Roxindole
Basic information
- CAS
112192-04-8- Standard SMILES
Oc1ccc2[nH]cc(CCCCN3CC=C(c4ccccc4)CC3)c2c1- InChIKey
HGEYJZMMUGWEOT-UHFFFAOYSA-N- Molecular formula
- C23H26N2O
- Average molar mass
- 346.5 g/mol
- Monoisotopic mass
- 346.20451346
Overview
Roxindole is a member of indoles. It has a role as an alpha-adrenergic antagonist and a serotonergic drug.
Names & identifiers
- Preferred name
- Roxindole
- IUPAC
- 3-[4-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)butyl]-1H-indol-5-ol
- English name
- 3-[4-(3,6-Dihydro-4-phenyl-1(2H)-pyridinyl)butyl]-1H-indol-5-ol hydrochloride
- Molecular formula
- C23H26N2O
- Molecular weight
- 346.47
Names & synonyms
Roxindole112192-04-8roxindolroxindolumDTXSID50438953-[4-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)butyl]-1H-indol-5-ol3-(4-(3,6-Dihydro-4-phenyl-1(2H)-pyridinyl)butyl)-1H-indol-5-ol43227SMS0ODTXCID3023895CHEBI:485583-[4-(4-phenyl-3,6-dihydropyridin-1(2H)-yl)butyl]-1H-indol-5-ol3-(4-(4-phenyl-3,6-dihydropyridin-1(2H)-yl)butyl)-1H-indol-5-ol
Show more names
RoxindoleHClROXINDOLE HYDROCHLORIDE3-[4-[(3,6-Dihydro-4-phenylpyridin)-1(2H)-yl]butyl]-1H-indol-5-ol3-[4-(3,6-Dihydro-4-phenylpyridine-1(2H)-yl)butyl]-1H-indole-5-ol1H-Indol-5-ol, 3-[4-(3,6-dihydro-4-phenyl-1(2H)-pyridinyl)butyl]-3-[4-(3,6-Dihydro-4-phenyl-1(2H)-pyridinyl)butyl]-1H-indol-5-ol hydrochloride
3-(4-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)butyl)-1H-indol-5-olRefChem:1799901H-Indol-5-ol, 3-(4-(3,6-dihydro-4-phenyl-1(2H)-pyridinyl)butyl)-Roxindole [INN]CHEMBL431367NCGC00025216-013-(4-(4-phenyl-5,6-dihydropyridin-1(2H)-yl)butyl)-1H-indol-5-ol3-(4-(3,6-Dihydro-4-phenyl-1(2H)-pyridylbutyl)indol-5-ol
Database identifiers
- CAS
112192-04-8- PubChem CID
- 219050
- DTXSID
DTXSID5043895- ChEMBL
CHEMBL431367- ChEBI
CHEBI:48558- UNII
- 43227SMS0O
- Nikkaji
- J395.967H
Properties
Computed structural properties
- XLogP
- 4.6
- Topological polar surface area
- 39.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 6
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 471
Physicochemical properties
- Melting point
- 165 °C · >165°C (dec.)
- Boiling point
- 575.7 · 575.7±50.0 °C(Predicted)
- Density
- 1.173 · 1.173±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Desiccate at -20°C
- solubility
- DMSO (Slightly), Water (Slightly)
- pka
- 10.15 · 10.15±0.40(Predicted)
- form
- Solid
- color
- Pale Beige to Light Beige
- Stability
- Hygroscopic
- FDA UNII
- 43227 SMS0O · 43227SMS0O
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.
Drugs that bind to and activate dopamine receptors.
Applications
UsesRoxindole Hydrochloride is a selective and potent presynaptic D-2 dopamine autoreceptor agonist.
Additional notes
DefinitionChEBI: Roxindole is a member of indoles. It has a role as an alpha-adrenergic antagonist and a serotonergic drug.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…