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MedKoo Cat#: 584130 | Name: BB-3497

Description:

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

BB-3497 is a potent inhibitor of Escherichia coli peptide deformylase with antibacterial activity both in vitro and in vivo.

Chemical Structure

BB-3497
CAS#235784-88-0

Theoretical Analysis

MedKoo Cat#: 584130

Name: BB-3497

CAS#: 235784-88-0

Chemical Formula: C16H31N3O4

Exact Mass: 329.2315

Molecular Weight: 329.44

Elemental Analysis: C, 58.33; H, 9.49; N, 12.76; O, 19.43

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 #
No Data
Synonym
BB-3497; BB3497; BB 3497
IUPAC/Chemical Name
Hexanamide, N-((1S)-1-((dimethylamino)carbonyl)-2,2-dimethylpropyl)-2-((formylhydroxyamino)methyl)-, (2R)-
InChi Key
AVDLWYHBABSSHC-CHWSQXEVSA-N
InChi Code
InChI=1S/C16H31N3O4/c1-7-8-9-12(10-19(23)11-20)14(21)17-13(16(2,3)4)15(22)18(5)6/h11-13,23H,7-10H2,1-6H3,(H,17,21)/t12-,13-/m1/s1
SMILES Code
CCCC[C@H](CN(C=O)O)C(N[C@H](C(N(C)C)=O)C(C)(C)C)=O
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
>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 329.44 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: Kumari T, Issar U, Kakkar R. Docking modes of BB-3497 into the PDF active site--a comparison of the pure MM and QM/MM based docking strategies. Curr Comput Aided Drug Des. 2014;10(4):315-26. PubMed PMID: 25994638. 2: Sharma A, Khuller GK, Kanwar AJ, Sharma S. Therapeutic potential of peptide deformylase inhibitors against experimental tuberculosis. J Infect. 2010 Jun;60(6):498-501. doi: 10.1016/j.jinf.2010.03.009. Epub 2010 Mar 25. PubMed PMID: 20346970. 3: Sharma A, Sharma S, Khuller GK, Kanwar AJ. In vitro and ex vivo activity of peptide deformylase inhibitors against Mycobacterium tuberculosis H37Rv. Int J Antimicrob Agents. 2009 Sep;34(3):226-30. doi: 10.1016/j.ijantimicag.2009.04.005. Epub 2009 Jun 7. PubMed PMID: 19505802. 4: Guay DR. Drug forecast - the peptide deformylase inhibitors as antibacterial agents. Ther Clin Risk Manag. 2007 Aug;3(4):513-25. PubMed PMID: 18472972; PubMed Central PMCID: PMC2374925. 5: Huang J, Van Aller GS, Taylor AN, Kerrigan JJ, Liu WS, Trulli JM, Lai Z, Holmes D, Aubart KM, Brown JR, Zalacain M. Phylogenomic and biochemical characterization of three Legionella pneumophila polypeptide deformylases. J Bacteriol. 2006 Jul;188(14):5249-57. PubMed PMID: 16816197; PubMed Central PMCID: PMC1539947. 6: Van Aller GS, Nandigama R, Petit CM, DeWolf WE Jr, Quinn CJ, Aubart KM, Zalacain M, Christensen SB, Copeland RA, Lai Z. Mechanism of time-dependent inhibition of polypeptide deformylase by actinonin. Biochemistry. 2005 Jan 11;44(1):253-60. PubMed PMID: 15628866. 7: Cynamon MH, Alvirez-Freites E, Yeo AE. BB-3497, a peptide deformylase inhibitor, is active against Mycobacterium tuberculosis. J Antimicrob Chemother. 2004 Feb;53(2):403-5. Epub 2003 Dec 19. PubMed PMID: 14688038. 8: East SP, Beckett RP, Brookings DC, Clements JM, Doel S, Keavey K, Pain G, Smith HK, Thomas W, Thompson AJ, Todd RS, Whittaker M. Peptide deformylase inhibitors with activity against respiratory tract pathogens. Bioorg Med Chem Lett. 2004 Jan 5;14(1):59-62. PubMed PMID: 14684298. 9: Davies SJ, Ayscough AP, Beckett RP, Clements JM, Doel S, Pratt LM, Spavold ZM, Thomas SW, Whittaker M. Structure--activity relationships of the peptide deformylase inhibitor BB-3497: modification of the P2' and P3' side chains. Bioorg Med Chem Lett. 2003 Aug 18;13(16):2715-8. PubMed PMID: 12873500. 10: Davies SJ, Ayscough AP, Beckett RP, Bragg RA, Clements JM, Doel S, Grew C, Launchbury SB, Perkins GM, Pratt LM, Smith HK, Spavold ZM, Thomas SW, Todd RS, Whittaker M. Structure-activity relationships of the peptide deformylase inhibitor BB-3497: modification of the methylene spacer and the P1' side chain. Bioorg Med Chem Lett. 2003 Aug 18;13(16):2709-13. PubMed PMID: 12873499. 11: Waller AS, Clements JM. Novel approaches to antimicrobial therapy: peptide deformylase. Curr Opin Drug Discov Devel. 2002 Sep;5(5):785-92. Review. PubMed PMID: 12630299. 12: Smith HK, Beckett RP, Clements JM, Doel S, East SP, Launchbury SB, Pratt LM, Spavold ZM, Thomas W, Todd RS, Whittaker M. Structure-activity relationships of the peptide deformylase inhibitor BB-3497: modification of the metal binding group. Bioorg Med Chem Lett. 2002 Dec 16;12(24):3595-9. PubMed PMID: 12443784. 13: Wise R, Andrews JM, Ashby J. In vitro activities of peptide deformylase inhibitors against gram-positive pathogens. Antimicrob Agents Chemother. 2002 Apr;46(4):1117-8. PubMed PMID: 11897602; PubMed Central PMCID: PMC127088. 14: Pratt LM, Beckett RP, Davies SJ, Launchbury SB, Miller A, Spavold ZM, Todd RS, Whittaker M. Asymmetric synthesis of BB-3497--a potent peptide deformylase inhibitor. Bioorg Med Chem Lett. 2001 Oct 8;11(19):2585-8. PubMed PMID: 11551755. 15: Clements JM, Beckett RP, Brown A, Catlin G, Lobell M, Palan S, Thomas W, Whittaker M, Wood S, Salama S, Baker PJ, Rodgers HF, Barynin V, Rice DW, Hunter MG. Antibiotic activity and characterization of BB-3497, a novel peptide deformylase inhibitor. Antimicrob Agents Chemother. 2001 Feb;45(2):563-70. PubMed PMID: 11158755; PubMed Central PMCID: PMC90327.

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