Product Name

  • Name

    Zoledronic acid

  • EINECS 1806241-263-5
  • CAS No. 118072-93-8
  • Article Data43
  • CAS DataBase
  • Density 2.13 g/cm3
  • Solubility
  • Melting Point 193-2040 ºC
  • Formula C5H10N2O7P2
  • Boiling Point 764 ºC at 760 mmHg
  • Molecular Weight 316.055
  • Flash Point 415.8 ºC
  • Transport Information
  • Appearance white crystalline powder
  • Safety 24/25-36/37/39
  • Risk Codes 21/22-36/37/38
  • Molecular Structure Molecular Structure of 118072-93-8 (Zoledronic acid)
  • Hazard Symbols IrritantXi
  • 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;
  • PSA 172.73000
  • LogP -1.11540

Synthetic route

imidazol-1-ylacetic acid
22884-10-2

imidazol-1-ylacetic acid

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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%
C8H8N4O2*ClH

C8H8N4O2*ClH

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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%
2-(1-imidazolyl)acetic acid hydrochloride

2-(1-imidazolyl)acetic acid hydrochloride

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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%
1H-imidazole
288-32-4

1H-imidazole

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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%
imidazol-1-yl-acetyl chloride
160975-66-6

imidazol-1-yl-acetyl chloride

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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;
tetrakis(O-trimethylsilyl)hydroxyethylidenediphosphonic acid
1392687-52-3

tetrakis(O-trimethylsilyl)hydroxyethylidenediphosphonic acid

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
With water In ethanol for 0.5h;
1-hydroxy-2-(1-imidazolyl)ethylidenebisphosphonic acid monosodium
827573-10-4

1-hydroxy-2-(1-imidazolyl)ethylidenebisphosphonic acid monosodium

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 89.84℃; for 0.25h; pH=1.5;
imidazol-1-ylacetic acid
22884-10-2

imidazol-1-ylacetic acid

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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;
ethyl 2-(1H-imidazol-1-yl)acetate
17450-34-9

ethyl 2-(1H-imidazol-1-yl)acetate

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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
C11H14N4O2

C11H14N4O2

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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
C9H10N4O2

C9H10N4O2

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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
C13H18N4O2

C13H18N4O2

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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
C10H12N4O2

C10H12N4O2

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions
ConditionsYield
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
choline chloride
67-48-1

choline chloride

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

2-hydroxy-N,N,N-trimethylethan-1-aminium hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

2-hydroxy-N,N,N-trimethylethan-1-aminium hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

Conditions
ConditionsYield
Stage #1: choline chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
choline chloride
67-48-1

choline chloride

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

bis(2-hydroxy-N,N,N-trimethylethan-1-aminium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

bis(2-hydroxy-N,N,N-trimethylethan-1-aminium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

Conditions
ConditionsYield
Stage #1: choline chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
3-ethyl-1-methyl-1H-imidazol-3-ium bromide
65039-08-9

3-ethyl-1-methyl-1H-imidazol-3-ium bromide

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

(1-ethyl-3-methyl-1H-imidazol-3-ium) hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

(1-ethyl-3-methyl-1H-imidazol-3-ium) hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

Conditions
ConditionsYield
Stage #1: 3-ethyl-1-methyl-1H-imidazol-3-ium bromide With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
3-(2-hydroxyethyl)-1-methyl-1H-imidazol-3-ium chloride

3-(2-hydroxyethyl)-1-methyl-1H-imidazol-3-ium chloride

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

(1-(2-hydroxyethyl)-3-methyl-1H-imidazol-3-ium) hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

(1-(2-hydroxyethyl)-3-methyl-1H-imidazol-3-ium) hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

Conditions
ConditionsYield
Stage #1: 3-(2-hydroxyethyl)-1-methyl-1H-imidazol-3-ium chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
3-(2-hydroxyethyl)-1-methyl-1H-imidazol-3-ium chloride

3-(2-hydroxyethyl)-1-methyl-1H-imidazol-3-ium chloride

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

bis(1-(2-hydroxyethyl)-3-methyl-1H-imidazol-3-ium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

bis(1-(2-hydroxyethyl)-3-methyl-1H-imidazol-3-ium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

Conditions
ConditionsYield
Stage #1: 3-(2-hydroxyethyl)-1-methyl-1H-imidazol-3-ium chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

