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MedKoo Cat#: 575564 | Name: Flurofamide
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Description:

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

Flurofamide is a urease inhibitor.

Chemical Structure

Flurofamide
Flurofamide
CAS#70788-28-2

Theoretical Analysis

MedKoo Cat#: 575564

Name: Flurofamide

CAS#: 70788-28-2

Chemical Formula: C7H9FN3O2P

Exact Mass: 217.0416

Molecular Weight: 217.14

Elemental Analysis: C, 38.72; H, 4.18; F, 8.75; N, 19.35; O, 14.74; P, 14.26

Price and Availability

Size Price Availability Quantity
50mg USD 450.00 2 Weeks
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Related CAS #
No Data
Synonym
Flurofamide; Flurfamide; Flurofamida; Flurofamidum; NSC-342995; NSC342995; NSC 342995;
IUPAC/Chemical Name
Benzamide, N-(diaminophosphinyl)-4-fluoro-
InChi Key
QWZFVMCWPLMLTL-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H9FN3O2P/c8-6-3-1-5(2-4-6)7(12)11-14(9,10)13/h1-4H,(H5,9,10,11,12,13)
SMILES Code
NP(=O)(N)NC(=O)c1ccc(F)cc1
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 217.14 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: Fleming D, Patel R. Flurofamide Prevention and Treatment of Ureaplasma-Induced Hyperammonemia. Microbiol Spectr. 2022 Oct 26;10(5):e0192722. doi: 10.1128/spectrum.01927-22. Epub 2022 Aug 22. PMID: 35993783; PMCID: PMC9602998. 2: Millner OE Jr, Andersen JA, Appler ME, Benjamin CE, Edwards JG, Humphrey DT, Shearer EM. Flurofamide: a potent inhibitor of bacterial urease with potential clinical utility in the treatment of infection induced urinary stones. J Urol. 1982 Feb;127(2):346-50. doi: 10.1016/s0022-5347(17)53779-9. PMID: 7038144. 3: Furr PM, Taylor-Robinson D, Hetherington CM. The inhibitory effect of flurofamide on ureaplasmas and their elimination from marmosets by its use. J Antimicrob Chemother. 1984 Dec;14(6):613-8. doi: 10.1093/jac/14.6.613. PMID: 6440884. 4: Kenny GE. Inhibition of the growth of Ureaplasma urealyticum by a new urease inhibitor, flurofamide. Yale J Biol Med. 1983 Sep-Dec;56(5-6):717-22. PMID: 6679152; PMCID: PMC2590538. 5: Ball HJ, McCaughey WJ. Investigation into the inhibitory effect of flurofamide on animal ureaplasmas and its use in the treatment of ureaplasma- infected sheep. J Vet Pharmacol Ther. 1986 Sep;9(3):280-5. doi: 10.1111/j.1365-2885.1986.tb00042.x. PMID: 3761418. 6: Texier-Maugein J, Clerc M, Vekris A, Bebear C. Ureaplasma-urealyticum-induced bladder stones in rats and their prevention by flurofamide and doxycycline. Isr J Med Sci. 1987 Jun;23(6):565-7. PMID: 3667226. 7: Ohta T, Shibata H, Kawamori T, Iimuro M, Sugimura T, Wakabayashi K. Marked reduction of Helicobacter pylori-induced gastritis by urease inhibitors, acetohydroxamic acid and flurofamide, in Mongolian gerbils. Biochem Biophys Res Commun. 2001 Jul 20;285(3):728-33. doi: 10.1006/bbrc.2001.5229. PMID: 11453654. 8: Truscott RB, Brown C. The failure of flurofamide to control ureaplasma in bovine semen. Can J Vet Res. 1986 Apr;50(2):289-90. PMID: 3756683; PMCID: PMC1255208. 