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[ CAS No. 149-30-4 ] {[proInfo.proName]}

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Chemical Structure| 149-30-4
Chemical Structure| 149-30-4
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Ahmed A. Elbatrawy ; Taiwo A. Ademoye ; Heba Alnakhala , et al. DOI:

Abstract: Tau and aggregates are the main histopathological hallmarks present in Alzheimer’s disease (AD), Parkinson’s disease (PD), and other neurodegenerative disorders. Intraneuronal hyperphosphorylated tau accumulation is significantly connected to the degree of cognitive impairment in AD patients. In particular, the longest 2N4R tau isoform has a propensity to rapidly form oligomers and mature fibrils. On the other hand, misfolding of (α-syn) is the characteristic feature in PD and dementia with Lewy bodies (DLB). There is a strong crosstalk between the two prone-to-aggregation proteins as they coprecipitated in some brains of AD, PD, and DLB patients. Simultaneous targeting of both proteinaceous oligomers and aggregates is still challenging. Here, we rationally designed and synthesized benzothiazole- and indole-based compounds using the structural hybridization strategy between the benzothiazole N744 cyanine dye and the diphenyl pyrazole that showed anti-aggregation activity towards 2N4R tau and α-syn, respectively. The anti-aggregation effect of the prepared compounds was monitored using the thioflavin-T (ThT) fluorescence assay, while transmission electron microscopy (TEM) was employed to detect fibrils upon the completion of a time-course study with the assay. Moreover, the photo-induced crosslinking of unmodified protein (PICUP) assay was used to determine the formation of oligomers. Specifically, compounds 46 and 48 demonstrated the highest anti-aggregation activity by decreasing the fluorescence to 4.0 and 14.8%, respectively, against α-syn. Although no noticeable effect on 2N4R tau oligomers, 46 showed promising anti-oligomer activity against α-syn. Both compounds induced a significantly high anti-aggregation effect against the two protein fibrils as visualized by TEM. Moreover, compound 48 remarkably inhibited α-syn inclusion and cell confluence using M17D cells. Collectively, compounds 46 and 48 could serve as a basic structure for further optimization to develop clinically active AD and PD disease-modifying agents.

Keywords: Alzheimer’s disease ; Parkinson’s disease ; Alpha-synuclein ; Tau isoforms ; Anti-oligomer agents

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Product Details of [ 149-30-4 ]

CAS No. :149-30-4 MDL No. :MFCD00005781
Formula : C7H5NS2 Boiling Point : -
Linear Structure Formula :- InChI Key :YXIWHUQXZSMYRE-UHFFFAOYSA-N
M.W : 167.25 Pubchem ID :697993
Synonyms :
Chemical Name :Benzo[d]thiazole-2(3H)-thione

Safety of [ 149-30-4 ]

Signal Word:Danger Class:9
Precautionary Statements:P201-P273-P280-P308+P313-P333+P313-P501 UN#:3077
Hazard Statements:H317-H350-H410 Packing Group:Ⅲ
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Application In Synthesis of [ 149-30-4 ]

* 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.

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[ 149-30-4 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 149-30-4 ]
  • [ 6973-51-9 ]
Reference： [1] J. Gen. Chem. USSR (Engl. Transl.), 1960, vol. 30, p. 1394 - 1397[2] Zhurnal Obshchei Khimii, 1960, vol. 30, p. 1363 - 1366
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