Targocil | CAS#1200443-21-5 | antibiotic

MedKoo Cat#: 565566 | Name: Targocil

Description:

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

Targocil is a antibiotic, inhibiting a late step in wall teichoic acid biosynthesis and inducing the cell wall stress stimulon in staphylococcus aureus.

Chemical Structure

Targocil

CAS#1200443-21-5

Theoretical Analysis

MedKoo Cat#: 565566

Name: Targocil

CAS#: 1200443-21-5

Chemical Formula: C21H22ClN5O4S

Exact Mass: 475.1081

Molecular Weight: 475.95

Elemental Analysis: C, 53.00; H, 4.66; Cl, 7.45; N, 14.71; O, 13.45; S, 6.74

Price and Availability

Size	Price	Availability
25mg	USD 450.00	2 Weeks
50mg	USD 750.00	2 Weeks
100mg	USD 1,150.00	2 Weeks
200mg	USD 1,850.00	2 Weeks
500mg	USD 2,950.00	2 Weeks
1g	USD 3,850.00	2 Weeks
2g	USD 6,450.00	2 Weeks

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Related CAS #

No Data

Synonym

QC-993; QC 993; QC993; Targocil;

IUPAC/Chemical Name

3-(4-Chlorophenylsulfonyl)-N,N-diethyl-7,8-dimethoxy-[1,2,3]triazolo[1,5-a]quinazolin-5-amine

InChi Key

TYNZGYMGTTUYKZ-UHFFFAOYSA-N

InChi Code

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

SMILES Code

COC1=CC2=C(C=C1OC)C(N(CC)CC)=NC3=C(S(=O)(C4=CC=C(Cl)C=C4)=O)N=NN32

Appearance

Solid powder

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

>3 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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 475.95 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: Zeden MS, Gallagher LA, Bueno E, Nolan AC, Ahn J, Shinde D, Razvi F, Sladek M, Burke Ó, O'Neill E, Fey PD, Cava F, Thomas VC, O'Gara JP. Metabolic reprogramming and altered cell envelope characteristics in a pentose phosphate pathway mutant increases MRSA resistance to β-lactam antibiotics. PLoS Pathog. 2023 Jul 24;19(7):e1011536. doi: 10.1371/journal.ppat.1011536. PMID: 37486930; PMCID: PMC10399904. 2: Zeden MS, Gallagher LA, Bueno E, Nolan AC, Ahn J, Shinde D, Razvi F, Sladek M, Burke Ó, O'Neill E, Fey PD, Cava F, Thomas VC, O'Gara JP. Metabolic reprogramming and flux to cell envelope precursors in a pentose phosphate pathway mutant increases MRSA resistance to β-lactam antibiotics. bioRxiv [Preprint]. 2023 Mar 7:2023.03.03.530734. doi: 10.1101/2023.03.03.530734. Update in: PLoS Pathog. 2023 Jul 24;19(7):e1011536. doi: 10.1371/journal.ppat.1011536. PMID: 36945400; PMCID: PMC10028837. 3: Laut CL, Perry WJ, Metzger AL, Weiss A, Stauff DL, Walker S, Caprioli RM, Skaar EP. Bacillus anthracis Responds to Targocil-Induced Envelope Damage through EdsRS Activation of Cardiolipin Synthesis. mBio. 2020 Mar 31;11(2):e03375-19. doi: 10.1128/mBio.03375-19. PMID: 32234818; PMCID: PMC7157781. 4: Chen L, Hou WT, Fan T, Liu B, Pan T, Li YH, Jiang YL, Wen W, Chen ZP, Sun L, Zhou CZ, Chen Y. Cryo-electron Microscopy Structure and Transport Mechanism of a Wall Teichoic Acid ABC Transporter. mBio. 2020 Mar 17;11(2):e02749-19. doi: 10.1128/mBio.02749-19. PMID: 32184247; PMCID: PMC7078476. 5: 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):e00323-18. doi: 10.1128/AAC.00323-18. PMID: 29735561; PMCID: PMC6021642. 6: 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. PMID: 27704270. 7: 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. PMID: 27626101. 8: 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. PMID: 26283394; PMCID: PMC4568241. 9: 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. PMID: 22290958; PMCID: PMC3318382. 10: Suzuki T. A new target for Staphylococcus aureus associated with keratitis. Cornea. 2011 Oct;30 Suppl 1:S34-40. doi: 10.1097/ICO.0b013e3182282100. PMID: 21912228. 11: 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. PMID: 21280653; PMCID: PMC3098905. 12: 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. PMID: 21098254; PMCID: PMC3028815. 13: 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. PMID: 20138521; PMCID: PMC2844852.