RISEDRONATE SODIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H10NO7P2.Na
Molecular Weight	305.0941
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=DRFDPXKCEWYIAW-UHFFFAOYSA-M

InChI=1S/C7H11NO7P2.Na/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);/q;+1/p-1

HIDE SMILES / InChI

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/020835s048lbl.pdf
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
Hydroxyapatite crystals 4 Target ID: Hydroxyapatite crystals Sources: https://www.ncbi.nlm.nih.gov/pubmed/25568655	Binding Agent 1076
Farnesyl diphosphate synthase 28 Target ID: CHEMBL1782 Sources: http://www.drugbank.ca/drugs/DB00884 \| https://www.ncbi.nlm.nih.gov/pubmed/25568655	Inhibitor 8504		3.9 nM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Postmenopausal osteoporosis 59 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/020835s048lbl.pdf	Primary	Approved 8583	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
Glucocorticoid-induced osteoporosis 11 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/020835s048lbl.pdf	Primary	Approved 8583	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
Paget’s disease of bone 13 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/020835s048lbl.pdf	Primary	Approved 8583	ACTONEL Approved Use ACTONEL is indicated for treatment of Paget’s disease of bone in men and women. Launch Date 1998
Increase bone mass in men with osteoporosis 4 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/020835s048lbl.pdf	Primary	Approved 8583	ACTONEL Approved Use ACTONEL is indicated for treatment to increase bone mass in men with osteoporosis. Launch Date 1998

C_max

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

T_1/2

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

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY510605	https://www.001chemical.com/chem/1197-18-8
3B Scientific (Wuhan) Corp	3B3-004681	http://www.3bsc.com/index/pro_info.php?id=26567
AA Blocks	AA00HAKO	https://www.aablocks.com/goods/Goods/detail?id=AA00HAKO
Aaron Chemicals	AR00HBCG	http://www.aaronchem.com/105462-24-6
abcr GmbH	AB504521	http://www.abcr.com/shop/en/AB504521
Acadechem	ACDS-026260	http://www.acadechemical.com/product/100959
Achemo Scientific Limited	AC-15534	http://www.achemo.com/product_view.asp?ID=5424
Achemtek	0104-019190	http://www.achemtek.com/105462-24-6
Adooq BioScience	A11675	https://www.adooq.com/risedronic-acid-actonel.html
AHH Chemical co.,ltd	MT-15499	http://www.ahhchemical.com/product/MT-15499.html
AK Scientific, Inc. (AKSCI)	2689AH	http://www.aksci.com/item_detail.php?cat=2689AH
AK Scientific, Inc. (AKSCI)	I802	http://www.aksci.com/item_detail.php?cat=I802
Ambeed	A471285	https://www.ambeed.com/products/105462-24-6.html
Angene	AGN-PC-04XTDK	http://www.angenechemical.com/productshow/AGN-PC-04XTDK.html
ApexBio Technology	B1826	http://www.apexbt.com/risedronate.html
AstaTech, Inc.	67956	http://www.astatechinc.com/CPSResult.php?CRNO=14010
Aurum Pharmatech LLC	M-1366	http://www.Aurumpharmatech.com/Product/ProductDetails/M_1366
AvaChem Scientific	2610A	http://www.avachem.com/productSearch.asp?2610A
BioChemPartner	BCP13805	http://www.biochempartner.com/105462-24-6-BCP13805
BioCrick	BCC4711	http://www.biocrick.com/Risedronate-BCC4711.html
BLD Pharm	BD17422	http://www.bldpharm.com/products/105462-24-6.html
Boerchem	BC206977	http://www.boerchem.com/?product_34916.html
Capot Chemical	14002	http://www.capotchem.com/en/14002.htm
Capot Chemical	PubChem14002	http://www.capotchem.com/en/14002.htm
Chem Scene	CS-1964	http://www.chemscene.com/105462-24-6.html
Chemenu	CM110535	http://www.chemenu.com/products/CM110535
ChemMol	30103518	http://www.chemmol.com/chemmol/30103518.html
ChemMol	44002664	http://www.chemmol.com/chemmol/44002664.html
ChemMol	49408876	http://www.chemmol.com/chemmol/49408876.html
Chemspace	CSSB00000692965	https://chem-space.com/CSSB00000692965
Clearsynth	CS-O-11736	https://www.clearsynth.com/en/CSO11736.html
CSNpharm	CSN12477	https://www.csnpharm.com/products/risedronate.html
DC Chemicals	DCAPI1012	http://www.dcchemicals.com//product_show-Risedronic_acid_Actonel_.html
Enamine	Z2684418685	https://www.enaminestore.com/catalog/Z2684418685
Finetech	FT-0642593	http://www.finetechnology-ind.com/prod/detail/pub/105462-24-6.html
Glentham Life Sciences	GP6400	http://www.glentham.com/products/product/GP6400/
Hairui	HR124405	http://www.hairuichem.com/en/product/1197-18-8.html
Huateng Pharma	F80017483	http://en.huatengsci.com/product/Risedronic-acid-monohydrate.html
LGC Standards	MM0777.09-0025	https://www.lgcstandards.com/US/en/p/MM0777.09-0025
MedChem Express	HY-B0148	https://www.medchemexpress.com/Risedronic-acid.html
Molcore	MC510605	https://www.molcore.com/product/1197-18-8
MuseChem	A000751	https://www.musechem.com/product/A000751.html
OChem	3875	http://www.ocheminc.com/index.php?act=psearch&pid=462R246
Selleck Chemicals	S1874	http://www.selleckchem.com/products/risedronic-acid-actonel.html
Sinfoo Biotech	S010603	http://www.sinfoobiotech.com/product/1014001
Smolecule	S591430	https://www.smolecule.com/products/s591430
THE BioTek	bt-311863	https://www.thebiotek.com/product/others/bt-311863
Yuhao Chemical	XJ6805	http://www.chemyuhao.com/105462-24-6.html

