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Chemical Structure| 71406-78-5 Chemical Structure| 71406-78-5

Structure of 71406-78-5

Chemical Structure| 71406-78-5

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Product Citations

Tian, Guilong ; Hsieh, Chia-Ju ; Guarino, Dinahlee Saturnino ; Graham, Thomas ; Lengyel-Zhand, Zsofia ; Schmitz, Alexander , et al.

Abstract: M503-1619 was identified as a promising ligand for positron emission tomography (PET) imaging of α-synuclein (α-Syn) pathology in Parkinson’s disease (PD). An Exemplar for binding site 9 (residues GLY-86, ILE-88, PHE-94 and LYS-96) of α-Syn fibrils was generated. An in silico ultrahigh throughput screening campaign was conducted using a 42 million compound library. Secondary in silico methods followed by visual inspection were used to select 6 compounds as candidates for in vitro binding studies. M503-1619 was found to have a high binding affinity (Ki = 6.5 nM versus the site 9 radioligand [3H]BF-2846) to α-Syn fibrils and low affinity for beta amyloid (Ki = 390 nM versus [3H]PiB) in competition binding assays. Saturation binding assays of [3H]M503-1619 in human tissues confirmed its high affinity to α-Syn (PD tissue, KD = 2.5 nM; Alzheimer's disease tissue, KD = 37 nM; progressive supranuclear palsy tissue, KD = 55 nM). Autoradiography studies demonstrated a higher binding of this radioligand in PD brain sections than in multiple system atrophy brain sections. PET studies with [11C]M503- 1619 showed high brain uptake and rapid washout (whole brain peak to 60 min ratio = 3.2) in non-human primates. The results of this study suggest that [11C]M503-1619 is a lead compound for radiotracer development imaging α-Syn with PET.

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Product Details of [ 71406-78-5 ]

CAS No. :71406-78-5
Formula : C7H8ClN3O2
M.W : 201.61
SMILES Code : NC1=NC(=NC=C1C(=O)OCC)Cl
MDL No. :MFCD09860847
InChI Key :FZRLBTIPZJXREW-UHFFFAOYSA-N
Pubchem ID :20284979

Safety of [ 71406-78-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 71406-78-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 71406-78-5 ]
  • Downstream synthetic route of [ 71406-78-5 ]

[ 71406-78-5 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 51940-64-8 ]
  • [ 1240597-30-1 ]
  • [ 71406-78-5 ]
References: [1] Patent: WO2013/12915, 2013, A1, . Location in patent: Paragraph 00667-00669.
  • 2
  • [ 3177-20-6 ]
  • [ 71406-78-5 ]
References: [1] Journal of the American Chemical Society, 1942, vol. 64, p. 794,797.
  • 3
  • [ 51940-64-8 ]
  • [ 71406-78-5 ]
References: [1] Justus Liebigs Annalen der Chemie, 1954, vol. 588, p. 45,56.
  • 4
  • [ 28485-17-8 ]
  • [ 71406-78-5 ]
References: [1] Justus Liebigs Annalen der Chemie, 1954, vol. 588, p. 45,56.
 

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