CAS Number121268-17-5
SynonymsAlendronate sodium; (4-Amino-1-hydroxy-1-phosphonobutyl)phosphonic Acid Monosodium Salt Trihydrate; 4-amino-1-hydroxy-1-phosphonobutyl phosphonic acid,monosodium,Alendronate sodium trihydrate; Phosphonic acid, (4-amino-1-hydroxybutylidene)bis-, sodium salt, hydrate (1:1:3); Alendronate sodium trihydrate; Sodium Alendronate Trihydrate; hydrogène (4-amino-1-hydroxy-1-phosphonobutyl)phosphonate de sodium trihydrate; alendronate sodium hydrate; Monosodium (4-Amino-1-hydroxy-1-phosphonobutyl)phosphonate Trihydrate; Alendronate monosodium trihydrate; MFCD01748233; Alendronic acid monosodium salt trihydrate; Sodium hydrogen (4-amino-1-hydroxy-1-phosphonobutyl)phosphonate hydrate (1:1:3); onclast; Adronat; Natriumhydrogen-(4-amino-1-hydroxy-1-phosphonobutyl)phosphonattrihydrat; 4-amino-1-hydroxy-1
Molecular FormulaC4H18NNaO10P2
Molecular Weight325.12
Purity≥98 (NMR)%
Density1.857g/cm3
Boiling Point616.7ºC at 760 mmHg
Melting Point245°C
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 121268-17-5 |
| Catalog No. | 2A-9013617 |
| Chinese Name | 阿仑膦酸钠,三水合物 |
| Synonyms | Alendronate sodium; (4-Amino-1-hydroxy-1-phosphonobutyl)phosphonic Acid Monosodium Salt Trihydrate; 4-amino-1-hydroxy-1-phosphonobutyl phosphonic acid,monosodium,Alendronate sodium trihydrate; Phosphonic acid, (4-amino-1-hydroxybutylidene)bis-, sodium salt, hydrate (1:1:3); Alendronate sodium trihydrate; Sodium Alendronate Trihydrate; hydrogène (4-amino-1-hydroxy-1-phosphonobutyl)phosphonate de sodium trihydrate; alendronate sodium hydrate; Monosodium (4-Amino-1-hydroxy-1-phosphonobutyl)phosphonate Trihydrate; Alendronate monosodium trihydrate; MFCD01748233; Alendronic acid monosodium salt trihydrate; Sodium hydrogen (4-amino-1-hydroxy-1-phosphonobutyl)phosphonate hydrate (1:1:3); onclast; Adronat; Natriumhydrogen-(4-amino-1-hydroxy-1-phosphonobutyl)phosphonattrihydrat; 4-amino-1-hydroxy-1 |
| Molecular Formula | C4H18NNaO10P2 |
| Molecular Weight | 325.12 |
| Purity | ≥98 (NMR) |
| Density | 1.857g/cm3 |
| Boiling Point | 616.7ºC at 760 mmHg |
| Melting Point | 245°C |
| Appearance | solid |
| Water Solubility | water, double-distilled: 10 mg/mL |
| Storage Condition | −20°C |
| Application | Alendronate sodium hydrate is a farnesyl diphosphate synthase inhibitor with an IC50 value of 460 nM. |
| HTC | 29310095 |
| MDL Number | MFCD01748233 |
| SMILES | [Na+].[P](=O)([O-])(O)[C@@]([P](=O)(O)O)(O)CCCN.O.O.O |
| InChI | 1S/C4H13NO7P2.Na.3H2O/c5-3-1-2-4(6,13(7,8)9)14(10,11)12;;;;/h6H,1-3,5H2,(H2,7,8,9)(H2,10,11,12);;3*1H2/q;+1;;;/p-1 |
| InChI Key | DCSBSVSZJRSITC-UHFFFAOYSA-M |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/13617_1_121268_17_5.pdf |
| Bioactivity | Alendronate (sodium hydrate) is a farnesyl diphosphate synthase inhibitor with IC50 of 460 nM. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer Target IC50: 460 nM (farnesyl diphosphate synthase) In Vitro Alendronate, acting directly on osteoclasts, inhibits a rate-limiting step in the cholesterol biosynthesis pathway, essential for osteoclast function[1]. Alendronate inhibits the isoprenoid biosynthesis pathway and interferes with protein prenylation, as a result of reduced geranylgeranyl diphosphate levels. Alendronate inhibits the incorporation of [3H]mevalonolactone into proteins of 18-25 kDa and into nonsaponifiable lipids, including sterols in osteoclasts[2]. Alendronate causes a dose-dependent inhibition of [3H]MVA incorporation into sterols and a concomitant increase in incorporation of radiolabel into IPP and DMAPP[3]. In Vivo Alendronate causes erosions in the rabbit stomach, but not antral ulceration in rats. Alendronate increases the incidence and size of indomethacin-induced antral ulcers. Alendronate also enhances indomethacin-induced gastricdamage in the rat, and delays gastric ulcer healing[4]. Alendronate (0.04-0.1 mg/kg twice weekly or 0.1 mg/kg weekly) partially blocks the establishment of bone metastases by human PC-3 ML cells and results in tumor formation in the peritoneum and other soft tissues. Alendronate pretreatment of mice (0.1 mg/kg twice weekly or weekly) and dosing along with taxol (10-50 mg/kg/day, twice weekly, or weekly) blocks the growth of PC-3 ML tumors in the bone marrow and soft tissues in a statistically significant manner and improves