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(1-phosphono-2-pyridin-2-ylethyl)phosphonic acid

(1-phosphono-2-pyridin-2-ylethyl)phosphonic acid structure

(1-phosphono-2-pyridin-2-ylethyl)phosphonic acid 

structure
  • CAS No:

    75755-07-6

  • Formula:

    C7H11NO6P2

  • Chemical Name:

    (1-phosphono-2-pyridin-2-ylethyl)phosphonic acid

  • Synonyms:

    Piridronic acid; UNII-ADD4H8T3K9; Acido piridronico; Acide piridronique; Acidum piridronicum;

  • Categories:

    Organic Chemistry  >  Phosphines

Description

Piridronic Acid is a synthetic pyridinyl bisphosphonate with anti-resorptive activity. Although the exact mechanism of action has yet to be fully elucidated, piridronic acid likely binds to hydroxyapatite crystals in the bone matrix and inhibits farnesyl pyrophosphate synthase, an enzyme that plays an important role in the mevalonate pathway. This inhibits the formation of isoprenoid metabolites that are substrates for protein prenylation. This prevents farnesylation and geranylgeranylation of proteins essential for osteoclast function, leading to the induction of apoptosis and eventually, osteoclast-cell death. By preventing osteoclast-mediated bone resorption, piridronic acid decreases bone turnover and stabilizes the bone matrix.

(1-phosphono-2-pyridin-2-ylethyl)phosphonic acid Basic Attributes

267.11300

267.00616107 g/mol

ADD4H8T3K9

DTXSID50226652

C66420

Characteristics

147.57000

0.30560

1.732g/cm3

629.3ºC at 760 mmHg

334.4ºC

1.614

Drug Information

2-(2-pyridyl)ethylidine-1,1-bisphosphonate

Computed Properties

Molecular Weight:267.11
XLogP3:-2.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:267.00616107
Monoisotopic Mass:267.00616107
Topological Polar Surface Area:128
Heavy Atom Count:16
Complexity:301
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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