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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
Structure of RISEDRONATE SODIUM HEMI-PENTAHYDRATE

SMILES

O.O.O.O.O.[Na+].[Na+].OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)([O-])=O.OC(CC2=CN=CC=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

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
Consensus statement on the modern therapy of Paget's disease of bone from a Western Osteoporosis Alliance symposium. Biannual Foothills Meeting on Osteoporosis, Calgary, Alberta, Canada, September 9-10, 2000.
2001 Apr
Osteoporosis in children and adolescent girls: case report of idiopathic juvenile osteoporosis and review of the literature.
2001 Aug
Risedronate for the prevention and treatment of postmenopausal osteoporosis: results from recent clinical trials.
2001 Dec
Review of risedronate in the treatment of osteoporosis.
2001 Dec
Anabolic agents for treating postmenopausal osteoporosis.
2001 Dec
[Therapy of osteoporosis. Risk factors alone are not an indication].
2001 Dec 6
Nitrogen-bisphosphonates block retinoblastoma phosphorylation and cell growth by inhibiting the cholesterol biosynthetic pathway in a keratinocyte model for esophageal irritation.
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
Effect of risedronate on the risk of hip fracture in elderly women. Hip Intervention Program Study Group.
2001 Feb 1
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
[Fluorides and bisphosphonates in the treatment of osteoporosis].
2001 Jul
Role of bisphosphonates and calcitonin in the prevention and treatment of osteoporosis.
2001 Jul
[Bisphosphonate treatment prevents hip fractures in 70-79 year old women with osteoporotic vertebral fractures].
2001 Jul 14
Re: Lanza et al.--Endoscopic comparison of alendronate and risedronate.
2001 Jun
Hip fractures: do preventive drugs work for all?
2001 Mar
Once-a-week alendronate (Fosamax).
2001 Mar 19
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
[Bisphosphonates in osteoporosis. Significantly reduces risk of fracture].
2001 May 3
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
A method to assess the proportion of treatment effect explained by a surrogate endpoint.
2001 Nov 15
Nitrogen-containing bisphosphonates induce apoptosis of Caco-2 cells in vitro by inhibiting the mevalonate pathway: a model of bisphosphonate-induced gastrointestinal toxicity.
2001 Oct
Risedronate: a new oral bisphosphonate.
2001 Sep
Bisphosphonates for osteoporosis.
2001 Sep
Pharmacologic therapy for the treatment and prevention of osteoporosis.
2001 Sep
Vgamma2Vdelta2 T-cell receptor-mediated recognition of aminobisphosphonates.
2001 Sep 1
Effect of vitamin D on bone mineral density of elderly patients with osteoporosis responding poorly to bisphosphonates.
2002
[Osteoporosis - Evidence based therapy].
2002 Apr
Antiresorptive treatment of postmenopausal osteoporosis: comparison of study designs and outcomes in large clinical trials with fracture as an endpoint.
2002 Feb
Therapies to improve bone mineral density and reduce the risk of fracture: clinical trial results.
2002 Jan
Activity of bisphosphonates against Trypanosoma brucei rhodesiense.
2002 Jul 4
Gateways to clinical trials.
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
RISEDRONATE SODIUM HEMI-PENTAHYDRATE
Common Name English
SODIUM TRIHYDROGEN (1-HYDROXY-2-(3-PYRIDYL)ETHYLIDENE)DIPHOSPHONATE HEMI-PENTAHYDRATE
Common Name English
RISEDRONATE SODIUM HEMIPENTAHYDRATE
Common Name English
SODIUM RISEDRONATE HYDRATE [JAN]
Common Name English
PHOSPHONIC ACID, P,P'-(1-HYDROXY-2-(3-PYRIDINYL)ETHYLIDENE)BIS-, SODIUM SALT, HYDRATE (2:2:5)
Common Name English
RISEDRONIC ACID MONOSODIUM SALT HEMIPENTAHYDRATE
Common Name English
RISEDRONATE SODIUM 2.5-HYDRATE [EP MONOGRAPH]
Common Name English
SODIUM RISEDRONATE HYDRATE
JAN  
Common Name English
Code System Code Type Description
DRUG BANK
DBSALT001515
Created by admin on Sat Dec 16 03:13:59 GMT 2023 , Edited by admin on Sat Dec 16 03:13:59 GMT 2023
PRIMARY
DAILYMED
HU2YAQ274O
Created by admin on Sat Dec 16 03:13:59 GMT 2023 , Edited by admin on Sat Dec 16 03:13:59 GMT 2023
PRIMARY
PUBCHEM
11954322
Created by admin on Sat Dec 16 03:13:59 GMT 2023 , Edited by admin on Sat Dec 16 03:13:59 GMT 2023
PRIMARY
SMS_ID
100000091405
Created by admin on Sat Dec 16 03:14:00 GMT 2023 , Edited by admin on Sat Dec 16 03:14:00 GMT 2023
PRIMARY
RXCUI
1356127
Created by admin on Sat Dec 16 03:14:00 GMT 2023 , Edited by admin on Sat Dec 16 03:14:00 GMT 2023
PRIMARY RxNorm
CAS
329003-65-8
Created by admin on Sat Dec 16 03:13:59 GMT 2023 , Edited by admin on Sat Dec 16 03:13:59 GMT 2023
PRIMARY
EVMPD
SUB26270
Created by admin on Sat Dec 16 03:13:59 GMT 2023 , Edited by admin on Sat Dec 16 03:13:59 GMT 2023
PRIMARY
FDA UNII
HU2YAQ274O
Created by admin on Sat Dec 16 03:13:59 GMT 2023 , Edited by admin on Sat Dec 16 03:13:59 GMT 2023
PRIMARY