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| CAS No.: | 118072-93-8 |
|---|---|
| Name: | Zoledronic acid |
| Article Data: | 43 |
| Molecular Structure: | |
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|
|
| Formula: | C5H10N2O7P2 |
| Molecular Weight: | 316.055 |
| Synonyms: | Zometa (Novartis);Zometa;Zoledronate;(1-hydroxy-2-imidazol-1-yl-1-phosphono-ethyl)phosphonic acid;Phosphonic acid,[1-hydroxy-2-(1H-imidazol-1-yl)ethylidene]bis-;(1-Hydroxy-2-imidazol-1-ylethylidene)diphosphonic acid;Phosphonic acid, (1-hydroxy-2-(1H-imidazol-1-yl)ethylidene)bis-;[1-hydroxy-2-(1H-imidazol-1-yl)ethylidene]bis Phosphonic acid;ZoledronicAcid;[1-hydroxy-(1H-imidazol-1-yl)-phosphonoethyl] phosphonic acid monohydrate;1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyldiphosphonic acid; |
| EINECS: | 1806241-263-5 |
| Density: | 2.13 g/cm3 |
| Melting Point: | 193-2040 ºC |
| Boiling Point: | 764 ºC at 760 mmHg |
| Flash Point: | 415.8 ºC |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 21/22-36/37/38 |
| Safety: | 24/25-36/37/39 |
| PSA: | 172.73000 |
| LogP: | -1.11540 |
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- 1219080-61-1IMIDAZOLE-2-BORONIC ACID
- 22884-10-2
imidazol-1-ylacetic acid
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: imidazol-1-ylacetic acid With phosphoric acid; phosphorus trichloride In 1,2-propylene cyclic carbonate; PEG 600 (polyethylene glycol) at 40 - 60℃; Stage #2: With water In 1,2-propylene cyclic carbonate; PEG 600 (polyethylene glycol) at 85℃; for 18h; Product distribution / selectivity; | 99% |
| Stage #1: imidazol-1-ylacetic acid With phosphorous acid; phosphorus trichloride In 1,2-propylene cyclic carbonate; PEG 600 at 40 - 60℃; Stage #2: With water In 1,2-propylene cyclic carbonate; PEG 600 at 85℃; for 18h; Product distribution / selectivity; | 99% |
| With sulfolane; phosphonic Acid; 1-butyl-3-methylimidazolium Tetrafluoroborate; phosphorus trichloride at 75℃; for 3h; Reagent/catalyst; Green chemistry; | 93% |
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: C8H8N4O2*ClH With phosphoric acid; phosphorus trichloride In toluene at 90℃; Stage #2: With hydrogenchloride In water; toluene at 20℃; Reagent/catalyst; Temperature; Solvent; Reflux; | 85.27% |
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: 2-(1-imidazolyl)acetic acid hydrochloride With phosphorous acid; trichlorophosphate In silicon oil at 80℃; for 11 - 24h; Stage #2: With water In toluene; silicon oil at 80 - 100℃; for 16 - 19h; Product distribution / selectivity; | 74% |
| Stage #1: 2-(1-imidazolyl)acetic acid hydrochloride With phosphorous acid; trichlorophosphate In toluene at 100℃; for 3h; Stage #2: With water In toluene at 80 - 100℃; for 16h; Product distribution / selectivity; | 69% |
| Stage #1: 2-(1-imidazolyl)acetic acid hydrochloride With phosphonic Acid; trichlorophosphate In chlorobenzene at 85 - 95℃; for 4.5h; Stage #2: With water for 18h; Reflux; | 64% |
- 288-32-4
1H-imidazole
- 105-39-5
chloroacetic acid ethyl ester
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: 1H-imidazole; chloroacetic acid ethyl ester With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In 1,4-dioxane at 20℃; for 0.5h; Reflux; Stage #2: With phosphoric acid; phosphorus trichloride In 1,4-dioxane at 20℃; for 1h; Stage #3: With hydrogenchloride In water for 6h; Reagent/catalyst; | 60.5% |
- 160975-66-6
imidazol-1-yl-acetyl chloride