9: Nakamura H, Yoshiyama H, Takeuchi H, Mizote T, Okita K, Nakazawa T. Urease plays an important role in the chemotactic motility of Helicobacter pylori in a viscous environment. Infect Immun. 1998 Oct;66(10):4832-7. doi: 10.1128/IAI.66.10.4832-4837.1998. PMID: 9746586; PMCID: PMC108597. 10: Shi M, Li SS, Zheng C, Jones GJ, Kim KS, Zhou H, Kubes P, Mody CH. Real-time imaging of trapping and urease-dependent transmigration of Cryptococcus neoformans in mouse brain. J Clin Invest. 2010 May;120(5):1683-93. doi: 10.1172/JCI41963. Epub 2010 Apr 26. PMID: 20424328; PMCID: PMC2860939. 11: Blanchard A, Razin S, Kenny GE, Barile MF. Characteristics of Ureaplasma urealyticum urease. J Bacteriol. 1988 Jun;170(6):2692-7. doi: 10.1128/jb.170.6.2692-2697.1988. PMID: 3131306; PMCID: PMC211190. 12: Pernoud S, Fremaux C, Sepulchre A, Corrieu G, Monnet C. Effect of the metabolism of urea on the acidifying activity of Streptococcus thermophilus. J Dairy Sci. 2004 Mar;87(3):550-5. doi: 10.3168/jds.S0022-0302(04)73196-3. PMID: 15202638. 13: Sjöström JE, Larsson H. Factors affecting growth and antibiotic susceptibility of Helicobacter pylori: effect of pH and urea on the survival of a wild-type strain and a urease-deficient mutant. J Med Microbiol. 1996 Jun;44(6):425-33. doi: 10.1099/00222615-44-6-425. PMID: 8636959. 14: Mobley HL, Cortesia MJ, Rosenthal LE, Jones BD. Characterization of urease from Campylobacter pylori. J Clin Microbiol. 1988 May;26(5):831-6. doi: 10.1128/jcm.26.5.831-836.1988. PMID: 3384908; PMCID: PMC266469. 15: Mizote T, Yoshiyama H, Nakazawa T. Urease-independent chemotactic responses of Helicobacter pylori to urea, urease inhibitors, and sodium bicarbonate. Infect Immun. 1997 Apr;65(4):1519-21. doi: 10.1128/iai.65.4.1519-1521.1997. PMID: 9119496; PMCID: PMC175162. 16: Monnet C, Mora D, Corrieu G. Glutamine synthesis is essential for growth of Streptococcus thermophilus in milk and is linked to urea catabolism. Appl Environ Microbiol. 2005 Jun;71(6):3376-8. doi: 10.1128/AEM.71.6.3376-3378.2005. PMID: 15933046; PMCID: PMC1151851. 17: Monnet C, Pernoud S, Sepulchre A, Fremaux C, Corrieu G. Selection and properties of Streptococcus thermophilus mutants deficient in urease. J Dairy Sci. 2004 Jun;87(6):1634-40. doi: 10.3168/jds.S0022-0302(04)73318-4. PMID: 15453477. 18: Smith DG, Russell WC, Ingledew WJ, Thirkell D. Hydrolysis of urea by Ureaplasma urealyticum generates a transmembrane potential with resultant ATP synthesis. J Bacteriol. 1993 Jun;175(11):3253-8. doi: 10.1128/jb.175.11.3253-3258.1993. PMID: 8501029; PMCID: PMC204721. 19: Krishnamurthy P, Parlow M, Zitzer JB, Vakil NB, Mobley HL, Levy M, Phadnis SH, Dunn BE. Helicobacter pylori containing only cytoplasmic urease is susceptible to acid. Infect Immun. 1998 Nov;66(11):5060-6. doi: 10.1128/IAI.66.11.5060-5066.1998. PMID: 9784504; PMCID: PMC108630. 20: Kuwahara H, Miyamoto Y, Akaike T, Kubota T, Sawa T, Okamoto S, Maeda H. Helicobacter pylori urease suppresses bactericidal activity of peroxynitrite via carbon dioxide production. Infect Immun. 2000 Aug;68(8):4378-83. doi: 10.1128/IAI.68.8.4378-4383.2000. PMID: 10899833; PMCID: PMC98327.