Clodronic acid

• Catalog Number: ACM10596233
• Product Name: Clodronic acid
• CAS: 10596-23-3
• Category: Main Products
• Synonyms: CLODRONIC ACID;Disodium diphosphonate;Clodronic;(Dichloromethylene)bis(phosphonic acid);ARC-69931;Dichloromethylenebis(phosphonic acid);Dichloromethylenebisphosphonic acid;Aids071014
• IUPAC Name: [dichloro(phosphono)methyl]phosphonicacid
• Molecular Weight: 244.89
• Molecular Formula: CH₄Cl₂O₆P₂
• Canonical SMILES: C(P(=O)(O)O)(P(=O)(O)O)(Cl)Cl
• InChI Key: ACSIXWWBWUQEHA-UHFFFAOYSA-N
• Boiling Point: 474.7ºC at 760mmHg
• Flash Point: 240.9ºC
• Density: 2.306g/cm³
• EC Number: 234-212-1
• Exact Mass: 243.88600

Custom Q&A

What is the molecular formula of clodronic acid?

The molecular formula of clodronic acid is CH4Cl2O6P2.

What is the molecular weight of clodronic acid?

The molecular weight of clodronic acid is 244.89 g/mol.

What are the synonyms of clodronic acid?

The synonyms of clodronic acid include Clodronate, 10596-23-3, (Dichloromethylene)diphosphonic acid, and Clodronsaeure.

What is the role of clodronic acid?

Clodronic acid has a role as a bone density conservation agent and an antineoplastic agent. It inhibits bone resorption and soft tissue calcification and is used in the treatment of severe hypercalcaemia associated with malignancy, as well as in the management of osteolytic lesions and bone pain associated with skeletal metastases.

How does clodronic acid exert its cytotoxic effect on osteoclasts?

Although the exact mechanism is not fully elucidated, clodronic acid is metabolized intracellularly to a toxic beta-gamma-methylene analog of adenosine triphosphate (ATP), AppCCl2p. The ATP analog competitively inhibits ADP/ATP translocase, thereby interfering with mitochondrial membrane potential and cellular energy metabolism. This may cause osteoclast apoptosis and, eventually, inhibiting osteoclast-mediated bone resorption.

Is clodronic acid FDA approved?

No, clodronic acid is not FDA approved. However, it is approved in Canada.

What generation of bisphosphonates does clodronic acid belong to?

Clodronic acid is a first-generation bisphosphonate.

What is the IUPAC name of clodronic acid?

The IUPAC name of clodronic acid is [dichloro(phosphono)methyl]phosphonic acid.

What is the Canonical SMILES of clodronic acid?

The Canonical SMILES of clodronic acid is C(P(=O)(O)O)(P(=O)(O)O)(Cl)Cl.

What is the CAS number of clodronic acid?

The CAS number of clodronic acid is 10596-23-3.

Case Study

The Use of Clodronic Acid in Osteoporosis

Frediani B, et al. Clinical drug investigation, 2009, 29, 359-379.

Clodronic acid is a halogenated, nonnitrogen-containing bisphosphonate that has shown antiresorptive efficacy in a variety of diseases associated with excessive bone resorption. These include Paget's disease, hypercalcemia of malignancy, osteolytic bone metastases, and primary hyperparathyroidism. In addition, clodronate has been shown to be effective in preventing and treating osteoporosis, especially in postmenopausal women. A review of studies evaluated the various formulations of clodronate available in Europe, their pharmacological properties, and their efficacy and tolerability in the treatment and prevention of osteoporosis. It should be noted that this article cannot serve as medication guidance.
Pharmacological properties of clodronic acid
· Many molecules based on the P-C-P bond structure have been synthesized, and their structural variability is reflected in pharmacological and toxicological differences. Clodronic acid appears to inhibit bone resorption through induction of osteoclast apoptosis.
· In vitro, animal and clinical studies have indicated anti-inflammatory effects of non-nitrogen- containing bisphosphonates. It has been shown antiinflammatory effects of clodronic acid in vivo and in vitro.
· The clinical results pointing to an anti-inflammatory effect of clodronic acid, with beneficial effects of the drug on pain and inflammation having been noted in a variety of studies in patients with arthritic and other bone disorders and diseases.