32545-63-4

Usage

Uses

Used in Pharmaceutical Industry:
[(methylamino)methylene]bisphosphonic acid is used as an osteoporosis treatment for [postmenopausal women and men with osteoporosis] to [inhibit bone resorption and promote bone formation, preventing fractures and maintaining bone density].
Used in Treatment of Paget's Disease:
[(methylamino)methylene]bisphosphonic acid is used as a treatment for [Paget's disease of the bone] to [manage the condition and alleviate symptoms].
Used in Cancer Management:
[(methylamino)methylene]bisphosphonic acid is used as a management tool for [bone metastases in certain types of cancer] to [help control the spread of cancer to the bones and reduce related complications].

InChI:InChI=1/C2H9NO6P2/c1-3-2(10(4,5)6)11(7,8)9/h2-3H,1H3,(H2,4,5,6)(H2,7,8,9)

Upstream product

• 1477992-52-1 C₁₄H₄₁NO₆P₂Si₄ 
• 80475-00-9 tetraethyl N-methyl-1-aminomethylenebisphosphonate 
• 55422-13-4 {(Diethoxy-phosphoryl)-[(diethoxy-phosphoryl)-methyl-amino]-methyl}-phosphonic acid diethyl ester 

Relevant academic research and scientific papers

Synthesis of new types of aminomethylenediphosphorus-containing acids and their derivatives

Convenient methods for synthesis of various aminomethylenediphosphorus-containing acids and their derivatives starting from available trimethylsilyl esters of hypophosphorous and phosphorous acids, ethoxymethyleneimine hydrochlorides, and N-substituted formamides have been proposed. Selected properties of the obtained compounds have been examined.

Synthesis and reactivity of the new trimethylsilyl esters of aminomethylenebisorganophosphorus acids

The interaction of trimethylsilyl esters of trivalent organophosphorus acids containing PH and POSiMe3 fragments in the presence of trimethylsilyl trifluoromethanesulfonate as catalyst is proposed as a convenient method for the synthesis of new trimethylsilyl esters of aminomethylenebisorganophosphorus acids with three and four coordinated phosphorus. Also the new functionalized derivatives of the aminomethylenebisphosphinic acids with substituted hydroxymethyl moieties are synthesized, and some properties of the obtained compounds are presented.

PI-3 KINASE INHIBITOR PRODRUGS

The invention provides novel prodrugs of inhibitors of PI-3 kinase. The novel compounds are LY294002 and analogs thereof comprising a reversibly quaternized amine.

ORGANISCHE PHOSPHORVERBINDUNGEN 75. Herstellung und Eigenschaften von Aminomethylendiphosphinaten und -diphosphonaten, RR1NCH2(OR3>2 und Derivaten

Substituted aminomethylene-bis(phosphinates) are obtained in good yield by the interaction of substituted aminomethylenedichlorides with phosphonites or from the three component reaction consisting of a primary amine, orthoformates and the half-esters of phosphonous acids. 3-Methylpyridyl-2-aminomethylene-bis(O-ethyl-methylphosphinate) hydrolizes easily in water to give the corresponding acid in which neither of the nitrogen atoms is protonated, .Amino- and alkylamino-methylene-bis(phosphonates) are obtained, in high yield, by the hydrogenolytic debenzylation of the corresponding benzyl-derivatives, using Pd/C as a catalyst.Aminomethylene-bis(phosphonate), H2NCH2 (7) is a water-clear liquid which can be molecularly distilled, b.p. 125-127 deg/0.1 Torr., 31P +20.28 ppm, JPCH 20.5 Hz.On prolonged standing at 20 deg C it forms slowly a half-ester. 7 gives the typical reactions of a primary amine.Thus on treatment with dimethylformamid-dimethylacetal it yields a formamidine 10, with isocyanates it forms urea derivatives e.g. 11 and 12, and with aldehydes Schiff's bases are produced e.g. 13 to 18.The latter can be hydrogenated using Pt/C as catalyst to give monosubstituted aminomethylenediphosphonates e.g. 23 and 24.However on hydrogenation of 18 over Pt/C 7 was obtained.Thus 2-pyrrylmethyl represents a new, with H2/Pt/C, cleavageable group when bound to nitrogen.Acylation of 7 yields the corresponding acyl-derivatives, e.g. 19 and 20, and interaction with cyanamide produces guanidinomethylene-diphosphonate 21.