Synonym
ACH702; ACH-702; ACH 702
IUPAC/Chemical Name
(R)-7-(3-(2-aminopropan-2-yl)pyrrolidin-1-yl)-9-cyclopropyl-6-fluoro-8-methoxyisothiazolo[5,4-b]quinoline-3,4(2H,9H)-dione
InChi Key
CECJUHKZSOSOJJ-SNVBAGLBSA-N
InChi Code
InChI=1S/C21H25FN4O3S/c1-21(2,23)10-6-7-25(9-10)16-13(22)8-12-15(18(16)29-3)26(11-4-5-11)20-14(17(12)27)19(28)24-30-20/h8,10-11H,4-7,9,23H2,1-3H3,(H,24,28)/t10-/m1/s1
SMILES Code
O=C1NSC(N(C2CC2)C3=C4C=C(F)C(N5C[C@H](C(C)(N)C)CC5)=C3OC)=C1C4=O
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
432.51
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.
| 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: Molina-Torres CA, Barba-Marines A, Valles-Guerra O, Ocampo-Candiani J, Cavazos-Rocha N, Pucci MJ, Castro-Garza J, Vera-Cabrera L. Intracellular activity of tedizolid phosphate and ACH-702 versus Mycobacterium tuberculosis infected macrophages. Ann Clin Microbiol Antimicrob. 2014 Apr 4;13:13. doi: 10.1186/1476-0711-13-13. PubMed PMID: 24708819; PubMed Central PMCID: PMC3986449.
2: Podos SD, Thanassi JA, Leggio M, Pucci MJ. Bactericidal activity of ACH-702 against nondividing and biofilm Staphylococci. Antimicrob Agents Chemother. 2012 Jul;56(7):3812-8. doi: 10.1128/AAC.00092-12. Epub 2012 Apr 30. PubMed PMID: 22547614; PubMed Central PMCID: PMC3393456.
3: Pucci MJ, Podos SD, Thanassi JA, Leggio MJ, Bradbury BJ, Deshpande M. In vitro and in vivo profiles of ACH-702, an isothiazoloquinolone, against bacterial pathogens. Antimicrob Agents Chemother. 2011 Jun;55(6):2860-71. doi: 10.1128/AAC.01666-10. Epub 2011 Apr 4. PubMed PMID: 21464250; PubMed Central PMCID: PMC3101440.
4: Vera-Cabrera L, Campos-Rivera MP, Escalante-Fuentes WG, Pucci MJ, Ocampo-Candiani J, Welsh O. In vitro activity of ACH-702, a new isothiazoloquinolone, against Nocardia brasiliensis compared with econazole and the carbapenems imipenem and meropenem alone or in combination with clavulanic acid. Antimicrob Agents Chemother. 2010 May;54(5):2191-3. doi: 10.1128/AAC.01520-09. Epub 2010 Mar 22. PubMed PMID: 20308390; PubMed Central PMCID: PMC2863655.
5: Pucci MJ, Ackerman M, Thanassi JA, Shoen CM, Cynamon MH. In vitro antituberculosis activities of ACH-702, a novel isothiazoloquinolone, against quinolone-susceptible and quinolone-resistant isolates. Antimicrob Agents Chemother. 2010 Aug;54(8):3478-80. doi: 10.1128/AAC.00287-10. Epub 2010 Jun 1. PubMed PMID: 20516287; PubMed Central PMCID: PMC2916342.
6: Molina-Torres CA, Ocampo-Candiani J, Rendón A, Pucci MJ, Vera-Cabrera L. In vitro activity of a new isothiazoloquinolone, ACH-702, against Mycobacterium tuberculosis and other mycobacteria. Antimicrob Agents Chemother. 2010 May;54(5):2188-90. doi: 10.1128/AAC.01603-09. Epub 2010 Mar 15. PubMed PMID: 20231398; PubMed Central PMCID: PMC2863650.
7: Nandi S, Ahmed S, Saxena AK. Combinatorial design and virtual screening of potent anti-tubercular fluoroquinolone and isothiazoloquinolone compounds utilizing QSAR and pharmacophore modelling. SAR QSAR Environ Res. 2018 Feb;29(2):151-170. doi: 10.1080/1062936X.2017.1419375. PubMed PMID: 29347843.
