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Basic Information
CAS No.: 117976-90-6
Name: Rebeprazole sodium
Article Data: 37
Molecular Structure:
Molecular Structure of 117976-90-6 (Rebeprazole sodium)
Formula: C18H20N3NaO3S
Molecular Weight: 381.431
Synonyms: 2-[[[4-(3-Methoxypropoxy)-3-methylpyridin-2-yl]methyl]sulfinyl]-1H-benzimidazolesodium salt;Aciphex;E 3810;LY 307640 sodium;Pariet;Pariprazole;Pepcia;Rabicip;1H-Benzimidazole,2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-, sodium salt(1:1);
EINECS: 211-134-6
Density: 0.45~0.55 g/mL
Melting Point: 140-141 °C
Boiling Point: 603.9 °C at 760 mmHg
Flash Point: 319.1 °C
Appearance: white or off white crystalline powder
PSA: 93.41000
LogP: 3.48420
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Synthetic route
117976-89-3

rabeprazole

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
With sodium hydroxide In ethanol Product distribution / selectivity;100%
With sodium hydroxide In water Product distribution / selectivity;100%
With sodium carbonate; 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine In ethanol at 35 - 40℃; for 2h; pH=9; Reagent/catalyst; Solvent;98%

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-yl}methylsulfinyl]-1H-benzimidazole, cyclopentylamine salt

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
With sodium hydroxide In water Product distribution / selectivity;100%

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-yl}methysulfinyl]-1H-benzimidazole, sec-butylamine salt

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
With sodium hydroxide In water Product distribution / selectivity;99.3%

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-vl}methylsulfinyl]-1H-benzimidazole, isopropylamine salt

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
With sodium hydroxide In water Product distribution / selectivity;98%
117976-89-3

rabeprazole

117976-47-3

LY 307640 sulfone

A

rabeprazol sulphone sodium salt

B

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
With sodium hydroxide In methanol at 0 - 50℃; for 4 - 5h; Product distribution / selectivity;A 0.2%
B 95%
...Expand

2-[4-(3-methoxypropoxy)-3-methyl-1-oxypyridin-2-yl-methylsulfinyl]-1H-benzimidazole sodium salt

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
Stage #1: 2-[4-(3-methoxypropoxy)-3-methyl-1-oxypyridin-2-yl-methylsulfinyl]-1H-benzimidazole sodium salt With 2,3-dimethyl-2,3-diaminobutane; sodium methylate; ruthenium trichloride In methanol at 50℃; for 10h;
Stage #2: With acetic acid; sodium sulfite In methanol; water at 20℃; pH=6 - 7;
Stage #3: With sodium hydroxide; water In ethyl acetate at 20℃; for 24h;		91%
With morpholine; ruthenium trichloride In ethanol at 50℃; for 8h; Product distribution / selectivity;70%
With morpholine; ethanol; ruthenium trichloride at 50℃; for 8h; Product distribution / selectivity;70%
With triethyl phosphite; MoCl2O2(dmf)2 In ethanol at 50℃; for 2h; Product distribution / selectivity;40%
With triethyl phosphite; bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI) In ethanol at 50℃; for 2h; Product distribution / selectivity;40%
2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl)-1H-benzimidazole sodium salt acetone complex

2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl)-1H-benzimidazole sodium salt acetone complex

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
Stage #1: 2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl)-1H-benzimidazole sodium salt acetone complex In methanol at 25℃;
Stage #2: In n-heptane at 25℃; for 19h; Product distribution / selectivity;		90%
Stage #1: 2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl)-1H-benzimidazole sodium salt acetone complex In methanol; isopropyl alcohol
Stage #2: In n-heptane at 25℃; for 0.75h; Product distribution / selectivity;		89%
In tert-butyl methyl ether at 25℃; for 1h; Product distribution / selectivity;89%
Stage #1: 2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfinyl)-1H-benzimidazole sodium salt acetone complex In isopropyl alcohol at 40℃;
Stage #2: In n-heptane at 25℃; for 20h; Product distribution / selectivity;		79%
In n-heptane at 25℃; for 1h; Product distribution / selectivity;
117977-21-6

rabeprazole sulfide

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
Stage #1: rabeprazole sulfide With sodium hydroxide; sodium hypochlorite In pyridine; water at 5 - 8℃; for 4h;
Stage #2: With sodium hydroxide; ammonia In methanol; ethyl acetate
With sodium hydroxide; sodium hypochlorite In pyridine; water at 5 - 10℃; for 4h;
Stage #1: rabeprazole sulfide With sodium hypochlorite; sodium hydroxide In methanol; water at -5 - 30℃;
Stage #2: With acetic acid In water at 10 - 15℃; pH=8.8 - 9.2;
Stage #3: With sodium hydroxide In dichloromethane; water at 25 - 30℃; Concentration;
Multi-step reaction with 2 steps
1: sodium hydroxide; sodium hypochlorite / water; acetonitrile / -8 - -2 °C
2: sodium hydroxide / ethanol / 20 - 25 °C
View Scheme
Stage #1: rabeprazole sulfide With sodium hypochlorite; sodium hydroxide In dichloromethane at -5 - 5℃; for 1h;
Stage #2: With pyrographite; sodium hydroxide In methanol at 20 - 25℃; for 2h; Concentration;

2-[[4-(3-methoxypropoxy)-3-methylpyridine-2-yl]-methylsulfinyl]-1H-benzimidazole sodium salt; acetone complex

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
at 20 - 115℃; under 4 - 650 Torr; for 6.25 - 137h; Product distribution / selectivity;

2-[[4-(3-methoxypropoxy)-3-methylpyridine-2-yl]methylsulfinyl]-1H-benzimidazole sodium salt; acetonitrile complex

117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
at 105℃; for 5h; Product distribution / selectivity;
Raw Materials
117977-21-6
117976-89-3
1310-73-2
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Chemistry

IUPAC Name: Sodium 2-[[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl]benzimidazol-1-ide 
Following is the structure of Rebeprazole sodium (CAS NO.117976-90-6):
                              
Empirical Formula: C18H20N3NaO3S
Molecular Weight: 381.4245 g/mol
Flash Point: 319.1 °C
Melting point: 140-141 °C dec.
Enthalpy of Vaporization: 89.82 kJ/mol
Boiling Point: 603.9 °C at 760 mmHg
Vapour Pressure: 1.54E-14 mmHg at 25 °C
Product Categories of Rebeprazole sodium (CAS NO.117976-90-6): Intermediates & Fine Chemicals; Pharmaceuticals; Rabeprazole 
Appearance of Rebeprazole sodium (CAS NO.117976-90-6): White Crystalline Solid
Canonical SMILES: CC1=C(C=CN=C1CS(=O)C2=NC3=CC=CC=C3[N-]2)OCCCOC.[Na+]
InChI: InChI=1S/C18H20N3O3S.Na/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18;/h3-4,6-9H,5,10-12H2,1-2H3;/q-1;+1
InChIKey: KRCQSTCYZUOBHN-UHFFFAOYSA-N

Uses

 Rebeprazole sodium (CAS NO.117976-90-6) can be used as a partially reversible gastric proton pump inhibitor.

Specification

 Rebeprazole sodium , its cas register number is 117976-90-6. It also can be called Rebeprazole sodium ; amd Sodium 2-[[4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl]methylsulfinyl]benzoimidazole .