1-methyl-3-(2-methoxyethyl)-1H-imidazol-3-ium chloride

1-methyl-3-(2-methoxyethyl)-1H-imidazol-3-ium chloride

1-(2-methoxyethyl)-3-methyl-1H-imidazol-3-ium hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

1-(2-methoxyethyl)-3-methyl-1H-imidazol-3-ium hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

Conditions
ConditionsYield
Stage #1: 1-methyl-3-(2-methoxyethyl)-1H-imidazol-3-ium chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

1-methyl-3-(2-methoxyethyl)-1H-imidazol-3-ium chloride

1-methyl-3-(2-methoxyethyl)-1H-imidazol-3-ium chloride

bis(1-(2-methoxyethyl)-3-methyl-1H-imidazol-3-ium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

bis(1-(2-methoxyethyl)-3-methyl-1H-imidazol-3-ium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

Conditions
ConditionsYield
Stage #1: 1-methyl-3-(2-methoxyethyl)-1H-imidazol-3-ium chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

N,N,N',N'-tetramethylguanidine
80-70-6

N,N,N',N'-tetramethylguanidine

bis(dimethylamino)methaniminium hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

bis(dimethylamino)methaniminium hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

Conditions
ConditionsYield
In methanol; water for 1h;100%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

N,N,N',N'-tetramethylguanidine
80-70-6

N,N,N',N'-tetramethylguanidine

bis(bis(dimethylamino)methaniminium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

bis(bis(dimethylamino)methaniminium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

Conditions
ConditionsYield
In methanol; water for 1h;100%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

(2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidin-1-ium) hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

(2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidin-1-ium) hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

Conditions
ConditionsYield
In methanol; water for 1h;100%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

bis(2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidin-1-ium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogenphosphonate)

bis(2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidin-1-ium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogenphosphonate)

Conditions
ConditionsYield
In methanol; water for 1h;100%
1-ethyl-3-methyl-1H-imidazol-3-ium chloride
65039-09-0

1-ethyl-3-methyl-1H-imidazol-3-ium chloride

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

bis(1-ethyl-3-methyl-1H-imidazol-3-ium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

bis(1-ethyl-3-methyl-1H-imidazol-3-ium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

Conditions
ConditionsYield
Stage #1: 1-ethyl-3-methyl-1H-imidazol-3-ium chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

1-hydroxy-2-(1-imidazolyl)ethylidenebisphosphonic acid monosodium
827573-10-4

1-hydroxy-2-(1-imidazolyl)ethylidenebisphosphonic acid monosodium

Conditions
ConditionsYield
With sodium hydroxide In methanol for 16h; Product distribution / selectivity; Heating / reflux;99%
With sodium hydroxide In ethanol; water for 16h; Product distribution / selectivity; Heating / reflux;98%
With sodium hydroxide In ethanol for 16h; Product distribution / selectivity; Heating / reflux;96%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

zoledronate disodium

zoledronate disodium

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 19h; Heating / reflux;99%
With sodium hydroxide In ethanol; water for 18.5h; Product distribution / selectivity; Heating / reflux;98%
With sodium hydroxide In methanol; water for 17h; Product distribution / selectivity; Heating / reflux;97%
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

zoledronic acid monohydrate
165800-06-6

zoledronic acid monohydrate

Conditions
ConditionsYield
With water at 70 - 80℃; Heating / reflux;89%
With water In ethanol at 60℃; for 2h;
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

zoledronate trisodium

zoledronate trisodium

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 20h; Product distribution / selectivity; Heating / reflux;84%
With sodium hydroxide In water; isopropyl alcohol for 16h; Product distribution / selectivity; Heating / reflux;79%
With sodium hydroxide In methanol; water for 16h; Product distribution / selectivity; Heating / reflux;64%
With sodium hydroxide In ethanol; water for 16h; Product distribution / selectivity; Heating / reflux;58%
[Pt(ethylenediamine)(H2O)(OSO3)]

[Pt(ethylenediamine)(H2O)(OSO3)]

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

{[Pt(ethylenediamine)]2(1-hydroxy-3-(1H-imidazol-1-yl)ethane-1,1-diylbisphosphonic acid-H4)}

{[Pt(ethylenediamine)]2(1-hydroxy-3-(1H-imidazol-1-yl)ethane-1,1-diylbisphosphonic acid-H4)}

