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Methenamine

Methenamine, also known as hexamine or hexamethylenetetramine and sold under the brand names Hiprex, Urex, and Urotropin among others, is a urinary tract antiseptic and antibacterial medication which is used in the prevention of recurrent urinary tract infections (UTIs). It is not an antibiotic, and unlike antibiotics, has no risk of bacterial…

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3D model (JSmol)
Interactive image
ATC code
J01XX05 (WHO) G04BX17 (with sodium salicylate)
Bioavailability
High (≥70%)
CAS Number
100-97-0 Y 5714-73-8 (hippurate) 587-23-5 (mandelate)
ChEBI
CHEBI:6824 Y
ChEMBL
ChEMBL1201270 Y

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Overview

Medical uses

Contraindications

Side effects

Overdose

Interactions

Pharmacology

Chemistry

History

Society and culture

Research

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Map overview Semantic statistics

Methenamine

Nodes231
Edges230
Triples158
Avg. degree1.99
Density0.008658
Components1

How this topic connects Entity context

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Methenamine

Top relations

related to Names · 26
Methenamine → Aminoform, Antihydral, BANTooltip British Approved Name, Brand, Dehydral, Formamine, Formin, Hexamine, Hiprex, Hyophen, INNTooltip International Nonproprietary Name, JANTooltip Japanese Accepted Name, Mandelamine, Metenamine, Name, Phosphasal, Urelle, Urex, Uribel, Urimar
has effect · 16
Methenamine → ALT, AST, Because, Formaldehyde, However, Hypersensitivity, It, Moreover, No, Normalization, On, Rarely, Side, The, They, This
related to Pharmacodynamics · 15
Methenamine → Enterobacter, Enterococcus, Escherichia, Formaldehyde, However, In, It, Klebsiella, Morganella, Proteus, Providencia, Pseudomonas, Staphylococcus, The, UTI-causing
related to history · 14
Methenamine → BP, British Pharmacopoeia, Drug Administration, FDA, Food, However, Interest, It, The, United States, United States Pharmacopeia, Urotropin, USP, UTIs
related to Availability · 10
Methenamine → Austria, Canada, Germany, In, Luxembourg, Of, Only, Switzerland, The, United States
related to Urinary tract infections · 9
Methenamine → As, Cochrane, In, It, On, Studies, The, UTI, UTIs
related to Contraindications · 7
Methenamine → Although, As, Caution, Its, No, Other, The
related to Overdose · 6
Methenamine → Animal, Doses, More, Some, Toxic, When
related to Available forms · 5
Methenamine → It, Non-coated, NSAID, Other, The
related to Other genitourinary infections · 5
Methenamine → As, However, In, Prophylactic, UTIs

Important terminology Word statistics

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Important terminology

formaldehyde antibiotics drug urinary prevention also acidic urine utis bacterial uti available found antiseptic acid used effects stomach tract bladder

Entity relationships Subject–Predicate–Object triples

SubjectPredicateObjectConfidenceSrc
Methenamine3D model (JSmol)Interactive image1.00infobox
MethenamineATC codeJ01XX05 (WHO) G04BX17 (with sodium salicylate)1.00infobox
MethenamineBioavailabilityHigh (≥70%)1.00infobox
MethenamineCAS Number100-97-0 Y 5714-73-8 (hippurate) 587-23-5 (mandelate)1.00infobox
MethenamineChEBICHEBI:6824 Y1.00infobox
MethenamineChEMBLChEMBL1201270 Y1.00infobox
MethenamineChemSpider3959 Y1.00infobox
MethenamineDrug classAntiseptic; Antibacterial1.00infobox
MethenamineDrugBankDB067991.00infobox
MethenamineElimination half-life2–6 hours1.00infobox
MethenamineExcretionUrine: 70–90% unchanged within 24 hours1.00infobox
MethenamineFormulaC6H12N41.00infobox
MethenamineKEGGD00393 Y1.00infobox
MethenamineMetabolismHydrolysis in acidic urine1.00infobox
MethenamineMetabolites• Formaldehyde • Ammonia • Formic acid1.00infobox
MethenamineMolar mass140.190 g·mol−11.00infobox
MethenamineOnset of action≤30 minutes1.00infobox
MethenamineOther namesHexamethylenetetramine; HMTA; Hexamine; Hexamethylenamine; Hexamethyleneamine; Metenamine; Urometine; Hippramine; E-239; R-657; 1,3,5,7-Tetraazaadamantane1.00infobox
MethenaminePronunciationmeh-THEH-na-meen1.00infobox
MethenamineProtein bindingUnknown1.00infobox
MethenaminePubChem CID41011.00infobox
MethenaminePubChem SID3102648931.00infobox
MethenamineRoutes of administrationOral, topical1.00infobox
MethenamineTrade namesAntihydral, Hiprex, Urex, Urotropin, others1.00infobox
MethenamineUNIIJ50OIX95QV1.00infobox
Methenamineis aprodrug of formaldehyde in acidic urine0.90text
Methenamineis asimple cyclized hydrocarbon and is similar in structure to adamantane.Methenamine was discovered in 1859 and was first introduced for medical use as a urinary antiseptic in 18950.90text
Methenamineis acation and hippuric acid or mandelic acid is the anion0.90text

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