Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H25NO3 |
Molecular Weight | 327.4182 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@]([H])([C@]([H])(c1ccc(cc1)O)O)N2CCC(CC2)(c3ccccc3)O
InChI
InChIKey=QEMSVZNTSXPFJA-HNAYVOBHSA-N
InChI=1S/C20H25NO3/c1-15(19(23)16-7-9-18(22)10-8-16)21-13-11-20(24,12-14-21)17-5-3-2-4-6-17/h2-10,15,19,22-24H,11-14H2,1H3/t15-,19+/m0/s1
Molecular Formula | C20H25NO3 |
Molecular Weight | 327.4182 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/10785463Curator's Comment:: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/11249721
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10785463
Curator's Comment:: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/11249721
Traxoprodil (CP-101,606) is a potent, selective N-Methyl-D-aspartate (NMDA) receptor (NR2B subunit) antagonist under development by Pfizer for its potential as a neuroprotectant in head injury and neurodegenerative disease. It is in phase II trials in the US and in phase I in Japan for the potential treatment of head injury, such as, Depressive Disorder, Major and Parkinson's Disease. CP-101,606 does not protect against glutamate-induced neurotoxicity in cultured cerebellar neurons, up to a dose of 10 uM. These results are consistent with CP-101,606 being a potent NMDA antagonist, selective for the type of NMDA receptor associated with the hippocampus. Some further investigation revealed that CP-101,606 was associated with a dose-related dissociation and amnesia. These results support the hypothesis that glutamate antagonists may be useful antidyskinetic agents. However, future studies will have to determine if the benefits of dyskinesia suppression can be achieved without adverse cognitive effects.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL311 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10785463 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Unknown Approved UseUnknown |
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Palliative | Unknown Approved UseUnknown |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
674 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16984212 |
300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered: |
TRAXOPRODIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
246 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16984212 |
100 mg single, intravenous dose: 100 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
TRAXOPRODIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1370 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16984212 |
300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered: |
TRAXOPRODIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
856 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16984212 |
100 mg single, intravenous dose: 100 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
TRAXOPRODIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
3.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16984212 |
300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered: |
TRAXOPRODIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
3.68 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16984212 |
100 mg single, intravenous dose: 100 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
TRAXOPRODIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Doses
Dose | Population | Adverse events |
---|---|---|
300 mg single, oral Highest studied dose Dose: 300 mg Route: oral Route: single Dose: 300 mg Sources: Page: p.995 |
healthy, ADULT n = 11 Health Status: healthy Age Group: ADULT Sex: M Food Status: FASTED Population Size: 11 Sources: Page: p.995 |
|
0.75 mg/kg 1 times / hour multiple, intravenous Highest studied dose Dose: 0.75 mg/kg, 1 times / hour Route: intravenous Route: multiple Dose: 0.75 mg/kg, 1 times / hour Co-administed with:: levodopa(25mg, was administered orally) Sources: Page: p.5, 13Carbidopa |
unhealthy, ADULT n = 12 Health Status: unhealthy Condition: Parkinson disease Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 12 Sources: Page: p.5, 13 |
Other AEs: Abnormal thinking... |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Abnormal thinking | 83.3% | 0.75 mg/kg 1 times / hour multiple, intravenous Highest studied dose Dose: 0.75 mg/kg, 1 times / hour Route: intravenous Route: multiple Dose: 0.75 mg/kg, 1 times / hour Co-administed with:: levodopa(25mg, was administered orally) Sources: Page: p.5, 13Carbidopa |
unhealthy, ADULT n = 12 Health Status: unhealthy Condition: Parkinson disease Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 12 Sources: Page: p.5, 13 |
PubMed
Title | Date | PubMed |
---|---|---|
Antioxidant-accelerated oxidative degradation: a case study of transition metal ion catalyzed oxidation in formulation. | 2004 |
|
Gateways to clinical trials. | 2004 Apr |
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Characterization of N-methyl-D-aspartate receptor subunits involved in acute ammonia toxicity. | 2004 Jan |
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Role of NMDA receptor subtypes in the induction of catalepsy and increase in Fos protein expression after administration of haloperidol. | 2004 Jun 11 |
|
Effects of a NR2B selective NMDA glutamate antagonist, CP-101,606, on dyskinesia and Parkinsonism. | 2008 Oct 15 |
|
Innovative approaches to treatment - refractory depression: The ketamine story. | 2010 Apr |
|
Forelimb dyskinesia mediated by high-frequency stimulation of the subthalamic nucleus is linked to rapid activation of the NR2B subunit of N-methyl-D-aspartate receptors. | 2010 Aug |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18759356
CP 101,606 (TRAXOPRODIL) was administered at 0.25 mg/kg/hr for 2 hours followed by 0.12 mg/kg/hr for 2 hours, targeting a minimum plasma concentration of 60 ng/ml. “High dose” CP 101,606 was administered at 0.75 mg/kg/hr for 2 hours and then at 0.36 mg/kg/hr for 2 hours, targeting a minimum plasma concentration of 200 ng/ml. Matching placebo infusions were administered the control day. The study drug (CP-101,606 or placebo) were infused at a same infusion rates for each subject via a dedicated intravenous line.
Route of Administration:
Intravenous
Substance Class |
Chemical
Created
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admin
on
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Sat Jun 26 05:08:24 UTC 2021
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Record UNII |
UTC046R5HM
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Record Status |
Validated (UNII)
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NCI_THESAURUS |
C29707
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C87769
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8053
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UTC046R5HM
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134234-12-1
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CHEMBL17350
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219101
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TRAXOPRODIL
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134234-12-1
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Related Record | Type | Details | ||
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METABOLIC ENZYME -> SUBSTRATE |
MAJOR
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EXCRETED UNCHANGED |
IN EXTENSIVE METABOLIZERS
FECAL
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TARGET->ANTAGONIST | |||
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SALT/SOLVATE -> PARENT | |||
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EXCRETED UNCHANGED |
IN POOR METABOLIZERS
URINE
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EXCRETED UNCHANGED |
IN POOR METABOLIZERS
FECAL
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EXCRETED UNCHANGED |
IN EXTENSIVE METABOLIZERS
URINE
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Related Record | Type | Details | ||
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS
FECAL
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METABOLITE -> PARENT |
IN POOR METABOLIZERS AT 6H
PLASMA
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS AT 6H
PLASMA
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS AT 6H
PLASMA
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS
URINE
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS
URINE
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS AT 6H
PLASMA
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS AT 6H
PLASMA
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS
URINE
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METABOLITE -> PARENT |
IN POOR METABOLIZERS AT 2H
PLASMA
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METABOLITE -> PARENT |
IN POOR METABOLIZERS AT 6H
PLASMA
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METABOLITE -> PARENT |
IN POOR METABOLIZERS
FECAL
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS
URINE
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METABOLITE -> PARENT |
IN POOR METABOLIZERS AT 6H
PLASMA
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METABOLITE -> PARENT |
IN POOR METABOLIZERS
URINE
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METABOLITE -> PARENT |
IN POOR METABOLIZERS
URINE
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METABOLITE -> PARENT |
IN EXTENSIVE METABOLIZERS AT 6H
PLASMA
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
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Biological Half-life | PHARMACOKINETIC |
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SINGLE DOSE |
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Tmax | PHARMACOKINETIC |
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SINGLE DOSE |
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Tmax | PHARMACOKINETIC |
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IN CYP2D6 PHENOTYPE: POOR METABOLIZERS |
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Biological Half-life | PHARMACOKINETIC |
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SINGLE DOSE |
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