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| CAS No.: | 121268-17-5 |
|---|---|
| Name: | Alendronate sodium |
| Article Data: | 20 |
| Molecular Structure: | |
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| Formula: | C4H12NNaO7P2.3(H2O) |
| Molecular Weight: | 271.079 |
| Synonyms: | (4-Amino-1-hydroxy-1-phosphono-butyl)phosphonic acid; sodium;Fosamax (TN);Alendronate sodium hydrate;sodium [4-amino-1-hydroxy-1-(hydroxy-oxido-phosphoryl)butyl]phosphonic acid trihydrate;Alendronate sodium hydrate (JAN);Alendronate Sodium (Fosamax);Alendronate Sodium BP;G-704,650;MK-217; |
| EINECS: | 601-766-4 |
| Density: | 1.857 g/cm3 |
| Melting Point: | 245 °C(lit.) |
| Boiling Point: | 616.7 °C at 760 mmHg |
| Flash Point: | 326.7 °C |
| Solubility: | Water, double-distilled: 10 mg/mL |
| Appearance: | white crystalline solid |
| Hazard Symbols: | Xn,Xi |
| Risk Codes: | 22-36/37/38 |
| Safety: | 26-36-60 |
| PSA: | 211.45000 |
| LogP: | -0.32760 |
- 144851-82-1METHYL2-AMINO-3-FLUOROBENZOATE
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- 56-12-2
4-amino-n-butyric acid
- 121268-17-5
sodium alendronate
| Conditions | Yield |
|---|---|
| Stage #1: 4-amino-n-butyric acid With phosphonic Acid; methanesulfonic acid; phosphorus trichloride at 65℃; Stage #2: With water Reflux; Stage #3: With sodium hydroxide In water | 91% |
| With phosphorous acid; phosphorus trichloride In methanesulfonic acid at 65℃; | 82% |
| Stage #1: 4-amino-n-butyric acid With 1-butyl-3-methylimidazolium Tetrafluoroborate; phosphorous acid; phosphorus trichloride In sulfolane at 75℃; for 3h; Stage #2: With water In sulfolane at 105℃; for 3h; Stage #3: With sodium hydroxide In sulfolane at 0 - 25℃; for 14h; pH=4.6; Reagent/catalyst; | 80% |
- 183959-44-6
tetraethyl 2-N-phthalimide-1-hydroxybutylidene-1,1-bisphosphonate
- 121268-17-5
sodium alendronate
| Conditions | Yield |
|---|---|
| Stage #1: tetraethyl 2-N-phthalimide-1-hydroxybutylidene-1,1-bisphosphonate With hydrogenchloride Heating; Stage #2: With sodium hydroxide pH=4.3 - 4.4; | 90% |
- 616-45-5
2-pyrrolidinon
- 121268-17-5
sodium alendronate
| Conditions | Yield |
|---|---|
| Stage #1: 2-pyrrolidinon With phosphorus trichloride In water at 65 - 110℃; for 7.33333 - 7.41667h; Stage #2: With methanesulfonic acid; phosphorus trichloride at 60 - 75℃; for 9h; Stage #3: With sodium hydroxide; water Product distribution / selectivity; more than 3 stages; | 82% |
| Stage #1: 2-pyrrolidinon With water; phosphorus trichloride at 65 - 110℃; for 7.33333 - 7.41667h; Heating / reflux; Stage #2: With methanesulfonic acid; phosphorus trichloride at 60 - 75℃; for 9h; Stage #3: With sodium hydroxide; methanesulfonic acid; water Product distribution / selectivity; more than 3 stages; | 82% |
| Stage #1: 2-pyrrolidinon With methanesulfonic acid; water; phosphorus trichloride at 20 - 110℃; for 3.33333 - 8.41667h; Heating / reflux; Stage #2: With methanesulfonic acid at 60 - 75℃; for 9h; Stage #3: With sodium hydroxide; methanesulfonic acid; water Product distribution / selectivity; more than 3 stages; | 81% |
- 66376-36-1
4-amino-1-hydroxybutylidenebisphosphonic acid
- 121268-17-5
sodium alendronate
| Conditions | Yield |
|---|---|
| With sodium carbonate In water for 3h; Heating; | 79% |
| With sodium hydroxide In water at 0 - 5℃; for 3h; pH=4.3; | |
| With sodium hydroxide In water at 30 - 70℃; |
- 1310-73-2
sodium hydroxide
- 121268-17-5
sodium alendronate
| Conditions | Yield |
|---|---|
