Alendronate Sodium
Grundinformationen
- CAS
121268-17-5- Standard-SMILES
NCCCC(O)(P(=O)([O-])O)P(=O)(O)O.O.O.O.[Na+]- InChIKey
DCSBSVSZJRSITC-UHFFFAOYSA-M- Summenformel
- C4H18NNaO10P2
- Durchschnittliche Molmasse
- 325,12 g/mol
- Monoisotopische Masse
- 325,03036332
Überblick
Alendronate sodium trihydrate is a hydride that is the trihydrate of alendronate sodium. It has a role as an EC 2.5.1.1 (dimethylallyltranstransferase) inhibitor and a bone density conservation agent. It is a hydrate and an organic sodium salt. It contains an alendronate(1-).
Namen und Bezeichner
- Bevorzugter Name
- Alendronate Sodium
- IUPAC
- sodium;(4-amino-1-hydroxy-1-phosphonobutyl)-hydroxyphosphinate;trihydrate
- Englischer Name
- Alendronate sodium trihydrate
- Summenformel
- C4H13NO7P2.3H2O.Na
- Molmasse
- 326.13
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
121268-17-5- PubChem CID
- 23681107
- DTXSID
DTXSID7047801- ChEMBL
CHEMBL2367465、CHEMBL675- ChEBI
CHEBI:2566- UNII
- 2UY4M2U3RA
- EC Number
- 601-766-4、950-815-9
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 167 Ų
- H-Brücken-Donoren
- 8
- H-Brücken-Akzeptoren
- 11
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 18
- Formalladung
- 0
- Komplexität
- 293
Experimentelle und physikochemische Eigenschaften
Human Drugs
FDA approved drugs -> Active ingredient
EMA approved medicines: Human medicine
EMA approved medicines: Human medicine
FDA approved drugs -> Active ingredient
Physikochemische Eigenschaften
- Schmelzpunkt
- 245 °C · 245°C
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 10 mg/mL · water, double-distilled: 10 mg/mL
- Aggregatzustand
- solid
- Farbe
- white
- Wasserlöslichkeit
- 10 mg/ml · Soluble in water at 10mg/ml
- Merck
- 14 · 14,229
- Stabilität
- Store in freezer
- InChI
- 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
- InChIKey
- NKENDYHBVCKCNL-UHFFFAOYSA-M
- SMILES
- C(O)(CCCN)(P([O-])(=O)O)P(=O)(O)O.[Na+].O.O.O
- CAS Datenbank
- 121268 · 121268-17-5(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 1.8% (2 of 110) of reports.
Danger
H302 (98.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 110 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Gefahrenhinweise
Hazard Classes and Categories
Acute Tox. 4 (98.2%)
Acute Tox. 4 (100%)
Toxikologische Informationen
Exposure Routes
Relative to an intravenous (IV) reference dose, the mean oral bioavailability of alendronate in women was 0.7% for doses ranging from 5 to 40 mg when administered after an overnight fast and two hours before a standardized breakfast. Oral bioavailability of the 10 mg tablet in men (0.59%) was similar to that in women (0.78%) when administered after an overnight fast and 2 hours before breakfast.
Toxicity Summary
The action of Alendronate on bone tissue is based partly on its affinity for hydroxyapatite, which is part of the mineral matrix of bone. Alendronate also targets farnesyl pyrophosphate (FPP) synthase. Nitrogen-containing bisphosphonates (such as pamidronate, alendronate, risedronate, ibandronate and zoledronate) appear to act as analogues of isoprenoid diphosphate lipids, thereby inhibiting FPP synthase, an enzyme in the mevalonate pathway. Inhibition of this enzyme in osteoclasts prevents the biosynthesis of isoprenoid lipids (FPP and GGPP) that are essential for the post-translational farnesylation and geranylgeranylation of small GTPase signalling proteins. This activity inhibits osteoclast activity and reduces bone resorption and turnover. In postmenopausal women, it reduces the elevated rate of bone turnover, leading to, on average, a net gain in bone mass.
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Alendronate sodium
vLess-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29310095
- RTECS-Nr.
- SZ6523500
- risk_code
- 22-36/37/38
- hazard_code
- Xn,Xi
- safety_code
- 26-36-60
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
There is no evidence that alendronate is metabolized in humans or animals. Route of Elimination: Following a single IV dose of [14C]alendronate, approximately 50% of the radioactivity was excreted in the urine within 72 hours and little or no radioactivity was recovered in the feces. Half Life: >10 years
FDA Pharmacological Classification
ALENDRONATE SODIUM
Diphosphonates [CS]; Bisphosphonate [EPC]
ALENDRONATE SODIUM TABLET
Bisphosphonate [EPC]; Diphosphonates [CS]
Verwendung und Herstellung
Anwendungen
VerwendenAlendronate sodium trihydrate is used as a bone resorption inhibitor, farnesyl diphosphate synthase inhibitor and CD45 protein tyrosine phosphatase inhibitor. A robust inhibitor of bone resorption that induces apoptosis. Alendronate inhibits the migration and invasion of PC-3 cells (sc-2220) by interfering with the mevalonate pathway. Additionally, Alendronate, Sodium Salt is an inhibitor of CD45RC and MMP.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter100 Anbieter
Ergänzende Hinweise
DefinitionChEBI: A hydride that is the trihydrate of alendronate sodium
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