2809-24-7

Basic information

• Product Name: (1-HYDROXY-1-PHOSPHONO)HEXADECYLPHOSPHONIC ACID
• Synonyms: (1-HYDROXY-1-PHOSPHONO)HEXADECYLPHOSPHONIC ACID
• CAS NO: 2809-24-7
• Molecular Formula: C16H36O7P2
• Molecular Weight: 402.4
• Mol File: 2809-24-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 596.6°Cat760mmHg
• Flash Point: 314.6°C
• Appearance: /
• Density: 1.224g/cm³
• Vapor Pressure: 1.01E-16mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: (1-HYDROXY-1-PHOSPHONO)HEXADECYLPHOSPHONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (1-HYDROXY-1-PHOSPHONO)HEXADECYLPHOSPHONIC ACID(2809-24-7)
• EPA Substance Registry System: (1-HYDROXY-1-PHOSPHONO)HEXADECYLPHOSPHONIC ACID(2809-24-7)

Safety Data

• Hazardous Substances Data: 2809-24-7(Hazardous Substances Data)

Usage

General Description

(1-Hydroxy-1-phosphono)hexadecylphosphonic acid, also known as HHPA, is a chemical compound typically used as a corrosion inhibitor in industrial water treatment systems. It is a phosphonate-based compound that contains a hydroxy and phosphono functional group, as well as a long alkyl chain. HHPA has the ability to chelate metal ions and form protective film on metal surfaces, thereby preventing corrosion. It is also used as a dispersing agent and scale inhibitor in water treatment processes. Additionally, HHPA has potential applications in the fields of medicine and agriculture, as it exhibits antimicrobial and herbicidal properties.

InChI:InChI=1/C16H36O7P2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17,24(18,19)20)25(21,22)23/h17H,2-15H2,1H3,(H2,18,19,20)(H2,21,22,23)

Upstream product

• 112-67-4 n-hexadecanoyl chloride 
• 57-10-3 1-hexadecylcarboxylic acid 

Relevant articles and documents

Effects of Bisphosphonates on the Growth of Entamoeba histolytica and Plasmodium Species in Vitro and in Vivo

The effects of a series of 102 bisphosphonates on the inhibition of growth of Entamoeba histolytica and Plasmodium falciparum in vitro have been determined, and selected compounds were further investigated for their in vivo activity. Forty-seven compounds tested were active (IC50 50 ～ 4-9 μM) were nitrogen-containing bisphosphonates with relatively large aromatic side chains. Simple n-alkyl-1-hydroxy-1,1-bisphosphonates, known inhibitors of the enzyme farnesylpyrophosphate (FPP) synthase, were also active, with optimal activity being found with C9-C10 side chains. However, numerous other nitrogen-containing bisphosphonates known to be potent FPP synthase inhibitors, such as risedronate or pamidronate, had little or no activity. Several pyridine-derived bisphosphonates were quite active (IC50 ～ 10-20 μM), and this activity was shown to correlate with the basicity of the aromatic group, with activity decreasing with increasing pKa values. The activities of all compounds were tested versus a human nasopharyngeal carcinoma (KB) cell line to enable an estimate of the therapeutic index (TI). Five bisphosphonates were selected and then screened for their ability to delay the development of amebic liver abscess formation in an E. histolytica infected hamster model. Two compounds were found to decrease liver abscess formation at 10 mg/kg ip with little or no effect on normal liver mass. With P. falciparum, 35 compounds had IC50 values 50 values around 1 μM. Five compounds were again selected for in vivo investigation in a Plasmodium berghei ANKA BALB/c mouse suppressive test. The most active compound, a C9 n-alkyl side chain containing bisphosphonate, caused an 80% reduction in parasitemia with no overt toxicity. Taken together, these results show that bisphosphonates appear to be useful lead compounds for the development of novel antiamebic and antimalarial drugs.

PHOSPHONYLATION BY TETRAPHOSPHORUS HEXOXIDE

The general usefulness of P4O6 as starting material for the preparation of inorganic and organic phosphorus compounds is demonstrated by reactions of P4O6 with nucleophilic and electrophilic compounds.