| Stage #1: 4-amino-n-butyric acid With phosphorous acid; phosphorus trichloride In acetonitrile at 55 - 75℃; for 6 - 9h; Stage #2: With water In acetonitrile at 60 - 100℃; for 4 - 6h; Stage #3: sodium hydroxide at 55 - 65℃; pH=4.4 - 4.8; | 69.6% |
- 121268-17-5
sodium alendronate
| Conditions | Yield |
|---|---|
| Stage #1: C13H31NO8P2Si With hydrogenchloride In water for 17h; Reflux; Stage #2: With sodium hydroxide In water at 25℃; pH=4.3; | 26.84 g |
| Conditions | Yield |
|---|---|
| Stage #1: sodium alendronate With sodium hydroxide In water Cooling with ice; Stage #2: carbon disulfide In water for 24h; Cooling with ice; | 95% |
| With sodium hydroxide In water at 0℃; for 24h; | 94% |
| Conditions | Yield |
|---|---|
| With triethylamine In water at 20℃; for 24h; | 92% |
- 132178-37-1
2,5-dioxopyrrolidin-1-yl pent-4-ynoate
- 121268-17-5
sodium alendronate
- 952615-43-9
1-hydroxy-4-pent-4-ynamidobutane-1,1-diyldiphosphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: sodium alendronate With sodium hydroxide In water pH=8.5; Stage #2: 2,5-dioxopyrrolidin-1-yl pent-4-ynoate In water; acetonitrile at 22℃; for 8h; pH=8.5; | 89.9% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h; pH=11; | 86% |
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Chemistry
Empirical Formula: C4H18NNaO10P2
Molecular Weight: 325.1237
Nominal Mass: 325 Da
Average Mass: 325.1237 Da
Monoisotopic Mass: 325.030363 Da
Flash Point: 326.7 °C
Enthalpy of Vaporization: 104.87 kJ/mol
Boiling Point: 616.7 °C at 760 mmHg
Vapour Pressure: 8.72E-18 mmHg at 25 °C
Melting point: 245 °C(lit.)
Storage tempreture: -20 °C
Solubility: Water, double-distilled: 10 mg/mL
Appearance: White crystalline solid
Structure of Alendronate sodium (CAS NO.121268-17-5):
IUPAC Name: Sodium (4-amino-1-hydroxy-1-phosphonobutyl)-hydroxyphosphinate trihydrate
Canonical SMILES: C(CC(O)(P(=O)(O)O)P(=O)(O)[O-])CN.O.O.O.[Na+]
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: DCSBSVSZJRSITC-UHFFFAOYSA-M
Product Category of 2-Chloro-5-nitroanisole (CAS NO.1009-36-5): Miscellaneous Biochemicals;Osteoporosis;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Miscellaneous Compounds
Uses
Alendronate sodium (CAS NO.121268-17-5) is a bisphosphonate drug used for osteoporosis and several other bone diseases. And it used for prophylaxis and in treatment of female and male osteoporosis. It has been used for prevention and treatment of corticosteroid-associated osteoporosis together with supplements of calcium and vitamin D, and used for paget's disease.
Toxicity Data With Reference
| 1. | ivn-rat LDLo:30 mg/kg | KSRNAM Kiso to Rinsho. Clinical Report. 28 (1994),3229. | ||
| 2. | ivn-dog LDLo:10 mg/kg | KSRNAM Kiso to Rinsho. Clinical Report. 28 (1994),3229. |
Safety Profile
A poison by intravenous route. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx, POx, and NaO.
Hazard Codes: 
Xn,
Xi
The Risk Statements:
22: Harmful if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany: 3
Specification
Alendronate sodium , its cas register number is 121268-17-5. It also can be called Fosamax ; Monosodium alendronate ; Alendronic acid monosodium salt ; Fosalan ; Alendros ; Bifosa ; NeoBon ; 4-Amino-1-hydroxybutylidene-1,1-bisphosphonic acid monosodium salt ; and Osteovan . It is marketed alone as well as in combination with vitamin D, and Merck's U.S. patent on alendronate expired in 2008 and Merck lost a series of appeals to block a generic version of the drug from being certified by the U.S. Food and Drug Administration (FDA). Alendronate inhibits osteoclast-mediated bone-resorption.