Home Aminos {1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonic acid

{1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonic acid

CAS No.:
114084-78-5
Catalog Number:
AG000AHY
Molecular Formula:
C9H23NO7P2
Molecular Weight:
319.2289
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
98%
In Stock USA
United States
$61
- +
1g
95%
In Stock USA
United States
$88
- +
5g
95%
In Stock USA
United States
$325
- +
10g
95%
In Stock USA
United States
$563
- +
Product Description
Catalog Number:
AG000AHY
Chemical Name:
{1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonic acid
CAS Number:
114084-78-5
Molecular Formula:
C9H23NO7P2
Molecular Weight:
319.2289
MDL Number:
MFCD00868772
IUPAC Name:
[1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl]phosphonic acid
InChI:
InChI=1S/C9H23NO7P2/c1-3-4-5-7-10(2)8-6-9(11,18(12,13)14)19(15,16)17/h11H,3-8H2,1-2H3,(H2,12,13,14)(H2,15,16,17)
InChI Key:
MPBVHIBUJCELCL-UHFFFAOYSA-N
SMILES:
CCCCCN(CCC(P(=O)(O)O)(P(=O)(O)O)O)C
UNII:
UMD7G2653W
Properties
Complexity:
342  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
319.095g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
319.231g/mol
Monoisotopic Mass:
319.095g/mol
Rotatable Bond Count:
9  
Topological Polar Surface Area:
139A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-4.1  
Literature
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Ibandronate and calcitriol reduces fracture risk, reverses bone loss, and normalizes bone turnover after LTX. Transplantation 20120215
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The influence of bisphosphonates on viability, migration, and apoptosis of human oral keratinocytes--in vitro study. Clinical oral investigations 20120201
Validation of the adherence evaluation of osteoporosis treatment (ADEOS) questionnaire for osteoporotic post-menopausal women. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20120201
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Bisphosphonates inhibit phosphorylation of signal transducer and activator of transcription 3 and expression of suppressor of cytokine signaling 3: implications for their effects on innate immune function and osteoclastogenesis. Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics 20110201
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Differential effects of ibandronate, docetaxel and farnesol treatment alone and in combination on the growth of prostate cancer cell lines. Acta oncologica (Stockholm, Sweden) 20110101
Ibandronate affects bone growth and mineralization in rats with normal and reduced renal function. Pediatric nephrology (Berlin, Germany) 20110101
Computational insights into binding of bisphosphates to farnesyl pyrophosphate synthase. Current medicinal chemistry 20110101
Antifracture efficacy of currently available therapies for postmenopausal osteoporosis. Drugs 20110101
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The association of adherence to osteoporosis therapies with fracture, all-cause medical costs, and all-cause hospitalizations: a retrospective claims analysis of female health plan enrollees with osteoporosis. Journal of managed care pharmacy : JMCP 20110101
When do bisphosphonates make the most sense? The Journal of family practice 20110101
The cost effectiveness of zoledronic acid 5 mg for the management of postmenopausal osteoporosis in women with prior fractures: evidence from Finland, Norway and the Netherlands. Journal of medical economics 20110101
Management of osteoporosis and associated quality of life in post menopausal women. BMC musculoskeletal disorders 20110101
[Effects of rat serum containing Chinese herbal medicine Sangen Decoction on osteoclastogenesis and bone resorption of osteoclasts induced by polymethylmethacrylate particles]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20110101
(Sub)clinical cardiovascular disease is associated with increased bone loss and fracture risk; a systematic review of the association between cardiovascular disease and osteoporosis. Arthritis research & therapy 20110101
The influence of bisphosphonates on human osteoblast migration and integrin aVb3/tenascin C gene expression in vitro. Head & face medicine 20110101
The role of i.v. ibandronate administration in osteoporosis therapy. Endokrynologia Polska 20110101
Updated recommendations for the diagnosis and management of osteoporosis: a local perspective. Annals of Saudi medicine 20110101
The facial skeleton in patients with osteoporosis: a field for disease signs and treatment complications. Journal of osteoporosis 20110101
Aromatase inhibitor-associated bone and musculoskeletal effects: new evidence defining etiology and strategies for management. Breast cancer research : BCR 20110101
Atrial fibrillation and the use of oral bisphosphonates. Therapeutics and clinical risk management 20110101
Fracture prevention in postmenopausal women. BMJ clinical evidence 20110101
Bisphosphonates can reduce bone hunger after parathyroidectomy in patients with primary hyperparathyroidism and osteitis fibrosa cystica. Revista brasileira de reumatologia 20110101
Role of zoledronic acid in the prevention and treatment of osteoporosis. Clinical interventions in aging 20110101
Bone health in patients with multiple sclerosis. Journal of osteoporosis 20110101
Zoledronic acid preserves bone structure and increases survival but does not limit tumour incidence in a prostate cancer bone metastasis model. PloS one 20110101
