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

Physicochemical Properties

Molecular Formula	C21H22CLN5O4S
Molecular Weight	475.948
Exact Mass	475.108
Elemental Analysis	C, 53.00; H, 4.66; Cl, 7.45; N, 14.71; O, 13.45; S, 6.74
CAS #	1200443-21-5
Related CAS #	1200443-21-5
PubChem CID	44547009
Appearance	Solid powder
LogP	4.707
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	7
Heavy Atom Count	32
Complexity	728
Defined Atom Stereocenter Count	0
SMILES	ClC1C([H])=C([H])C(=C([H])C=1[H])S(C1=C2N=C(C3=C([H])C(=C(C([H])=C3N2N=N1)OC([H])([H])[H])OC([H])([H])[H])N(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])[H])(=O)=O
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
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;
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

The MIC for Targocil in relation to S. Newman, MW2, MG2375, and MG2389 strains of aureus had a concentration of 1 μg/mL. Targocil exhibited outstanding performance in dealing with S. MSSA and MRSA isolates with MICs ranging from 1 to 2 μg/mL were among the aureus isolates from probable instances of bacterial keratitis. Derived from 1835F03, tartagocil has superior efficacy against all isolates of keratitis when compared to the original lead chemical, 1835F03. Bovine serum was found to exhibit a discernible mild reduction of 1835F03 and Targocil's in vitro antibacterial activity, resulting in a 4- to 8-fold increase in their respective MICs. Even after 24 hours of exposure, HCEC found targocil at 5 μg/mL to be only somewhat harmful when compared to the vehicle alone. Nevertheless, at every investigated time point, 40 μg/mL targrocil was hazardous. When HCEC was present, Targocil quickly stopped Newman and MG2375 from growing in vitro at 10×MIC [1].

References

[1]. Suzuki T, et al. In vitro antimicrobial activity of wall teichoic acid biosynthesis inhibitors against Staphylococcus aureus isolates. Antimicrob Agents Chemother. 2011 Feb;55(2):767-74

Solubility Data

Solubility (In Vitro)

DMSO : ~33.33 mg/mL (~70.03 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (5.25 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 2: 10% DMSO+90% Corn Oil: ≥ 2.5 mg/mL (5.25 mM)  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.1011 mL	10.5053 mL	21.0106 mL
	5 mM	0.4202 mL	2.1011 mL	4.2021 mL
	10 mM	0.2101 mL	1.0505 mL	2.1011 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.