MedKoo Cat#: 128169 | Name: ELQ316

Description:

WARNING: This product is for research use only, not for human or veterinary use.

ELQ316 is an anti- parasite agent. ELQ-316 is highly effective in a murine model of acute and latent toxoplasmosis and has an in vitro IC50 in the picomolar range.

Chemical Structure

ELQ316
ELQ316
CAS#1354745-69-9

Theoretical Analysis

MedKoo Cat#: 128169

Name: ELQ316

CAS#: 1354745-69-9

Chemical Formula: C24H17F4NO4

Exact Mass: 459.1094

Molecular Weight: 459.40

Elemental Analysis: C, 62.75; H, 3.73; F, 16.54; N, 3.05; O, 13.93

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
ELQ316; ELQ 316; ELQ-316
IUPAC/Chemical Name
7-((l6-oxidaneylidyne)methyl)-6-fluoro-2-methyl-3-(4-(4-(trifluoromethoxy)phenoxy)phenyl)quinolin-4(1H)-one
InChi Key
NVJOLKLIJFDNLG-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H17F4NO4/c1-13-22(23(31)19-11-20(25)15(12-30)10-21(19)29-13)14-2-4-16(5-3-14)32-17-6-8-18(9-7-17)33-24(26,27)28/h2-11H,1,30H3,(H,29,31)
SMILES Code
CC1=C(C2=CC=C(OC3=CC=C(OC(F)(F)F)C=C3)C=C2)C(C4=CC(F)=C(C#[OH3])C=C4N1)=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 459.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Pou S, Dodean RA, Frueh L, Liebman KM, Gallagher RT, Jin H, Jacobs RT, Nilsen A, Stuart DR, Doggett JS, Riscoe MK, Winter RW. A New Scalable Synthesis of ELQ-300, ELQ-316, and other Antiparasitic Quinolones. Org Process Res Dev. 2021 Aug 20;25(8):1841-1852. doi: 10.1021/acs.oprd.1c00099. Epub 2021 Aug 4. PMID: 35110959; PMCID: PMC8802981. 2: Silva MG, Bastos RG, Stone Doggett J, Riscoe MK, Pou S, Winter R, Dodean RA, Nilsen A, Suarez CE. Endochin-like quinolone-300 and ELQ-316 inhibit Babesia bovis, B. bigemina, B. caballi and Theileria equi. Parasit Vectors. 2020 Dec 3;13(1):606. doi: 10.1186/s13071-020-04487-3. PMID: 33272316; PMCID: PMC7712603. 3: Doggett JS, Schultz T, Miller AJ, Bruzual I, Pou S, Winter R, Dodean R, Zakharov LN, Nilsen A, Riscoe MK, Carruthers VB. Orally Bioavailable Endochin- Like Quinolone Carbonate Ester Prodrug Reduces Toxoplasma gondii Brain Cysts. Antimicrob Agents Chemother. 2020 Aug 20;64(9):e00535-20. doi: 10.1128/AAC.00535-20. PMID: 32540978; PMCID: PMC7449172. 4: Doggett JS, Nilsen A, Forquer I, Wegmann KW, Jones-Brando L, Yolken RH, Bordón C, Charman SA, Katneni K, Schultz T, Burrows JN, Hinrichs DJ, Meunier B, Carruthers VB, Riscoe MK. Endochin-like quinolones are highly efficacious against acute and latent experimental toxoplasmosis. Proc Natl Acad Sci U S A. 2012 Sep 25;109(39):15936-41. doi: 10.1073/pnas.1208069109. Epub 2012 Sep 10. PMID: 23019377; PMCID: PMC3465437. 5: Alday PH, Bruzual I, Nilsen A, Pou S, Winter R, Ben Mamoun C, Riscoe MK, Doggett JS. Genetic Evidence for Cytochrome b Qi Site Inhibition by 4(1H)-Quinolone-3-Diarylethers and Antimycin in Toxoplasma gondii. Antimicrob Agents Chemother. 2017 Jan 24;61(2):e01866-16. doi: 10.1128/AAC.01866-16. PMID: 27919897; PMCID: PMC5278733. 6: Anghel N, Imhof D, Winzer P, Balmer V, Ramseier J, Haenggeli K, Choi R, Hulverson MA, Whitman GR, Arnold SLM, Ojo KK, Van Voorhis WC, Doggett JS, Ortega-Mora LM, Hemphill A. Endochin-like quinolones (ELQs) and bumped kinase inhibitors (BKIs): Synergistic and additive effects of combined treatments against Neospora caninum infection in vitro and in vivo. Int J Parasitol Drugs Drug Resist. 2021 Dec;17:92-106. doi: 10.1016/j.ijpddr.2021.08.007. Epub 2021 Aug 28. PMID: 34482255; PMCID: PMC8416643. 7: Cardillo NM, Villarino NF, Lacy PA, Riscoe MK, Doggett JS, Ueti MW, Chung CJ, Suarez CE. The Combination of Buparvaquone and ELQ316 Exhibit a Stronger Effect than ELQ316 and Imidocarb Against Babesia bovis In Vitro. Pharmaceutics. 2024 Oct 31;16(11):1402. doi: 10.3390/pharmaceutics16111402. PMID: 39598526; PMCID: PMC11597495. 8: Lawres LA, Garg A, Kumar V, Bruzual I, Forquer IP, Renard I, Virji AZ, Boulard P, Rodriguez EX, Allen AJ, Pou S, Wegmann KW, Winter RW, Nilsen A, Mao J, Preston DA, Belperron AA, Bockenstedt LK, Hinrichs DJ, Riscoe MK, Doggett JS, Ben Mamoun C. Radical cure of experimental babesiosis in immunodeficient mice using a combination of an endochin-like quinolone and atovaquone. J Exp Med. 2016 Jun 27;213(7):1307-18. doi: 10.1084/jem.20151519. Epub 2016 Jun 6. PMID: 27270894; PMCID: PMC4925016. 9: Anghel N, Balmer V, Müller J, Winzer P, Aguado-Martinez A, Roozbehani M, Pou S, Nilsen A, Riscoe M, Doggett JS, Hemphill A. Endochin-Like Quinolones Exhibit Promising Efficacy Against Neospora Caninum in vitro and in Experimentally Infected Pregnant Mice. Front Vet Sci. 2018 Nov 19;5:285. doi: 10.3389/fvets.2018.00285. PMID: 30510935; PMCID: PMC6252379.