U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H11NO7P2
Molecular Weight 283.1123
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RISEDRONIC ACID

SMILES

OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)(O)=O

InChI

InChIKey=IIDJRNMFWXDHID-UHFFFAOYSA-N
InChI=1S/C7H11NO7P2/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)

HIDE SMILES / InChI

Description
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.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ACTONEL

Approved Use

ACTONEL is indicated for the treatment and prevention of osteoporosis and Paget’s disease of bone in men and women.

Launch Date

1998
Primary
ACTONEL

Approved Use

ACTONEL 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 Date

1998
Primary
ACTONEL

Approved Use

ACTONEL is indicated for treatment of Paget’s disease of bone in men and women.

Launch Date

1998
Primary
ACTONEL

Approved Use

ACTONEL is indicated for treatment to increase bone mass in men with osteoporosis.

Launch Date

1998
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2.05 ng/mL
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

AUC

ValueDoseCo-administeredAnalytePopulation
6.49 ng × h/mL
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

T1/2

ValueDoseCo-administeredAnalytePopulation
1.61 h
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

Doses

DosePopulationAdverse 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%)
Gastrointestinal upset (1.7%)
Sources: Page: p.362
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%)
Diarrhea (1%)
Sources: Page: p.9
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%)
Diarrhea (0.8%)
Vomiting (0.3%)
Sources: Page: p.10
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%)
Vomiting (0.3%)
Sources: Page: p.10
AEs

