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[ CAS No. 141626-36-0 ] {[proInfo.proName]}

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Chemical Structure| 141626-36-0
Chemical Structure| 141626-36-0
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Pandey, Akanksha M ; Malwal, Satish R ; Valladares-Delgado, Mariana , et al. DOI:

Abstract: We investigated the effects of the tuberculosis drug candidate SQ109 (8a) and of its analog MeSQ109 (8b) against Leishmania mexicana in promastigote and amastigote forms, as well as against host cell macrophages finding potent activity (1.7 nM) for MeSQ109 against the intracellular forms, as well as low toxicity (~61 µM) to host cells, resulting in a selectivity index of ~36,000. We then investigated the mechanism of action of MeSQ109 finding that it targeted parasite mitochondria, collapsing the proton motive force, as well as targeting acidocalcisomes, rapidly increasing the intracellular Ca2+ concentration. Using an E. coli inverted membrane vesicle assay, we investigated the pH gradient collapse for SQ109 and 17 analogs finding that there was a significant correlation (on average R=0.67, p~0.008) between pH gradient collapse and cell growth inhibition in Trypanosoma brucei, T. cruzi, L. donovani and Plasmodium falciparum. We also investigated pH gradient collapse with other anti-leishmanial agents: azoles, antimonials, benzofurans, amphotericin B and miltefosine. The enhanced activity against intracellular trypanosomatids is seen with Leishmania spp. grown in macrophages but not with Trypanosoma cruzi in epithelial cells and is proposed to be due in part to host-based killing, based on the recent observation that SQ109 is known to convert macrophages to a pro-inflammatory (M1) phenotype.

Keywords: Leishmaniasis ; Chagas disease ; Malaria ; SQ109 ; Acidocalcisomes ; PMF

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Product Details of [ 141626-36-0 ]

CAS No. :141626-36-0 MDL No. :MFCD00910331
Formula : C31H44N2O5S Boiling Point : -
Linear Structure Formula :- InChI Key :ZQTNQVWKHCQYLQ-UHFFFAOYSA-N
M.W : 556.76 Pubchem ID :208898
Synonyms :
SR 33589
Chemical Name :N-(2-Butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)methanesulfonamide

Safety of [ 141626-36-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P260-P264-P270-P301+P312+P330-P314-P501 UN#:N/A
Hazard Statements:H302-H373 Packing Group:N/A
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Chemical Structure| 141625-93-6

A127630[ 141625-93-6 ]

N-(2-Butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)methanesulfonamide hydrochloride

Reason: Free-salt

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