Synonym
WR 243251; WR243251; WR-243251
IUPAC/Chemical Name
7-chloro-3-(2,4-dichlorophenyl)-1-[3-(dimethylamino)propylimino]-2,3,4,10-tetrahydroacridin-9-one
InChi Key
QPVVEWNCFBEZTH-SGWCAAJKSA-N
InChi Code
InChI=1S/C24H24Cl3N3O/c1-30(2)9-3-8-28-21-10-14(17-6-4-16(26)13-19(17)27)11-22-23(21)24(31)18-12-15(25)5-7-20(18)29-22/h4-7,12-14H,3,8-11H2,1-2H3,(H,29,31)/b28-21+
SMILES Code
O=C1C2=C(C=CC(Cl)=C2)NC3=C1/C(CC(C4=CC=C(Cl)C=C4Cl)C3)=N/CCCN(C)C
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
>3 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
476.83
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.
| 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: 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.
2: Berman J, Brown L, Miller R, Andersen SL, McGreevy P, Schuster BG, Ellis W, Ager A, Rossan R. Antimalarial activity of WR 243251, a Dihydroacridinedione. Antimicrob Agents Chemother. 1994 Aug;38(8):1753-6. PubMed PMID: 7986005; PubMed Central PMCID: PMC284632.
3: Milhous WK. Development of new drugs for chemoprophylaxis of malaria. Med Trop (Mars). 2001;61(1):48-50. Review. PubMed PMID: 11584654.
4: Coleman RE, Polsa N, Eikarat N, Kollars TM Jr, Sattabongkot J. Prevention of sporogony of Plasmodium vivax in Anopheles dirus mosquitoes by transmission-blocking antimalarials. Am J Trop Med Hyg. 2001 Sep;65(3):214-8. PubMed PMID: 11561707.
5: 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.
6: 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.
7: 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.
8: Suswam E, Kyle D, Lang-Unnasch N. Plasmodium falciparum: the effects of atovaquone resistance on respiration. Exp Parasitol. 2001 Aug;98(4):180-7. PubMed PMID: 11560411.
9: 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.
