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180064-38-4,MFCD00890772
Catalog No.:AA0021LV

180064-38-4 | Minodronic acid

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100mg
95%
in stock  
$70.00   $49.00
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250mg
98%(HPLC)
in stock  
$134.00   $94.00
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1g
95%
in stock  
$252.00   $177.00
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5g
95%
in stock  
$884.00   $619.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0021LV
Chemical Name:
Minodronic acid
CAS Number:
180064-38-4
Molecular Formula:
C9H12N2O7P2
Molecular Weight:
322.1483
MDL Number:
MFCD00890772
SMILES:
OP(=O)(C(P(=O)(O)O)(Cc1cnc2n1cccc2)O)O
NSC Number:
725590
Properties
Computed Properties
 
Complexity:
439  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
4  
XLogP3:
-2.2  

Downstream Synthesis Route
17745-04-9   
minodronicacid 

[1]Patent:CN104725422,2018,B.Locationinpatent:Paragraph0031-0034

[2]Patent:CN105153232,2017,B.Locationinpatent:Paragraph0048;0052

[3]Patent:CN104945436,2017,B.Locationinpatent:Paragraph0047;0048

[4]Patent:CN105175446,2017,B.Locationinpatent:Paragraph0038;0042;0047;0052;0057;0062

[5]Patent:CN107033187,2017,A.Locationinpatent:Paragraph0025;0030-0032;0038-0040;0046-0048;0054-0056

[6]ChemicalandPharmaceuticalBulletin,1998,vol.46,p.1703-1709

[7]Patent:WO2006/134603,2006,A1.Locationinpatent:Page/Pagecolumn12

[8]Patent:US2009/312551,2009,A1.Locationinpatent:Page/Pagecolumn4

[9]Patent:WO2016/24287,2016,A1.Locationinpatent:Page/Pagecolumn16

[10]Patent:JP2016/179952,2016,A.Locationinpatent:Paragraph0089;0090

[11]Patent:CN106831873,2017,A.Locationinpatent:Paragraph0024;0025;0029;0030;0034;0035

[1]Takeuchi,Makoto;Sakamoto,Shuichi;Kawamuki,Kousei;Kurihara,Hiroyuki;Nakahara,Hideaki;Isomura,Yasuo[ChemicalandPharmaceuticalBulletin,1998,vol.46,#11,p.1703-1709]

1296133-39-5    180064-38-4   
CASUnavailable 

[1]CurrentPatentAssignee:ABBVIEINC-US2011/98251,2011,A1Locationinpatent:Page/Pagecolumn101

CASUnavailable 
  180064-38-4    1978310-43-8 

[1]Fu,Ruibiao;Hu,Shengmin;Wu,Xintao[CrystalGrowthandDesign,2016,vol.16,#9,p.5074-5083]

7732-18-5   
CASUnavailable 
  180064-38-4   
CASUnavailable 

[1]Fu,Ruibiao;Hu,Shengmin;Wu,Xintao[CrystalGrowthandDesign,2016,vol.16,#9,p.5074-5083]

Literature

Title: Efficacy and safety of monthly oral minodronate in patients with involutional osteoporosis.

Journal: Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20120601

Title: [New approved drugs for osteoporosis in Japan].

Journal: Clinical calcium 20120601

Title: 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.

Journal: Toxicology and applied pharmacology 20120315

Title: Synergistic Effect of Geranylgeranyltransferase Inhibitor, GGTI, and Docetaxel on the Growth of Prostate Cancer Cells.

Journal: Prostate cancer 20120101

Title: Gastric ulcerogenic and healing impairment effects of risedronate, a nitrogen-containing bisphosphonate in rats. Comparison with alendronate and minodronate.

Journal: Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20111201

Title: [Frontiers in vitamin D; Basic research and clinical application. The effects of eldecalcitol on bone mineral density and fracture prevention--Post hoc analysis].

Journal: Clinical calcium 20111101

Title: Synthesis, stereochemistry and SAR of a series of minodronate analogues as RGGT inhibitors.

Journal: European journal of medicinal chemistry 20111001

Title: A serendipitous phosphonocarboxylate complex of boron: when vessel becomes reagent.

Journal: Chemical communications (Cambridge, England) 20110614

Title: Computational insights into binding of bisphosphates to farnesyl pyrophosphate synthase.

Journal: Current medicinal chemistry 20110101

Title: [Minodronic acid- its clinical efficacy and prospects for once-a-month dosing regimen].

