Etidronic acid

Structural formula
General
Surname	Etidronic acid
other names	HEDP 1-hydroxyethane-1,1-diphosphonic acid Etidronate
Molecular formula	C 2 H 8 O 7 P 2
Brief description	white, odorless powder
External identifiers / databases
CAS number 2809-21-4 25211-86-3 (monohydrate) EC number 220-552-8 ECHA InfoCard 100.018.684 PubChem 3305 DrugBank DB01077 Wikidata Q2758338
properties
Molar mass	206.03 g mol −1
Physical state	firmly
Melting point	103-105 ° C
solubility	soluble in water
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 290-302-318 P: 280-305 + 351 + 338
Toxicological data	49 mg kg −1 ( LD 50 ,  mouse ,  iv )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Etidronic acid or etidronate is a chemical compound from the group of bisphosphonates . Etidronic acid was patented by Procter & Gamble in 1968 . It was used as a drug against bone loss. The disodium salt is used in medicines.

presentation

Etidronic acid can be prepared by reacting phosphorus trichloride with acetic acid in the presence of a tertiary amine .

The reaction of a mixture of acetic acid / acetic anhydride and phosphonic acid is also possible .

properties

Etidronic acid is a tetrabasic acid with the pKa values ​​1.35 ± 0.08; 2.87; 7.03 ± 0.01; 11.3. Their refractive index is 1.44–1.46.

use

Etidronic acid was marketed in Germany until August 2008 under the name Didronel as a drug against bone loss in Paget's disease . Etidronate is also used in detergents to soften water .

safety instructions

The compound is flammable and hazardous to water. As with all bisphosphonates, side effects can occur.

See also : "Side effects" in the article bisphosphonates

Individual evidence

1. ↑ ^{a b} Entry on Etidronat in Pharmawiki , accessed on January 16, 2016.
2. ↑ ^{a b c d e} Entry on etidronic acid in the GESTIS substance database of the IFA , accessed on January 16, 2016(JavaScript required) .
3. ↑ ^{a b c d e f g} Entry on etidronic acid. In: Römpp Online . Georg Thieme Verlag, accessed on June 30, 2019.
4. ↑ Datasheet Etidronic acid, 60% aqueous solution from Sigma-Aldrich , accessed on January 18, 2016 ( PDF ).
5. ↑ External identifiers or database links for etidronate disodium salt : CAS number: 7414-83-7, EC number: 231-025-7, ECHA InfoCard: 100.028.205 , PubChem : 23894 , ChemSpider : 22339 , DrugBank : DB01077 , Wikidata : Q27106537 .
6. ↑ Entry on 1-HYDROXY-1,1-DIPHOSPHONOETHANE in the Hazardous Substances Data Bank , accessed on August 4, 2018.
7. ↑ Entry on Etidronic acid in the DrugBank of the University of Alberta , accessed on January 16, 2016.