methenamine indications/contra

Stem definitionDrug idCAS RN
3344 100-97-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • hexamethylenetetramine
  • methenamine
  • hexamethylenamine
  • hexamine
  • methenamin
  • methenamine hippurate
  • hexamethylenetetramine hippurate
  • hexamethylenetetramine hippuric acid complex
  • methenamine mandelate
An anti-infective agent most commonly used in the treatment of urinary tract infections. Its anti-infective action derives from the slow release of formaldehyde by hydrolysis at acidic pH. (From Martindale, The Extra Pharmacopoeia, 30th ed, p173)
  • Molecular weight: 140.19
  • Formula: C6H12N4
  • CLOGP: 2.43
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 12.96
  • ALOGS: 0.74
  • ROTB: 0

Drug dosage:

DoseUnitRoute
2 g O
3 g O

Approvals:

DateAgencyCompanyOrphan
July 5, 1967 FDA CNTY LINE PHARMS

FDA Adverse Event Reporting System

None

Pharmacologic Action:

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SourceCodeDescription
ATC J01XX05 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
OTHER ANTIBACTERIALS
Other antibacterials
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000892 Anti-Infective Agents, Urinary
MeSH PA D012076 Renal Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Urinary tract infectious disease indication 68566005
Prevention of Bacterial Urinary Tract Infection indication
Gastritis contraindication 4556007 DOID:4029
Hypocalcemia contraindication 5291005
Severe chronic ulcerative colitis contraindication 14311001
Disorder of autonomic nervous system contraindication 15241006
Cirrhosis of liver contraindication 19943007 DOID:5082
Hyperphosphatemia contraindication 20165001 DOID:0050459
Glaucoma contraindication 23986001 DOID:1686
Toxic megacolon contraindication 28536002 DOID:1770
Atony of colon contraindication 29479008
Hyperthyroidism contraindication 34486009 DOID:7998
Glomerulonephritis contraindication 36171008 DOID:2921
Acute hepatitis contraindication 37871000
Hypertensive disorder contraindication 38341003 DOID:10763
Hypernatremia contraindication 39355002
Hypovolemic shock contraindication 39419009
Gastrointestinal ulcer contraindication 40845000
Body fluid retention contraindication 43498006
Uremia contraindication 44730006 DOID:4676
Conduction disorder of the heart contraindication 44808001
Achalasia of esophagus contraindication 45564002 DOID:9164
Chronic heart failure contraindication 48447003
Disorder of cardiovascular system contraindication 49601007 DOID:1287
Vitamin K deficiency contraindication 52675005 DOID:11249
Nasal polyp contraindication 52756005
Paralytic ileus contraindication 55525008 DOID:8442
Acute nephropathy contraindication 58574008
Hepatic failure contraindication 59927004
Blood coagulation disorder contraindication 64779008 DOID:1247
Diabetes mellitus contraindication 73211009 DOID:9351
Factor II deficiency contraindication 73975000
Gastrointestinal hemorrhage contraindication 74474003
Thrombotic thrombocytopenic purpura contraindication 78129009 DOID:10772
Hiatal hernia contraindication 84089009 DOID:12642
Kidney disease contraindication 90708001 DOID:2527
Thyrotoxicosis contraindication 90739004 DOID:7997
Hemophilia contraindication 90935002
Myasthenia gravis contraindication 91637004 DOID:437
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Liver function tests abnormal contraindication 166603001
Gastroesophageal reflux disease contraindication 235595009 DOID:8534
Disease of liver contraindication 235856003 DOID:409
Bladder outflow obstruction contraindication 236645006
Pyloric obstruction contraindication 244815007 DOID:3122
Benign prostatic hyperplasia contraindication 266569009 DOID:2883
Edema contraindication 267038008
Anemia contraindication 271737000 DOID:2355
Pregnancy, function contraindication 289908002
Cardiovascular event risk contraindication 395112001
Breastfeeding (mother) contraindication 413712001
Disorder of coronary artery contraindication 414024009
Fever greater than 100.4 Fahrenheit contraindication 426000000
Severe dehydration contraindication 450316000

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.59 Basic
pKa2 5.59 Basic
pKa3 1.09 Basic
pKa4 1.0 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

None

External reference:

