Product Name

  • Name

    Ibandronic acid

  • EINECS
  • CAS No. 114084-78-5
  • Article Data14
  • CAS DataBase
  • Density 1.449 g/cm3
  • Solubility
  • Melting Point 113-115 ºC
  • Formula C9H23NO7P2
  • Boiling Point 587.8 ºC at 760 mm
  • Molecular Weight 333.259
  • Flash Point 309.3 ºC
  • Transport Information
  • Appearance white solid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 114084-78-5 (Ibandronic acid)
  • Hazard Symbols
  • Synonyms Phosphonicacid, [1-hydroxy-3-(methylpentylamino)propylidene]bis- (9CI);BPH 24;Ibandronate;[1-Hydroxy-3-(methylpentylamino)propylidene]diphosphonic acid;
  • PSA 158.15000
  • LogP 0.50000

Synthetic route

N-(n-pentyl)-N-methyl-3-aminopropionic acid
287395-61-3

N-(n-pentyl)-N-methyl-3-aminopropionic acid

ibandronic acid
114084-78-5

ibandronic acid

Conditions
ConditionsYield
With phosphonic Acid; 1-butyl-3-methylimidazolium Tetrafluoroborate; phosphorus trichloride at 75℃; for 3h; Reagent/catalyst; Green chemistry;90%
With phosphoric acid; phosphorus trichloride In chlorobenzene at 100 - 110℃; for 3h;6%
Stage #1: N-(n-pentyl)-N-methyl-3-aminopropionic acid With phosphonic Acid; phosphorus trichloride In chlorobenzene at 100℃;
Stage #2: With hydrogenchloride; water for 12.5h; Product distribution / selectivity; Heating / reflux;
With phosphoric acid; phosphorus trichloride In chlorobenzene at 80 - 90℃; for 4.66667 - 5.5h; Product distribution / selectivity;
Stage #1: N-(n-pentyl)-N-methyl-3-aminopropionic acid With phosphoric acid; trichlorophosphate In Diethyl carbonate at 80℃; for 2h;
Stage #2: With water In Diethyl carbonate at 60℃;
3-(N-methyl-N-pentylamino) propionic acid hydrochloride

3-(N-methyl-N-pentylamino) propionic acid hydrochloride

ibandronic acid
114084-78-5

ibandronic acid

Conditions
ConditionsYield
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphonic Acid; phosphorus trichloride In silicon oil at 20 - 80℃; for 3.41667 - 9.66667h;
Stage #2: With water for 15 - 22h; Product distribution / selectivity; Heating / reflux;
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphonic Acid In formaldehyde diethyl acetal at 40℃; for 0.5h;
Stage #2: With phosphorus trichloride at 40 - 58℃; for 5.08333h;
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphonic Acid In sunflower oil at 90 - 95℃;
Stage #2: With phosphorus trichloride In sunflower oil at 70 - 95℃;
Stage #3: With water In sunflower oil at 10 - 15℃; Product distribution / selectivity; Reflux;
3-[N-(methylpentyl)amino]propionic acid hydrochloride

3-[N-(methylpentyl)amino]propionic acid hydrochloride

ibandronic acid
114084-78-5

ibandronic acid

Conditions
ConditionsYield
Stage #1: 3-[N-(methylpentyl)amino]propionic acid hydrochloride With phosphorous acid In toluene at 70 - 75℃;
Stage #2: With phosphorus trichloride In toluene at 80 - 85℃;
Stage #3: With water Reflux;
octanol
111-87-5

octanol

ibandronic acid
114084-78-5

ibandronic acid

tetraoctyl (1-hydroxy-3-(methyl(pentyl)amino)propane-1,1-diyl)bis(phosphonate)

tetraoctyl (1-hydroxy-3-(methyl(pentyl)amino)propane-1,1-diyl)bis(phosphonate)

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 50 - 60℃;7%
ibandronic acid
114084-78-5

ibandronic acid

ibandronate monosodium
138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
With sodium hydroxide In water pH=4.3 - 4.4; Product distribution / selectivity;
With sodium hydroxide In water; isopropyl alcohol for 0.5 - 4h; pH=3.93 - 4.14; Product distribution / selectivity; Heating / reflux;
With sodium hydroxide In water; isopropyl alcohol at 0 - 70℃; for 16h;
sodium acetate
127-09-3

sodium acetate

ibandronic acid
114084-78-5

ibandronic acid

ibandronate monosodium
138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
In isopropyl alcohol at 20℃; for 20h; Product distribution / selectivity; Heating / reflux;
sodium hydroxide
1310-73-2