Emerging strategies and therapies for treatment of Paget's disease of bone. Drug design, development and therapy 20110101
Reporting characteristics of cancer pain: a systematic review and quantitative analysis of research publications in palliative care journals. Indian journal of palliative care 20110101
Association of Serum Phosphate and Related Factors in ESRD-Related Vascular Calcification. International journal of nephrology 20110101
If you don't take it - it can't work: the consequences of not being treated or nonadherence to osteoporosis therapy. Therapeutics and clinical risk management 20110101
Tiludronate treatment improves structural changes and symptoms of osteoarthritis in the canine anterior cruciate ligament model. Arthritis research & therapy 20110101
Adverse cutaneous drug reactions to ibandronate. European journal of dermatology : EJD 20110101
Cost of non-persistence with oral bisphosphonates in post-menopausal osteoporosis treatment in France. BMC health services research 20110101
[Regression of an osteolytic lesion in a patient with multiple myeloma treated with clodronate after a successful therapy with bortezomib-based regimen]. Klinicka onkologie : casopis Ceske a Slovenske onkologicke spolecnosti 20110101
Metastatic breast carcinoma in the mandible presenting as a periodontal abscess: a case report. Journal of medical case reports 20110101
Clinical utility of denosumab for treatment of bone loss in men and women. Clinical interventions in aging 20110101
Bone turnover is adequately suppressed in osteoporotic patients treated with bisphosphonates in daily practice. BMC musculoskeletal disorders 20110101
The evidence for efficacy of osteoporosis treatment in men with primary osteoporosis: a systematic review and meta-analysis of antiresorptive and anabolic treatment in men. Journal of osteoporosis 20110101
Orbital inflammatory disease in a patient treated with zoledronate. Endocrine practice : official journal of the American College of Endocrinology and the American Association of Clinical Endocrinologists 20110101
Increased human defensine levels hint at an inflammatory etiology of bisphosphonate-associated osteonecrosis of the jaw: an immunohistological study. Journal of translational medicine 20110101
Increased fracture rate in women with breast cancer: a review of the hidden risk. BMC cancer 20110101
Indian commentary on the 2009 KDIGO clinical practice guideline for the diagnosis, evaluation, and treatment of chronic kidney disease-mineral and bone disorders. Indian journal of nephrology 20110101
The relative efficacy of nine osteoporosis medications for reducing the rate of fractures in post-menopausal women. BMC musculoskeletal disorders 20110101
Effect of Cistanches Herba aqueous extract on bone loss in ovariectomized rat. International journal of molecular sciences 20110101
Tumour macrophages as potential targets of bisphosphonates. Journal of translational medicine 20110101
The role of galenic innovation in improving treatment compliance and persistence: three case studies. ClinicoEconomics and outcomes research : CEOR 20110101
Clinical utility of clodronate in the prevention and management of osteoporosis in patients intolerant of oral bisphosphonates. Drug design, development and therapy 20110101
[The role of i.v. ibandronate administration in osteoporosis therapy]. Endokrynologia Polska 20110101
Association between bisphosphonate use and implant survival after primary total arthroplasty of the knee or hip: population based retrospective cohort study. BMJ (Clinical research ed.) 20110101
Tumor cells and tumor-associated macrophages: secreted proteins as potential targets for therapy. Clinical & developmental immunology 20110101
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Bone loss and the aromatase inhibitors. British journal of cancer 20050801
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Steroid-free medium discloses oestrogenic effects of the bisphosphonate clodronate on breast cancer cells. British journal of cancer 20041101
Breast tumour growth inhibition in vitro through the combination of cyclophosphamide/metotrexate/5-fluorouracil, epirubicin/cyclophosphamide, epirubicin/paclitaxel, and epirubicin/docetaxel with the bisphosphonates ibandronate and zoledronic acid. Oncology reports 20041101
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Targeting Breast Cancer with Care. Proceedings of a meeting. Prague, Czech Republic, February 2004. Seminars in oncology 20041001
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Patient management issues in metastatic bone disease. Seminars in oncology 20041001
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Systemic and local ibandronate enhance screw fixation. Journal of orthopaedic research : official publication of the Orthopaedic Research Society 20040901
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Systematic review of bisphosphonates for hypercalcaemia of malignancy. Palliative medicine 20040701
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Surface immobilized bisphosphonate improves stainless-steel screw fixation in rats. Biomaterials 20040501
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[Ibandronate]. Nihon rinsho. Japanese journal of clinical medicine 20040201
