Etidronic acid
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MedKoo CAT#: 317854

CAS#: 2809-21-4 (freeacid)

Description: Etidronic acid is a bisphosphonate used in detergents, water treatment, cosmetics and pharmaceutical treatment. An etidronate is a salt of etidronic acid, abbreviated MnHEDP (M: is a cation, n: number of M maximum 4).

Chemical Structure

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Etidronic acid
CAS# 2809-21-4 (freeacid)
Instruction

Theoretical Analysis

MedKoo Cat#: 317854
Name: Etidronic acid
CAS#: 2809-21-4 (freeacid)
Chemical Formula: C2H8O7P2
Exact Mass: 205.97
Molecular Weight: 206.028
Elemental Analysis: C, 11.66; H, 3.91; O, 54.36; P, 30.07

Price and Availability

Size Price Availability Quantity
1g USD 250 2 Weeks
5g USD 450 2 weeks
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Related CAS #: 25211-86-3 (hydrate)   2809-21-4 (freeacid)   7414-83-7 (disodium),  

Synonym: Etidronic acid, 1-hydroxyethane 1,1-diphosphonic acid (HEDP), Dicalcium Etidronate, Didronel

IUPAC/Chemical Name: (1-hydroxyethan-1,1-diyl)bis(phosphonic acid)

InChi Key: DBVJJBKOTRCVKF-UHFFFAOYSA-N

InChi Code: InChI=1S/C2H8O7P2/c1-2(3,10(4,5)6)11(7,8)9/h3H,1H3,(H2,4,5,6)(H2,7,8,9)

SMILES Code: CC(P(O)(O)=O)(P(O)(O)=O)O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 206.03 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Kuruvilla A, Jaganath BM, Krishnegowda SC, Ramachandra PK, Johns DA, Abraham A. A comparative evaluation of smear layer removal by using edta, etidronic acid, and maleic acid as root canal irrigants: An in vitro scanning electron microscopic study. J Conserv Dent. 2015 May-Jun;18(3):247-51. doi: 10.4103/0972-0707.157266. PubMed PMID: 26069414; PubMed Central PMCID: PMC4450534.

2: Arias-Moliz MT, Ordinola-Zapata R, Baca P, Ruiz-Linares M, Ferrer-Luque CM. Antimicrobial activity of a sodium hypochlorite/etidronic acid irrigant solution. J Endod. 2014 Dec;40(12):1999-2002. doi: 10.1016/j.joen.2014.07.031. Epub 2014 Sep 26. PubMed PMID: 25266466.

3: Turhanen PA, Weisell J, Vepsäläinen JJ. Preparation of mixed trialkyl alkylcarbonate derivatives of etidronic acid via an unusual route. Beilstein J Org Chem. 2012;8:2019-24. doi: 10.3762/bjoc.8.228. Epub 2012 Nov 20. PubMed PMID: 23209537; PubMed Central PMCID: PMC3511037.

4: Paqué F, Rechenberg DK, Zehnder M. Reduction of hard-tissue debris accumulation during rotary root canal instrumentation by etidronic acid in a sodium hypochlorite irrigant. J Endod. 2012 May;38(5):692-5. doi: 10.1016/j.joen.2011.12.019. Epub 2012 Jan 23. PubMed PMID: 22515905.

5: Zhou Y, Beyene D, Zhang R, Kassa A, Ashayeri E, Sridhar R. Cytotoxicity of etidronic acid to human breast cancer cells. Ethn Dis. 2008 Spring;18(2 Suppl 2):S2-87-92. PubMed PMID: 18646327.

6: Shi FN, Cunha-Silva L, Ferreira RA, Mafra L, Trindade T, Carlos LD, Paz FA, Rocha J. Interconvertable modular framework and layered lanthanide(III)-etidronic acid coordination polymers. J Am Chem Soc. 2008 Jan 9;130(1):150-67. Epub 2007 Dec 13. PubMed PMID: 18076163.

7: Mizuno M, Kashima N, Kato K, Ito A, Matsuo S. Improvement in Discomfort and Decreased Blood Flow Associated with Severe Arterial Wall Calcification following Etidronic Acid. Clin Drug Investig. 2004;24(6):365-71. PubMed PMID: 17516723.

8: Ariyoshi T, Eishi K, Sakamoto I, Matsukuma S, Odate T. Effect of etidronic acid on arterial calcification in dialysis patients. Clin Drug Investig. 2006;26(4):215-22. PubMed PMID: 17163254.

9: Etidronic acid and steroid therapy: new indication. No proven impact on fractures. Prescrire Int. 1999 Aug;8(42):111-2. PubMed PMID: 11503828.

10: Tymen H, Hoffschir D, Gerasimo P, Marty JP. [Efficiency of etidronic acid in the case of cutaneous radiocontamination by actinid elements: in vitro evaluation]. Ann Pharm Fr. 2000 Dec;58(6):405-13. French. PubMed PMID: 11148375.

11: Niemi R, Turhanen P, Vepsäläinen J, Taipale H, Järvinen T. Bisphosphonate prodrugs: synthesis and in vitro evaluation of alkyl and acyloxymethyl esters of etidronic acid as bioreversible prodrugs of etidronate. Eur J Pharm Sci. 2000 Aug;11(2):173-80. PubMed PMID: 10915965.

12: Dunn CJ, Fitton A, Sorkin EM. Etidronic acid. A review of its pharmacological properties and therapeutic efficacy in resorptive bone disease. Drugs Aging. 1994 Dec;5(6):446-74. Review. PubMed PMID: 7858370.

13: Carrière EG, Koopmans PP, van Bronswijk H, Lekkerkerker JF. [Didrokit (etidronic acid-calcium carbonate) for the treatment of postmenopausal osteoporosis improperly recorded?]. Ned Tijdschr Geneeskd. 1994 Sep 10;138(37):1880-1. Dutch. PubMed PMID: 7935928.

14: Harris ST. [Didrokit (etidronic acid-calcium carbonate) in the treatment of postmenopausal osteoporosis improperly recorded?]. Ned Tijdschr Geneeskd. 1994 Sep 10;138(37):1879-80; author reply 1880-1. Dutch. PubMed PMID: 7935927.

15: Loeliger EA. [Didrokit (etidronic acid-calcium carbonate) for the treatment of postmenopausal osteoporosis recorded improperly?]. Ned Tijdschr Geneeskd. 1994 Jul 2;138(27):1377-8. Dutch. PubMed PMID: 8035897.

16: Eyres KS, Marshall P, McCloskey E, Douglas DL, Kanis JA. Spontaneous fractures in a patient treated with low doses of etidronic acid (disodium etidronate). Drug Saf. 1992 Mar-Apr;7(2):162-5. PubMed PMID: 1605902.

17: Laroche M, Arlet P, Mazières B, Arlet J. [Efficacy of oral etidronic acid on pain and hypocalciuria in myeloma]. Presse Med. 1989 Sep 16;18(28):1391. French. PubMed PMID: 2529509.

18: Holz G, Delling G, Ziegler R. [Etidronic acid therapy in Paget's disease of bone]. Dtsch Med Wochenschr. 1983 Dec 23;108(51-52):1954-8. German. PubMed PMID: 6418505.