Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | 2C7H10NO7P2.2Na.5H2O |
| Molecular Weight | 700.2646 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.O.O.O.[Na+].[Na+].OC(CC1=CC=CN=C1)(P(O)(O)=O)P(O)([O-])=O.OC(CC2=CC=CN=C2)(P(O)(O)=O)P(O)([O-])=O
InChI
InChIKey=HYFDYHPNTXOPPO-UHFFFAOYSA-L
InChI=1S/2C7H11NO7P2.2Na.5H2O/c2*9-7(16(10,11)12,17(13,14)15)4-6-2-1-3-8-5-6;;;;;;;/h2*1-3,5,9H,4H2,(H2,10,11,12)(H2,13,14,15);;;5*1H2/q;;2*+1;;;;;/p-2
| Molecular Formula | H2O |
| Molecular Weight | 18.0153 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C7H10NO7P2 |
| Molecular Weight | 282.1043 |
| Charge | -1 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
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 |
|||
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 |
|||
| 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 |
|||
| Primary | ACTONEL Approved UseACTONEL is indicated for treatment of Paget’s disease of bone in men and women. Launch Date1998 |
|||
| 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 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| The efficacy and tolerability of risedronate once a week for the treatment of postmenopausal osteoporosis. | 2002-08 |
|
| Activity of bisphosphonates against Trypanosoma brucei rhodesiense. | 2002-07-04 |
|
| Bone quality: getting closer to a definition. | 2002-07 |
|
| Risedronate preserves trabecular architecture and increases bone strength in vertebra of ovariectomized minipigs as measured by three-dimensional microcomputed tomography. | 2002-07 |
|
| Sequential treatment with basic fibroblast growth factor and PTH is more efficacious than treatment with PTH alone for increasing vertebral bone mass and strength in osteopenic ovariectomized rats. | 2002-07 |
|
| The potential of parathyroid hormone as a therapy for osteoporosis. | 2002-06-26 |
|
| Treatment of postmenopausal osteoporosis. | 2002-06-08 |
|
| Do bisphosphonates reduce the risk of osteoporotic fractures? An evaluation of the evidence to date. | 2002-05-28 |
|
| Osteoporosis in men. | 2002-05-25 |
|
| The bisphosphonate zoledronic acid impairs Ras membrane [correction of impairs membrane] localisation and induces cytochrome c release in breast cancer cells. | 2002-05-06 |
|
| Gateways to clinical trials. | 2002-05 |
|
| Risedronate: a new oral bisphosphonate. | 2002-05 |
|
| The cost utility of bisphosphonate treatment in established osteoporosis. | 2002-05 |
|
| [Episcleritis secondary to risedronate]. | 2002-04-27 |
|
| [When osteoporosis first manifests itself. Without therapy the next fracture threatens]. | 2002-04-04 |
|
| [Osteoporosis - Evidence based therapy]. | 2002-04 |
|
| Risedronate for the prevention of fractures in postmenopausal osteoporosis. | 2002-04 |
|
| [Risedronate, a new diphosphonate in osteoporosis and Paget's disease]. | 2002-03-02 |
|
| [Risedronate: clinical usage]. | 2002-03 |
|
| Risedronate for the prevention and treatment of corticosteroid-induced osteoporosis. | 2002-03 |
|
| Upper gastrointestinal tract safety of risedronate: a pooled analysis of 9 clinical trials. | 2002-03 |
|
| Antiresorptive treatment of postmenopausal osteoporosis: comparison of study designs and outcomes in large clinical trials with fracture as an endpoint. | 2002-02 |
|
| Risedronate treatment and extended fracture protection in postmenopausal women. | 2002-01-17 |
|
| Medical treatment of osteoporosis--increasing options. | 2002-01 |
|
| Therapies to improve bone mineral density and reduce the risk of fracture: clinical trial results. | 2002-01 |
|
| Risedronate reduces the risk of first vertebral fracture in osteoporotic women. | 2002 |
|
| The underuse of therapy in the secondary prevention of hip fractures. | 2002 |
|
| Actions of bisphosphonates in animal models of breast cancer. | 2002 |
|
| Development of bisphosphonates. | 2002 |
|
| Direct effects of bisphosphonates on breast cancer cells. | 2002 |
|
| Effect of vitamin D on bone mineral density of elderly patients with osteoporosis responding poorly to bisphosphonates. | 2002 |
|
| [Therapy of osteoporosis. Risk factors alone are not an indication]. | 2001-12-06 |
|
| Risedronate for the prevention and treatment of postmenopausal osteoporosis: results from recent clinical trials. | 2001-12 |
|
| Bisphosphonates for the treatment of postmenopausal osteoporosis: clinical studies of etidronate and alendronate. | 2001-12 |
|
| Review of risedronate in the treatment of osteoporosis. | 2001-12 |
|
| Anabolic agents for treating postmenopausal osteoporosis. | 2001-12 |
|
| Inhibition of bone resorption by alendronate and risedronate does not require osteoclast apoptosis. | 2001-12 |
|
| [Economic aspects of osteoporosis therapy. What does a prevented fracture cost?]. | 2001-11-22 |
|
| A method to assess the proportion of treatment effect explained by a surrogate endpoint. | 2001-11-15 |
|
| [Alternatives to hormonal treatment for the prevention of postmenopausal osteoporosis: the bisphosphonates]. | 2001-11 |
|
| Bisphosphonate treatment suppresses not only stochastic remodeling but also the targeted repair of microdamage. | 2001-11 |
|
| The role of serial bone mineral density testing for osteoporosis. | 2001-11 |
|
| Role of alendronate and risedronate in preventing and treating osteoporosis. | 2001-11 |
|
| [Osteoporosis. Fracture as alarm signal]. | 2001-10-11 |
|
| Tolerability of risedronate in postmenopausal women intolerant of alendronate. | 2001-10 |
|
| Risedronate increases bone density and reduces vertebral fracture risk within one year in men on corticosteroid therapy. | 2001-10 |
|
| Alendronate for the treatment of osteoporosis in men. | 2001-10 |
|
| Paget's disease of the spine and its management. | 2001-10 |
|
| Ocular adverse effects of alendronic acid. | 2001-06 |
|
| Comparison insight dual X-ray absorptiometry (DXA), histomorphometry, ash weight, and morphometric indices for bone evaluation in an animal model (the orchidectomized rat) of male osteoporosis. | 2001-01 |
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).
| Substance Class |
Chemical
Created
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| Record UNII |
HU2YAQ274O
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Validated (UNII)
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