ChemicalBook--->CAS DataBase List--->66376-36-1

66376-36-1

66376-36-1 Structure

66376-36-1 Structure
IdentificationBack Directory
[Name]

Alendronic acid
[CAS]

66376-36-1
[Synonyms]

ABDP
Onclast
Aledronate
ALENDRONATE
Bisphosphonate
ALENDRONIC ACID
Alendronate Sodium Hydrate
AlendronateSodium/AlendronicAcid
4-Amino-1-hydroxybutane-1,1-diphosphonic Acid
1-Hydroxy-4-aminobutylidenebisphosphonic acid
(4-amino-1-hydroxybutylidene)bis-phosphonicaci
(4-AMINO-1-HYDROXYBUTYLIDENE)DIPHOSPHONIC ACID
4-AMINO-1-HYDROXY-1,1-BUTYLIDINEDIPHOSPHONIC ACID
4-Amino-1-hydroxy-1,1-butanediylbisphosphonic acid
Phosphonic acid, (4-aMino-1-hydroxybutylidene)bis-
(4-aMino-1-hydroxybutane-1,1-diyl)diphosphonic acid
(4-AMINO-1-HYDROXY-1-PHOSPHONOBUTYL)PHOSPHONIC ACID
(4-AMINO-1-HYDROXYBUTYLIDENE)-BIS-(PHOSPHONIC ACID)
4-amino-1-hydroxybutylidene-1,1-bis(phosphonicacid)
4-Amino-1-hydroxybutane-1,1-diylbis(phosphonic acid)
Phosphonic acid,P,P'-(4-aMino-1-hydroxybutylidene)bis-
[EINECS(EC#)]

204-352-8
[Molecular Formula]

C4H13NO7P2
[MDL Number]

MFCD00868112
[MOL File]

66376-36-1.mol
[Molecular Weight]

249.1
Chemical PropertiesBack Directory
[Melting point ]

230-235°C
[Boiling point ]

616.7±65.0 °C(Predicted)
[density ]

1.857±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Aqueous Base (Sparingly), Methanol (Slightly), Water (Very Slightly)
[Water Solubility ]

Insoluble in water
[form ]

powder to crystal
[pka]

pK1 2.72 ±0.05; pK2 8.73 ±0.05; pK3 10.5 ±0.1; pK4 11.6 ±0.1 at 25°, (0.1M KCl)
[color ]

White to Light yellow
[Merck ]

229
[Stability:]

Hygroscopic
[EPA Substance Registry System]

Phosphonic acid, P,P'-(4-amino-1-hydroxybutylidene)bis- (66376-36-1)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314
[Precautionary statements ]

P260-P264-P280-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P405-P501
[RIDADR ]

1759
[RTECS ]

SZ6521833
[HS Code ]

2931.90.9051
[HazardClass ]

8
[PackingGroup ]

III
[Hazardous Substances Data]

66376-36-1(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Phosphoric acid-->4-Aminobutyric acid-->Phosphorus trichloride-->Orthophosphorus acid
Hazard InformationBack Directory
[Hazard]

A reproductive hazard.
[Originator]

Adronat ,Neopharmed ,Italy
[Uses]

Alendronate acid is an inhibitor of FDPS.
[Definition]

ChEBI: A 1,1-bis(phosphonic acid) that is methanebis(phosphonic acid) in which the two methylene hydrogens are replaced by hydroxy and 3-aminopropyl groups.
[Manufacturing Process]

4-Amino-1-hydroxybutylidene-1,1-diphosphonic acid (ABDT).
Orthosphophorous acid (102.7 g; 1.25 moles) is introduced into a 2 liter-flask with condenser, stirrer and dropping funnel, placed on a thermostatized bath; the air is then removed with a nitrogen stream which is continued during all the reaction. The acid is melted by heating the bath to 95°C. When melting is complete, 4-aminobutyric acid (103.3; 1 mole) is added under stirring which is continued till obtaining a doughy fluid. Phosphorous trihalide (176 ml; 2 moles) is added dropwise causing the mixture to boil and evolution of gaseous hydrochloric acid which is damped by means of a suitable trap. The addition rate is adjusted so as to keep a constant reflux for about 60 minutes. When the addition is nearly over, the mixture swells, slowly hardening. Stirring is continued as long as possible, whereafter the mixture is heated for further 3 hours. Without cooling, but removing the bath, water (300 ml) is added, first slowly and then quickly. Heating and stirring are started again. Decolorizing charcoal is added and the mixture is boiled for about 5 minutes, then hotfiltered on paper and the filtrate is refluxed for 6 hours. After cooling is slowly poured in stirred methanol (1500 ml) causing thereby the separation of a white solid which collected and dried (161 g; 64.6%). The structure of ABDT is confirmed by IR spectrum, proton magnetic and nuclear magnetic resonance spectrum and elemental analysis.
The sodium salt of this acid may be prepared by adding of equivalent of sodium hydroxide.
[Therapeutic Function]

Antiosteoporotic
[Clinical Use]

Bisphosphonate:
Treatment and prophylaxis of osteoporosis
[Drug interactions]

Potentially hazardous interactions with other drugs
Calcium salts: reduced absorption of alendronate.
[Metabolism]

Alendronate transiently distributes to soft tissues but is then rapidly redistributed to bone or excreted in the urine. There is no evidence that alendronate is metabolised in animals or humans. Following a single intravenous 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 faeces.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Alendronic acid(66376-36-1)MS
Alendronic acid(66376-36-1)1HNMR
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