Conditions
ConditionsYield
Stage #1: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid With barium hydroxide octahydrate In water at 0℃; for 0.166667h;
Stage #2: [Pt(ethylenediamine)(H2O)(OSO3)] In water at 0 - 4℃; pH=5;
84%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

nickel(II) sulfate hexahydrate

nickel(II) sulfate hexahydrate

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

[Ni3(zoledronic acid)2(4,4′-dipyridyl)2](4,4′-dipyridyl)4H2O

[Ni3(zoledronic acid)2(4,4′-dipyridyl)2](4,4′-dipyridyl)4H2O

Conditions
ConditionsYield
Stage #1: nickel(II) sulfate hexahydrate; 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In ethanol; water for 0.166667h;
Stage #2: 4,4'-bipyridine In ethanol; water at 180℃; for 72h; pH=6.08; Autoclave;
83%
sodium metavanadate * water

sodium metavanadate * water

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

V3(Zol)3

V3(Zol)3

Conditions
ConditionsYield
With triethylamine In water ligand added to aq. soln. of NaVO3*H2O, stirred for 1 h, triethylamine added dropwise to pH 5, stirred for 1 h at 80°C; evapd. at room temp. for 5 d; elem. anal.;79%
[Re(2,2′-bipyridine)(CO)3(H2O)](CF3SO3)
537030-00-5

[Re(2,2′-bipyridine)(CO)3(H2O)](CF3SO3)

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Re(CO)3(2,2'-bipyridine)(zoledronic acid(-H))

Re(CO)3(2,2'-bipyridine)(zoledronic acid(-H))

Conditions
ConditionsYield
With sodium hydroxide In water pH=7; Reflux;77%
water
7732-18-5

water

copper(II) sulfate
7758-99-8

copper(II) sulfate

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Cu3(2-(1-imidazole)-1-hydroxy-1,1'-ethylidenediphosphonicacid-3H)2 dihydrate

Cu3(2-(1-imidazole)-1-hydroxy-1,1'-ethylidenediphosphonicacid-3H)2 dihydrate

Conditions
ConditionsYield
In water High Pressure; hydrothermal treatment of a mixt. of a ligand (0.10 mmol), CuSO4 (0.15 mmol) in H2O (pH=2.14) at 140°C for 24 h; elem. anal.; powder XRD;70.6%
manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

manganese zoledronate

manganese zoledronate

Conditions
ConditionsYield
With hydrogenchloride In water; N,N-dimethyl-formamide at 100℃; for 0.333333h; Sealed tube; Microwave irradiation;70%
hexaammonium heptamolybdate tetrahydrate

hexaammonium heptamolybdate tetrahydrate

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Mo6(Zol)2

Mo6(Zol)2

Conditions
ConditionsYield
With CH3CO2NH4/CH3CO2H In water High Pressure; ligand and (NH4)6Mo7O24*4H2O dissolved in CH3CO2NH4/CH3CO2H, placed in autoclave, heated to 130°C for 4 h, kept for 20 h, cooled to room temp. over 36 h; filtered; elem. anal.;68%
hexaammonium heptamolybdate tetrahydrate

hexaammonium heptamolybdate tetrahydrate

iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

ammonia
7664-41-7

ammonia

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Mo4(zoledronate)2Fe

Mo4(zoledronate)2Fe

Conditions
ConditionsYield
With ammonium acetate In aq. acetate buffer at 20 - 130℃; for 60h; pH=6; Autoclave;67%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

copper(II) choride dihydrate

copper(II) choride dihydrate

water
7732-18-5

water

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

C25H25ClCu2N6O8P2*4H2O

C25H25ClCu2N6O8P2*4H2O

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 140℃; for 72h; pH=2.52; Autoclave; High pressure;67%
ammonium molybdate tetrahydrate

ammonium molybdate tetrahydrate

iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

5H3N*7H(1+)*2Mo2O6*2C5H5N2O7P2(5-)*Fe(3+)*5H2O

5H3N*7H(1+)*2Mo2O6*2C5H5N2O7P2(5-)*Fe(3+)*5H2O

Conditions
ConditionsYield
With ammonium hydroxide In aq. acetate buffer at 130℃; for 24h; pH=6; Autoclave;67%

Zoledronic acid Chemical Properties


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

Zoledronic acid 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.

Zoledronic acid 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.

Zoledronic acid Safety Profile

Hazard Codes: IrritantXi
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.

Zoledronic acid 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.

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