Rebeprazole sodium supplier | CasNO.117976-90-6

Name
Rebeprazole sodium
EINECS 211-134-6
CAS No. 117976-90-6
Article Data37
CAS DataBase
Density 0.45~0.55 g/mL
Solubility
Melting Point 140-141 °C
Formula C₁₈H₂₀N₃NaO₃S
Boiling Point 603.9 °C at 760 mmHg
Molecular Weight 381.431
Flash Point 319.1 °C
Transport Information
Appearance white or off white crystalline powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
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);
PSA 93.41000
LogP 3.48420

Synthetic route

: 117976-89-3
rabeprazole

: 117976-90-6
Rabeprazole sodium

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
at 105℃; for 5h; Product distribution / selectivity;

: 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine hydrochloride

: 134469-07-1
Benzimidazol-2-thiol

: 117976-90-6
Rabeprazole sodium

Conditions

Conditions	Yield
Stage #1: 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine hydrochloride; Benzimidazol-2-thiol With sodium hydroxide In water at 20 - 30℃; for 2h; Stage #2: With sodium hydroxide; sodium hypochlorite In pyridine; water at 5 - 10℃; for 4 - 6h;

: 1310-73-2
sodium hydroxide

: 117977-21-6
rabeprazole sulfide

: 117976-90-6
Rabeprazole sodium

Conditions

Conditions	Yield
With pyrographite In methanol for 0.5h;

: 1310-73-2
sodium hydroxide

: 117976-89-3
rabeprazole

: 117976-90-6
Rabeprazole sodium

Conditions

Conditions	Yield
In isopropyl alcohol at 30℃; for 0.833333h;

: 117977-20-5
2-chloromethyl-4-(3-methoxy propyloxy)-3-methyl pyridine

: 117976-90-6
Rabeprazole sodium

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water; ethanol / 25 - 30 °C 1.2: 25 - 30 °C 2.1: sodium hydroxide; sodium hypochlorite / water; acetonitrile / -8 - -2 °C 3.1: sodium hydroxide / ethanol / 20 - 25 °C View Scheme

: 675198-19-3
2-hydroxymethyl-4-(methoxypropoxy)-3-methylpyridine hydrochloride

: 117976-90-6
Rabeprazole sodium

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / dichloromethane / -10 - -5 °C 2.1: sodium hydroxide / water; ethanol / 25 - 30 °C 2.2: 25 - 30 °C 3.1: sodium hydroxide; sodium hypochlorite / water; acetonitrile / -8 - -2 °C 4.1: sodium hydroxide / ethanol / 20 - 25 °C View Scheme

: 118175-10-3
2-hydroxymethyl-4-(3-methoxy propoxy)-3-methyl pyridine

: 117976-90-6
Rabeprazole sodium

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 10 °C 2: sodium hydroxide; sodium hypochlorite / acetonitrile; water / 2 h / 0 - 5 °C 3: sodium hydroxide / methanol / 1 h / 20 °C View Scheme

: 134469-07-1
Benzimidazol-2-thiol

: 117976-90-6
Rabeprazole sodium

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 10 °C 2: sodium hydroxide; sodium hypochlorite / acetonitrile; water / 2 h / 0 - 5 °C 3: sodium hydroxide / methanol / 1 h / 20 °C View Scheme

: 117976-90-6
Rabeprazole sodium

: 1052003-84-5
3-(3-methoxypropoxy)-4-methyl-5H-pyrido[1',2':4,5][1,2,4]thiadiazino[2,3-a]benzimidazol-13-ium perchlorate

Conditions

Conditions	Yield
With perchloric acid In methanol; water at -25℃; for 16h;	100%

: 651728-13-1
(4-chlorosulfonylphenoxy)acetic acid 2-(toluene-4-sulfonyl)ethyl ester

: 117976-90-6
Rabeprazole sodium

: (4-{2-[4-(3-methoxypropoxy)-3-methylpyridin-2-ylmethanesulfinyl]benzoimidazole-1-sulfon-yl}phenoxy)acetic acid 2-(toluene-4-sulfonyl)ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane at 20℃; for 8h;	92%
With sodium hydrogencarbonate In dichloromethane at 20℃; for 3h; Inert atmosphere;	92%

: 70-11-1
α-bromoacetophenone

: 117976-90-6
Rabeprazole sodium

: 1052003-67-4
1-phenacyl-2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl}-1H-benzimidazole

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -26 - 20℃;	92%

: 117976-90-6
Rabeprazole sodium

: 3-(3-methoxypropoxy)-4-methyl-5H-pyrido[1',2':4,5][1,2,4]thiadiazino[2,3-a]benzimidazol-13-ium tetrafluoroborate

Conditions

Conditions	Yield
With tetrafluoroboric acid In methanol; water at -25℃; for 14h;	86%

: 5402-73-3
2,5-dichlorobenzenesulphonyl chloride

: 117976-90-6
Rabeprazole sodium

: 1052003-47-0
1-(2,5-dichlorophenylsulfonyl)-2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl}-1H-benzimidazole