PubMed

Title	Date	PubMed
Hormone replacement therapy and prevention of vertebral fractures: a meta-analysis of randomised trials.	2001	11716794
Risedronate for the prevention and treatment of postmenopausal osteoporosis: results from recent clinical trials.	2001 Dec	11846337
Bisphosphonates for the treatment of postmenopausal osteoporosis: clinical studies of etidronate and alendronate.	2001 Dec	11846336
Anabolic agents for treating postmenopausal osteoporosis.	2001 Dec	11809001
Inhibition of bone resorption by alendronate and risedronate does not require osteoclast apoptosis.	2001 Dec	11728926
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	12037621
Ocular adverse effects of alendronic acid.	2001 Jun	11718170
[Alternatives to hormonal treatment for the prevention of postmenopausal osteoporosis: the bisphosphonates].	2001 Nov	11770280
Bisphosphonate treatment suppresses not only stochastic remodeling but also the targeted repair of microdamage.	2001 Nov	11768198
The role of serial bone mineral density testing for osteoporosis.	2001 Nov	11747684
Role of alendronate and risedronate in preventing and treating osteoporosis.	2001 Nov	11718433
A method to assess the proportion of treatment effect explained by a surrogate endpoint.	2001 Nov 15	11746311
[Economic aspects of osteoporosis therapy. What does a prevented fracture cost?].	2001 Nov 22	11791359
Osteoporosis in men.	2001 Nov-Dec	12025803
Risedronate treatment and extended fracture protection in postmenopausal women.	2001 Nov-Dec	11791630
Tolerability of risedronate in postmenopausal women intolerant of alendronate.	2001 Oct	11820707
Risedronate increases bone density and reduces vertebral fracture risk within one year in men on corticosteroid therapy.	2001 Oct	11730260
Alendronate for the treatment of osteoporosis in men.	2001 Oct	11730259
Paget's disease of the spine and its management.	2001 Oct	11718191
[Osteoporosis. Fracture as alarm signal].	2001 Oct 11	11721665
Evaluation and treatment of postmenopausal osteoporosis.	2001 Sep 25	11599675
Risedronate reduces the risk of first vertebral fracture in osteoporotic women.	2002	12107665
The underuse of therapy in the secondary prevention of hip fractures.	2002	11929323
Actions of bisphosphonates in animal models of breast cancer.	2002	11879558
Development of bisphosphonates.	2002	11879557
Direct effects of bisphosphonates on breast cancer cells.	2002	11879555
Effect of vitamin D on bone mineral density of elderly patients with osteoporosis responding poorly to bisphosphonates.	2002	11860614
[Osteoporosis - Evidence based therapy].	2002 Apr	11930292
Risedronate for the prevention of fractures in postmenopausal osteoporosis.	2002 Apr	11918518
[Episcleritis secondary to risedronate].	2002 Apr 27	12015954
[When osteoporosis first manifests itself. Without therapy the next fracture threatens].	2002 Apr 4	12014286
