911

(1-hydroxyethane-1,1-diyl)bis(phosphonic acid)

Created:2011-06-10
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count19
Chiral Atom Count0
Bond Count18
Aromatic Bond Count0
2D diagram of 911
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Chemical Component Summary

Name(1-hydroxyethane-1,1-diyl)bis(phosphonic acid)
SynonymsEtidronic acid
Systematic Name (OpenEye OEToolkits)(1-oxidanyl-1-phosphono-ethyl)phosphonic acid
FormulaC2 H8 O7 P2
Molecular Weight206.028
TypeNON-POLYMER

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs12.01O=P(O)(O)C(O)(C)P(=O)(O)O
SMILESCACTVS3.370CC(O)([P](O)(O)=O)[P](O)(O)=O
SMILESOpenEye OEToolkits1.7.2CC(O)(P(=O)(O)O)P(=O)(O)O
Canonical SMILESCACTVS3.370 CC(O)([P](O)(O)=O)[P](O)(O)=O
Canonical SMILESOpenEye OEToolkits1.7.2 CC(O)(P(=O)(O)O)P(=O)(O)O
InChIInChI1.03 InChI=1S/C2H8O7P2/c1-2(3,10(4,5)6)11(7,8)9/h3H,1H3,(H2,4,5,6)(H2,7,8,9)
InChIKeyInChI1.03 DBVJJBKOTRCVKF-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank IDDB01077 
NameEtidronic acid
Groups approved
DescriptionEtidronic acid is a first generation bisphosphonate similar to [clodronic acid] and [tiludronic acid].[A203111] These drugs were developed to mimic the action of pyrophosphate, a regulator of calcification and decalcification.[A1923] Etidronate’s use has decreased over the years in favor of the third generation, nitrogen containing bisphosphonate [zoledronic acid], [ibandronic acid], [minodronic acid], and [risedronic acid].[A203111] Etidronic acid was granted FDA approval on 1 September 1977.[L13901]
Synonyms
  • 1-Hydroxyethane-1,1-bisphosphonic acid
  • Oxyethylidenediphosphonic acid
  • 1-Hydroxyethylidene-1,1-diphosphonic acid
  • 1-Hydroxyethane-1,1-diphosphonate
  • 1-Hydroxyethylidene-1,1-bisphosphonate
Brand Names
  • Etidronate Disodium
  • Didronel Tab 200mg
  • Didrocal
  • Act Etidronate
  • Etidronate
IndicationEtidronate is indicated to treat Paget's disease of bone, as well as the treatment and prevention of heterotropic ossification after total hip replacement of spinal cord injury.[L13901]
Categories
  • Bisphosphonates
  • Bone Density Conservation Agents
  • Drugs Affecting Bone Structure and Mineralization
  • Drugs for Treatment of Bone Diseases
  • Musculo-Skeletal System
ATC-Code
  • M05BB01
  • M05BA01
CAS number2809-21-4

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
NameTarget SequencePharmacological ActionActions
Hydroxylapatite-unknownantagonist
Receptor-type tyrosine-protein phosphatase SMAPTWGPGMVSVVGPMGLLVVLLVGGCAAEEPPRFIKEPKDQIGVSGGVA...unknowninhibitor
V-type proton ATPase catalytic subunit AMDFSKLPKILDEDKESTFGYVHGVSGPVVTACDMAGAAMYELVRVGHSEL...unknowninhibitor
ADP/ATP translocase 1MGDHAWSFLKDFLAGGVAAAVSKTAVAPIERVKLLLQVQHASKQISAEKQ...unknowninhibitor
ADP/ATP translocase 2MTDAAVSFAKDFLAGGVAAAISKTAVAPIERVKLLLQVQHASKQITADKQ...unknowninhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 3305
ChEMBL CHEMBL871
ChEBI CHEBI:4907
CCDC/CSD ETHDPH01, FUHMAZ, ETHDPH, FUHLEC, FUHLEC01, FUHMED