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1. (1-hydroxyethylene)diphosphonic Acid
2. (1-hydroxyethylene)diphosphonic Acid, Tetrapotassium Salt
3. 1 Hydroxyethane 1,1 Diphosphonate
4. 1 Hydroxyethylidene 1,1 Bisphosphonate
5. 1,1 Hydroxyethylenediphosphonate
6. 1,1-hydroxyethylenediphosphonate
7. 1-hydroxyethane-1,1-diphosphonate
8. 1-hydroxyethylene Diphosphonate, Disodium
9. 1-hydroxyethylidene-1,1-bisphosphonate
10. Dicalcium Ehdp
11. Dicalcium Etidronate
12. Didronel
13. Diphosphonate, Disodium 1-hydroxyethylene
14. Diphosphonic Acid, Hydroxyethylidene
15. Disodium 1 Hydroxyethylene Diphosphonate
16. Disodium 1-hydroxyethylene Diphosphonate
17. Disodium Etidronate
18. Ehdp
19. Ehdp, Dicalcium
20. Ethanehydroxydiphosphonate
21. Ethanehydroxyphosphate
22. Etidronate
23. Etidronate Disodium
24. Etidronate, Dicalcium
25. Etidronate, Disodium
26. Etidronate, Sodium
27. Etidronate, Tetrapotassium Salt
28. Hedp
29. Hedspa
30. Hydroxyethanediphosphonate
31. Hydroxyethylidene Diphosphonic Acid
32. Phosphonic Acid, (1-hydroxyethylidene)bis-, Disodium Salt
33. Salt Etidronate, Tetrapotassium
34. Sodium Etidronate
35. Tetrapotassium Salt Etidronate
36. Xidifon
37. Xidiphon
38. Xydiphone
1. 2809-21-4
2. Etidronate
3. 1-hydroxyethylidene-1,1-diphosphonic Acid
4. Hedp
5. Ehdp
6. Etidronsaeure
7. Acetodiphosphonic Acid
8. Hydroxyethanediphosphonic Acid
9. Turpinal Sl
10. Oxyethylidenediphosphonic Acid
11. Didronel
12. Dequest 2015
13. Dequest Z 010
14. Phosphonic Acid, (1-hydroxyethylidene)bis-
15. Acido Etidronico
16. Ferrofos 510
17. Acide Etidronique
18. 1-hydroxyethane-1,1-diphosphonate
19. 1-hydroxyethane-1,1-diphosphonic Acid
20. Diphosphonate (base)
21. (1-hydroxyethane-1,1-diyl)diphosphonic Acid
22. 1-hydroxyethanediphosphonic Acid
23. Dequest 2010
24. (1-hydroxyethylidene)diphosphonic Acid
25. 1-hydroxyethane-1,1-bisphosphonic Acid
26. Ethane-1-hydroxy-1,1-diphosphonic Acid
27. (hydroxyethylidene)diphosphonic Acid
28. Ethane-1-hydroxy-1,1-diphosphonate
29. (1-hydroxyethylene)diphosphonic Acid
30. Acide Etidronique [inn-french]
31. Acido Etidronico [inn-spanish]
32. Acidum Etidronicum [inn-latin]
33. 1,1,1-ethanetriol Diphosphonate
34. 1-hydroxyethylidene-1,1-bisphosphonate
35. 1-hydroxy-1,1-diphosphonoethane
36. (1-hydroxyethylidene)bis(phosphonic Acid)
37. Acidum Etidronicum
38. (1-hydroxyethylidene)bisphosphonic Acid
39. (1-hydroxyethane-1,1-diyl)bis(phosphonic Acid)
40. Hydroxyethane-1,1-diphosphonic Acid
41. 1000sl
42. (1-hydroxyethylidene)diphoshonic Acid
43. (1-hydroxy-1-phosphonoethyl)phosphonic Acid
44. Phosphonic Acid, (1-hydroxyethylidene)di-
45. (1-hydroxy-1-phosphono-ethyl)phosphonic Acid
46. Chembl871
47. Nsc-227995
48. M2f465roxu
49. Ethane-1-hydroxy-1,1-bisphosphonic Acid
