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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=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

HIDE SMILES / InChI

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
MOL RATIO 5 MOL RATIO (average)
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
MOL RATIO 2 MOL RATIO (average)
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
MOL RATIO 2 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

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 TargetPharmacologyConditionPotency
3.9 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ACTONEL
Primary
ACTONEL
Primary
ACTONEL
Primary
ACTONEL

Cmax

ValueDoseCo-administeredAnalytePopulation
2.05 ng/mL
5 mg single, oral
RISEDRONATE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
6.49 ng × h/mL
5 mg single, oral
RISEDRONATE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.61 h
5 mg single, oral
RISEDRONATE plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
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
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
Record UNII
HU2YAQ274O
Record Status Validated (UNII)
Record Version