sodium hydroxide

ibandronic acid
114084-78-5

ibandronic acid

ibandronate monosodium
138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
Stage #1: sodium hydroxide; ibandronic acid In water at 72℃;
Stage #2: In water; isopropyl alcohol at -2 - 0℃; for 17h;
ibandronic acid
114084-78-5

ibandronic acid

ibandronate monosodium
138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
In butan-1-ol at 20 - 114℃; for 19h;
In isopropyl alcohol at 20℃; for 20h; Product distribution / selectivity; Heating / reflux;
In propan-1-ol at 20℃; for 20h; Product distribution / selectivity; Heating / reflux;
sodium hydroxide
1310-73-2

sodium hydroxide

ibandronic acid
114084-78-5

ibandronic acid

disodium ibandronate

disodium ibandronate

Conditions
ConditionsYield
In water; acetone at 20℃; for 20.75h; Heating / reflux;
In water; acetone at 20 - 92℃; for 80.8167h;
ibandronic acid
114084-78-5

ibandronic acid

trisodium ibandronate

trisodium ibandronate

Conditions
ConditionsYield
With sodium hydroxide In water at -12 - 20℃; pH=12.5; Product distribution / selectivity;
177Lu-lutetium(III) chloride

177Lu-lutetium(III) chloride

water
7732-18-5

water

ibandronic acid
114084-78-5

ibandronic acid

C18H47(177)LuN2O16P4

C18H47(177)LuN2O16P4

Conditions
ConditionsYield
In aq. buffer at 90℃; for 0.5h; pH=5;

Ibandronic acid Chemical Properties

IUPAC Name: [ 1-hydroxy-3-[ methyl ( pentyl ) amino ]-1-phosphonopropyl ] phosphonic acid
Synonyms of Ibandronic acid (CAS NO.114084-78-5): Ibandronic acid-D3 ;{ 1-Hydroxy-3-( methylpentylamino ) propylidene ]bisphosphnic Acid ; [1-Hydroxy-3-( methyl-d3-pentylamino ) propylidene ] bisphosphnic Acid ; Ibandronic ;1-Hydroxy-3-( methylpentylamino ) propylidene bisphosphonic acid ; Ibandronic acid ; P,P'-[ 1-Hydroxy-3-( methylpentylamino ) propylidene ] bisphosphonic Acid
Following is the molecular structure: 

CAS NO: 114084-78-5
Classification Code: Bone Density Conservation Agents
Molecular Formula: C9H23NO7P2
Molecular Weight: 319.2289
Melting Point: 113-115°C 
Polar Surface Area: 103.15 Å2
Index of Refraction: 1.537
Molar Refractivity: 68.85 cm3
Molar Volume: 220.2 cm3
Surface Tension: 70.8 dyne/cm
Density: 1.449 g/cm3
Flash Point: 309.3 °C
Enthalpy of Vaporization: 100.74 kJ/mol
Boiling Point: 587.8 °C at 760 mmHg
Vapour Pressure: 2.88E-16 mmHg at 25°C 

Ibandronic acid Uses

The uses of Ibandronic acid (CAS NO.114084-78-5): 
1.Ibandronic acid (INN) or ibandronate sodium (USAN), marketed under the trade names Boniva, Bondronat and Bonviva, is a potent bisphosphonate drug used in the prevention and treatment of osteoporosis.
2.It may also be used to treat hypercalcemia (elevated blood calcium levels). It is Marketed and Manufactured by GlaxoSmithKline and Roche Laboratories.

Ibandronic acid Specification

Indications of Ibandronic acid (CAS NO.114084-78-5): Ibandronate is indicated for the treatment and prevention of osteoporosis in post-menopausal women. Men should not take ibandronate unless they are participating in clinical trials. In May 2003, the U.S. Food and Drug Administration (FDA) approved Ibandronate as a daily, 2.50 mg dose treatment for post-menopausal osteoporosis. The basis for this approval was a three-year, randomized, double-blind, placebo-controlled trial of 2,946 women suffering post-menopausal osteoporosis. The participants received either a placebo or an oral ibandronate dose (2.50 mg), or intermittently (20 mg every second day in 12 doses at the beginning of each 3-month interval). Every participant also received daily oral doses of 500 mg of calcium and 400IUs [international units] of vitamin D. At the study's conclusion, both doses significantly reduced the occurrence risk of new vertebral fractures by 50–52 per cent when compared to the effects of the placebo drug.

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