50. Chebi:4907
51. 2809-21-4 (freeacid)
52. M05ba01
53. 1-hydroxyethane 1,1-diphosphonic Acid
54. (1-hydroxy-ethylidene)diphosphonic Acid
55. (1-hydroxyethan-1,1-diyl)bis(phosphonic Acid)
56. (1-hydroxy-1,1-ethanediyl)bis(phosphonic Acid)
57. Phosphonic Acid, P,p'-(1-hydroxyethylidene)bis-
58. Etidronic Acid [usan:inn:ban]
59. Rp 61
60. Smr000038750
61. 1-hydroxyethylidene-1,1-biphosphonate
62. Hsdb 5898
63. 1-hydroxyethylidenediphosphonic Acid
64. Ncgc00159352-02
65. Einecs 220-552-8
66. Mfcd00070585
67. Phosphonic Acid, 1-hydroxy-1,1-ethanediyl Ester
68. Unii-m2f465roxu
69. Nsc 227995
70. Brn 1789291
71. Etidronicacid
72. Etidronic Acid (usan/inn)
73. Etidronic-acid
74. (1-hydroxyethylidene)bisphosphonic Acid Monohydrate
75. 1-hydroxy Ethylidene
76. Ethane-1-hydroxy-1,1-bisphosphonate
77. Hdepa
78. Hedpa
79. Oedfk
80. Oedp
81. Etidronate (didronel)
82. 1-hydroxyethylidene-1,1-diphosphonicacid
83. Prestwick0_000863
84. Prestwick1_000863
85. Prestwick2_000863
86. Prestwick3_000863
87. Dsstox_cid_3028
88. Etidronate [vandf]
89. Ec 220-552-8
90. Dsstox_rid_76837
91. Etidronic Acid [mi]
92. Dsstox_gsid_23028
93. Schembl18607
94. Bspbio_000905
95. Etidronic Acid [inn]
96. 0-02-00-00171 (beilstein Handbook Reference)
97. Mls002207267
98. Mls002695948
99. Etidronic Acid [hsdb]
100. Etidronic Acid [inci]
101. Etidronic Acid [usan]
102. Spbio_002826
103. Bpbio1_000997
104. Gtpl7184
105. Etidronic Acid [mart.]
106. Dtxsid6023028
107. Etidronic Acid [who-dd]
108. Hms3604e03
109. Hy-b0302
110. Zinc3830813
111. Tox21_200417
112. Bbl028139
113. Bdbm50115102
114. Dl-390
115. Etidronic Acid 60% Aqueous Solution
116. Nsc227995
117. S1857
118. Stk721995
119. Akos005524039
120. Etidronic Acid, 60% Aqueous Solution
121. Ccg-266618
122. Db01077
123. Hydroxyethylidene-1,1-diphosphonic Acid
124. S12329
125. Ncgc00159352-04
126. Ncgc00159352-05
127. Ncgc00159352-06
128. Ncgc00257971-01
129. 1-hydroxyethane-1,1-diyldiphosphonic Acid
130. Cas-2809-21-4
131. 1-hydroxy Ethylidene-1,1-diphosphonic Acid
132. Ft-0607934
133. Ft-0668439
134. H0587
135. (1-hydroxy-1-phosphono-ethyl)-phosphonic Acid
136. A23202
137. C07736
138. D02373
139. J-504794
140. Q2758338
141. 1-hydroxy Ethylidene-1,1-diphosphonic Acid (powder)
142. (1-hydroxyethane-1,1-diyl)diphosphonic Acid Monohydrate
143. 1-hydroxyethylidenediphosphonic Acid 60% Aqueous Solution
144. 1-hydroxyethane-1,1,-diphosphonic Acid 60% Aqueous Solution
| Molecular Weight | 206.03 g/mol |
|---|---|
| Molecular Formula | C2H8O7P2 |
| XLogP3 | -3.7 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 2 |
| Exact Mass | 205.97452659 g/mol |
| Monoisotopic Mass | 205.97452659 g/mol |
| Topological Polar Surface Area | 135 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 211 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