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IDSource
CHEBI:6825 CHEBI
4018578 VUID
N0000146894 NUI
C0025638 UMLSCUI
D00393 KEGG_DRUG
695N30CINR UNII
587-23-5 SECONDARY_CAS_RN
4018578 VANDF
6832 RXNORM
5069 MMSL
d00106 MMSL
372773008 SNOMEDCT_US
72179 MMSL
56123002 SNOMEDCT_US
N0000007322 NDFRT
N0000146894 NDFRT
002861 NDDF
CHEMBL1201104 ChEMBL_ID
CHEMBL1201270 ChEMBL_ID
C023055 MESH_SUPPLEMENTAL_RECORD_UI
C011481 MESH_SUPPLEMENTAL_RECORD_UI
DB06799 DRUGBANK_ID
D008709 MESH_DESCRIPTOR_UI
119 INN_ID
CHEMBL3833312 ChEMBL_ID
4101 PUBCHEM_CID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
URELLE HUMAN PRESCRIPTION DRUG LABEL 5 0037-6321 TABLET 81 mg ORAL unapproved drug other 10 sections
Hiprex HUMAN PRESCRIPTION DRUG LABEL 1 0068-0277 TABLET 1 g ORAL NDA 10 sections
URIBEL HUMAN PRESCRIPTION DRUG LABEL 5 0076-0111 CAPSULE 120 mg ORAL unapproved drug other 12 sections
Hyophen HUMAN PRESCRIPTION DRUG LABEL 5 0076-0901 TABLET 81.60 mg ORAL unapproved drug other 12 sections
Phosphasal HUMAN PRESCRIPTION DRUG LABEL 5 0076-0902 TABLET 81.60 mg ORAL unapproved drug other 13 sections
Ustell HUMAN PRESCRIPTION DRUG LABEL 5 0076-0903 CAPSULE 120 mg ORAL unapproved drug other 13 sections
Methenamine Hippurate HUMAN PRESCRIPTION DRUG LABEL 1 0115-1754 TABLET 1 g ORAL ANDA 12 sections
Utira-C HUMAN PRESCRIPTION DRUG LABEL 5 0178-0513 TABLET 81.60 mg ORAL unapproved drug other 13 sections
Walgreens Antibacterial Plus Urinary Pain Relief HUMAN OTC DRUG LABEL 2 0363-4404 TABLET 162 mg ORAL unapproved drug other 10 sections
UROGESIC BLUE HUMAN PRESCRIPTION DRUG LABEL 4 0485-0151 TABLET, COATED 81.60 mg ORAL UNAPPROVED DRUG OTHER 13 sections
Urimar-T HUMAN PRESCRIPTION DRUG LABEL 5 0682-0334 TABLET 120 mg ORAL UNAPPROVED DRUG OTHER 14 sections
Methenamine Hippurate HUMAN PRESCRIPTION DRUG LABEL 1 0955-1037 TABLET 1 g ORAL NDA 11 sections
Methenamine Mandelate HUMAN PRESCRIPTION DRUG LABEL 1 13925-107 TABLET, FILM COATED 1000 mg ORAL UNAPPROVED DRUG OTHER 16 sections
UTA HUMAN PRESCRIPTION DRUG LABEL 4 24839-699 CAPSULE 120 mg ORAL unapproved drug other 13 sections
HIPREX HUMAN PRESCRIPTION DRUG LABEL 1 30698-277 TABLET 1 g ORAL NDA 11 sections
INDIOMIN MB HUMAN PRESCRIPTION DRUG LABEL 4 35573-315 CAPSULE 120 mg ORAL Unapproved drug other 14 sections
UroAv-81 HUMAN PRESCRIPTION DRUG LABEL 5 42291-851 TABLET 81 mg ORAL UNAPPROVED DRUG OTHER 14 sections
UroAv-B HUMAN PRESCRIPTION DRUG LABEL 5 42291-852 CAPSULE 118 mg ORAL unapproved drug other 14 sections
Cystex HUMAN OTC DRUG LABEL 2 42364-4501 TABLET 162 mg ORAL unapproved drug other 16 sections
Methenamine Mandelate HUMAN PRESCRIPTION DRUG LABEL 1 42799-105 TABLET 500 mg ORAL unapproved drug other 9 sections
Methenamine Mandelate HUMAN PRESCRIPTION DRUG LABEL 1 42799-106 TABLET 1000 mg ORAL unapproved drug other 9 sections
Methenamine Hippurate HUMAN PRESCRIPTION DRUG LABEL 1 43199-020 TABLET 1 g ORAL NDA 13 sections
Methenamine Hippurate HUMAN PRESCRIPTION DRUG LABEL 1 47781-577 TABLET 1 g ORAL NDA 13 sections
Azo Urinary Tract Defense HUMAN OTC DRUG LABEL 2 49973-011 TABLET 162 mg ORAL unapproved drug other 8 sections
UR N-C Urinary Antiseptic HUMAN PRESCRIPTION DRUG LABEL 5 51862-175 TABLET 81.60 mg ORAL Unapproved drug other 12 sections
Urin HUMAN PRESCRIPTION DRUG LABEL 5 54859-701 TABLET 81.60 mg ORAL Unapproved drug other 16 sections
Me NaPhos MB Hyo 1 HUMAN PRESCRIPTION DRUG LABEL 2 58657-454 TABLET 81.60 mg ORAL unapproved drug other 18 sections
Uro-MP HUMAN PRESCRIPTION DRUG LABEL 5 58657-456 CAPSULE 118 mg ORAL UNAPPROVED DRUG OTHER 14 sections
Uro-458 HUMAN PRESCRIPTION DRUG LABEL 5 58657-458 TABLET 81 mg ORAL unapproved drug other 14 sections
Methenamine and Sodium Salicylate HUMAN OTC DRUG LABEL 2 63189-005 TABLET 162 mg ORAL unapproved drug other 10 sections