survival rates significantly by 4-5 weeks[5]. Kinase Assay Rat liver cytosol is prepared from a separate piece of liver from rat. Assays are carried out in a total volume of 0.1 mL containing 10 mg of cytosolic protein, and components according to Rilling. All reaction components (except IPP) are mixed and kept on ice for 15 min. Reactions are initiated by the addition of [14C]IPP and incubation at 37°C. Reactions are stopped after 5 min by addition of 0.4 mL MeOH/HCl (4/1, by vol.) and the samples are incubated a further 15 min to hydrolyze the allylic pyrophosphates to petroleum ether-extractable products. Following addition of 0.5 mL water and 1 mL petroleum ether, 50% of the upper (petroleum ether-extractable) phase is taken for liquid scintillation analysis. Preliminary experiments indicated that the reaction is linear with time and protein under these conditions, and no more than 10% of the substrate is consumed. References [1]. Fisher JE, et al. Alendronate mechanism of action: geranylgeraniol, an intermediate in the mevalonate pathway, prevents inhibition of osteoclast formation, bone resorption, and kinase activation in vitro. Proc Natl Acad Sci U S A. 1999 Jan 5;96(1):133-8. [2]. Bergstrom JD, et al. Alendronate is a specific, nanomolar inhibitor of farnesyl diphosphate synthase. Arch Biochem Biophys. 2000 Jan 1;373(1):231-41. [3]. Keller RK, et al. Mechanism of aminobisphosphonate action: characterization of alendronate inhibition of the isoprenoid pathway. Biochem Biophys Res Commun. 1999 Dec 20;266(2):560-3. [4]. Elliott SN, et al. Alendronate induces gastric injury and delays ulcer healing in rodents. Life Sci. 1998;62(1):77-91. [5]. Stearns ME, et al. Effects of alendronate and taxol on PC-3 ML cell bone metastases in SCID mice. Invasion Metastasis. 1996;16(3):116-31. Chemical & Physical Properties Density 1.857g/cm3 Boiling Point 616.7ºC at 760 mmHg Melting Point 245°C Molecular Formula C4H18NNaO10P2 Molecular Weight 325.124 Flash Point 326.7ºC Exact Mass 325.030365 PSA 211.45000 Storage condition −20°C Stability Store in freezer Water Solubility water, double-distilled: 10 mg/mL |
| Use of | Alendronate (sodium hydrate) is a farnesyl diphosphate synthase inhibitor with IC50 of 460 nM. Properties Articles80 Name alendronate sodium trihydrate Synonym More Synonyms Alendronate sodium Biological Activity Description Alendronate (sodium hydrate) is a farnesyl diphosphate synthase inhibitor with IC50 of 460 nM. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer IC50: 460 nM (farnesyl diphosphate synthase) In Vitro Alendronate, acting directly on osteoclasts, inhibits a rate-limiting step in the cholesterol biosynthesis pathway, essential for osteoclast function[1]. Alendronate inhibits the isoprenoid biosynthesis pathway and interferes with protein prenylation, as a result of reduced geranylgeranyl diphosphate levels. Alendronate inhibits the incorporation of [3H]mevalonolactone into proteins of 18-25 kDa and into nonsaponifiable lipids, including sterols in osteoclasts[2]. Alendronate causes a dose-dependent inhibition of [3H]MVA incorporation into sterols and a concomitant increase in incorporation of radiolabel into IPP and DMAPP[3]. References [1]. Fisher JE, et al. Alendronate mechanism of action: geranylgeraniol, an intermediate in the mevalonate pathway, prevents inhibition of osteoclast formation, bone resorption, and kinase activation in vitro. Proc Natl Acad Sci U S A. 1999 Jan 5;96(1):133-8. [2]. Bergstrom JD, et al. Alendronate is a specific, nanomolar inhibitor of farnesyl diphosphate synthase. Arch Biochem Biophys. 2000 Jan 1;373(1):231-41. [3]. Keller RK, et al. Mechanism of aminobisphosphonate action: characterization of alendronate inhibition of the isoprenoid pathway. Biochem Biophys Res Commun. 1999 Dec 20;266(2):560-3. [4]. Elliott SN, et al. Alendronate induces gastric injury and delays ulcer healing in rodents. Life Sci. 1998;62(1):77-91. [5]. Stearns ME, et al. Effects of alendronate and taxol on PC-3 ML cell bone metastases in SCID mice. Invasion Metastasis. 1996;16(3):116-31. Chemical & Physical Properties Molecular Formula C4H18NNaO10P2 Exact Mass 325.030365 PSA 211.45000 Stability Store in freezer |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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