| 1 of 2 | |
|---|---|
| Drug Name | Didronel |
| PubMed Health | Etidronate (By mouth) |
| Drug Classes | Calcium Regulator |
| Active Ingredient | Etidronate disodium |
| Dosage Form | Tablet |
| Route | Oral |
| Strength | 200mg; 400mg |
| Market Status | Prescription |
| Company | Procter And Gamble |
| 2 of 2 | |
|---|---|
| Drug Name | Didronel |
| PubMed Health | Etidronate (By mouth) |
| Drug Classes | Calcium Regulator |
| Active Ingredient | Etidronate disodium |
| Dosage Form | Tablet |
| Route | Oral |
| Strength | 200mg; 400mg |
| Market Status | Prescription |
| Company | Procter And Gamble |
Chelating Agents
National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)
EXPTL USE: 1-HYDROXYETHANE-1,1-DIPHOSPHONIC ACID, DICHLOROMETHANEDIPHOSPHONIC ACID OR THEIR SALTS OR ESTERS REDUCED THE INCIDENCE OF TUMOR CELL METASTASIS IN BONE IN HUMANS.
HEDGLIN WL, MARTODAM RR; ALKANEDIPHOSPHONATE INHIBITORS OF TUMOR CELL METASTASIS; BELG PATENT NUMBER 890453 3/22/82 (PROCTER AND GAMBLE CO)
BONE SCANNING AGENT WHEN LABELED WITH (99M)TECHNETIUM
CITRIN DL; TOXICITY OF HEDP IN HUMANS; J NUCL MED 17(5) 417 (1976)
CHELATING AGENT; CALCIUM REGULATING AGENT IN HUMAN MEDICINE
SRI
MEDICATION (VET): 1-HYDROXYETHANE-1,1-DIPHOSPHONIC ACID, DICHLOROMETHANEDIPHOSPHONIC ACID OR THEIR SALTS OR ESTERS REDUCED THE INCIDENCE OF TUMOR CELL METASTASIS IN BONE IN ANIMALS.
HEDGLIN WL, MARTODAM RR; ALKANEDIPHOSPHONATE INHIBITORS OF TUMOR CELL METASTASIS; BELG PATENT NUMBER 890453 3/22/82 (PROCTER AND GAMBLE CO)
Etidronate 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.
FDA Label
Etidronic acid is a first generation bisphosphonate that inhibits the action of osteoclasts, preventing bone resporption. It has a wide therapeutic index as overdoses are not associated with severe toxicity and a long duration of action as it slowly releases from the bone. Patients should be counselled regarding the risk of upper gastrointestinal adverse reactions.
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.)
M - Musculo-skeletal system
M05 - Drugs for treatment of bone diseases
M05B - Drugs affecting bone structure and mineralization
M05BA - Bisphosphonates
M05BA01 - Etidronic acid
Absorption
Etidronic acid has an oral bioavailability of 1-10%. Further data regarding pharmacokinetics of etidronic acid are not readily available.
Route of Elimination
Absorbed etidronic acid is eliminated in the urine, while the unabsorbed drug is eliminated in the feces.
Volume of Distribution
Etidronic acid has a volume of distribution of 0.3-1.3L/kg.
Clearance
Etidronic acid has a renal clearance of 0.09L/kg/h.
THE DISTRIBUTION OF TECHNETIUM-99M HEDP IN NORMAL HUMAN ORGANS WAS MEASURED.
