ABT-719 HCl

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

MedKoo CAT#: 522532

CAS#: 162763-53-3 (HCl)

Description: 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.


Price and Availability

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1g
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2g
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5g
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ABT-719 HCl, is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 522532
Name: ABT-719 HCl
CAS#: 162763-53-3 (HCl)
Chemical Formula: C18H21ClFN3O3
Exact Mass:
Molecular Weight: 381.8324
Elemental Analysis: C, 56.62; H, 5.54; Cl, 9.28; F, 4.98; N, 11.01; O, 12.57


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


Technical Data

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).

Harmonized System Code:
293490


References

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.