methoxyflurane   Click here for help

GtoPdb Ligand ID: 7234

Synonyms: Penthrane®
Approved drug
methoxyflurane is an approved drug (FDA (date unknown))
Compound class: Synthetic organic
Comment: Methoxyflurane is a halogenated ether volatile inhalational anaesthetic. In the US it was withdrawn from the market for safety concerns (it is nephrotoxic and hepatotoxic) but is still available/used in other countries, including the UK (for emergency relief of moderate to severe pain in conscious adult patients as a result of trauma).

methoxyflurane is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 9.23
Molecular weight 163.96
XLogP 1.91
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES COC(C(Cl)Cl)(F)F
Isomeric SMILES COC(C(Cl)Cl)(F)F
InChI InChI=1S/C3H4Cl2F2O/c1-8-3(6,7)2(4)5/h2H,1H3
InChI Key RFKMCNOHBTXSMU-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. FDA (0)
IUPAC Name Click here for help
2,2-dichloro-1,1-difluoro-1-methoxyethane
International Nonproprietary Names Click here for help
INN number INN
1048 methoxyflurane
Synonyms Click here for help
Penthrane®
Database Links Click here for help
CAS Registry No. 76-38-0
ChEMBL Ligand CHEMBL1341
DrugBank Ligand DB01028
DrugCentral Ligand 1754
GtoPdb PubChem SID 178103808
PubChem CID 4116
Search Google for chemical match using the InChIKey RFKMCNOHBTXSMU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RFKMCNOHBTXSMU
Search PubMed clinical trials methoxyflurane
Search PubMed titles methoxyflurane
Search PubMed titles/abstracts methoxyflurane
UniChem Compound Search for chemical match using the InChIKey RFKMCNOHBTXSMU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RFKMCNOHBTXSMU-UHFFFAOYSA-N
Wikipedia Methoxyflurane

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MedChemExpress
Methoxyflurane (links to external site)
Cat. No. HY-B0718