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MedKoo Cat#: 326747 | Name: Floxacrine

Description:

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

Floxacrine, also known as HOE-991, is drug candidate for chemoprophylaxis of malaria.

Chemical Structure

Floxacrine
Floxacrine
CAS#53966-34-0

Theoretical Analysis

MedKoo Cat#: 326747

Name: Floxacrine

CAS#: 53966-34-0

Chemical Formula: C20H13ClF3NO3

Exact Mass: 407.0536

Molecular Weight: 407.77

Elemental Analysis: C, 58.91; H, 3.21; Cl, 8.69; F, 13.98; N, 3.43; O, 11.77

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
HOE-991; HOE 991; HOE991; Floxacrine
IUPAC/Chemical Name
7-chloro-10-hydroxy-3-(4-(trifluoromethyl)phenyl)-3,4-dihydroacridine-1,9(2H,10H)-dione
InChi Key
AWHZKKVSUJJVNL-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H13ClF3NO3/c21-13-5-6-15-14(9-13)19(27)18-16(25(15)28)7-11(8-17(18)26)10-1-3-12(4-2-10)20(22,23)24/h1-6,9,11,28H,7-8H2
SMILES Code
C1=CC(=CC2=C1N(C3=C(C2=O)C(CC(C3)C4=CC=C(C(F)(F)F)C=C4)=O)O)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
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 407.77 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: Cross RM, Maignan JR, Mutka TS, Luong L, Sargent J, Kyle DE, Manetsch R. Optimization of 1,2,3,4-tetrahydroacridin-9(10H)-ones as antimalarials utilizing structure-activity and structure-property relationships. J Med Chem. 2011 Jul 14;54(13):4399-426. doi: 10.1021/jm200015a. Epub 2011 Jun 16. PubMed PMID: 21630666. 2: Milhous W. Development of new drugs for chemoprophylaxis of malaria. Bull Soc Pathol Exot. 2001 Jul;94(2 Pt 2):149-51. PubMed PMID: 16579068. 3: Milhous WK. Development of new drugs for chemoprophylaxis of malaria. Med Trop (Mars). 2001;61(1):48-50. Review. PubMed PMID: 11584654. 4: Dorn A, Scovill JP, Ellis WY, Matile H, Ridley RG, Vennerstrom JL. Short report: floxacrine analog WR 243251 inhibits hematin polymerization. Am J Trop Med Hyg. 2001 Jul;65(1):19-20. PubMed PMID: 11504401. 5: Kesten SJ, Degnan MJ, Hung J, McNamara DJ, Ortwine DF, Uhlendorf SE, Werbel LM. Synthesis and antimalarial properties of 1-imino derivatives of 7-chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and related structures. J Med Chem. 1992 Sep 18;35(19):3429-47. PubMed PMID: 1404226. 6: Coleman RE, Clavin AM, Milhous WK. Gametocytocidal and sporontocidal activity of antimalarials against Plasmodium berghei ANKA in ICR Mice and Anopheles stephensi mosquitoes. Am J Trop Med Hyg. 1992 Feb;46(2):169-82. PubMed PMID: 1539752. 7: Onori E, Majori G. Recent acquisitions on chemotherapy and chemoprophylaxis of malaria. Ann Ist Super Sanita. 1989;25(4):659-73. Review. PubMed PMID: 2698608. 8: Raether W, Enders B, Hofmann J, Schwannecke U, Seidenath H, Hänel H, Uphoff M. Antimalarial activity of new floxacrine-related acridinedione derivatives: studies on blood schizontocidal action of potential candidates against P. berghei in mice and P. falciparum in vivo and in vitro. Parasitol Res. 1989;75(8):619-26. PubMed PMID: 2671988. 9: Winkelmann E, Raether W. Antimalarial and anticoccidial activity of 3-aryl-7-chloro-3,4-dihydroacridine-1,9-(2H,10H)-diones. 1-Imines, 1-amines, 1-oximes, 1-hydrazones and related compounds. Arzneimittelforschung. 1987 Jun;37(6):647-61. PubMed PMID: 3311052. 10: Raether W, Mehlhorn H. Action of a new floxacrine derivative (S 82 5455) on asexual stages of Plasmodium berghei: a light and electron microscopical study. Zentralbl Bakteriol Mikrobiol Hyg A. 1984 Mar;256(3):335-41. PubMed PMID: 6375212. 11: Huang LS. [Progress in the pharmaceutical chemistry of antimalarial agents during the last 2 decades]. Yao Xue Xue Bao. 1983 Jul;18(7):553-60. Chinese. PubMed PMID: 6606935. 12: Raether W, Fink E. Antimalarial activity of floxacrine (HOE 991) II: Studies on causal prophylactic and blood schizontocidal action of floxacrine and related dihydroacridinediones against Plasmodium yoelii and P. berghei. Ann Trop Med Parasitol. 1982 Oct;76(5):507-16. PubMed PMID: 6760821. 13: Königk E, Mirtsch S, Putfarken B, Abdel-Rasoul S. Plasmodium chabaudi-infection of mice: effects of chloroquine and mefloquine. Inhibition of ornithine decarboxylase activity. Tropenmed Parasitol. 1981 Jun;32(2):73-6. PubMed PMID: 6973226. 14: Raether W, Hofmann J, Fink E. Suppressive and causal prophylactic activity of floxacrine in various avian malaria models. Zentralbl Bakteriol Mikrobiol Hyg A. 1981;250(1-2):236-41. PubMed PMID: 7198357. 15: Raether W, Fink E. Antimalarial activity of Floxacrine (HOE 991) I. Studies on blood schizontocidal action of Floxacrine against Plasmodium berghei, P. vinckei and P. cynomolgi. Ann Trop Med Parasitol. 1979 Dec;73(6):505-26. PubMed PMID: 120142. 16: Schmidt LH. Antimalarial properties of floxacrine, a dihydroacridinedione derivative. Antimicrob Agents Chemother. 1979 Oct;16(4):475-85. PubMed PMID: 117747; PubMed Central PMCID: PMC352885.

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