ChemicalBook CAS DataBase List 169274-78-6

169274-78-6

Name	(AR,BS)-ALPHA-(4-HYDROXYPHENYL)-BETA-METHYL-4-(PHENYLMETHYL)-1-PIPERIDINEPROPANOL MALEATE
CAS	169274-78-6
Molecular Formula	C22H29NO2
MDL Number	MFCD06798375
Molecular Weight	339.47
MOL File	169274-78-6.mol

Chemical Properties

Boiling point	512.4±45.0 °C(Predicted)
density	1.116±0.06 g/cm3(Predicted)
storage temp.	Desiccate at RT
solubility	DMSO : 100 mg/mL (294.58 mM; Need ultrasonic)
form	Powder
pka	10.01±0.26(Predicted)
color	White to off-white
Water Solubility	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

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305+P351+P338
WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

Hazard Information

Uses

Ro 25-6981 maleate is a potent NMDA receptor antagonist.

Definition

ChEBI: 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+).

Biological Activity

Potent and selective activity-dependent blocker of NMDA receptors containing the NR2B subunit. IC 50 values are 0.009 and 52 μ M for cloned receptor subunit combinations NR1C/NR2B and NR1C/NR2A respectively. Displays neuroprotectant effects in vivo and in vitro .

in vivo

Ro 25-6981 (0.39-12.5 mg/kg; i.p.) induces contraversive rotations in 6-hydroxydopamine (6-OHDA)-lesioned rats without stimulating locomotion in normal rats^[1].
Ro 25-6981 (1,3 mg/kg; i.p.) exhibits age- and activation-dependent anticonvulsant action at early postnatal development in rats^[2].
Ro 25-6981 (800 μg; intrathecal injection) shows significant analgesic effects on incision pain in rats and effectively attenuated postoperative hyperalgesia^[3].

Animal Model:	6-OHDA-lesioned rats^[1]
Dosage:	0.39-12.5 mg/kg
Administration:	I.p.
Result:	Dose-dependently induced contraversive tight nose-to-tail rotations, and induced a weak ipsiversive circling response indicating a mild unspecific stimulatory action of the compound.

Animal Model:	Male albino rats of Wistar strain^[2]
Dosage:	1, 3 mg/kg
Administration:	I.p.
Result:	Caused a significant decrease of N1–P2 amplitude at higher stimulation intensities AT 3 mg/kg, and exhibited age- and activation-dependent anticonvulsant action at early postnatal development.

IC 50

NMDA Receptor

Spectrum Detail

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