Details
Stereochemistry | ACHIRAL |
Molecular Formula | C19H26N4O4S |
Molecular Weight | 406.499 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=C(N2CCOCC2)C3=C1N=C(NC(=O)N4CCC(C)(O)CC4)S3
InChI
InChIKey=XNBRWUQWSKXMPW-UHFFFAOYSA-N
InChI=1S/C19H26N4O4S/c1-19(25)5-7-23(8-6-19)18(24)21-17-20-15-14(26-2)4-3-13(16(15)28-17)22-9-11-27-12-10-22/h3-4,25H,5-12H2,1-2H3,(H,20,21,24)
DescriptionCurator's Comment: Description was created using several sources including:
http://www.thelancet.com/journals/laneur/article/PIIS1474-4422(14)70148-6/abstract
Curator's Comment: Description was created using several sources including:
http://www.thelancet.com/journals/laneur/article/PIIS1474-4422(14)70148-6/abstract
Tozadenant (SYN115) is an adenosine A2A receptor antagonist initially developed for treatment of Parkinson's disease but may also have utility in other CNS disorders. A2a receptors are expressed in high concentration in the striatum of the brain and play an important role in regulating motor function. Tozadenant blocks the effect of endogenous adenosine at the A2a receptors, resulting in the potentiation of the effect of dopamine at the D2 receptor and inhibition of the effect of glutamate at the mGluR5 receptor. This enables restoration of motor function in Parkinson’s disease. Tozadenant has the potential for use as mono-therapy or adjunctive therapy in combination with L-Dopa and dopamine agonists for the treatment of the motor and non-motor symptoms associated with Parkinson’s disease. may also have neuroprotective effects, which raises the possibility that it could slow the deterioration of dopamine producing cells and modify disease progression. As was reported in international, multicentre, phase 2b, randomised, double-blind, placebo-controlled, parallel-group, dose-finding clinical trial of tozadenant in levodopa-treated patients with Parkinson's disease who had motor fluctuations tozadenant at 120 or 180 mg twice daily was generally well tolerated and was effective at reducing off-time.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/?term=21123574
Curator's Comment: SYN115 enters the brain and exerts dose-dependent regional effects. SYN115 crosses the blood-brain barrier and alters neuronal firing.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL251 Sources: https://www.ncbi.nlm.nih.gov/pubmed/?term=21123574 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.74 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27489076 |
240 mg single, oral dose: 240 mg route of administration: Oral experiment type: SINGLE co-administered: |
TOZADENANT plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
35.1 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27489076 |
240 mg single, oral dose: 240 mg route of administration: Oral experiment type: SINGLE co-administered: |
TOZADENANT plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
15 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27489076 |
240 mg single, oral dose: 240 mg route of administration: Oral experiment type: SINGLE co-administered: |
TOZADENANT plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
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Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
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Sources: https://pubmed.ncbi.nlm.nih.gov/27489076/ |
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no |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
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C38149
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SUB130095
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C152704
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CHEMBL2105747
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YY-27
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ACTIVE MOIETY