124351-86-6

Basic information

• Product Name: [(cyclooctylamino)methanediyl]bis(phosphonic acid)
• CAS NO: 124351-86-6
• Molecular Formula: C₉H₂₁NO₆P₂
• Molecular Weight: 301.2137
• Mol File: 124351-86-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 568.8°C at 760 mmHg
• Flash Point: 297.8°C
• Density: 1.43g/cm³
• Vapor Pressure: 2E-14mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: [(cyclooctylamino)methanediyl]bis(phosphonic acid)(CAS DataBase Reference)
• NIST Chemistry Reference: [(cyclooctylamino)methanediyl]bis(phosphonic acid)(124351-86-6)
• EPA Substance Registry System: [(cyclooctylamino)methanediyl]bis(phosphonic acid)(124351-86-6)

Safety Data

• Hazardous Substances Data: 124351-86-6(Hazardous Substances Data)

Usage

Description

[(Cyclooctylamino)methanediyl]bis(phosphonic acid) is an organophosphorus compound characterized by the presence of two phosphonic acid groups connected to a cyclooctylamine moiety. [(cyclooctylamino)methanediyl]bis(phosphonic acid) is recognized for its high stability and effectiveness in binding with metal ions, which contributes to its widespread use in various industrial applications.

Uses

Used in Water Treatment:
[(Cyclooctylamino)methanediyl]bis(phosphonic acid) is used as a chelating agent for the purpose of sequestering metal ions, which helps in preventing scale formation, corrosion, and fouling in water treatment systems.
Used in Metal Cleaning:
In the metal cleaning industry, [(cyclooctylamino)methanediyl]bis(phosphonic acid) is utilized as a corrosion inhibitor. Its ability to bind metal ions aids in protecting metal surfaces from corrosion during the cleaning process.
Used in Oil Drilling:
[(cyclooctylamino)methanediyl]bis(phosphonic acid) is also employed in the oil drilling sector as a chelating agent. It helps in the removal of metal ions and prevents scaling, which can cause blockages and reduce the efficiency of oil extraction operations.
Used in Pharmaceutical Production:
[(Cyclooctylamino)methanediyl]bis(phosphonic acid) is used as a chelating agent in the production of pharmaceuticals. Its complexing properties are beneficial for the synthesis of various drug compounds.
Used in Agricultural Chemicals:
In the agricultural chemicals industry, [(cyclooctylamino)methanediyl]bis(phosphonic acid) is utilized for its chelating capabilities, which are essential in the formulation of certain agrochemical products.
Environmental and Health Impact:
There is ongoing research focused on understanding the environmental and health impact of [(cyclooctylamino)methanediyl]bis(phosphonic acid), particularly concerning its persistence in the environment and potential toxicity. This is crucial for assessing the long-term sustainability and safety of using this compound in various applications.

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.

Studies on novel bone resorption inhibitors. I. Synthesis and pharmacological activities of aminomethylenebisphosphonate derivatives

A series of aminomethylenebisphosphonate derivatives was synthesized and evaluated for their antiresorptive activities using a parathyroid hormone (PTH)-induced hypercalcemia model in rats (PIH model). Among these compounds, (cycloheptylamino)methylenebis(phosphonic acid) (3j) was finally selected for further investigation, proving 10-fold as potent as pamidronate in the PIH model and an immobilization bone atrophy model in rats (DA model). The structure-activity relationships of this series of bisphosphonates are discussed.