Methoxyflurane
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Also known as AnalgizerAnecotanDA-759InhalanMethoxifluraneMethoxy fluraneMetoxifluranoMetofaneNSC-110432PenthranePenthroxPentrane
Summary
Methoxyflurane (CHEMBL1341) is an approved small-molecule inhalation anaesthetic (ATC N02BG09); indicated across 4 conditions including injury and neoplasm.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- ATC class: N02BG09
- Indications: 4 conditions
- Clinical trials: 26
- Chemistry: 164.96 Da · C3H4Cl2F2O
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1341 |
| Name | Methoxyflurane |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | no |
| PubChem CID | 4116 |
| ChEBI | CHEBI:6843 |
| ATC | N02BG09 |
| Molecular formula | C3H4Cl2F2O |
| Molecular weight | 164.96 |
| InChIKey | RFKMCNOHBTXSMU-UHFFFAOYSA-N |
SMILES: COC(C(Cl)Cl)(F)F
IUPAC name: 2,2-dichloro-1,1-difluoro-1-methoxyethane
ChEBI definition: An ether in which the two groups attached to the central oxygen atom are methyl and 2,2-dichloro-1,1-difluoroethyl.
Pharmacological roles (ChEBI): inhalation anaesthetic, non-narcotic analgesic, hepatotoxic agent, nephrotoxic agent.
Also known as: Analgizer, Anecotan, DA-759, Inhalan, Methoxiflurane, Methoxy flurane, Methoxyflurane, Metoxiflurano, Metofane, NSC-110432, Penthrane, Penthrox
Patent coverage: 2,217 distinct patent families (7,455 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 (2 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 |
|---|---|---|---|
| injury | 3 | MONDO:0021178 | EFO:0000546 |
| neoplasm | 3 | MONDO:0005070 | MONDO:0004992 |
2 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 26.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE4 | 12 |
| PHASE3 | 8 |
| Not specified | 5 |
| PHASE2 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT05766397 | PHASE4 | ENROLLING_BY_INVITATION | Prehospital Inhaled Methoxyflurane Non-Clinical Occupational Exposure Study |
| NCT05821517 | PHASE4 | RECRUITING | METHOXYFLURANE or Virtual Reality Headset vs Standard Analgesic Management for the Reduction of Anterior Shoulder Dislocation (HYPNOLUX) |
| NCT06392087 | PHASE4 | NOT_YET_RECRUITING | Prehospital Analgesia in Adults Using Inhaled Methoxyflurane Study |
| NCT07295054 | PHASE4 | RECRUITING | 3 mL Inhaled Methoxyflurane for Intrauterine Device (IUD) Insertion |
| NCT00524927 | PHASE4 | COMPLETED | Safety and Efficacy of Methoxyflurane for Treatment of Incident Pain |
| NCT01887951 | PHASE4 | COMPLETED | Penthrox Versus Tramadol for SCDF |
| NCT03798899 | PHASE4 | COMPLETED | Efficacy and Safety of Penthrox® Combined With a Standard Analgesia (SoC) in Adult Patients Admitted to the Emergency Department With Moderate to Severe Pain Associated With Trauma |
| NCT03849027 | PHASE4 | UNKNOWN | MethOxyflUraNe at moderaTe High AltItudes for PAIN Management |
| NCT03868436 | PHASE4 | COMPLETED | PENTHROX™ in the Canadian Emergency Department (ED) |
| NCT04029012 | PHASE4 | COMPLETED | Penthrox in Rezūm BPH |
| NCT04287803 | PHASE4 | COMPLETED | Prehospital Analgesia in Adults Using Inhaled Methoxyflurane : A Feasibility Study |
| NCT04412642 | PHASE4 | UNKNOWN | Low Dose Methoxyflurane for Pain Relief During Minor Out-patient Urologic Procedures |
| NCT07445737 | PHASE3 | NOT_YET_RECRUITING | Use of the Methoxyflurane as Pain-killer in the Prehospital Management of Acute Myocardial Infarction |
| NCT01420159 | PHASE3 | COMPLETED | Efficacy and Safety of Methoxyflurane (Penthrox) for the Treatment of Acute Pain in Minor Trauma |
| NCT02604225 | PHASE3 | COMPLETED | Trial of Methoxyflurane With Periprostatic Local Anaesthesia to Reduce the Discomfort of TRUS B |
| NCT03215056 | PHASE3 | COMPLETED | Methoxyflurane Analgesia for Paediatric Injuries |
| NCT03256903 | PHASE3 | COMPLETED | Methoxyflurane vs Standard Analgesic Treatment for Trauma Pain in Spanish Emergency Units |
| NCT03585374 | PHASE3 | COMPLETED | Trauma Acute Pain Treatment With Methoxyflurane Vaporized (PENTHROX®): Efficacy and Safety Study (MEDITA) |
| NCT04618497 | PHASE3 | COMPLETED | A Pilot Study on the Use of Methoxyflurane (Penthrox®) for Pain Control in the Emergency Department |
| NCT05137184 | PHASE3 | COMPLETED | A Comparison of Three Regimens of Acute Pain Management: Methoxyflurane; Intranasal Fentanyl; Intravenous Morphine |
| NCT07192198 | PHASE2 | COMPLETED | Efficacy of Inhaled Methoxyflurane (Penthrox) as Adjunct for Urologic Procedures Under Local Anesthetic: A Pilot Study |
| NCT07003880 | Not specified | NOT_YET_RECRUITING | Penthrox in Otolaryngology |
| NCT03537001 | Not specified | COMPLETED | Use of Penthrox in Extra-hospital Traumatology |
| NCT03853954 | Not specified | COMPLETED | Reduction of Anterior Shoulder Dislocation Facilitated by Inhaled Low Dose Methoxyflurane |
| NCT03927729 | Not specified | COMPLETED | Use of Methoxyflurane (Penthrox) as an Antalgic in Hospital Trauma |
| NCT04292808 | Not specified | WITHDRAWN | Low Dose Methoxyflurane and Out-Patient Aesthetic Surgery and Facial Filler |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
PharmGKB dosing guidelines (1) — CPIC / DPWG genotype-guided dosing for this drug (drug × pharmacogene):
| Guideline | Source | Gene(s) | Dosing | Recommendation |
|---|---|---|---|---|
| Annotation of CPIC Guideline for desflurane, enflurane, halothane, iso | CPIC | CACNA1S;RYR1 | yes |
PharmGKB also curates 47 clinical and 1 variant annotation(s) for this drug (gene-keyed; see PharmGKB).
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).