| Company Name: |
Elucigen bio Gold |
| Tel: |
13501719342 13501719342 |
| Email: |
wayne.zheng@elucigenbio.com |
- Tozadenant
-
- $15.00
-
2021-07-13
- CAS:870070-55-6
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Tozadenant
-
- $15.00
-
2021-07-09
- CAS:870070-55-6
- Min. Order: 1KG
- Purity: 99%+ HPLC
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| | 4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide Basic information |
| | 4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide Chemical Properties |
| density | 1.374 | | storage temp. | Store at -20°C | | solubility | insoluble in EtOH; insoluble in H2O; ≥20.35 mg/mL in DMSO | | form | Powder | | pka | 14.95±0.20(Predicted) | | color | White to off-white | | InChI | 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) | | InChIKey | XNBRWUQWSKXMPW-UHFFFAOYSA-N | | SMILES | N1(C(NC2=NC3=C(OC)C=CC(N4CCOCC4)=C3S2)=O)CCC(O)(C)CC1 |
| | 4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide Usage And Synthesis |
| Description | Tozadenant is an adenosine A2A receptor antagonist (Kis = 11.5 and 6 nM for the human and rhesus monkey receptors, respectively). It increases the distance traveled and reduces contralateral asymmetry in the open field test in a rat model of Parkinson''s disease induced by 6-OHDA when administered at a dose of 30 mg/kg. Tozadenant (150 mg/kg) reverses locomotor deficits and restores novel object-stimulated locomotion in a marmoset model of MPTP-induced Parkinson''s disease. | | Uses | Tozadenant is an adenosine A2A receptor antagonist, with Ki of 11.5 nM on human A2A and 6 nM on rhesus A2A. | | Definition | ChEBI: Tozadenant is a member of benzothiazoles. | | Synthesis | Phenyl (4-methoxy-7-morpholin-4-ylbenzo[D]thiazol-2-yl) carbamate (3.2 g, 8.3 mmol) and 4-methyl-4-hydroxypiperidine were used as raw materials and both were dissolved in trichloromethane (50 ml) in the presence of N-ethyl diisopropylamine (4.4 ml, 25 mmol). Subsequently, a mixed solution of trichloromethane (3 ml) and tetrahydrofuran (3 ml) of 4-hydroxy-4-methylpiperidine was added to this solution. The reaction mixture was heated to reflux for 1 hour. After completion of the reaction, the mixture was cooled to room temperature and washed sequentially with saturated aqueous sodium carbonate solution (15 ml) and water (2 x 5 ml). The organic phase was dried over magnesium sulfate and the solvent was concentrated under reduced pressure, the resulting crude product was recrystallized from ethanol to afford the target compound 4-hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide as white crystals in 78% yield, melting point 236 °C. Mass spectral analysis showed m/e = 407 (M + H+). | | in vivo | 18F-MNI-444 regional uptake is consistent with A2A receptor distribution in the brain. Selectivity is demonstrated by dose-dependent blocking by tozadenant (1.5, 10.5 mg/kg) and preladenant[1]. | | target | adenosine A2A receptor | | references | hauser ra, olanow cw, kieburtz kd et al. tozadenant (syn115) in patients with parkinson's disease who have motor fluctuations on levodopa: a phase 2b, double-blind, randomised trial. lancet neurol. 2014 aug;13(8):767-76. |
| | 4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide Preparation Products And Raw materials |
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