MedKoo Cat#: 522532 | Name: ABT-719 HCl

Description:

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

ABT-719 is a 2-pyridone antimicrobial with activity against enterococci, Escherichia coli, and Pseudomonas aeruginosa in experimental murine pyelonephritis. Therapeutic ED50s for ABT-719 against these infections were equal to or up to ten-fold lower than those for ciprofloxacin, used as a reference because of similarity in mode of action. Against E. faecalis, the therapeutic ED50s for ABT-719 were 4.5-13.6 mg/kg.day for sc administration and 6.8-8.9 mg/kg.day for oral administration. ABT-719 was more potent than ciprofloxacin and vancomycin against the E. faecalis strains, which showed ciprofloxacin and vancomycin resistance covering a range of MICs.

Chemical Structure

ABT-719 HCl
ABT-719 HCl
CAS#162763-53-3 (HCl)

Theoretical Analysis

MedKoo Cat#: 522532

Name: ABT-719 HCl

CAS#: 162763-53-3 (HCl)

Chemical Formula: C18H21ClFN3O3

Exact Mass:

Molecular Weight: 381.83

Elemental Analysis: C, 56.62; H, 5.54; Cl, 9.28; F, 4.98; N, 11.01; O, 12.57

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.
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Related CAS #
162763-53-3 (HCl) 162829-90-5 (free base)
Synonym
ABT-719; ABT719; ABT 719; ABT-719 hydrochloride; A-816719.1; A 816719.1; A816719.1
IUPAC/Chemical Name
(R)-8-(3-aminopyrrolidin-1-yl)-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid hydrochloride
InChi Key
OMXXLAGAHWXLSP-RFVHGSKJSA-N
InChi Code
InChI=1S/C18H20FN3O3.ClH/c1-9-15-12(10-2-3-10)6-13(18(24)25)17(23)22(15)8-14(19)16(9)21-5-4-11(20)7-21;/h6,8,10-11H,2-5,7,20H2,1H3,(H,24,25);1H/t11-;/m1./s1
SMILES Code
C(C1CC1)1=C2N(C=C(F)C(N3CC[C@@H](N)C3)=C2C)C(=O)C(C(O)=O)=C1.[H]Cl
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, not in water
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 381.83 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: Jacoby GA, Corcoran MA, Hooper DC. Protective effect of Qnr on agents other than quinolones that target DNA gyrase. Antimicrob Agents Chemother. 2015 Nov;59(11):6689-95. doi: 10.1128/AAC.01292-15. Epub 2015 Aug 3. PubMed PMID: 26239981; PubMed Central PMCID: PMC4604369. 2: Ma Z, Chu DT, Cooper CS, Li Q, Fung AK, Wang S, Shen LL, Flamm RK, Nilius AM, Alder JD, Meulbroek JA, Or YS. Synthesis and antimicrobial activity of 4H-4-oxoquinolizine derivatives: consequences of structural modification at the C-8 position. J Med Chem. 1999 Oct 7;42(20):4202-13. PubMed PMID: 10514290. 3: Fung AK, Shen LL. The 2-pyridone antibacterial agents: 8-position modifications. Curr Pharm Des. 1999 Jul;5(7):515-43. Review. PubMed PMID: 10438895. 4: Saiki AY, Shen LL, Chen CM, Baranowski J, Lerner CG. DNA cleavage activities of Staphylococcus aureus gyrase and topoisomerase IV stimulated by quinolones and 2-pyridones. Antimicrob Agents Chemother. 1999 Jul;43(7):1574-7. PubMed PMID: 10390205; PubMed Central PMCID: PMC89326. 5: Meulbroek JA, Oleksijew A, Tanaka SK, Alder JD. Efficacy of ABT-719, a 2-pyridone antimicrobial, against enterococci, Escherichia coli, and Pseudomonas aeruginosa in experimental murine pyelonephritis. J Antimicrob Chemother. 1996 Oct;38(4):641-53. PubMed PMID: 8937959. 6: Li Q, Chu DT, Claiborne A, Cooper CS, Lee CM, Raye K, Berst KB, Donner P, Wang W, Hasvold L, Fung A, Ma Z, Tufano M, Flamm R, Shen LL, Baranowski J, Nilius A, Alder J, Meulbroek J, Marsh K, Crowell D, Hui Y, Seif L, Melcher LM, Plattner JJ, et al. Synthesis and structure-activity relationships of 2-pyridones: a novel series of potent DNA gyrase inhibitors as antibacterial agents. J Med Chem. 1996 Aug 2;39(16):3070-88. PubMed PMID: 8759628. 7: Hooper DC. From fluoroquinolones to 2-pyridones. Lancet. 1995 May 13;345(8959):1192-3. PubMed PMID: 7739303. 8: Alder J, Clement J, Meulbroek J, Shipkowitz N, Mitten M, Jarvis K, Oleksijew A, Hutch T Sr, Paige L, Flamm B, et al. Efficacies of ABT-719 and related 2-pyridones, members of a new class of antibacterial agents, against experimental bacterial infections. Antimicrob Agents Chemother. 1995 Apr;39(4):971-5. PubMed PMID: 7786005; PubMed Central PMCID: PMC162663. 9: Flamm RK, Vojtko C, Chu DT, Li Q, Beyer J, Hensey D, Ramer N, Clement JJ, Tanaka SK. In vitro evaluation of ABT-719, a novel DNA gyrase inhibitor. Antimicrob Agents Chemother. 1995 Apr;39(4):964-70. PubMed PMID: 7786004; PubMed Central PMCID: PMC162662.