Alendronic Acid

ALENDRONATE · Alendronate Sodium Hydrate · Bisphosphonate · ABDP · R3-RM2 · Onclast · Aledronate · alendronicaci

https://huagongshe.com/de/chemical/2088

Identifikatoren & physikalische Daten

CAS No.	66376-36-1
Summenformel	C4H13NO7P2
Durchschnittliche Molmasse	249,1 g/mol
Monoisotopische Masse	249,01672502 g/mol
SMILES	NCCCC(O)(P(=O)(O)O)P(=O)(O)O
InChIKey	OGSPWJRAVKPPFI-UHFFFAOYSA-N
PubChem CID	2088
ChEMBL	CHEMBL870
ChEBI	CHEBI:2567
EC No.	613-929-7
DTXSID	DTXSID5022568

Chemische & physikalische Eigenschaften

XLogP	-6,5
Polarare Oberfläche (TPSA)	161
H-Brücken-Donoren	6
H-Brücken-Akzeptoren	8
Frei drehbare Bindungen	5
Schwere Atome	14
Formalladung	0
Komplexität	257
Arzneimittel	Pharmaceuticals -> Listed in ZINC15
Color/Form	Fine white powder
Human Drugs	Breast FeedingLactationBisphosphonatesBone Density Conservation AgentsDiphosphonates
Schmelzpunkt	233-235 °C (decomposes)MP: 257-262.5 °C. Soluble in watervery slightly soluble in alcohol. Practically insoluble in chloroform. /Alendronic acid, monosodium salt trihydrate/230-235°C
Physical Description	Solid
Dissociation Constants	2.72 (at 25 °C)pKa1 = 2.72pKa2 = 8.73pKa3 = 10.5pKa4 = 11.6 (all at 25 °C)
Siedepunkt	616.7±65.0 °C(Predicted)
Dichte	1.857±0.06 g/cm3(Predicted)
Lagerbedingungen	Store at -20°C
Löslichkeit	Insoluble in waterAqueous Base (Sparingly), Methanol (Slightly), Water (Very Slightly)
pKa (Säurekonstante)	pK1 2.72 ±0.05pK2 8.73 ±0.05pK3 10.5 ±0.1pK4 11.6 ±0.1 at 25°, (0.1M KCl)
Aggregatzustand	powder to crystal
Farbe	White to Light yellow
Merck	14,229
Stabilität	Hygroscopic
EPA chemische Informationen	Phosphonic acid, P,P'-(4-amino-1-hydroxybutylidene)bis- (66376-36-1)

Sicherheit & Vorschriften

GHS-Einstufung	This chemical does not meet GHS hazard criteria for 16.7% (1 of 6) of reports.DangerH290 (16.7%): May be corrosive to metals [Warning Corrosive to Metals]P203, P234, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P308+P316, P316, P317, P318, P321, P330, P332+P317, P337+P317, P362+P364, P363, P390, P405, P406, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 6 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard Classes and Categories	Met. Corr. 1 (16.7%)Skin Irrit. 2 (100%)
Lagerbedingungen	Store at 20 to 25 °C (68 to 77 °F)excursions permitted to 15 to 30 °C (59 to 86 °F).
Entsorgungsverfahren	SRP: At the time of review, regulatory criteria for small quantity disposal are subject to significant revision, however, household quantities of waste pharmaceuticals may be managed as follows: Mix with wet cat litter or coffee grounds, double bag in plastic, discard in trash.SRP: Expired or waste pharmaceuticals shall carefully take into consideration applicable DEA, EPA, and FDA regulations. It is not appropriate to dispose by flushing the pharmaceutical down the toilet or discarding to trash. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.
Wechselwirkungen	Intravenous ranitidine was shown to double the bioavailability of oral alendronate. The clinical significance of this increased bioavailability and whether similar increases will occur in patients given oral H2-antagonists is unknown.In healthy subjects, oral prednisone (20 mg three times daily for five days) did not produce a clinically meaningful change in the oral bioavailability of alendronate (a mean increase ranging from 20 to 44%).It is likely that calcium supplements, antacids, and some oral medications will interfere with absorption of alendronate sodium. Therefore, patients must wait at least one-half hour after taking alendronate sodium before taking any other oral medications.

Herstellung & Synthese

synthetische

Synthesis of Alendronic Acid: 1 mol of 4-aminobutyric acid was added to 1.5 mol of molten phosphoric acid at 95°C, followed by dropwise addition of 2 mol of phosphorus trihalide over 60 minutes. After the reaction mixture hardened, heating was continued for an additional 3 hours. The mixture was then hydrolyzed by adding 300 mL of water. Following cooling, the solution was poured into 1500 mL of methanol, and the resulting precipitate was collected to yield alendronic acid in 64.6% yield.