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138926-19-9

Basic Information
CAS No.: 138926-19-9
Name: Ibandronate sodium
Molecular Structure:
Molecular Structure of 138926-19-9 (Ibandronate sodium)
Formula: C9H24NNaO8P2
Molecular Weight: 359.17
Synonyms: Phosphonicacid, [1-hydroxy-3-(methylpentylamino)propylidene]bis-, monosodium salt,monohydrate (9CI);BM 21.0955Na.H2O;BM 21.0955 . Na . H2O;Monosodiumibandronate monohydrate;Sodium trihydrogen (1-hydroxy-3-(methylpentylamino)propylidene)diphosphonate, monohydrate;
EINECS: 639-757-2
Density: ==
Melting Point: 84 °C (dec)
Boiling Point: 587.8 °C at 760 mmHg
Flash Point: 309.3 °C
Solubility:
Appearance: white crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 40
Safety: 22-36
Transport Information:
PSA: 170.21000
LogP: 0.87390
Synthetic route

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

138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphonic Acid at 25 - 30℃; for 0.166667h; Large scale;
Stage #2: With trichlorophosphate In water; toluene at 60 - 105℃; for 12h; Large scale;
Stage #3: With sodium hydroxide In methanol at 40℃; for 2h; pH=4.1 - 4.3; Temperature; Large scale;
93.6%
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With methanesulfonic acid; phosphoric acid at 50 - 55℃; for 0.5h;
Stage #2: With phosphorus trichloride at 20 - 67℃; for 24h;
Stage #3: With methanesulfonic acid; sodium hydroxide In methanol; water at 20 - 25℃; for 8h; pH=~ 4.4 - 4.5;
92%
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphonic Acid at 60 - 65℃; Inert atmosphere;
Stage #2: With phosphorus trichloride at 60 - 75℃;
82.23%
1310-73-2

sodium hydroxide

138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphoric acid; phosphorus trichloride In methanesulfonic acid; chlorobenzene at 75 - 100℃; for 2.16667 - 5h;
Stage #2: sodium hydroxide With water In methanol at 0 - 10℃; for 4 - 5h; Product distribution / selectivity;
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphoric acid; phosphorus trichloride In cyclohexane at 5 - 28℃; for 6h;
Stage #2: sodium hydroxide In methanol; water at 4 - 5℃; for 12h; Product distribution / selectivity;
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphoric acid; phosphorus trichloride In methoxybenzene at 84 - 95℃; for 63h;
Stage #2: sodium hydroxide In methanol; water at 3 - 5℃; for 9.75h; Product distribution / selectivity;
Stage #1: 3-(N-methyl-N-pentylamino) propionic acid hydrochloride With phosphorus trichloride In para-chlorotoluene at 80 - 84℃; for 1.58333h;
Stage #2: With phosphoric acid In para-chlorotoluene at 45 - 97℃; for 2.5h;
Stage #3: sodium hydroxide In ethanol; water at 4 - 5℃; for 8h; Product distribution / selectivity;
114084-78-5

ibandronic acid

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;
1310-73-2

sodium hydroxide

ibanic acid chloride

138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
Stage #1: ibanic acid chloride With N-ethylmorpholine;; phosphonic Acid In chlorobenzene at 50 - 80℃; for 3.33333h;
Stage #2: With water In chlorobenzene for 4h; Heating / reflux;
Stage #3: sodium hydroxide With N-ethylmorpholine; In water at 80℃; pH=4.3 - 4.4;
127-09-3

sodium acetate

114084-78-5

ibandronic acid

138926-19-9

ibandronate monosodium

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

sodium hydroxide

114084-78-5

ibandronic acid

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;
114084-78-5

ibandronic acid

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;
1263180-40-0

1-hydroxy-3-(N-methylpentylamino)propylidene bisphosphonic acid hydrochloride

138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
With sodium hydroxide In water pH=4.4 - 4.5;

3-(N-methyl-N-n-pentylamine)propanenitrile hydrochloride

138926-19-9

ibandronate monosodium

Conditions
ConditionsYield
With phosphonic Acid; tetra-(n-butyl)ammonium iodide; phosphorus trichloride In acetonitrile at 90℃; Temperature; Reagent/catalyst;
138926-19-9

ibandronate monosodium

3-(N-methyl-N-pentyl)amino-1-hydroxypropane-1,1-diphosphonic acid monosodium salt hemihydrate

