Bulaquine

Base Information

• Chemical Name: Bulaquine
• CAS No.: 79781-00-3
• Deprecated CAS: 223661-25-4
• Molecular Formula: C₂₁H₂₇N₃O₃
• Molecular Weight: 369.464
• UNII: TSQ6U39Q3G
• Wikidata: Q27290262
• NCI Thesaurus Code: C75997
• ChEMBL ID: CHEMBL3770139
• Mol file: 79781-00-3.mol

Synonyms:bulaquine;CDRI 80-53;N'-(3-acetyl-4,5-dihydro-2-furanyl)-N(4)-(6-methoxy-8-quinolyl)-1,4-pentanediamine

Chemical Property of Bulaquine

Chemical Property:

• Vapor Pressure: 3.85E-15mmHg at 25°C
• Boiling Point: 616.7°C at 760 mmHg
• PKA: 5.60±0.20(Predicted)
• Flash Point: 326.8°C
• Density: 1.197g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 369.20524173
• Heavy Atom Count: 27
• Complexity: 537

Purity/Quality:

99%, ^*data from raw suppliers

Bulaquine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCNC(=C1CCOC1=O)C)NC2=C3C(=CC(=C2)OC)C=CC=N3
• Isomeric SMILES: CC(CCCN/C(=C\1/CCOC1=O)/C)NC2=C3C(=CC(=C2)OC)C=CC=N3
• Description: Bulaquine is a derivative of primaquine that was introduced in India in combination with chloroquine as a treatment against malaria. The compound is prepared by condensation of primaquine with 3-acetyl-y-butyrolactone in presence of a catalytic amount of base. Bulaquine kills the latent tissue stage (hypnozoites) of the parasite Plasmodium vivax accumulated in the liver and responsible for relapses. Its efficient anti-relapse activity was demonstrated against sporozoite induced Plasmodium cynomolgi infection in rhesus monkey. Bulaquine is safer than primaquine, the preceding candidate against malaria relapse. Although it is stable at pH 7-8, bulaquine is hydrolyzed to primaquine under acidic conditions.
• Uses: Bulaquine is anti-malarial drug.

Technology Process of Bulaquine

There total 1 articles about Bulaquine 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:

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7,594837-91-9,98634-97-0,313643-49-1) + 6-Methoxy-8-(1'-methyl-4'-aminobutyl)-aminoquinoline → 1-{2-[4-(6-Methoxy-quinolin-8-ylamino)-pentylamino]-4,5-dihydro-furan-3-yl}-ethanone (79781-00-3)

Guidance literature:

upstream raw materials:

3-acetyl-2-oxo-4,5-dihydrofuran

Refernces