[3-Amino-1-hydroxy-1-[hydroxy(oxido)phosphoryl]propyl]-hydroxyphosphinate
PubChem CID
10236235
Structure
Molecular Formula
Synonyms
- Aredia
- PAMIDRONATE DISODIUM
- Sodium;(3-amino-1-hydroxy-1-phosphonopropyl)phosphonic acid
- [3-amino-1-hydroxy-1-[hydroxy(oxido)phosphoryl]propyl]-hydroxyphosphinate
- NSC720699
Molecular Weight
258.06 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Parent Compound
Component Compounds
Dates
- Create:2006-10-25
- Modify:2025-01-18
Description
Pamidronate Disodium is the disodium salt of the synthetic bisphosphonate pamidronate. Although its mechanism of action is not completely understood, pamidronate appears to adsorb to calcium phosphate crystals in bone, blocking their dissolution by inhibiting osteoclast-mediated bone resorption. This agent does not inhibit bone mineralization and formation.
An aminobisphosphonate that inhibits BONE RESORPTION and is used for the treatment of osteolytic lesions, bone pain, and severe HYPERCALCEMIA associated with malignancies.
See also: Pamidronate Disodium (annotation moved to).
Chemical Structure Depiction
3D Conformer of Parent
sodium;(3-amino-1-hydroxy-1-phosphonopropyl)phosphonic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
InChI=1S/C3H11NO7P2.Na/c4-2-1-3(5,12(6,7)8)13(9,10)11;/h5H,1-2,4H2,(H2,6,7,8)(H2,9,10,11);/q;+1
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
AFICAMMULQSNNG-UHFFFAOYSA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
C(CN)C(O)(P(=O)(O)O)P(=O)(O)O.[Na+]
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C3H11NNaO7P2+
Computed by PubChem 2.2 (PubChem release 2024.11.20)
57248-88-1
- (3-amino-1-hydroxypropylidene)-1,1-biphosphonate
- 1 Hydroxy 3 aminopropane 1,1 diphosphonic acid
- 1-hydroxy-3-aminopropane-1,1-diphosphonic acid
- AHPrBP
- amidronate
- Amino 1 hydroxypropane 1,1 diphosphonate
- amino-1-hydroxypropane-1,1-diphosphonate
- aminohydroxypropylidene diphosphonate
- aminopropanehydroxydiphosphonate
- Aredia
- pamidronate
- pamidronate calcium
- pamidronate disodium
- pamidronate monosodium
- Pamidronic Acid
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
258.06 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
257.99084497 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
257.99084497 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
161 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
14
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
1
Reference
Computed by PubChem
Property Name
Complexity
Property Value
243
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
2
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Human drug -> Prescription; Discontinued
Human drug -> Prescription; Discontinued; Active ingredient (PAMIDRONATE DISODIUM)
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
Pamidronate Disodium (annotation moved to)
Drug and label
Active ingredient and drug
Drug Name
Brand Name(s)
Aredia
FDA Approved
Yes
Drug Use
Pamidronate disodium is approved to be given with chemotherapy to treat bone damage caused by:
• breast cancer that has spread to bone
• multiple myeloma that has spread to bone
Pamidronate disodium is also approved to treat:
• hypercalcemia (high blood levels of calcium) caused by malignant cancer
Pamidronate disodium is also being studied in the treatment of other types of cancer.
Bone Density Conservation Agents
Agents that inhibit BONE RESORPTION and/or favor BONE MINERALIZATION and BONE REGENERATION. They are used to heal BONE FRACTURES and to treat METABOLIC BONE DISEASES such as OSTEOPOROSIS. (See all compounds classified as Bone Density Conservation Agents.)
Non-Proprietary Name
PAMIDRONATE DISODIUM
Pharmacological Classes
Bisphosphonate [EPC]; Diphosphonates [CS]
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
- ClinicalTrials.govLICENSEThe ClinicalTrials.gov data carry an international copyright outside the United States and its Territories or Possessions. Some ClinicalTrials.gov data may be subject to the copyright of third parties; you should consult these entities for any additional terms of use.https://clinicaltrials.gov/ct2/about-site/terms-conditions#Use
- DailyMed
- Drugs@FDALICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingPAMIDRONATE DISODIUMhttps://www.accessdata.fda.gov/scripts/cder/daf/
- DTP/NCILICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuse
- FDA Orange BookLICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- National Drug Code (NDC) DirectoryLICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- NCI Cancer DrugsAredia (Pamidronate Disodium)https://www.cancer.gov/about-cancer/treatment/drugs/pamidronatedisodium
- NCI Thesaurus (NCIt)LICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuse
- NIPH Clinical Trials Search of Japan
- NLM RxNorm TerminologyLICENSEThe RxNorm Terminology is created by the National Library of Medicine (NLM) and is in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from NLM. Credit to the U.S. National Library of Medicine as the source is appreciated but not required. The full RxNorm dataset requires a free license.https://www.nlm.nih.gov/research/umls/rxnorm/docs/termsofservice.htmlpamidronate disodiumhttps://rxnav.nlm.nih.gov/id/rxnorm/105443
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlPamidronatehttps://www.ncbi.nlm.nih.gov/mesh/2027960Bone Density Conservation Agentshttps://www.ncbi.nlm.nih.gov/mesh/68050071
- PubChem
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