Details
Stereochemistry | ACHIRAL |
Molecular Formula | C7H10NO7P2.Na.H2O |
Molecular Weight | 323.1094 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.[Na+].OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)([O-])=O
InChI
InChIKey=KLQNARDFMJRXSF-UHFFFAOYSA-M
InChI=1S/C7H11NO7P2.Na.H2O/c9-7(16(10,11)12,17(13,14)15)4-6-2-1-3-8-5-6;;/h1-3,5,9H,4H2,(H2,10,11,12)(H2,13,14,15);;1H2/q;+1;/p-1
DescriptionCurator's Comment: description was created based on several sources, including:
https://www.drugs.com/mtm/risedronate.html
http://www.wikidoc.org/index.php/Risedronate
http://www.rxlist.com/actonel-drug.htm
Curator's Comment: description was created based on several sources, including:
https://www.drugs.com/mtm/risedronate.html
http://www.wikidoc.org/index.php/Risedronate
http://www.rxlist.com/actonel-drug.htm
Risedronic acid is a pyridinyl bisphosphonate that inhibits osteoclast-mediated bone resorption and modulates bone metabolism. The action of risedronate on bone tissue is based partly on its affinity for hydroxyapatite, which is part of the mineral matrix of bone. Risedronate also targets farnesyl pyrophosphate (FPP) synthase. It is FDA approved for the treatment of postmenopausal osteoporosis, osteoporosis in men, glucocorticoid-induced osteoporosis and Paget’s disease. Calcium, antacids, or oral medications containing divalent cations interfere with the absorption of Risedronic acid. Common adverse reactions include rash, abdominal pain, constipation, diarrhea, indigestion, nausea, backache, urinary tract infectious disease and influenza-like illness.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Hydroxyapatite crystals Sources: https://www.ncbi.nlm.nih.gov/pubmed/25568655 |
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Target ID: CHEMBL1782 |
3.9 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | ACTONEL Approved UseACTONEL is indicated for the treatment and prevention of osteoporosis and Paget’s disease of bone in men and women. Launch Date1998 |
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Primary | ACTONEL Approved UseACTONEL is indicated for the treatment and prevention of glucocorticoid-induced osteoporosis in men and women who are either initiating or continuing systemic glucocorticoid treatment (daily dosage of ≥ 7.5 mg prednisone or equivalent) for chronic diseases. Launch Date1998 |
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Primary | ACTONEL Approved UseACTONEL is indicated for treatment of Paget’s disease of bone in men and women. Launch Date1998 |
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Primary | ACTONEL Approved UseACTONEL is indicated for treatment to increase bone mass in men with osteoporosis. Launch Date1998 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2.05 ng/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/14999521 |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
RISEDRONATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
6.49 ng × h/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/14999521 |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
RISEDRONATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.61 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/14999521 |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
RISEDRONATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Doses
Dose | Population | Adverse events |
---|---|---|
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.362 |
unhealthy, 41.6±15.7 n = 60 Health Status: unhealthy Condition: Glucocorticoid-induced bone mineral density loss prevention Age Group: 41.6±15.7 Sex: M+F Population Size: 60 Sources: Page: p.362 |
Disc. AE: Skin rash, Gastrointestinal upset... AEs leading to discontinuation/dose reduction: Skin rash (1.7%) Sources: Page: p.362Gastrointestinal upset (1.7%) |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.9 |
unhealthy, 50 - 86 n = 613 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 86 Sex: F Population Size: 613 Sources: Page: p.9 |
Disc. AE: Diarrhea... AEs leading to discontinuation/dose reduction: Diarrhea (0.3%) Sources: Page: p.9 |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.9 |
unhealthy, 50 - 86 n = 616 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 86 Sex: F Population Size: 616 Sources: Page: p.9 |
Disc. AE: Vomiting... AEs leading to discontinuation/dose reduction: Vomiting (0.2%) Sources: Page: p.9 |
75 mg 1 times / day multiple, oral Recommended Dose: 75 mg, 1 times / day Route: oral Route: multiple Dose: 75 mg, 1 times / day Sources: Page: p.9 |
unhealthy, 50 - 86 n = 616 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 86 Sex: F Population Size: 616 Sources: Page: p.9 |
