Buparvaquone

Base Information

• Chemical Name: Buparvaquone
• CAS No.: 88426-33-9
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.436
• Mol file: 88426-33-9.mol

Synonyms:2-((4-tert-Butylcyclohexyl)methyl)-3-hydroxy-1,4-naphthochinon;1,4-Naphthalenedione, 2-((4-(1,1-dimethylethyl)cyclohexyl)methyl)-3-hydroxy-;2-((4-(1,1-Dimethylethyl)cyclohexyl)methyl)-3-hydroxy-1,4-naphthalenedione;2-((4-tert-Butylcyclohexyl)methyl)-3-hydroxy-1,4-naphthoquinone;(RS,RS,RS,RS)-2-((4-tert-Butylcyclohexyl)methyl)-3-hydroxy-1,4-naphthoquinone;Buparvaquonum [Latin];Buparvaquone [BAN:INN];4-hydroxy-3-[(4-tert-butylcyclohexyl)methyl]naphthalene-1,2-dione;Buparvacuona [Spanish];Butalex;BW 720C;

Chemical Property of Buparvaquone

Chemical Property:

• Appearance/Colour: Yellow crystalline solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 178-184 °C
• Refractive Index: 1.574
• Boiling Point: 460.687 °C at 760 mmHg
• PKA: 5.04±0.10(Predicted)
• Flash Point: 246.536 °C
• PSA: 54.37000
• Density: 1.158 g/cm³
• LogP: 5.12030
• Storage Temp.: Refrigerator
• Solubility.: DMSO: soluble

Purity/Quality:

99% ^*data from raw suppliers

Buparvaquone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Analog of antimalarial hydroxynaphthoquinones; tert-butyl derivative of Parvaquone. Antiprotozoal (Theileria)

Technology Process of Buparvaquone

There total 10 articles about Buparvaquone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.3%

C21H25BrO2 → 2-[trans-(4-t-butylcyclohexyl)methyl]-3-hydroxy-1,4-naphthoquinone (88426-33-9)

Guidance literature:

With water; In 1,2-dichloro-ethane; at 75 - 80 ℃; for 2h;

Reference yield:

3-(trans-4-tert-butyl-cyclohexylmethyl)-2-hydroxy[1,4]naphthoquinone-1-oxime → 3-hydroxy-2-(trans-4-tert-butylcyclohexyl)methylnaphtho-1,4-quinone (86790-15-0,88426-33-9)

Guidance literature:

With phosphate buffer; liver microsomes from rats treated with dexamethasone; NADPH; magnesium chloride; In ethanol; water; at 37 ℃; for 24h; pH=7.4;

DOI:10.1016/j.bmc.2004.04.032

Reference yield:

2-(4-tert-Butyl-cyclohexylmethyl)-3-chloro-[1,4]naphthoquinone (344563-43-5) → 2-[trans-(4-t-butylcyclohexyl)methyl]-3-hydroxy-1,4-naphthoquinone (88426-33-9)

Guidance literature:

With water; In 1,2-dichloro-ethane; at 75 - 80 ℃; for 3h;

upstream raw materials:

2-(4-tert-Butyl-cyclohexylmethyl)-3-chloro-[1,4]naphthoquinone

2-chloro-1,4-naphthoquinone

1-trans-(4-t-butylcyclohexyl)-acetic acid

Refernces

• 1、 Maentylae, Antti,Rautio, Jarkko,Nevalainen, Tapio,Vepsaelainen, Jouko,Juvonen, Risto,Kendrick, Howard,Garnier, Tracy,Croft, Simon L.,Jaervinen, Tomi. "Synthesis and antileishmanial activity of novel buparvaquone oxime derivatives". . p. 3497 - 3502. Retrieved 2007/10/03.
• 2、 Hudson,Pether,Randall,et al.. "In vitro activity of 2-cycloalkyl-3-hydroxy-1,4-naphthoquinones against Theileria, Eimeria and Plasmodia species". . p. 271 - 275. Retrieved 2007/10/02.