Journal: Clinical calcium 20110101

Title: Alendronate (ALN) combined with osteoprotegerin (OPG) significantly improves mechanical properties of long bone than the single use of ALN or OPG in the ovariectomized rats.

Journal: Journal of orthopaedic surgery and research 20110101

Title: Nitrogen-containing bisphosphonate, YM529/ONO-5920, inhibits tumor metastasis in mouse melanoma through suppression of the Rho/ROCK pathway.

Journal: Clinical & experimental metastasis 20101001

Title: Synthesis, chiral high performance liquid chromatographic resolution and enantiospecific activity of a potent new geranylgeranyl transferase inhibitor, 2-hydroxy-3-imidazo[1,2-a]pyridin-3-yl-2-phosphonopropionic acid.

Journal: Journal of medicinal chemistry 20100513

Title: Minodronate for the treatment of osteoporosis.

Journal: Drugs of today (Barcelona, Spain : 1998) 20100101

Title: Expression of Msx-1 is suppressed in bisphosphonate associated osteonecrosis related jaw tissue-etiopathology considerations respecting jaw developmental biology-related unique features.

Journal: Journal of translational medicine 20100101

Title: Anti-tumour activity of bisphosphonates in preclinical models of breast cancer.

Journal: Breast cancer research : BCR 20100101

Title: [Pharmacological profile and clinical efficacy of minodronic acid hydrate as a new therapeutic agent for osteoporosis].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20090901

Title: Effect of daily oral minodronate on vertebral fractures in Japanese postmenopausal women with established osteoporosis: a randomized placebo-controlled double-blind study.

Journal: Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20090801

Title: A double-blinded head-to-head trial of minodronate and alendronate in women with postmenopausal osteoporosis.

Journal: Bone 20090601

Title: [Drugs under development for osteoporosis ].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20090501

Title: [New development in bisphosphonate treatment. Review of effect on bone metabolism by minodronic acid in primary osteoporosis].

Journal: Clinical calcium 20090101

Title: [New development in bisphosphonate treatment. Review of the preventive effect of minodronic acid on fracture in Japanese patients with osteoporosis].

Journal: Clinical calcium 20090101

Title: New bisphosphonates and trends in drug therapy for osteoporosis: preface.

Journal: Clinical calcium 20090101

Title: 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.

Journal: Bone 20081101

Title: Minodronic acid (ONO-5920/YM529) prevents decrease in bone mineral density and bone strength, and improves bone microarchitecture in ovariectomized cynomolgus monkeys.

Journal: Bone 20081101

Title: Inhibition of geranylgeranyl diphosphate synthase by bisphosphonates: a crystallographic and computational investigation.

Journal: Journal of medicinal chemistry 20080925

Title: Minodronic acid, a third-generation bisphosphonate, antagonizes purinergic P2X(2/3) receptor function and exerts an analgesic effect in pain models.

Journal: European journal of pharmacology 20080728

Title: Efficacy of a nitrogen-containing bisphosphonate, minodronate, in conjunction with a p38 mitogen activated protein kinase inhibitor or doxorubicin against malignant bone tumor cells.

Journal: Cancer chemotherapy and pharmacology 20080601

Title: 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.

Journal: Bioorganic & medicinal chemistry letters 20080501

Title: Nitrogen-containing bisphosphonate, YM529/ONO-5920, inhibits macrophage inflammatory protein 1 alpha expression and secretion in mouse myeloma cells.

Journal: Cancer science 20080101

Title: [New bone density conservation agents for osteoporosis under research and development: Minodronic acid].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20071128

Title: Induction of mitochondria-dependent apoptosis through the inhibition of mevalonate pathway in human breast cancer cells by YM529, a new third generation bisphosphonate.

Journal: Cancer letters 20070808

Title: Bisphosphonates target multiple sites in both cis- and trans-prenyltransferases.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20070612

Title: Combined effects of a third-generation bisphosphonate, zoledronic acid with other anticancer agents against murine osteosarcoma.

Journal: British journal of cancer 20070129

Title: [Therapeutic agents for disorders of bone and calcium metabolism: Minodronic acid hydrate].

Journal: Clinical calcium 20070101

Title: Anti-tumor effect of bisphosphonate (YM529) on non-small cell lung cancer cell lines.

Journal: BMC cancer 20070101

Title: Minodronic acid influences receptor activator of nuclear factor kappaB ligand expression and suppresses bone resorption by osteoclasts in rats with collagen-induced arthritis.

