Structure via PubChem · Public domain (PubChem)
Ro60-0175
Sign in to saveRo60-0175, or Ro-600175, also known as '(S)-5-fluoro-6-chloro-α-methylisotryptamine ((S)-5-F-6-Cl-isoAMT'), is a serotonin 5-HT2 receptor agonist of the isotryptamine family developed by Hoffmann–La Roche, which has applications in scientific research. It is the enantiopure (S)- isomer of the 5-fluoro and 6-chloro derivative of α-methylisotryptamine (isoAMT).
Chemical data
- Formula
- C15H16ClFN2O4
- Molecular weight
- 342.75 g/mol
- IUPAC name
- (E)-but-2-enedioic acid;(2S)-1-(6-chloro-5-fluoroindol-1-yl)propan-2-amine
- SMILES
- C[C@@H](CN1C=CC2=CC(=C(C=C21)Cl)F)N.C(=C/C(=O)O)\C(=O)O
- InChIKey
- CEPHEXXZGQBXGT-XZTIXWOLSA-N
- Polar surface area
- 106 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 342.078263
Show 3 more facts
- chemical formula
- C₁₅H₁₆ClFN₂O₄
- isomeric SMILES
- C[C@@H](CN1C=CC2=CC(=C(C=C21)Cl)F)N.C(=C/C(=O)O)\C(=O)O
- canonical SMILES
- CC(CN1C=CC2=CC(=C(C=C21)Cl)F)N.C(=CC(=O)O)C(=O)O
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
Ro60-0175, or Ro-600175, also known as '(S)-5-fluoro-6-chloro-α-methylisotryptamine ((S)-5-F-6-Cl-isoAMT'), is a serotonin 5-HT2 receptor agonist of the isotryptamine family developed by Hoffmann–La Roche, which has applications in scientific research. It is the enantiopure (S)- isomer of the 5-fluoro and 6-chloro derivative of α-methylisotryptamine (isoAMT).
It acts as a potent and selective agonist of both the serotonin 5-HT2B and 5-HT2C receptor subtypes, with good selectivity over the closely related serotonin 5-HT2A subtype, and little or no affinity at other receptors. However, Ro60-0175 also activates the serotonin 5-HT2A receptor less potently than the serotonin 5-HT2B and 5-HT2C receptors. Its and values have been found to be 0.91–2.4nM (79–130%) at the serotonin 5-HT2B receptor, 32–52nM (84–88%) at the serotonin 5-HT2C receptor, and 400–447nM (69–91%) at the serotonin 5-HT2A receptor.
Excerpted from Wikipedia’s “Ro60-0175” article, available under the CC BY-SA 4.0 licence.