Targocil
Targocil is a antibiotic, inhibiting a late step in wall teichoic acid biosynthesis and inducing the cell wall stress stimulon in staphylococcus aureus.
For research use only. We do not sell to patients.
Chemical Information
| Name | Targocil |
|---|---|
| Iupac Chemical Name | 3-(4-Chlorophenylsulfonyl)-N,N-diethyl-7,8-dimethoxy-[1,2,3]triazolo[1,5-a]quinazolin-5-amine |
| Synonyms | QC-993; QC 993; QC993; Targocil; |
| Molecular Formula | C21H22ClN5O4S |
| Molecular Weight | 475.948 |
| Smile | COC1=CC2=C(C=C1OC)C(N(CC)CC)=NC3=C(S(=O)(C4=CC=C(Cl)C=C4)=O)N=NN32 |
| InChiKey | TYNZGYMGTTUYKZ-UHFFFAOYSA-N |
| InChi | InChI=1S/C21H22ClN5O4S/c1-5-26(6-2)19-15-11-17(30-3)18(31-4)12-16(15)27-20(23-19)21(24-25-27)32(28,29)14-9-7-13(22)8-10-14/h7-12H,5-6H2,1-4H3 |
| CAS Number | 1200443-21-5 |
| Related CAS |
Ordering Information
| Packaging | Price | Availability | Purity | Shipping Time |
|---|---|---|---|---|
| Bulk | Enquiry | Enquiry | Enquiry |
| Formulation | Solid powder |
|---|---|
| Purity | 98% Min. |
| Storage | 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 |
| Handling | |
| 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. |
| HS Code |
| Targets | |
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| Mechanism | |
| Cell study | |
| Animal study | |
| Clinical study |
1: Tiwari KB, Gatto C, Walker S, Wilkinson BJ. Exposure of Staphylococcus aureus to Targocil Blocks Translocation of the Major Autolysin Atl across the Membrane, Resulting in a Significant Decrease in Autolysis. Antimicrob Agents Chemother. 2018 Jun 26;62(7). pii: e00323-18. doi: 10.1128/AAC.00323-18. Print 2018 Jul. PubMed PMID: 29735561; PubMed Central PMCID: PMC6021642.
2: Klahn P, Brönstrup M. New Structural Templates for Clinically Validated and Novel Targets in Antimicrobial Drug Research and Development. Curr Top Microbiol Immunol. 2016;398:365-417. doi: 10.1007/82_2016_501. Review. PubMed PMID: 27704270.
3: Czarny TL, Brown ED. A Small-Molecule Screening Platform for the Discovery of Inhibitors of Undecaprenyl Diphosphate Synthase. ACS Infect Dis. 2016 Jul 8;2(7):489-99. doi: 10.1021/acsinfecdis.6b00044. Epub 2016 May 24. PubMed PMID: 27626101.
4: Farha MA, Czarny TL, Myers CL, Worrall LJ, French S, Conrady DG, Wang Y, Oldfield E, Strynadka NC, Brown ED. Antagonism screen for inhibitors of bacterial cell wall biogenesis uncovers an inhibitor of undecaprenyl diphosphate synthase. Proc Natl Acad Sci U S A. 2015 Sep 1;112(35):11048-53. doi: 10.1073/pnas.1511751112. Epub 2015 Aug 17. PubMed PMID: 26283394; PubMed Central PMCID: PMC4568241.
5: Campbell J, Singh AK, Swoboda JG, Gilmore MS, Wilkinson BJ, Walker S. An antibiotic that inhibits a late step in wall teichoic acid biosynthesis induces the cell wall stress stimulon in Staphylococcus aureus. Antimicrob Agents Chemother. 2012 Apr;56(4):1810-20. doi: 10.1128/AAC.05938-11. Epub 2012 Jan 30. PubMed PMID: 22290958; PubMed Central PMCID: PMC3318382.
6: Suzuki T. A new target for Staphylococcus aureus associated with keratitis. Cornea. 2011 Oct;30 Suppl 1:S34-40. doi: 10.1097/ICO.0b013e3182282100. Review. PubMed PMID: 21912228.
7: Schirner K, Stone LK, Walker S. ABC transporters required for export of wall teichoic acids do not discriminate between different main chain polymers. ACS Chem Biol. 2011 May 20;6(5):407-12. doi: 10.1021/cb100390w. Epub 2011 Feb 15. PubMed PMID: 21280653; PubMed Central PMCID: PMC3098905.
8: Suzuki T, Swoboda JG, Campbell J, Walker S, Gilmore MS. In vitro antimicrobial activity of wall teichoic acid biosynthesis inhibitors against Staphylococcus aureus isolates. Antimicrob Agents Chemother. 2011 Feb;55(2):767-74. doi: 10.1128/AAC.00879-10. Epub 2010 Nov 22. PubMed PMID: 21098254; PubMed Central PMCID: PMC3028815.
9: Lee K, Campbell J, Swoboda JG, Cuny GD, Walker S. Development of improved inhibitors of wall teichoic acid biosynthesis with potent activity against Staphylococcus aureus. Bioorg Med Chem Lett. 2010 Mar 1;20(5):1767-70. doi: 10.1016/j.bmcl.2010.01.036. Epub 2010 Jan 20. PubMed PMID: 20138521; PubMed Central PMCID: PMC2844852.
Chemical Structure
