86-78-2

Basic information

• Product Name: pentaquine
• Synonyms: pentaquine;5-[(6-methoxyquinolin-8-yl)amino]pentyl-propan-2-yl-azanium;dihydroxy-oxido-oxo-phosphorane;N-(6-Methoxy-8-quinolinyl)-N'-(1-methylethyl)-1,5-pentanediamine;N-(6-Methoxy-8-quinolinyl)-N'-isopropyl-1,5-pentanediamine;1,5-Pentanediamine, N-(6-methoxy-8-quinolinyl)-N'-(1-methylethyl)-;5428-64-8 (Phosphate[1:1]);Ccris 6978
• CAS NO: 86-78-2
• Molecular Formula: C₁₈H₂₇N₃O
• Molecular Weight: 301.43
• Mol File: 86-78-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 442.55°C (rough estimate)
• Flash Point: 239.7°C
• Appearance: /
• Density: 1.0656 (rough estimate)
• Vapor Pressure: 4.17E-09mmHg at 25°C
• Refractive Index: 1.5785 (estimate)
• CAS DataBase Reference: pentaquine(CAS DataBase Reference)
• NIST Chemistry Reference: pentaquine(86-78-2)
• EPA Substance Registry System: pentaquine(86-78-2)

Safety Data

• RIDADR: 1544
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 86-78-2(Hazardous Substances Data)

Usage

General Description

Pentaquine, also known as 8-(4-amino-1-methylbutylamino)-6-methoxyquinoline, is a chemical compound primarily recognized for its use in medical applications, particularly in malaria treatment. It belongs to the aminoquinoline class of drugs and is closely related to other malaria medications like primaquine and tafenoquine. The chemical formula of pentaquine is C15H24N2O, it possesses therapeutic potential against different forms of malaria, including those resistant to other medications. However, pentaquine usage can lead to adverse side effects and is contraindicated in certain situations, such as in individuals with G6PD deficiency due to the risk of hemolysis. It's crucial to administer it under medical supervision to ensure safe and effective treatment.

InChI:InChI=1/C18H27N3O/c1-14(2)19-9-5-4-6-10-20-17-13-16(22-3)12-15-8-7-11-21-18(15)17/h7-8,11-14,19-20H,4-6,9-10H2,1-3H3

Upstream product

• 90-52-8 6-methoxyquinolin-8-amine 
• 162713-20-4 5-isopropylamino-1-chloro-pentane 
• 688299-11-8 (5-bromo-pentyl)-isopropyl-amine 
• 6334-95-8 (5-bromo-pentyl)-isopropyl-amine; hydrobromide 
• 860198-21-6 (5-chloro-pentyl)-(6-methoxy-[8]quinolyl)-amine 
• 75-31-0 isopropylamine 
• 82350-99-0 AO-295/15484070 
• 67-64-1 acetone 
• 7732-18-5 water 
• 85-81-4 6-methoxy-8-nitroquinoline 
• 4280-28-8 3,4-dinitroanisole 
• 6623-94-5 N-[5-(6-methoxy-[8]quinolylamino)-pentyl]-phthalimide 
• 1061702-76-8 5-(6-methoxyquinolin-8-ylamino)pentanenitrile 
• 96-96-8 4-methoxy-2-nitroaniline 

Downstream Products

• 7467-66-5 N-(5-chloro-6-methoxy-[8]quinolyl)-N'-isopropyl-pentanediyldiamine 
• 199383-92-1 N-(5-Bromo-6-methoxy-quinolin-8-yl)-N'-isopropyl-pentane-1,5-diamine 
• 63680-72-8 N-isopropyl-N'-(6-methoxy-1,2,3,4-tetrahydro-[8]quinolyl)-pentanediyldiamine 
• 35868-49-6 8-(5-isopropylamino-pentylamino)-quinolin-6-ol 

Relevant articles and documents

Discovery of aminoquinolines as a new class of potent inhibitors of heat shock protein 90 (Hsp90): Synthesis, biology, and molecular modeling

The molecular chaperone Hsp90 plays important roles in maintaining malignant phenotypes. Recent studies suggest that Hsp90 exerts high-affinity interactions with multiple oncoproteins, which are essential for the growth of tumor cells. As a result, research has focused on finding Hsp90 probes as potential and selective anticancer agents. In a high-throughput screening exercise, we identified quinoline 7 as a moderate inhibitor of Hsp90. Further hit identification, SAR studies, and biological investigation revealed several synthetic analogs in this series with micromolar activities in both fluorescent polarization (FP) assay and a cell-based Western blot (WB) assay. These compounds represent a new class of Hsp90 inhibitors with simple chemical structures.