606 Metabolic Side Effects of Drugs and Substances
MeSH PA D018377 Neurotransmitter Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Heartburn indication 16331000
Upper gastrointestinal hemorrhage indication 37372002
Duodenal ulcer disease indication 51868009 DOID:1724
Zollinger-Ellison syndrome indication 53132006 DOID:0050782
Multiple endocrine adenomas indication 60549007
Indigestion indication 162031009 DOID:2321
Gastroesophageal reflux disease indication 235595009 DOID:8534
Systemic mast cell disease indication 397016004 DOID:349
Gastric ulcer indication 397825006 DOID:10808
Maintenance of Healing Duodenal Ulcer indication
Upper GI Bleed Prevention indication
Impaired renal function disorder contraindication 197663003
Disease of liver contraindication 235856003 DOID:409
Malignant tumor of stomach contraindication 363349007 DOID:10534
Pancreatic insufficiency off-label use 37992001
Urticaria off-label use 126485001
Prevention of Stress Ulcer off-label use
NSAID-Induced Gastric Ulcer off-label use

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.83 acidic
pKa2 6.71 Basic
pKa3 0.0 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
Histamine H2 receptor GPCR ANTAGONIST Kd 6.14 WOMBAT-PK CHEMBL
Multidrug and toxin extrusion protein 1 Transporter IC50 5.92 CHEMBL
5-hydroxytryptamine receptor 2A GPCR Ki 5.15 PDSP
Multidrug and toxin extrusion protein 2 Transporter INHIBITOR Ki 5.10 IUPHAR
Histamine H2 receptor GPCR Kd 6.58 CHEMBL
Histamine H2 receptor Unclassified ANTAGONIST Ki 5.90 IUPHAR

External reference:

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IDSource
DB00501 DRUGBANK_ID
1231 IUPHAR_LIGAND_ID
4018845 VUID
N0000147147 NUI
C0008783 UMLSCUI
D00295 KEGG_DRUG
CHEMBL30 ChEMBL_ID
80061L1WGD UNII
3765 INN_ID
2756 PUBCHEM_CID
4018845 VANDF
N0000147147 NDFRT
N0000007007 NDFRT
003415 NDDF
101 MMSL
2541 RXNORM
373541007 SNOMEDCT_US
83532008 SNOMEDCT_US
4448 MMSL
d00140 MMSL
CHEBI:3699 CHEBI
CHEMBL1201051 ChEMBL_ID
D002927 MESH_DESCRIPTOR_UI
70059-30-2 SECONDARY_CAS_RN

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 0093-8192 TABLET, FILM COATED 300 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 0093-8204 TABLET, FILM COATED 400 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 0093-8305 TABLET, FILM COATED 800 mg ORAL ANDA 10 sections
Good Sense Heartburn Relief HUMAN OTC DRUG LABEL 1 0113-0022 TABLET 200 mg ORAL ANDA 10 sections
cimetidine HUMAN OTC DRUG LABEL 1 0363-0022 TABLET 200 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 0378-0053 TABLET, FILM COATED 200 mg ORAL ANDA 11 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 0378-0317 TABLET, FILM COATED 300 mg ORAL ANDA 11 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 0378-0372 TABLET, FILM COATED 400 mg ORAL ANDA 11 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 0378-0541 TABLET, FILM COATED 800 mg ORAL ANDA 11 sections
CIMETIDINE HUMAN PRESCRIPTION DRUG LABEL 1 0440-1282 TABLET 400 mg ORAL ANDA 15 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 10544-626 TABLET, FILM COATED 400 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 10544-627 TABLET, FILM COATED 300 mg ORAL ANDA 10 sections
CIMETIDINE HUMAN PRESCRIPTION DRUG LABEL 1 16590-048 TABLET, FILM COATED 300 mg ORAL ANDA 12 sections
CIMETIDINE HUMAN PRESCRIPTION DRUG LABEL 1 16590-265 TABLET, FILM COATED 400 mg ORAL ANDA 10 sections
CIMETIDINE HUMAN PRESCRIPTION DRUG LABEL 1 16590-372 TABLET, FILM COATED 800 mg ORAL ANDA 10 sections
CIMETIDINE HUMAN PRESCRIPTION DRUG LABEL 1 21695-531 TABLET 300 mg ORAL ANDA 14 sections
CIMETIDINE HUMAN PRESCRIPTION DRUG LABEL 1 21695-532 TABLET 400 mg ORAL ANDA 14 sections
Good Neighbor Pharmacy Heartburn Relief HUMAN OTC DRUG LABEL 1 24385-111 TABLET 200 mg ORAL ANDA 10 sections
Acid Reducer HUMAN OTC DRUG LABEL 1 30142-323 TABLET 200 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 33261-024 TABLET, FILM COATED 400 mg ORAL ANDA 10 sections
TopCare Heartburn Relief HUMAN OTC DRUG LABEL 1 36800-022 TABLET 200 mg ORAL ANDA 9 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 42291-217 TABLET, FILM COATED 300 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 42291-218 TABLET, FILM COATED 400 mg ORAL ANDA 10 sections
Equate Cimetidine HUMAN OTC DRUG LABEL 1 49035-820 TABLET 200 mg ORAL ANDA 10 sections
SunMark heartburn relief HUMAN OTC DRUG LABEL 1 49348-246 TABLET 200 mg ORAL ANDA 9 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 50090-0499 TABLET, FILM COATED 300 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 50090-0500 TABLET, FILM COATED 400 mg ORAL ANDA 10 sections
Cimetidine Hydrochloride Oral Solution HUMAN PRESCRIPTION DRUG LABEL 1 50383-050 SOLUTION 300 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 52125-999 TABLET, FILM COATED 300 mg ORAL ANDA 10 sections
Cimetidine HUMAN PRESCRIPTION DRUG LABEL 1 54868-3314 TABLET, FILM COATED 300 mg ORAL ANDA 10 sections