Disc. AE: Vomiting, Diarrhea... AEs leading to discontinuation/dose reduction: Vomiting (1%) Sources: Page: p.9Diarrhea (1%) |
150 mg 1 times / month multiple, oral Recommended Dose: 150 mg, 1 times / month Route: oral Route: multiple Dose: 150 mg, 1 times / month Sources: Page: p.10 |
unhealthy, 50 - 88 n = 650 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 88 Sex: F Population Size: 650 Sources: Page: p.10 |
Disc. AE: Abdominal pain upper, Diarrhea... AEs leading to discontinuation/dose reduction: Abdominal pain upper (2.5%) Sources: Page: p.10Diarrhea (0.8%) Vomiting (0.3%) |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.10 |
unhealthy, 50 - 88 n = 642 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 88 Sex: F Population Size: 642 Sources: Page: p.10 |
Disc. AE: Abdominal pain upper, Vomiting... AEs leading to discontinuation/dose reduction: Abdominal pain upper (1.4%) Sources: Page: p.10Vomiting (0.3%) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Gastrointestinal upset | 1.7% Disc. AE |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.362 |
unhealthy, 41.6±15.7 n = 60 Health Status: unhealthy Condition: Glucocorticoid-induced bone mineral density loss prevention Age Group: 41.6±15.7 Sex: M+F Population Size: 60 Sources: Page: p.362 |
Skin rash | 1.7% Disc. AE |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.362 |
unhealthy, 41.6±15.7 n = 60 Health Status: unhealthy Condition: Glucocorticoid-induced bone mineral density loss prevention Age Group: 41.6±15.7 Sex: M+F Population Size: 60 Sources: Page: p.362 |
Diarrhea | 0.3% Disc. AE |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.9 |
unhealthy, 50 - 86 n = 613 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 86 Sex: F Population Size: 613 Sources: Page: p.9 |
Vomiting | 0.2% Disc. AE |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.9 |
unhealthy, 50 - 86 n = 616 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 86 Sex: F Population Size: 616 Sources: Page: p.9 |
Diarrhea | 1% Disc. AE |
75 mg 1 times / day multiple, oral Recommended Dose: 75 mg, 1 times / day Route: oral Route: multiple Dose: 75 mg, 1 times / day Sources: Page: p.9 |
unhealthy, 50 - 86 n = 616 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 86 Sex: F Population Size: 616 Sources: Page: p.9 |
Vomiting | 1% Disc. AE |
75 mg 1 times / day multiple, oral Recommended Dose: 75 mg, 1 times / day Route: oral Route: multiple Dose: 75 mg, 1 times / day Sources: Page: p.9 |
unhealthy, 50 - 86 n = 616 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 86 Sex: F Population Size: 616 Sources: Page: p.9 |
Vomiting | 0.3% Disc. AE |
150 mg 1 times / month multiple, oral Recommended Dose: 150 mg, 1 times / month Route: oral Route: multiple Dose: 150 mg, 1 times / month Sources: Page: p.10 |
unhealthy, 50 - 88 n = 650 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 88 Sex: F Population Size: 650 Sources: Page: p.10 |
Diarrhea | 0.8% Disc. AE |
150 mg 1 times / month multiple, oral Recommended Dose: 150 mg, 1 times / month Route: oral Route: multiple Dose: 150 mg, 1 times / month Sources: Page: p.10 |
unhealthy, 50 - 88 n = 650 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 88 Sex: F Population Size: 650 Sources: Page: p.10 |
Abdominal pain upper | 2.5% Disc. AE |
150 mg 1 times / month multiple, oral Recommended Dose: 150 mg, 1 times / month Route: oral Route: multiple Dose: 150 mg, 1 times / month Sources: Page: p.10 |
unhealthy, 50 - 88 n = 650 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 88 Sex: F Population Size: 650 Sources: Page: p.10 |
Vomiting | 0.3% Disc. AE |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.10 |
unhealthy, 50 - 88 n = 642 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 88 Sex: F Population Size: 642 Sources: Page: p.10 |
Abdominal pain upper | 1.4% Disc. AE |
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.10 |
unhealthy, 50 - 88 n = 642 Health Status: unhealthy Condition: Postmenopausal osteoporosis Age Group: 50 - 88 Sex: F Population Size: 642 Sources: Page: p.10 |
PubMed
Title | Date | PubMed |
---|---|---|
Osteoporosis in children and adolescent girls: case report of idiopathic juvenile osteoporosis and review of the literature. | 2001 Aug |
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Risedronate for the prevention and treatment of postmenopausal osteoporosis: results from recent clinical trials. | 2001 Dec |
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Risedronate pharmacokinetics and intra- and inter-subject variability upon single-dose intravenous and oral administration. | 2001 Feb |