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Quantitative structure-activity relationships for gammadelta T cell activation by bisphosphonates. Journal of medicinal chemistry 20040115
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Oral daily ibandronate prevents bone loss in early postmenopausal women without osteoporosis. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20040101
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New model for simulation of fracture repair in full-grown beagle dogs: model characterization and results from a long-term study with ibandronate. Journal of pharmacological and toxicological methods 20040101
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[Therapy of osteoporosis: bisphosphonates, SERM's, teriparatide and strontium]. Zeitschrift fur Rheumatologie 20031201
Is ibandronate effective in multiple myeloma? European journal of haematology 20031201
Use of highly potent bisphosphonates in the treatment of osteoporosis. Current osteoporosis reports 20031201
3-D QSAR investigations of the inhibition of Leishmania major farnesyl pyrophosphate synthase by bisphosphonates. Journal of medicinal chemistry 20031120
Bisphosphonates in children with bone diseases. The New England journal of medicine 20031120
Site-specific human breast cancer (MDA-MB-231) metastases in nude rats: model characterisation and in vivo effects of ibandronate on tumour growth. International journal of cancer 20031110
Follow-up of collagen crosslink excretion in patients with oral squamous cell carcinoma and analysis of tissue samples. British journal of cancer 20031103
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The effects of three-month intravenous ibandronate on bone mineral density and bone remodeling in Klinefelter's syndrome: the influence of vitamin D deficiency and hormonal status. Bone 20031001
Efficacy and safety of oral weekly ibandronate in the treatment of postmenopausal osteoporosis. The Journal of clinical endocrinology and metabolism 20031001
Intermittent intravenous ibandronate injections reduce vertebral fracture risk in corticosteroid-induced osteoporosis: results from a long-term comparative study. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20031001
The renal effects of minimally nephrotoxic doses of ibandronate and zoledronate following single and intermittent intravenous administration in rats. Toxicology 20030930
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Intravenous ibandronate in men with osteoporosis: an open pilot study over 2 years. Journal of endocrinological investigation 20030801
The bisphosphonate ibandronate stimulates reverse cholesterol transport out of monocytoid cells by enhanced ABCA1 transcription. Biochemical and biophysical research communications 20030718
Bisphosphonates antagonise bone growth factors' effects on human breast cancer cells survival. British journal of cancer 20030707
Dose dependent effects on bone resorption and formation of intermittently administered intravenous ibandronate. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20030701
Lytic bone lesions in human neuroblastoma xenograft involve osteoclast recruitment and are inhibited by bisphosphonate. Cancer research 20030615
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Effects of ibandronate on inflammation in mouse antigen-induced arthritis. Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20030501
Role of RANKL-induced osteoclast formation and MMP-dependent matrix degradation in bone destruction by breast cancer metastasis. British journal of cancer 20030422
Collagen crosslink excretion and staging of oral cancer. British journal of cancer 20030407
The efficacy of 48-week oral ibandronate treatment in postmenopausal osteoporosis when taken 30 versus 60 minutes before breakfast. Bone 20030401
Therapy of osteoporosis in patients with Crohn's disease: a randomized study comparing sodium fluoride and ibandronate. Alimentary pharmacology & therapeutics 20030315
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Antagonistic effects of different classes of bisphosphonates in osteoclasts and macrophages in vitro. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20030201
Intermittent intravenous administration of the bisphosphonate ibandronate prevents bone loss and maintains bone strength and quality in ovariectomized cynomolgus monkeys. Bone 20030101
The diagnosis and management of hypercalcaemia. Annals of the Academy of Medicine, Singapore 20030101
Pamidronate is superior to ibandronate in decreasing bone resorption, interleukin-6 and beta 2-microglobulin in multiple myeloma. European journal of haematology 20030101
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Drugs in development: bisphosphonates and metalloproteinase inhibitors. Arthritis research & therapy 20030101
Breast cancer patients with bone metastases are characterised by increased levels of nonisomerised type I collagen fragments. Breast cancer research : BCR 20030101
Bisphosphonates in the management of metastatic prostate cancer. Oncology 20030101
[Effects of ibandronate on the osteopenia process in tail-suspended rats]. Aviakosmicheskaia i ekologicheskaia meditsina = Aerospace and environmental medicine 20030101
New insights into the molecular mechanisms of action of bisphosphonates. Current pharmaceutical design 20030101
Current management strategies for hypercalcemia. Treatments in endocrinology 20030101