AEs

AESignificanceDosePopulation
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
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Alendronate is a specific, nanomolar inhibitor of farnesyl diphosphate synthase.
2000 Jan 1
Bisphosphonates for the treatment of postmenopausal osteoporosis: clinical studies of etidronate and alendronate.
2001 Dec
Anabolic agents for treating postmenopausal osteoporosis.
2001 Dec
Inhibition of bone resorption by alendronate and risedronate does not require osteoclast apoptosis.
2001 Dec
Risedronate pharmacokinetics and intra- and inter-subject variability upon single-dose intravenous and oral administration.
2001 Feb
Treatment of osteoporosis with bisphosphonates.
2001 Feb
Structure-activity relationships for inhibition of farnesyl diphosphate synthase in vitro and inhibition of bone resorption in vivo by nitrogen-containing bisphosphonates.
2001 Feb
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 Jan
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
[Fluorides and bisphosphonates in the treatment of osteoporosis].
2001 Jul
Role of bisphosphonates and calcitonin in the prevention and treatment of osteoporosis.
2001 Jul
The use of scintigraphy to demonstrate the rapid esophageal transit of the oval film-coated placebo risedronate tablet compared to a round uncoated placebo tablet when administered with minimal volumes of water.
2001 Jul 17
Maintenance of cortical bone in human parathyroid hormone(1-84)-treated ovariectomized rats.
2001 Mar
Once-a-week alendronate (Fosamax).
2001 Mar 19
Prevention and treatment of osteoporosis.
2001 Mar-Apr
Effect of combined risedronate and hormone replacement therapies on bone mineral density in postmenopausal women.
2001 May
Effects of suppressed bone turnover by bisphosphonates on microdamage accumulation and biomechanical properties in clinically relevant skeletal sites in beagles.
2001 May
The effect of risedronate on the risk of hip fracture in elderly women.
2001 May 31
The effect of risedronate on the risk of hip fracture in elderly women.
2001 May 31
Bisphosphonate treatment suppresses not only stochastic remodeling but also the targeted repair of microdamage.
2001 Nov
Role of alendronate and risedronate in preventing and treating osteoporosis.
2001 Nov
[Economic aspects of osteoporosis therapy. What does a prevented fracture cost?].
2001 Nov 22
Osteoporosis in men.
2001 Nov-Dec
Risedronate increases bone density and reduces vertebral fracture risk within one year in men on corticosteroid therapy.
2001 Oct
Maintenance of cancellous bone in ovariectomized, human parathyroid hormone [hPTH(1-84)]-treated rats by estrogen, risedronate, or reduced hPTH.
2001 Oct
Risedronate: a new oral bisphosphonate.
2001 Sep
Pharmacologic therapy for the treatment and prevention of osteoporosis.
2001 Sep
Evaluation and treatment of postmenopausal osteoporosis.
2001 Sep 25
[Optimizing treatment of osteoporosis. Rapidly effective therapy lowers fracture risk in 1 year up to 70%].
2001 Sep 6
Risedronate reduces the risk of first vertebral fracture in osteoporotic women.
2002
The underuse of therapy in the secondary prevention of hip fractures.
2002
Development of bisphosphonates.
2002
Risedronate for the prevention of fractures in postmenopausal osteoporosis.
2002 Apr
[Episcleritis secondary to risedronate].
2002 Apr 27
Antiresorptive treatment of postmenopausal osteoporosis: comparison of study designs and outcomes in large clinical trials with fracture as an endpoint.
2002 Feb
Medical treatment of osteoporosis--increasing options.
2002 Jan
Bone quality: getting closer to a definition.
2002 Jul
Risedronate preserves trabecular architecture and increases bone strength in vertebra of ovariectomized minipigs as measured by three-dimensional microcomputed tomography.
2002 Jul
Risedronate for the prevention and treatment of corticosteroid-induced osteoporosis.
2002 Mar
Upper gastrointestinal tract safety of risedronate: a pooled analysis of 9 clinical trials.
2002 Mar
[Risedronate, a new diphosphonate in osteoporosis and Paget's disease].
2002 Mar 2
Risedronate: a new oral bisphosphonate.
2002 May
Do bisphosphonates reduce the risk of osteoporotic fractures? An evaluation of the evidence to date.
2002 May 28
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
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).
Name Type Language
RISEDRONIC ACID
HSDB   INN   MART.   MI   WHO-DD  
INN  
Official Name English
M05BA07
Code English
RISEDRONIC ACID [MART.]
Common Name English
2-(3-PYRIDINYL)-1-HYDROXYETHANE DIPHOSPHONIC ACID
Systematic Name English
Risedronic acid [WHO-DD]
Common Name English
RISEDRONIC ACID [HSDB]
Common Name English
RISEDRONIC ACID [MI]
Common Name English
RIDRON
Brand Name English
risedronic acid [INN]
Common Name English
RISEDRONATE [VANDF]
Common Name English
RISEDRONATE
VANDF  
Common Name English
Classification Tree Code System Code
WHO-VATC QM05BA07
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
WHO-ATC M05BA07
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
WHO-ATC M05BB02
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
NDF-RT N0000175579
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
WHO-VATC QM05BB02
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
NCI_THESAURUS C67439
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
LIVERTOX 851
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
NDF-RT N0000007707
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
WHO-ATC M05BB07
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
WHO-VATC QM05BB04
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
WHO-ATC M05BB04
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
NCI_THESAURUS C443
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
Code System Code Type Description
EVMPD
SUB10330MIG
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
SMS_ID
100000080570
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
LACTMED
Risedronate
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
CAS
105462-24-6
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
RXCUI
55685
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
ALTERNATIVE
FDA UNII
KM2Z91756Z
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
RXCUI
73056
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
NCI_THESAURUS
C66517
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
MESH
C073008
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
PUBCHEM
5245
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
MERCK INDEX
m9630
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY Merck Index
HSDB
7326
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
IUPHAR
3176
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
DRUG BANK
DB00884
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
WIKIPEDIA
Risedronic acid
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID2023563
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
INN
6522
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL923
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
DRUG CENTRAL
2387
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY
DAILYMED
KM2Z91756Z
Created by admin on Fri Dec 15 16:11:29 GMT 2023 , Edited by admin on Fri Dec 15 16:11:29 GMT 2023
PRIMARY