GROSSMAN LW ET AL; MEASUREMENTS OF THE DISTRIBUTION OF TECHNETIUM-99M SULFUR COLLOID AND TECHNETIUM-99M HEDP IN NORMAL HUMANS; MED PHYS 10(1) 79 (1983)
THE BONE-SEEKING AGENT (99M)TC-SN-1-HYDROXYETHYLIDENE-1,1-DIPHOSPHONIC ACID UNEXPECTEDLY BINDS TO PARTICLES OF HUMAN ARTICULAR CARTILAGE AS WELL AS CORTICAL BONE IN VITRO. MECHANISMS ADDITIONAL TO THE SIMPLE IONIC ATTRACTION BETWEEN THE PHOSPHONATE GROUPS OF HEDP & METAL CATIONS SUCH AS CA2+ ARE RESPONSIBLE FOR THE UPTAKE OF (99M)TC-HEDP BY BODY TISSUES.
EVANS CH, MEARS DC; BINDING OF THE BONE-SEEKING AGENT 99MTC-1-HYDROXYETHYLIDENE-1,1-DIPHOSPHONIC ACID TO CARTILAGE AND COLLAGEN IN VITRO AND ITS STIMULATION BY ERBIUM(3+) ION AND LOW PH; CALCIF TISSUE INT 32(2) 91 (1980)
THE AFFINITY CONSTANT WHICH CHARACTERIZES THE BINDING OF (99)TC-HYDROXYETHYLENE DIPHOSPHONATE (TC-HEDP) WITH HUMAN SERUM ALBUMIN WAS 7.8X10+4. A SINGLE SLOPE WAS OBTAINED.
DEWANJEE MK ET AL; AFFINITY CONSTANTS OF TECHNETIUM-99-PERTECHNETATE AND TECHNETIUM-CHELATES WITH HUMAN SERUM ALBUMIN; RADIOPHARM 2 (PROC INT SYMP, 2ND) 435 (1979)
Etidronic acid is not metabolized _in vivo_
The half life of etidronate is approximately 1-6 hours.
Bisphosphonates are taken into the bone where they bind to hydroxyapatite. Bone resorption by osteoclasts causes local acidification, releasing the bisphosphonate, which is taken into the osteoclast by fluid-phase endocytosis. Endocytic vesicles become acidified, releasing bisphosphonates into the cytosol of osteoclasts where they act. Osteoclasts mediate resorption of bone. When osteoclasts bind to bone they form podosomes, ring structures of F-actin. Disruption of the podosomes causes osteoclasts to detach from bones, preventing bone resorption. First generation bisphosphonates closely mimic the structure of pyrophosphate, which can be incorporated into ATP anologues that cannot be hydrolyzed, disrupting all ATP mediated actions of osteoclasts.
MALE RATS WERE INJECTED WITH VEHICLE (CONTROL GROUP), 0.4 OR 4.0 MG/KG/DAY OF ETHANE-1-HYDROXY-1,1-DIPHOSPHONATE (EHDP). AFTER 6 DAYS OF EHDP TREATMENT ALL RATS RECEIVED 6 SC INJECTIONS OF (3)H-THYMIDINE AT 8 HR INTERVALS. AFTER 6 DAYS OF EHDP PRE-TREATMENT THE MULTIPLE LABELING INDEX OF OSTEOPROGENITOR CELLS WAS REDUCED WITH 4.0 MG/KG/DAY DOSE OF EHDP. EHDP CAUSED INCR IN RATE OF INCORP & ACCUM OF (3)H-THYMIDINE NUCLEI IN OSTEOCLASTS. EHDP CAUSES AN ACCELERATED RATE OF OSTEOCLAST PRODN FROM PRECURSOR CELLS IN SPITE OF ITS ABILITY TO SLOW BONE RESORPTION.
MILLER SC ET AL; ETHANE-1-HYDROXY-1,1-DIPHOSPHONATE (EHDP) EFFECTS ON INCORPORATION AND ACCUMULATION OF OSTEOCLAST NUCLEI; CALCIF TISSUE RES 22(3) 243 (1977)
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