Home Other Building Blocks (1-Hydroxy-2-(imidazo[1,2-a]pyridin-3-yl)ethane-1,1-diyl)diphosphonic acid hydrate

(1-Hydroxy-2-(imidazo[1,2-a]pyridin-3-yl)ethane-1,1-diyl)diphosphonic acid hydrate

CAS No.:
155648-60-5
Catalog Number:
AG001O3F
Molecular Formula:
C9H14N2O8P2
Molecular Weight:
340.1636
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
25mg
95%
In Stock USA
United States
$87
- +
100mg
95%
In Stock USA
United States
$140
- +
250mg
95%
In Stock USA
United States
$212
- +
1g
95%
In Stock USA
United States
$503
- +
Product Description
Catalog Number:
AG001O3F
Chemical Name:
(1-Hydroxy-2-(imidazo[1,2-a]pyridin-3-yl)ethane-1,1-diyl)diphosphonic acid hydrate
CAS Number:
155648-60-5
Molecular Formula:
C9H14N2O8P2
Molecular Weight:
340.1636
MDL Number:
MFCD00890772
IUPAC Name:
(1-hydroxy-2-imidazo[1,2-a]pyridin-3-yl-1-phosphonoethyl)phosphonic acid;hydrate
InChI:
InChI=1S/C9H12N2O7P2.H2O/c12-9(19(13,14)15,20(16,17)18)5-7-6-10-8-3-1-2-4-11(7)8;/h1-4,6,12H,5H2,(H2,13,14,15)(H2,16,17,18);1H2
InChI Key:
GPAPAOGRNKUFGH-UHFFFAOYSA-N
SMILES:
OP(=O)(C(P(=O)(O)O)(Cc1cnc2n1cccc2)O)O.O
UNII:
457X74V7ND
Properties
Complexity:
439  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
340.023g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0
Molecular Weight:
340.165g/mol
Monoisotopic Mass:
340.023g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
154A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Efficacy and safety of monthly oral minodronate in patients with involutional osteoporosis. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20120601
[New approved drugs for osteoporosis in Japan]. Clinical calcium 20120601
Reduction of metastasis, cell invasion, and adhesion in mouse osteosarcoma by YM529/ONO-5920-induced blockade of the Ras/MEK/ERK and Ras/PI3K/Akt pathway. Toxicology and applied pharmacology 20120315
Gastric ulcerogenic and healing impairment effects of risedronate, a nitrogen-containing bisphosphonate in rats. Comparison with alendronate and minodronate. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20111201
Synthesis, stereochemistry and SAR of a series of minodronate analogues as RGGT inhibitors. European journal of medicinal chemistry 20111001
A serendipitous phosphonocarboxylate complex of boron: when vessel becomes reagent. Chemical communications (Cambridge, England) 20110614
[Minodronic acid- its clinical efficacy and prospects for once-a-month dosing regimen]. Clinical calcium 20110101
Nitrogen-containing bisphosphonate, YM529/ONO-5920, inhibits tumor metastasis in mouse melanoma through suppression of the Rho/ROCK pathway. Clinical & experimental metastasis 20101001
Minodronate for the treatment of osteoporosis. Drugs of today (Barcelona, Spain : 1998) 20100101
[Pharmacological profile and clinical efficacy of minodronic acid hydrate as a new therapeutic agent for osteoporosis]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20090901
Effect of daily oral minodronate on vertebral fractures in Japanese postmenopausal women with established osteoporosis: a randomized placebo-controlled double-blind study. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20090801
A double-blinded head-to-head trial of minodronate and alendronate in women with postmenopausal osteoporosis. Bone 20090601
[Drugs under development for osteoporosis ]. Nihon rinsho. Japanese journal of clinical medicine 20090501
[New development in bisphosphonate treatment. Review of effect on bone metabolism by minodronic acid in primary osteoporosis]. Clinical calcium 20090101
[New development in bisphosphonate treatment. Review of the preventive effect of minodronic acid on fracture in Japanese patients with osteoporosis]. Clinical calcium 20090101
New bisphosphonates and trends in drug therapy for osteoporosis: preface. Clinical calcium 20090101
Long-term minodronic acid (ONO-5920/YM529) treatment suppresses increased bone turnover, plus prevents reduction in bone mass and bone strength in ovariectomized rats with established osteopenia. Bone 20081101
Minodronic acid (ONO-5920/YM529) prevents decrease in bone mineral density and bone strength, and improves bone microarchitecture in ovariectomized cynomolgus monkeys. Bone 20081101
Minodronic acid, a third-generation bisphosphonate, antagonizes purinergic P2X(2/3) receptor function and exerts an analgesic effect in pain models. European journal of pharmacology 20080728
Efficacy of a nitrogen-containing bisphosphonate, minodronate, in conjunction with a p38 mitogen activated protein kinase inhibitor or doxorubicin against malignant bone tumor cells. Cancer chemotherapy and pharmacology 20080601
Farnesyl pyrophosphate synthase enantiospecificity with a chiral risedronate analog, [6,7-dihydro-5H-cyclopenta[c]pyridin-7-yl(hydroxy)methylene]bis(phosphonic acid) (NE-10501): Synthetic, structural, and modeling studies. Bioorganic & medicinal chemistry letters 20080501
