Buparvaquone

Title: Buparvaquone
CAS Registry Number: 88426-33-9
CAS Name: 2-[[4-(1,1-Dimethylethyl)cyclohexyl]methyl]-3-hydroxy-1,4-naphthalenedione
Additional Names: 2-[(4-tert-butylcyclohexyl)methyl]-3-hydroxy-1,4-naphthoquinone; 3-(4-t-butylcyclohexyl)methyl-2-hydroxy-1,4-naphthoquinone
Manufacturers' Codes: BW-720C
Trademarks: Butalex (Coopers)
Molecular Formula: C21H26O3
Molecular Weight: 326.43
Percent Composition: C 77.27%, H 8.03%, O 14.70%
Literature References: Analog of antimalarial hydroxynaphthoquinones; t-butyl deriv of parvaquone, q.v. Prepn: A. T. Hudson, A. W. Randall, EP 77550; eidem, US 4485117 (1983, 1984 both to Wellcome). In vivo and in vitro antiprotozoal activity: A. T. Hudson et al., Parasitology 90, 45 (1985); N. McHardy et al., Res. Vet. Sci. 39, 29 (1985). Treatment of bovine theileriosis: S. Dhar et al., Vet. Rec. 119, 635 (1986). Efficacy as a chemoimmunoprophylactic of theileriosis: eidem, ibid. 120, 375 (1987).
Properties: Crystals, mp 124-125°. LD50 orally in rats: >2 g/kg (Hudson).
Melting point: mp 124-125°
Toxicity data: LD50 orally in rats: >2 g/kg (Hudson)
Therap-Cat-Vet: Antiprotozoal (Theileria).
Buphanamine Buphanitine Bupirimate Bupranolol Buprofezin

Buparvaquone
Structure of buparvaquone.png
Systematic (IUPAC) name
2-((4-tert-butylcyclohexyl)methyl)-3-hydroxy-1,4-naphthoquinone
Clinical data
Legal status  ?
Identifiers
CAS number 88426-33-9 N
ATCvet code QP51AX22
ChemSpider 10807457 YesY
UNII 0354RT7LG4 YesY
ChEMBL CHEMBL292009 N
Chemical data
Formula C21H26O3 
Mol. mass 326.435 g/mol
 N (what is this?)  (verify)

Buparvaquone is a hydroxynaphthoquinone antiprotozoal drug related to parvaquone and atovaquone. It is a promising compound for the therapy and prophylaxis of all forms of theileriosis. Buparvaquone has been shown to have antileishmanial activity in vitro. It can be used to treat bovine East Coast fever protozoa in vitro, along with the only other substance known - Peganum harmala.[citation needed]

It is the only really efficient commercial therapy product in bovine theileriosis, where it has been used since the late 1980s.[citation needed]