53019-19-5

Usage

Chemical class

Phosphonates

Common use

Chelating agent in industrial applications

Industrial applications

Water treatment, metal ion sequestration

Structure

Hydroxy group and two phosphonate groups attached to an octane chain

Stability

Excellent stability in a wide range of pH and temperature conditions

Aqueous systems

Suitable for use in various aqueous systems

Chelating properties

Effectively bind and remove metal ions

Preventative effects

Prevent scale formation and corrosion in industrial equipment

Versatility

Versatile chemical compound

Effectiveness

Effective in various industrial applications

InChI:InChI=1/C8H20O7P2/c1-2-3-4-5-6-7-8(9,16(10,11)12)17(13,14)15/h9H,2-7H2,1H3,(H2,10,11,12)(H2,13,14,15)

Upstream product

• 111-64-8 n-octanoic acid chloride 
• 10294-56-1 phosphorous acid 
• 124-07-2 Octanoic acid 

Relevant academic research and scientific papers

Bisphosphonates as inhibitors of acid sphingomyelinase

The present invention refers to bisphosphonate and phosphonate/phosphate compounds of Formulae I and II and its use as inhibitors of aSMase enzyme activity.

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.

Bisphosphonates derived from fatty acids are potent growth inhibitors of Trypanosoma cruzi

We have investigated the effect of a series of bisphosphonates derived from fatty acids against Trypanosoma cruzi proliferation in in vitro assays. Some of these drugs proved to be potent inhibitors against the intracellular form of the parasite exhibiting IC50 values at the low micromolar level. As bisphosphonates are FDA clinically approved for treatment of bone resorption, their potential innocuousness makes them good candidates to control tropical diseases.

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.

Method for preparing oligomeric ester chain condensates of substituted 1-hydroxy-1,1-diphosphonic acid

A method is disclosed for preparing organo-phosphorous compounds which are oligomeric ester condensates of alkyl-1-hydroxy-1,1-diphosphonic acid.

Oligomeric ester chain condensates of substituted 1-hydroxy-1,1-diphosphonic acid

Phosphonic acid ester condensate oligomers are disclosed which are oligomeric ester condensates of alkyl-1-hydroxy-1,1-diphosphonic acid having the formula: STR1 where R1 and R2 each represent a group having the formula Cx H2x+1, where x is from 6 to 13; Y is STR2 or hydrogen; M is a water soluble cation such as Na, K or NH4, and n is 1 or greater. The use of these materials as reverse emulsion breakers is also disclosed, as is a method for their preparation.