Methenamine

drug
On this page

Also known as AminoformE-239E239Hexamethylene tetramineHexamineINS NO.239INS-239MetenaminaNSC-26346NSC-403347UritoneUrotropinSID57260105SID170465468SID144207004SID144208804SID144210820METHENAMINE (MANDELAMINE)

Summary

Methenamine (CHEMBL1201270) is an approved small-molecule antibacterial drug (ATC J01XX05); indicated across 4 conditions including bacterial infectious disease and interstitial cystitis.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: J01XX05
  • Indications: 4 conditions
  • Clinical trials: 3
  • Chemistry: 140.19 Da · C6H12N4

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1201270
NameMethenamine
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID4101
ChEBICHEBI:6824
ATCJ01XX05
Molecular formulaC6H12N4
Molecular weight140.19
InChIKeyVKYKSIONXSXAKP-UHFFFAOYSA-N

SMILES: C1N2CN3CN1CN(C2)C3

IUPAC name: 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane

ChEBI definition: A polycyclic cage that is adamantane in which the carbon atoms at positions 1, 3, 5 and 7 are replaced by nitrogen atoms.

Pharmacological roles (ChEBI): antibacterial drug.

Also known as: Aminoform, E-239, E239, Hexamethylene tetramine, Hexamine, INS NO.239, INS-239, Metenamina, Methenamine, NSC-26346, NSC-403347, Uritone

Parent form; salt/anhydrous children: CHEMBL1201104, CHEMBL3707448, CHEMBL3833312

Patent coverage: 41,644 distinct patent families (84,764 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

No target linkage available.

Bioactivity

No ChEMBL bioactivity rows at pChembl ≥ 5 (expected for biologics / antibodies).

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

4 indications (1 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
bacterial infectious disease4MONDO:0005113EFO:0000771
interstitial cystitis3MONDO:0018301EFO:0008507
osteomyelitis0MONDO:0005246EFO:0003102

1 further indication record had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 3.

Phase distribution

PhaseTrials
PHASE32
PHASE41

Top trials by phase / activity

NCTPhaseStatusTitle
NCT03379389PHASE4COMPLETEDClinical Assessment of Urinary Antiseptics Methenamine and Methylthioninium in Recurrent Cystitis
NCT01657448PHASE3COMPLETEDEfficacy Study of Methenamine + Methylthioninium Chloride vs Phenazopyridine for the Symptomatic Control of Dysuria
NCT05658874PHASE3TERMINATEDA Multidisciplinary, Multimodal Bundled Care Approach to Chronic Pelvic Pain

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).