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TILUDRONIC ACID, DISODIUM SALT

CAS No.
149845-07-8
Chemical Name:
TILUDRONIC ACID, DISODIUM SALT
Synonyms
SKELID;SR-41319B;SR 41319G;Unii-bh6m93cia0;Tiludrote disodium;DisodiuM Tiludronate;DisodiumTiludronate>TILUDRONIC ACID, DISODIUM SALT;Disodium (4-chlorophenylthio)methylenediphosphonate;(((4-chlorophenyl)thio)methylene)diphosphonic acid, sodium salt
CBNumber:
CB9288177
Molecular Formula:
C7H10ClNaO6P2S
Molecular Weight:
342.6
MDL Number:
MFCD04039691
MOL File:
149845-07-8.mol
MSDS File:
SDS
Last updated:2023-09-04 15:50:00

TILUDRONIC ACID, DISODIUM SALT Properties

Melting point >300°C
storage temp. -20°C Freezer
solubility Methanol (Slightly), Water (Slightly)
form Solid
color White to Off-White
Merck 14,9441
FDA UNII BH6M93CIA0

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS05
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P280-P305+P351+P338-P310-P264-P270-P301+P312-P330-P501
HS Code  2931.39.0030

TILUDRONIC ACID, DISODIUM SALT price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical D4167 Disodium Tiludronate >98.0%(HPLC) 149845-07-8 25mg $290 2024-03-01 Buy
TRC T441250 TiludronicAcidDisodiumSalt 149845-07-8 250mg $400 2021-12-16 Buy
Usbiological T5468 Tiludronic Acid, Disodium Salt 149845-07-8 100mg $432 2021-12-16 Buy
Biosynth Carbosynth FT28278 Tiludronic acid disodium salt 149845-07-8 250mg $625 2021-12-16 Buy
American Custom Chemicals Corporation API0004187 TILUDRONIC ACID DISODIUM SALT 95.00% 149845-07-8 100MG $727.65 2021-12-16 Buy
Product number Packaging Price Buy
D4167 25mg $290 Buy
T441250 250mg $400 Buy
T5468 100mg $432 Buy
FT28278 250mg $625 Buy
API0004187 100MG $727.65 Buy

TILUDRONIC ACID, DISODIUM SALT Chemical Properties,Uses,Production

Description

Tiludronate disodium, the first of the third generation of bisphosphonates, was introduced to the market in Switzerland for the treatment of Paget‘s disease. Bisphosphonates have high affinity for bone. When given orally, they are not metabolized but are absorbed, stored, preferentially localized to the skeleton where they inhibit bone resorption and therefore are useful in the treatment of diseases of high bone turnover such as Paget’s disease and hypercalcemia of malignancy. Mechanistically, tiludronate disodium is suggested to be a specific inhibitor of functioning osteoclasts through selective incorporation into the polarized osteoclastlike multinucleated cells and direct interference with the maintenance of the cytoskeletal structure. Tiludronate disodium is reportedly in clinical trials for osteoporosis in post-menopausal women.

Chemical Properties

Fine White to Off-White Crystalline Powder

Originator

Sanofi (France)

Uses

A biphosphonate bone resorption inhibitor.

Manufacturing Process

The 50% strength suspension of sodium hydride in oil is added, a little at a time to a solution of tetraisopropyl methylene-diphosphonate in dimethylformamide. After all has been added, the mixture is stirred, the 1-(4- chlorphenyl) disulfide is then added and the whole is heated at 25°C for 6 h. The mixture is evaporated to dryness in vacuo and residue is taken up in hexane. The solution is washed with water and dried. The solvent is evaporated to dryness and the residue is chromatographed on silica column, elution being carried out with a 98:2 (v/v) mixture of methylene chloride/methanol. The obtained 1-(4-chlorphenylthio)tetraisopropyl methylene-diphosphonate is then hydrolyzed with 12 N HCl for 18 h to give the 1-(4-chlorphenylthio)methylene-diphosphonic acid.
The 1-(4-chlorphenylthio)methylene-diphosphonic acid are dissolved in water, containing sodium hydroxide. The solution is filtered, the methanol are then added and the mixture is left to crystallize. The precipitate is filtered off and washed with methanol and dried at 80°C in vacuo and the disodium salt of 1- (4-chlorphenylthio)methylene-diphosphonic acid is thus obtained.

brand name

Skelid

Therapeutic Function

Bone calcium regulator

Biological Activity

Tiludronate (Tiludronic Acid) disodium is an orally active bisphosphonate that acts as a bone modulating agent. Tiludronate disodium for the study of metabolic bone diseases. Tiludronate disodium is a potent inhibitor of osteoclast vacuolar H(+)-ATPase.

in vitro

The ability of Tiludronate to inhibit proton transport is 5-fold higher in kidney-derived vesicles (IC 50 =1.1 mM) and 10,000-fold higher in vesicles derived from osteoclasts (IC 50 =466 nM). Tiludronate also potently inhibits proton transport in yeast microsomal preparations (IC 50 =3.5 microM) and inhibits 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.

in vivo

Tiludronate 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.

TILUDRONIC ACID, DISODIUM SALT Preparation Products And Raw materials

Global( 64)Suppliers
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76

TILUDRONIC ACID, DISODIUM SALT Spectrum

Disodium (4-chlorophenylthio)methylenediphosphonate SR-41319B SKELID TILUDRONIC ACID, DISODIUM SALT [[(4-CHLOROPHENYL)THIO]METHYLENE]BIPHOSPHONIC ACID, DISODIUM SALT [[(4-Chlorophenyl)thio]methylene]biphosphonicAcid,DisodiumSalt,SR-41319B,Skelid Unii-bh6m93cia0 DisodiuM Tiludronate SR 41319G DisodiumTiludronate> Tiludrote disodium Disodium [[(4-Chlorophenyl)thio]methylene]bis(hydrogenphosphonate) (((4-chlorophenyl)thio)methylene)diphosphonic acid, sodium salt 149845-07-8 C7H7ClNa2O6P2S Intermediates & Fine Chemicals Pharmaceuticals Phosphorylating and Phosphitylating Agents