Journal: Modern rheumatology 20070101

Title: Isoprenoid biosynthesis as a drug target: bisphosphonate inhibition of Escherichia coli K12 growth and synergistic effects of fosmidomycin.

Journal: Journal of medicinal chemistry 20061214

Title: A third-generation bisphosphonate, minodronic acid (YM529), successfully prevented the growth of bladder cancer in vitro and in vivo.

Journal: British journal of cancer 20061120

Title: Minodronate suppresses prostaglandin F2alpha-induced vascular endothelial growth factor synthesis in osteoblasts.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20060301

Title: Minodronate, a nitrogen-containing bisphosphonate, is a promising remedy for treating patients with diabetic retinopathy.

Journal: Medical hypotheses 20060101

Title: The effect of bisphosphonates on gene expression: GAPDH as a housekeeping or a new target gene?

Journal: BMC cancer 20060101

Title: Effect of combination therapy with a novel bisphosphonate, minodronate (YM529), and docetaxel on a model of bone metastasis by human transitional cell carcinoma.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050915

Title: Bisphosphonate inhibitors of Toxoplasma gondi growth: in vitro, QSAR, and in vivo investigations.

Journal: Journal of medicinal chemistry 20050505

Title: Nitrogen-containing bisphosphonate, YM529/ONO-5920 (a novel minodronic acid), inhibits RANKL expression in a cultured bone marrow stromal cell line ST2.

Journal: Biochemical and biophysical research communications 20050304

Title: 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.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050115

Title: [Minodronic acid hydrate as a new therapeutic agent for osteoporosis].

Journal: Clinical calcium 20050101

Title: 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.

Journal: International journal of tissue reactions 20050101

Title: Minodronate, a newly developed nitrogen-containing bisphosphonate, suppresses melanoma growth and improves survival in nude mice by blocking vascular endothelial growth factor signaling.

Journal: The American journal of pathology 20041201

Title: Quantitative structure-activity relationships for gammadelta T cell activation by bisphosphonates.

Journal: Journal of medicinal chemistry 20040115

Title: Effects of YM529, a novel minodronic acid, on adjuvant arthritis in rats.

Journal: Clinical and experimental rheumatology 20040101

Title: 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.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20031101

Title: A new bisphosphonate, YM529 induces apoptosis in HL60 cells by decreasing phosphorylation of single survival signal ERK.

Journal: Life sciences 20031010

Title: Nitrogen-containing bisphosphonates induce S-phase cell cycle arrest and apoptosis of myeloma cells by activating MAPK pathway and inhibiting mevalonate pathway.

Journal: Cellular signalling 20030701

Title: Effect of minodronic acid (ONO-5920) on bone mineral density and arthritis in adult rats with collagen-induced arthritis.

Journal: Arthritis and rheumatism 20030601

Title: A new stressed test to predict the foreign matter formation of minodronic acid in solution.

Journal: International journal of pharmaceutics 20030130

Title: Failure of stability prediction for minodronic acid injectable by accelerated stability testing.

Journal: International journal of pharmaceutics 20020708

Title: An investigation of bone resorption and Dictyostelium discoideum growth inhibition by bisphosphonate drugs.

Journal: Journal of medicinal chemistry 20020704

Title: Synergistic growth inhibition of YM529 with biologic response modifiers (BRMs) in myeloma cells.

Journal: International journal of hematology 20020601

Title: 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.

Journal: The Journal of endocrinology 20011101

Title: Stabilization of minodronic acid in aqueous solution for parenteral formulation.

Journal: International journal of pharmaceutics 20010703

Title: Structure-activity relationships for inhibition of farnesyl diphosphate synthase in vitro and inhibition of bone resorption in vivo by nitrogen-containing bisphosphonates.

Journal: The Journal of pharmacology and experimental therapeutics 20010201

Title: A newly developed bisphosphonate, YM529, is a potent apoptosis inducer of human myeloma cells.

Journal: Leukemia research 20010101

Title: Sato K, et al. A third-generation bisphosphonate, minodronic acid (YM529), successfully prevented the growth of bladder cancer in vitro and in vivo. Br J Cancer. 2006 Nov 20;95(10):1354-61.

Title: Tanaka M, et al. Minodronic acid induces morphological changes in osteoclasts at bone resorption sites and reaches a level required for antagonism of purinergic P2X2/3 receptors. J Bone Miner Metab. 2018 Jan;36(1):54-63.

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