Conditions
ConditionsYield
With potassium fluoride; water In isopropyl alcohol; acetone at 56℃; for 4 - 6h; Product distribution / selectivity; Heating / reflux;94.1%
With potassium fluoride In isopropyl alcohol Product distribution / selectivity; Heating / reflux;
138926-19-9

ibandronate monosodium

cobalt(II) chloride hexahydrate

3Co(2+)*2C9H20NO7P2(3-)*10H2O

Conditions
ConditionsYield
With sodium hydroxide at 60 - 70℃; for 0.333333h; pH=5-6;91%
138926-19-9

ibandronate monosodium

manganese(II) chloride tetrahydrate

3Mn(2+)*2C9H20NO7P2(3-)*10H2O

Conditions
ConditionsYield
With sodium hydroxide at 60 - 70℃; for 0.333333h; pH=5-6;88%
138926-19-9

ibandronate monosodium

ibandronate sodium monohydrate

Conditions
ConditionsYield
With water In acetone at 20 - 100℃;85%
With water In acetone at 20 - 90℃; Product distribution / selectivity;85%
With water In acetone at 25 - 100℃;81%
138926-19-9

ibandronate monosodium

nickel(II) chloride hexahydrate

3Ni(2+)*2C9H20NO7P2(3-)*10H2O

Conditions
ConditionsYield
With sodium hydroxide at 60 - 70℃; for 0.333333h; pH=5-6;65%
138926-19-9

ibandronate monosodium

trisodium ibandronate

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at -12 - 20℃; pH=12.5; Product distribution / selectivity;
138926-19-9

ibandronate monosodium

2871-15-0

Phenyl α-D-galactopyranoside

1257656-23-7

C6H12O6*C9H22NO7P2(1-)*Na(1+)

Conditions
ConditionsYield
In methanol; water at 20℃;
138926-19-9

ibandronate monosodium

2871-15-0

Phenyl α-D-galactopyranoside

C6H12O6*2C9H22NO7P2(1-)*2Na(1+)

Conditions
ConditionsYield
In methanol; water at 20℃;
138926-19-9

ibandronate monosodium

2871-15-0

Phenyl α-D-galactopyranoside

C6H12O6*3C9H22NO7P2(1-)*3Na(1+)

Conditions
ConditionsYield
In methanol; water at 20℃;
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    Product Name: [1-Hydroxy-3-(methylpentylamino)-propylidene]bisphosphonic acid sodium salt Synonyms: IBANDRONATE SODIUM MONOHYDRATE;Ibandrate;Ibandromate Monosodium; Sodium Trihydrogen (1-Hydroxy-3-(methylpenthylamino)propylidene)diphosphonate Mo

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Chemistry

Structure of Ibandronate sodium (CAS NO.138926-19-9):

IUPAC Name: sodium hydroxy-[1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl]phosphinate hydrate 
Empirical Formula: C9H24NNaO8P2
Molecular Weight: 359.2261 
Melting Point: 84°C  (dec)
Boiling Point: 587.8 °C at 760 mmHg 
Flash Point: 309.3 °C
Enthalpy of Vaporization: 100.74 kJ/mol
Vapour Pressure: 2.88E-16 mmHg at 25°C 
Physical Appearance:  White Crystalline Powder
Product Categories: Bone resorption inhibitor;anti-osteoporosis;Intermediates & Fine Chemicals;Pharmaceuticals;API's;Ibandronate 

Uses

Inhibits bone resorption as a sodium salt and complexed with technetium Tc 99m for bone imaging. The monophosphonates are not active. Biphosphonates are used in disorders affecting the skeleton such as asteoporosis, metastatic disease, and Paget d.

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 40 
R40:Limited evidence of a carcinogenic effect.
Safety Statements: 22-36 
S22:Do not breathe dust. 
S36:Wear suitable protective clothing.

Specification

 Ibandronate sodium , its cas register number is 138926-19-9. It also can be called Ibandronate sodium ; Sodium trihydrogen (1-hydroxy-3-
(methylpentylamino)propylidene)diphosphonate, monohydrate ; UNII-J12U072QL0 .