Nitrogen-containing bisphosphonate, YM529/ONO-5920, inhibits macrophage inflammatory protein 1 alpha expression and secretion in mouse myeloma cells. Cancer science 20080101
[New bone density conservation agents for osteoporosis under research and development: Minodronic acid]. Nihon rinsho. Japanese journal of clinical medicine 20071128
Induction of mitochondria-dependent apoptosis through the inhibition of mevalonate pathway in human breast cancer cells by YM529, a new third generation bisphosphonate. Cancer letters 20070808
[Therapeutic agents for disorders of bone and calcium metabolism: Minodronic acid hydrate]. Clinical calcium 20070101
Anti-tumor effect of bisphosphonate (YM529) on non-small cell lung cancer cell lines. BMC cancer 20070101
Minodronic acid influences receptor activator of nuclear factor kappaB ligand expression and suppresses bone resorption by osteoclasts in rats with collagen-induced arthritis. Modern rheumatology 20070101
A third-generation bisphosphonate, minodronic acid (YM529), successfully prevented the growth of bladder cancer in vitro and in vivo. British journal of cancer 20061120
Minodronate suppresses prostaglandin F2alpha-induced vascular endothelial growth factor synthesis in osteoblasts. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20060301
Minodronate, a nitrogen-containing bisphosphonate, is a promising remedy for treating patients with diabetic retinopathy. Medical hypotheses 20060101
Effect of combination therapy with a novel bisphosphonate, minodronate (YM529), and docetaxel on a model of bone metastasis by human transitional cell carcinoma. Clinical cancer research : an official journal of the American Association for Cancer Research 20050915
Nitrogen-containing bisphosphonate, YM529/ONO-5920 (a novel minodronic acid), inhibits RANKL expression in a cultured bone marrow stromal cell line ST2. Biochemical and biophysical research communications 20050304
A third-generation bisphosphonate, minodronic acid (YM529), augments the interferon alpha/beta-mediated inhibition of renal cell cancer cell growth both in vitro and in vivo. Clinical cancer research : an official journal of the American Association for Cancer Research 20050115
[Minodronic acid hydrate as a new therapeutic agent for osteoporosis]. Clinical calcium 20050101
Minodronate, a nitrogen-containing bisphosphonate, inhibits advanced glycation end product-induced vascular cell adhesion molecule-1 expression in endothelial cells by suppressing reactive oxygen species generation. International journal of tissue reactions 20050101
Minodronate, a newly developed nitrogen-containing bisphosphonate, suppresses melanoma growth and improves survival in nude mice by blocking vascular endothelial growth factor signaling. The American journal of pathology 20041201
Effects of YM529, a novel minodronic acid, on adjuvant arthritis in rats. Clinical and experimental rheumatology 20040101
Combined therapy with a new bisphosphonate, minodronate (YM529), and chemotherapy for multiple organ metastases of small cell lung cancer cells in severe combined immunodeficient mice. Clinical cancer research : an official journal of the American Association for Cancer Research 20031101
A new bisphosphonate, YM529 induces apoptosis in HL60 cells by decreasing phosphorylation of single survival signal ERK. Life sciences 20031010
Nitrogen-containing bisphosphonates induce S-phase cell cycle arrest and apoptosis of myeloma cells by activating MAPK pathway and inhibiting mevalonate pathway. Cellular signalling 20030701
Effect of minodronic acid (ONO-5920) on bone mineral density and arthritis in adult rats with collagen-induced arthritis. Arthritis and rheumatism 20030601
A new stressed test to predict the foreign matter formation of minodronic acid in solution. International journal of pharmaceutics 20030130
Failure of stability prediction for minodronic acid injectable by accelerated stability testing. International journal of pharmaceutics 20020708
Synergistic growth inhibition of YM529 with biologic response modifiers (BRMs) in myeloma cells. International journal of hematology 20020601
Conflicting actions of parathyroid hormone-related protein and serum calcium as regulators of 25-hydroxyvitamin D(3)-1 alpha-hydroxylase expression in a nude rat model of humoral hypercalcemia of malignancy. The Journal of endocrinology 20011101
Stabilization of minodronic acid in aqueous solution for parenteral formulation. International journal of pharmaceutics 20010703
A newly developed bisphosphonate, YM529, is a potent apoptosis inducer of human myeloma cells. Leukemia research 20010101
Properties