Structure via PubChem · Public domain (PubChem)
rogletimide
Sign in to saveRogletimide, also known as pyridoglutethimide, is a medication which was never marketed. It is related in chemical structure to the sedative/hypnotic drug glutethimide, but instead has pharmacological activity as a selective aromatase inhibitor similar to the related drug aminoglutethimide and has no significant sedative-hypnotic effect. This makes it potentially useful in the treatment of breast cancer, and with fewer side effects than aminoglutethimide, but its lower potency caused it to be unsuccessful in clinical trials.
Chemical data
- Formula
- C12H14N2O2
- Molecular weight
- 218.25 g/mol
- IUPAC name
- 3-ethyl-3-pyridin-4-ylpiperidine-2,6-dione
- SMILES
- CCC1(CCC(=O)NC1=O)C2=CC=NC=C2
- InChIKey
- QXKJWHWUDVQATH-UHFFFAOYSA-N
- XLogP
- 0.6
- Polar surface area
- 59.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 218.106
Show 3 more facts
- chemical formula
- C₁₂H₁₄N₂O₂
- canonical SMILES
- CCC1(CCC(=O)NC1=O)C2=CC=NC=C2
- Commons category
- Rogletimide
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Rogletimide, also known as pyridoglutethimide, is a medication which was never marketed. It is related in chemical structure to the sedative/hypnotic drug glutethimide, but instead has pharmacological activity as a selective aromatase inhibitor similar to the related drug aminoglutethimide and has no significant sedative-hypnotic effect. This makes it potentially useful in the treatment of breast cancer, and with fewer side effects than aminoglutethimide, but its lower potency caused it to be unsuccessful in clinical trials.
==Synthesis== thumb|center|500px|class=skin-invert-image|Synthesis: Patent:
Excerpted from Wikipedia’s “rogletimide” article, available under the CC BY-SA 4.0 licence.