The efficacy and tolerability of risedronate once a week for the treatment of postmenopausal osteoporosis.	2002 Aug	12085156
Antiresorptive treatment of postmenopausal osteoporosis: comparison of study designs and outcomes in large clinical trials with fracture as an endpoint.	2002 Feb	11844743
Medical treatment of osteoporosis--increasing options.	2002 Jan	11885495
Therapies to improve bone mineral density and reduce the risk of fracture: clinical trial results.	2002 Jan	11829081
Bone quality: getting closer to a definition.	2002 Jul	12096827
Risedronate preserves trabecular architecture and increases bone strength in vertebra of ovariectomized minipigs as measured by three-dimensional microcomputed tomography.	2002 Jul	12096826
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 Jul	12072383
Activity of bisphosphonates against Trypanosoma brucei rhodesiense.	2002 Jul 4	12086478
Treatment of postmenopausal osteoporosis.	2002 Jun 8	12076571
[Risedronate: clinical usage].	2002 Mar	11979951
Risedronate for the prevention and treatment of corticosteroid-induced osteoporosis.	2002 Mar	11895066
Upper gastrointestinal tract safety of risedronate: a pooled analysis of 9 clinical trials.	2002 Mar	11888030
[Risedronate, a new diphosphonate in osteoporosis and Paget's disease].	2002 Mar 2	11913075
Gateways to clinical trials.	2002 May	12092009
Risedronate: a new oral bisphosphonate.	2002 May	12075950
The cost utility of bisphosphonate treatment in established osteoporosis.	2002 May	11978902
Do bisphosphonates reduce the risk of osteoporotic fractures? An evaluation of the evidence to date.	2002 May 28	12054412
The bisphosphonate zoledronic acid impairs Ras membrane [correction of impairs membrane] localisation and induces cytochrome c release in breast cancer cells.	2002 May 6	11986784
The potential of parathyroid hormone as a therapy for osteoporosis.	2002 May-Jun	12081255

Patents

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).

Name

Type

Language

RISEDRONATE SODIUM ANHYDROUS

Preferred Name

English

RISEDRONATE SODIUM

Official Name

English

RISEDRONATE SODIUM [USP-RS]

Common Name

English

Risedronate sodium [WHO-DD]

Common Name

English

NSC-722598

Code

English

NSC-759280

Code

English

RISEDRONATE SODIUM [MART.]

Common Name

English

NE-58095 ANHYDROUS

Code

English

RISEDRONATE SODIUM [ORANGE BOOK]

Common Name

English

PHOSPHONIC ACID, (1-HYDROXY-2-(3-PYRIDINYL)ETHYLIDENE)BIS-, MONOSODIUM SALT

Common Name

English

RISEDRONATE SODIUM [VANDF]

Common Name

English

RISEDRONATE MONOSODIUM

Common Name

English

RISEDRONIC ACID MONOSODIUM SALT [MI]

Common Name

English

RISEDRONATE SODIUM [USAN]

Common Name

English

RISEDRONATE SODIUM [USP MONOGRAPH]

Common Name

English

Sodium trihydrogen [1-hydroxy-2-(3-pyridyl)ethylidene]diphosphonate

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C443