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: imidazol-1-yl-acetyl chloride With methanesulfonic acid; phosphorus trichloride at 26 - 80℃; for 16h; Stage #2: With water at 26 - 110℃; for 5h; Stage #3: With sodium hydroxide In water for 12h; pH=1.8; |
- 1392687-52-3
tetrakis(O-trimethylsilyl)hydroxyethylidenediphosphonic acid
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| With water In ethanol for 0.5h; |
- 827573-10-4
1-hydroxy-2-(1-imidazolyl)ethylidenebisphosphonic acid monosodium
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 89.84℃; for 0.25h; pH=1.5; |
- 22884-10-2
imidazol-1-ylacetic acid
- 7719-12-2, 52843-90-0
phosphorus trichloride
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: imidazol-1-ylacetic acid; phosphorus trichloride With methanesulfonic acid at 80℃; Green chemistry; Stage #2: In water Green chemistry; Stage #3: With sodium hydroxide In water Green chemistry; |
- 17450-34-9
ethyl 2-(1H-imidazol-1-yl)acetate
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: hydrogenchloride / water / 7 h / 100 °C / pH 1.5 2.1: phosphoric acid / water / 0.5 h / 100 °C 2.2: 3 h / 65 - 100 °C 2.3: 5 h / Reflux View Scheme | |
| Multi-step reaction with 2 steps 1: water 2: water; phosphoric acid; phosphorus trichloride / chlorobenzene View Scheme |
- 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: hydrogenchloride / Reflux 2.1: phosphoric acid; phosphorus trichloride / toluene / 90 °C 2.2: 20 °C / Reflux View Scheme |
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Chemistry
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IUPAC Name: (1-Hydroxy-2-imidazol-1-yl-1-phosphonoethyl)phosphonic acid
Molecular Formula: C5H10N2O7P2
Molecular Weight: 272.09 g/mol
Canonical SMILES: c1cncn1CC(O)(P(O)(=O)O)P(O)(=O)O
InChI: InChI=1/C5H10N2O7P2/c8-5(15(9,10)11,16(12,13)14)3-7-2-1-6-4-7/h1-2,4,8H,3H2,(H2,9,10,11)(H2,12,13,14)
Classification Code: Bone Density Conservation Agents
Product Categories: Pharmaceutical material and intermeidates; Bone resorption inhibitor; Antiosteoporotic; Zoledronate;All Inhibitors; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals; Zoledronic
Density: 2.13 g/cm3
Flash Point: 415.8 °C
Enthalpy of Vaporization: 116.73 kJ/mol
Boiling Point: 764 °C at 760 mmHg
Melting Point: 193-2040 °C
Vapour Pressure of Zoledronic acid (CAS NO.118072-93-8): 1.53E-24 mmHg at 25 °C
History
Zoledronic Acid is a single 5 mg infusion for the treatment of Paget's disease of bone. In 2007, the U.S. Food and Drug Administration (FDA) also approved Zoledronic Acid for the treatment of postmenopausal osteoporosis.
Uses
Zoledronic acid (CAS NO.118072-93-8) is used to prevent skeletal fractures in patients with cancers such as multiple myeloma and prostate cancer, as well as for treating osteoporosis. It can also be used to treat hypercalcemia of malignancy and can be helpful for treating pain from bone metastases.
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 21/22-36/37/38
R21/22: Harmful in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements of Zoledronic acid (CAS NO.118072-93-8): 24/25-36/37/39
S24/25: Avoid contact with skin and eyes.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
Specification
Zoledronic acid (CAS NO.118072-93-8), its Synonyms are (1-Hydroxy-2-imidazol-1-ylethylidene)diphosphonic acid ; Phosphonic acid, (1-hydroxy-2-(1H-imidazol-1-yl)ethylidene)bis- ; Zoledronate ; Zometa ; Reclast ; Aclasta . It is white solid.