CAS 89987-06-4|Tiludronic acid

Introduction:Basic information about CAS 89987-06-4|Tiludronic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTiludronic acid
CAS Number89987-06-4Molecular Weight318.61
Density1.82g/cm3Boiling Point600.7ºC at 760 mmHg
Molecular FormulaC7H9ClO6P2SMelting Point/
MSDS/Flash Point317.1ºC

Names

Name[(4-chlorophenyl)sulfanyl-phosphonomethyl]phosphonic acid
SynonymMore Synonyms

Tiludronic acid BiologicalActivity

DescriptionTiludronate (Tiludronic Acid), an orally active bisphosphonate, can act an osteoregulator. Tiludronate is used for the research of the metabolic bone disorders. Tiludronate is a potent inhibitor of the osteoclast vacuolar H(+)-ATPase. Antiresorptive and anti-inflammatory properties[1][2][3][4].
Related CatalogResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Membrane Transporter/Ion Channel >>Proton Pump
In VitroThe ability of Tiludronate to inhibit proton transport is 5-fold higher in kidney-derived vesicles (IC50=1.1 mM) and 10,000-fold higher in vesicles derived from osteoclasts (IC50=466 nM). Tiludronate also potently inhibited proton transport in yeast microsomal preparations (IC50=3.5 microM) and inhibited the activity of purified yeast V-ATPase. The inhibition of the osteoclast V-ATPase-mediated proton transport by Tiludronate is rapid, pH-dependent, and reversible[3].
In VivoTiludronate exerts a dose-dependent inhibitory activity on bone resorption. Tiludronate could act on mature osteoclasts by reducing their capacity to secrete proton into the resorption space and also by favoring their detachment from the bone matrix. Tiludronate is also tested in other models of osteoporosis. In the castrated male rat model, Tiludronate (5-200 mg/kg; p.o.) prevents the decrease in the skeletal mass, assessed physically by measuring the bone weight and density or chemically by determining the calcium and phosphate content[3].
References

[1]. Reginster JY, et al. Prevention of postmenopausal bone loss by tiludronate. Lancet. 1989;2(8678-8679):1469-1471.

[2]. Nunes NLT, et al. Effects of local administration of tiludronic acid on experimental periodontitis in diabetic rats. J Periodontol. 2018;89(1):105-116.

[3]. Bonjour JP, et al. Tiludronate: bone pharmacology and safety. Bone. 1995;17(5 Suppl):473S-477S.

[4]. David P, et al. The bisphosphonate tiludronate is a potent inhibitor of the osteoclast vacuolar H(+)-ATPase. J Bone Miner Res. 1996;11(10):1498-1507.

Chemical & Physical Properties

Density1.82g/cm3
Boiling Point600.7ºC at 760 mmHg
Molecular FormulaC7H9ClO6P2S
Molecular Weight318.61
Flash Point317.1ºC
Exact Mass317.92800
PSA159.98000
LogP2.07110
Index of Refraction1.652
InChIKeyDKJJVAGXPKPDRL-UHFFFAOYSA-N
SMILESO=P(O)(O)C(Sc1ccc(Cl)cc1)P(=O)(O)O

Synonyms

Acide tiludronique
Acido tiludronico
Acidum tiludronicum [INN-Latin]
Tiludronate
Tiludronic Acid
Acido tiludronico [INN-Spanish]
Acide tiludronique [INN-French]
Acidum tiludronicum
UNII-6PNS59HP4Y
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