Ro 25-6981
Basic information
- CAS
169274-78-6- Standard SMILES
C[C@@H](CN1CCC(Cc2ccccc2)CC1)[C@@H](O)c1ccc(O)cc1- InChIKey
WVZSEUPGUDIELE-HTAPYJJXSA-N- Molecular formula
- C22H29NO2
- Average molar mass
- 339.5 g/mol
- Monoisotopic mass
- 339.21982917
Overview
Ro 25-6981 is a member of the class of piperidines that is 4-benzylpiperidine substituted by a 3-hydroxy-3-(4-hydroxyphenyl)-2-methylpropyl group at position 1 (the 1R,2S-stereoisomer). It is a potent antagonist of the GluN2B subunit of the N-methyl-D-aspartate (NMDA) receptor. It has a role as an antidepressant, an anticonvulsant, a NMDA receptor antagonist and a neuroprotective agent. It is a member of benzenes, a member of piperidines, a member of phenols, a secondary alcohol and a tertiary amino compound. It is a conjugate base of a Ro 25-6981(1+).
Names & identifiers
- Preferred name
- Ro 25-6981
- IUPAC
- 4-[(1R,2S)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol
- English name
- (Ar,BS)-alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidinepropanol maleate
- Molecular formula
- C22H29NO2
- Molecular weight
- 339.47
Names & synonyms
169274-78-6Ro 25-6981Ro-25-6981ro25-6981Ro 25-6981 free baseCHEBI:92897(alphar,betas)-alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidinepropanol4-[(1R,2S)-1-hydroxy-2-methyl-3-[4-(phenylmethyl)-1-piperidinyl]propyl]phenolalpha-(4-hydroxyphenyl)-beta-methyl--4-(phenylmethyl)-1-piperidine propanol4-((1R,2S)-1-hydroxy-2-methyl-3-(4-(phenylmethyl)-1-piperidinyl)propyl)phenolRo25,6981RefChem:179658
Show more names
CS-2705RO 25-6981 MALEATERo 256981,Ro 25 6981Ro 25-6981 maleate saltRo 25-6981, 10 mM in DMSO(αR,βS)-α-(4-Hydroxyphenyl)-β-methyl-4-(phenylmethyl)-1-piperidinepropanol1-Piperidinepropanol, α-(4-hydroxyphenyl)-β-methyl-4-(phenylmethyl)-, (αR,βS)-(αR,βS)-α-(4-Hydroxyphenyl)-β-methyl-4-(phenylmethyl)-1-piperidinepropanolmaleate(αR,βS)-α-(4-Hydroxyphenyl)-β-methyl-4-(phenylmethyl)-1-piperidinepropanol maleate
4-[(1R,2S)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol(AR,BS)-ALPHA-(4-HYDROXYPHENYL)-BETA-METHYL-4-(PHENYLMETHYL)-1-PIPERIDINEPROPANOL MALEATE4-((1R,2S)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl)phenolCHEMBL305195MFCD06798375QEMTocris-1594Lopac0_001082
Properties
Computed structural properties
- XLogP
- 4.2
- Topological polar surface area
- 43.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 366
Physicochemical properties
- Boiling point
- 512.4 · 512.4±45.0 °C(Predicted)
- Density
- 1.116 · 1.116±0.06 g/cm3(Predicted)
- storage temp.
- Desiccate at RT
- solubility
- 100 mg/mL · DMSO : 100 mg/mL (294.58 mM; Need ultrasonic)
- form
- Powder
- pka
- 10.01 · 10.01±0.26(Predicted)
- color
- White to off-white
- Water Solubility
- 2 O: · H2O: 25mM
- InChI
- 1S/C22H29NO2/c1-17(22(25)20-7-9-21(24)10-8-20)16-23-13-11-19(12-14-23)15-18-5-3-2-4-6-18/h2-10,17,19,22,24-25H,11-16H2,1H3/t17-,22+/m0/s1
- InChIKey
- WVZSEUPGUDIELE-HTAPYJJXSA-N
- UNSPSC Code
- 12352200 · 12352200
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesRo 25-6981 maleate is a potent NMDA receptor antagonist.
Additional notes
DefinitionChEBI: Ro 25-6981 is a member of the class of piperidines that is 4-benzylpiperidine substituted by a 3-hydroxy-3-(4-hydroxyphenyl)-2-methylpropyl group at position 1 (the 1R,2S-stereoisomer). It is a potent antagonist of the GluN2B subunit of the N-methyl-D-aspartate (NMDA) receptor. It has a role as a NMDA receptor antagonist, an anticonvulsant, an antidepressant and a neuroprotective agent. It is a member of piperidines, a member of phenols, a secondary alcohol, a tertiary amino compound and a member of benzenes. It is a conjugate base of a Ro 25-6981(1+).
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…