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Nitrogen-bisphosphonates block retinoblastoma phosphorylation and cell growth by inhibiting the cholesterol biosynthetic pathway in a keratinocyte model for esophageal irritation. | 2001 Feb |
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Effect of risedronate on the risk of hip fracture in elderly women. Hip Intervention Program Study Group. | 2001 Feb 1 |
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Risedronate: a clinical review. | 2001 Feb 12 |
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Effect of high doses of oral risedronate (20 mg/day) on serum parathyroid hormone levels and urinary collagen cross-link excretion in postmenopausal women with spinal osteoporosis. | 2001 Jan |
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(31)P NMR of apicomplexans and the effects of risedronate on Cryptosporidium parvum growth. | 2001 Jun 15 |
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Evidence-based medicine: putting theory into practice. | 2001 Mar |
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Bisphosphonates inhibit the growth of Trypanosoma brucei, Trypanosoma cruzi, Leishmania donovani, Toxoplasma gondii, and Plasmodium falciparum: a potential route to chemotherapy. | 2001 Mar 15 |
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The effect of risedronate on the risk of hip fracture in elderly women. | 2001 May 31 |
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The effect of risedronate on the risk of hip fracture in elderly women. | 2001 May 31 |
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The effect of risedronate on the risk of hip fracture in elderly women. | 2001 May 31 |
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Role of alendronate and risedronate in preventing and treating osteoporosis. | 2001 Nov |
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A method to assess the proportion of treatment effect explained by a surrogate endpoint. | 2001 Nov 15 |
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Alendronate for the treatment of osteoporosis in men. | 2001 Oct |
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Maintenance of cancellous bone in ovariectomized, human parathyroid hormone [hPTH(1-84)]-treated rats by estrogen, risedronate, or reduced hPTH. | 2001 Oct |
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Bisphosphonates for osteoporosis. | 2001 Sep |
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Vgamma2Vdelta2 T-cell receptor-mediated recognition of aminobisphosphonates. | 2001 Sep 1 |
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Direct effects of bisphosphonates on breast cancer cells. | 2002 |
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[When osteoporosis first manifests itself. Without therapy the next fracture threatens]. | 2002 Apr 4 |
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The efficacy and tolerability of risedronate once a week for the treatment of postmenopausal osteoporosis. | 2002 Aug |
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Risedronate preserves trabecular architecture and increases bone strength in vertebra of ovariectomized minipigs as measured by three-dimensional microcomputed tomography. | 2002 Jul |
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Activity of bisphosphonates against Trypanosoma brucei rhodesiense. | 2002 Jul 4 |
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Treatment of postmenopausal osteoporosis. | 2002 Jun 8 |
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Gateways to clinical trials. | 2002 May |
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Risedronate: a new oral bisphosphonate. | 2002 May |
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The potential of parathyroid hormone as a therapy for osteoporosis. | 2002 May-Jun |
Patents
Sample Use Guides
Treatment of Postmenopausal Osteoporosis: 5 mg daily, 35 mg once-a-week, 75 mg two consecutive days each month, 150 mg once-a-month.
Prevention of Postmenopausal Osteoporosis: 5 mg daily, 35 mg once-a-week.
Men with Osteoporosis: 35 mg once-a-week.
Glucocorticoid-Induced Osteoporosis: 5 mg daily.
Paget’s Disease: 30 mg daily for 2 month.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21357292
The antimalarial activities of risedronate, one of the most potent bisphosphonates clinically used to treat bone resorption diseases, against blood stages of Plasmodium falciparum (50% inhibitory concentration [IC50] of 20.3±1.0 μM).
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ACTIVE MOIETY
SUBSTANCE RECORD