Renal safety of intravenous ibandronic Acid in breast cancer patients with metastatic bone disease. Clinical drug investigation 20030101
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Bisphosphonates inhibit angiogenesis in vitro and testosterone-stimulated vascular regrowth in the ventral prostate in castrated rats. Cancer research 20021115
The amino bisphosphonate ibandronate prevents calciphylaxis in the rat at doses that inhibit bone resorption. Calcified tissue international 20021001
The effect of the bisphosphonate ibandronate on breast cancer metastasis to visceral organs. Breast cancer research and treatment 20021001
Effects of treatment with ibandronate on bone mass, architecture, biomechanical properties, and bone concentration of ibandronate in ovariectomized aged rats. The Journal of rheumatology 20021001
Effect of transplantation on bone: osteoporosis after liver and multivisceral transplantation. Transplantation proceedings 20020901
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Bisphosphonates: biological response modifiers in breast cancer. Clinical breast cancer 20020801
An investigation of bone resorption and Dictyostelium discoideum growth inhibition by bisphosphonate drugs. Journal of medicinal chemistry 20020704
Activity of bisphosphonates against Trypanosoma brucei rhodesiense. Journal of medicinal chemistry 20020704
Elimination of intravenously administered ibandronate in patients on haemodialysis: a monocentre open study. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20020701
Novel therapeutic options for osteoporosis. Current opinion in rheumatology 20020701
Bisphosphonates for cancer patients: why, how, and when? Supportive care in cancer : official journal of the Multinational Association of Supportive Care in Cancer 20020701
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Effect of bisphosphonates on cartilage turnover assessed with a newly developed assay for collagen type II degradation products. Annals of the rheumatic diseases 20020601
Bisphosphonates influence the proliferation and the maturation of normal human osteoblasts. Journal of endocrinological investigation 20020601
Inhibition of geranylgeranyl diphosphate synthase by bisphosphonates and diphosphates: a potential route to new bone antiresorption and antiparasitic agents. Journal of medicinal chemistry 20020523
The bisphosphonate zoledronic acid impairs Ras membrane [correction of impairs membrane] localisation and induces cytochrome c release in breast cancer cells. British journal of cancer 20020506
Effects of long-term intravenous ibandronate therapy on skeletal-related events, survival, and bone resorption markers in patients with advanced multiple myeloma. Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20020501
Total administered dose of ibandronate determines its effects on bone mass and architecture in ovariectomized aged rats. The Journal of rheumatology 20020501
Is there a dose response relationship for clodronate in the treatment of tumour induced hypercalcaemia? British journal of cancer 20020422
Bisphosphonates for prevention of postmenopausal osteoporosis. Danish medical bulletin 20020201
Ibandronate treatment decreases the effects of tumor-associated lesions on bone density and strength in the rat. Bone 20020101
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Bisphosphonates for breast cancer. The Cochrane database of systematic reviews 20020101
Direct effects of bisphosphonates on breast cancer cells. Breast cancer research : BCR 20020101
The present and future role of bisphosphonates in the management of patients with breast cancer. Breast cancer research : BCR 20020101
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Actions of bisphosphonates in animal models of breast cancer. Breast cancer research : BCR 20020101
Safety and efficacy of the new bisphosphonate ibandronate in the management of bone metastasis following rapid infusion. In vivo (Athens, Greece) 20020101
Ibandronate in the treatment of prostate cancer associated painful osseous metastases. Prostate cancer and prostatic diseases 20020101
Management of primary osteoporosis. Acta clinica Belgica 20020101
Ibandronate: a comparison of oral daily dosing versus intermittent dosing in postmenopausal osteoporosis. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20011001
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Effect of ibandronate on bone loss and renal function after kidney transplantation. Journal of the American Society of Nephrology : JASN 20010701
The bisphosphonate ibandronate promotes apoptosis in MDA-MB-231 human breast cancer cells in bone metastases. Cancer research 20010601
Bisphosphonates alendronate and ibandronate inhibit artery calcification at doses comparable to those that inhibit bone resorption. Arteriosclerosis, thrombosis, and vascular biology 20010501
Ibandronate decreases bone disease development and osteoclast stimulatory activity in an in vivo model of human myeloma. Experimental hematology 20010401
New advances in the biology and treatment of myeloma bone disease. Seminars in hematology 20010401
Structure-activity relationships for inhibition of farnesyl diphosphate synthase in vitro and inhibition of bone resorption in vivo by nitrogen-containing bisphosphonates. The Journal of pharmacology and experimental therapeutics 20010201
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