Methenamine
drugOn 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
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1201270 |
| Name | Methenamine |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 4101 |
| ChEBI | CHEBI:6824 |
| ATC | J01XX05 |
| Molecular formula | C6H12N4 |
| Molecular weight | 140.19 |
| InChIKey | VKYKSIONXSXAKP-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).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| bacterial infectious disease | 4 | MONDO:0005113 | EFO:0000771 |
| interstitial cystitis | 3 | MONDO:0018301 | EFO:0008507 |
| osteomyelitis | 0 | MONDO:0005246 | EFO: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
| Phase | Trials |
|---|---|
| PHASE3 | 2 |
| PHASE4 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT03379389 | PHASE4 | COMPLETED | Clinical Assessment of Urinary Antiseptics Methenamine and Methylthioninium in Recurrent Cystitis |
| NCT01657448 | PHASE3 | COMPLETED | Efficacy Study of Methenamine + Methylthioninium Chloride vs Phenazopyridine for the Symptomatic Control of Dysuria |
| NCT05658874 | PHASE3 | TERMINATED | A 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.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).