ChemicalBook > CAS DataBase List > 4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide

4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide

Product Name
4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide
CAS No.
870070-55-6
Chemical Name
4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide
Synonyms
CS-297;SYN-115;RO4494351;Tozadenant;RO 4494351;RO-4494351;SYN-115 (Tozadenant);Tozadenant (SYN-115);SYN-115;SYN115;SYN 115;Tozadenant, 10 mM in DMSO
CBNumber
CB42514635
Molecular Formula
C19H26N4O4S
Formula Weight
406.5
MOL File
870070-55-6.mol
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4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide Property

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
28452
Product name
Tozadenant
Packaging
10mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
28452
Product name
Tozadenant
Packaging
25mg
Price
$113
Updated
2024/03/01
Cayman Chemical
Product number
28452
Product name
Tozadenant
Packaging
50mg
Price
$194
Updated
2024/03/01
Cayman Chemical
Product number
28452
Product name
Tozadenant
Packaging
100mg
Price
$330
Updated
2024/03/01
ApexBio Technology
Product number
A3885
Product name
Tozadenant
Packaging
50mg
Price
$585
Updated
2021/12/16
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4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide Chemical Properties,Usage,Production

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

383869-80-5

3970-68-1

870070-55-6

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

Raw materials

Preparation Products

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4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide Suppliers

China 67 India 1 United States 11 Global 79
Elucigen bio
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13501719342; 13501719342
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China
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Chembest Research Laboratories Limited
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+86-21-20908456
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021-58180499
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sales@BioChemBest.com
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Shanghai Holy Biohemdeviser Co., Ltd
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021-61551100
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021-61551100
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Nanjing Norris-Pharm Technology Co., Ltd
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+86 (21) 6129-4103
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Haoyuan Chemexpress Co., Ltd.
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021-58950125
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(86) 21-58955996
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AdooQ BioScience, LLC
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+1 (866) 333-9607
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Shanghai Yimin Pharmaceutical Technology Co., Ltd
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021-6445-8359 19352137618
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QQ：1316418041
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258399092@qq.com
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AdooQ Bioscience CHINA
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025-58849295 18951903616;
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View Lastest Price from 4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Tozadenant 870070-55-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Tozadenant 870070-55-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08

870070-55-6, 4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamideRelated Search:


  • 4-Hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-1-piperidinecarboxamide
  • SYN-115
  • CS-297
  • SYN-115;SYN115;SYN 115
  • 4-Hydroxy-N-[4-methoxy-7-...
  • Tozadenant
  • 4-hydroxy-N-(4-methoxy-7-morpholinobenzo[d]thiazol-2-yl)-4-methylpiperidine-1-carboxamide
  • Tozadenant (SYN-115)
  • SYN-115 (Tozadenant)
  • 1-Piperidinecarboxamide, 4-hydroxy-N-[4-methoxy-7-(4-morpholinyl)-2-benzothiazolyl]-4-methyl-
  • 4-Methoxy-7-morpholino-2-[(4-hydroxy-4-methylpiperidino)carbonylamino]benzothiazole
  • P1 receptor,SYN-115,Adenosine Receptor,SYN 115,Tozadenant,Inhibitor,inhibit
  • RO 4494351
  • RO4494351
  • RO-4494351
  • Tozadenant, 10 mM in DMSO
  • 870070-55-6