CAS 134234-12-1|CP-101,606

Introduction:Basic information about CAS 134234-12-1|CP-101,606, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCP-101,606
CAS Number134234-12-1Molecular Weight327.417
Density1.2±0.1 g/cm3Boiling Point534.4±50.0 °C at 760 mmHg
Molecular FormulaC20H25NO3Melting Point/
MSDSChineseUSAFlash Point290.3±28.8 °C
Symbol
GHS06, GHS09
Signal WordDanger

Names

Name1-((1S,2S)-1-Hydroxy-1-(4-hydroxyphenyl)propan-2-yl)-4-phenylpiperidin-4-ol
SynonymMore Synonyms

CP-101,606 BiologicalActivity

DescriptionTraxoprodil (CP101,606) is a potent and selective NMDA antagonist and protect hippocampal neurons with an IC50 of 10 nM.
Related CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>iGluRSignaling Pathways >>Neuronal Signaling >>iGluRResearch Areas >>Neurological Disease
Target

IC50: 10 nM (Neuroprotection)[1]

In VivoTraxoprodil is potent at blocking haloperidol-induced catalepsy and with an ED50 less than 1 mg/kg. Traxoprodil is effective at 1 mg/kg to block NMDA (ip) stimulated cfos induction in mice[1]. Traxoprodil at a dose of 20 and 40 mg/kg exhibits antidepressant activity in the Forced swim test and it is not related to changes in animals’ locomotor activity[2]. Traxoprodil (20 nM i.c.v.) increases the latency to generalized tonic-clonic seizures induced by PTZ (70 mg/kg; i.p.). Traxoprodil (60 mg/kg, p.o.) increases the latency to clonic and generalized seizures, and decreases the total time spent in seizures[3].
Animal AdminRats[3] The effect of traxoprodil and SPD on PTZ-induced seizures is investigated by injecting the Adult (90-100 days-old) male Wistar rats (250-300 g) with traxoprodil (0.2, 2 or 20 nM/site), SPD (0.02, 0.2 or 2 nM/site), or with vehicle (0.9% NaCl, 1 μL) 15 min before the administration of PTZ (35 or 70 mg/kg, i.p.)[3]. Mice[2] The Forced swim test is done on male Albino Swiss mice (25-30 g). Traxoprodil (5, 10, 20, 40 mg/kg), imipramine and saline are administered i.p. 60 min before the test. The antidepressant activity is measured[2].
References

[1]. Chenard BL, et al. (1S,2S)-1-(4-hydroxyphenyl)-2-(4-hydroxy-4-phenylpiperidino)-1-propanol: a potent new neuroprotectant which blocks N-methyl-D-aspartate responses. J Med Chem. 1995 Aug 4;38(16):3138-45.

[2]. Poleszak E, et al. Traxoprodil, a selective antagonist of the NR2B subunit of the NMDA receptor, potentiates the antidepressant-like effects of certain antidepressant drugs in the forced swim test in mice. Metab Brain Dis. 2016 Aug;31(4):803-14.

[3]. Naspolini AP, et al. Traxoprodil decreases pentylenetetrazol-induced seizures. Epilepsy Res. 2012 Jun;100(1-2):12-9.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point534.4±50.0 °C at 760 mmHg
Molecular FormulaC20H25NO3
Molecular Weight327.417
Flash Point290.3±28.8 °C
Exact Mass327.183441
PSA63.93000
LogP1.75
Vapour Pressure0.0±1.5 mmHg at 25°C
Index of Refraction1.626
InChIKeyQEMSVZNTSXPFJA-HNAYVOBHSA-N
SMILESCC(C(O)c1ccc(O)cc1)N1CCC(O)(c2ccccc2)CC1
Storage condition2-8℃

Safety Information

Symbol
GHS06, GHS09
Signal WordDanger
Hazard StatementsH301-H319-H400
Precautionary StatementsP273-P301 + P310-P305 + P351 + P338
RIDADRUN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all

Synonyms

1-[(1S,2S)-1-Hydroxy-1-(4-hydroxyphenyl)-2-propanyl]-4-phenyl-4-piperidinol
1-((1S,2S)-1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl)-4-phenylpiperidin-4-ol
1-[(1S,2S)-2-Hydroxy-2-(4-hydroxy-phenyl)-1-methyl-ethyl]-4-phenyl-piperidin-4-ol
traxoprodil
CP 101606
1-Piperidineethanol, 4-hydroxy-α-(4-hydroxyphenyl)-β-methyl-4-phenyl-, (αS,βS)-
(1S,2S)-1-(4-hydroxy-phenyl)-2-(4-hydroxy-4-phenylpiperidino)-1-propanol
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