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -26 - 20℃;	85%

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 117976-90-6
Rabeprazole sodium

: 1052003-37-8
1-(4-nitrobenzyl)-2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl}-1H-benzimidazole

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -26 - 20℃;	82%

: 651728-83-5
3-chlorosulfonyl-4-methylbenzoic acid 2-(p-tolylsulfonyl)ethyl ester

: 117976-90-6
Rabeprazole sodium

: 3-{2-[4-(3-methoxypropoxy)-3-methylpyridin-2-yl-methanesulfinyl]benzimidazole-1-sulfon-yl}-4-methylbenzoic acid 2-(toluene-4-sulfonyl)ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate; triethylamine In dichloromethane at 20℃; for 0.5h;	80%
With sodium hydrogencarbonate; triethylamine In dichloromethane at 20℃; for 0.5h; Inert atmosphere;	80%

: 107-30-2
chloromethyl methyl ether

: 117976-90-6
Rabeprazole sodium

: 1-Methoxymethyl-2-[4-(3-methoxy-propoxy)-3-methyl-pyridin-2-ylmethanesulfinyl]-1H-benzoimidazole

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 24h; Ambient temperature;	78%

: 651728-25-5
(4-chlorosulfonyl-3,5-dimethylphenoxy)acetic acid 2-(p-toluenesulfonyl)ethyl ester

: 117976-90-6
Rabeprazole sodium

: 3,5-dimethyl-4-{2-[4-(3-methoxy-propoxy)-3-methyl-pyridin-2-yl-methanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxyacetic acid 2-(toluene-4-sulfonyl)ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate; triethylamine In dichloromethane at 20℃; for 3h;	77%

: 651728-72-2
3-chlorosulfonylbenzoic acid 2-(toluene-4-sulfonyl)ethyl ester

: 117976-90-6
Rabeprazole sodium

: 3-{2-[4-(3-methoxypropoxy)-3-methylpyridin-2-yl-methanesulfinyl]benzimidazole-1-sulfon-yl}benzoic acid 2-(toluene-4-sulfonyl)ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate; triethylamine In dichloromethane at 20℃; for 1.5h;	76%
With sodium hydrogencarbonate; triethylamine In dichloromethane at 20℃; for 1.5h; Inert atmosphere;	76%

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 117976-90-6
Rabeprazole sodium

: 2-[4-(3-Methoxy-propoxy)-3-methyl-pyridin-2-ylmethanesulfinyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazole

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 20h; Ambient temperature;	72%

: 3587-60-8
Benzyloxymethyl chloride

: 117976-90-6
Rabeprazole sodium

: 184713-27-7, 184713-30-2, 184713-31-3
1-Benzyloxymethyl-2-[4-(3-methoxy-propoxy)-3-methyl-pyridin-2-ylmethanesulfinyl]-1H-benzoimidazole

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 17h; Ambient temperature;	64%

: 117976-90-6
Rabeprazole sodium

: 4392-24-9
3-bromo-1-phenyl-1-propenyl bromide

: 1052003-57-2
1-cinnamyl-2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl}-1H-benzimidazole

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -26 - 20℃;	36%

: 117976-90-6
Rabeprazole sodium

: 60-24-2
2-hydroxyethanethiol

A: 7673-83-8
2-(2-hydroxyethylthio)-1H-benzimidazole

B: 2-[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyldisulfanylethanol

C: 117977-21-6
rabeprazole sulfide

D: 1-(1H-Benzoimidazol-2-yl)-2-(2-hydroxy-ethyldisulfanylmethyl)-4-(3-methoxy-propoxy)-3-methyl-pyridinium

Conditions

Conditions	Yield
With citrate buffer In acetonitrile at 25℃; for 0.25h; Product distribution; Mechanism; also omeprazole; var. pH, var. time;

...Expand

: 117976-90-6
Rabeprazole sodium

: R-(+)-Rabeprazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 64 percent / N,N-diisopropylethylamine / tetrahydrofuran / 17 h / Ambient temperature 3: aq. H2SO4 / CH2Cl2 / 0 - 5 °C View Scheme

: 117976-90-6
Rabeprazole sodium

: S-(-)-Rabeprazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 64 percent / N,N-diisopropylethylamine / tetrahydrofuran / 17 h / Ambient temperature 3: aq. H2SO4 / CH2Cl2 / 0 - 5 °C View Scheme

: 117976-90-6
Rabeprazole sodium

: 1-Benzyloxymethyl-2-[(R)-4-(3-methoxy-propoxy)-3-methyl-pyridin-2-ylmethanesulfinyl]-1H-benzoimidazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 64 percent / N,N-diisopropylethylamine / tetrahydrofuran / 17 h / Ambient temperature View Scheme

: 117976-90-6
Rabeprazole sodium

: 1-Benzyloxymethyl-2-[(S)-4-(3-methoxy-propoxy)-3-methyl-pyridin-2-ylmethanesulfinyl]-1H-benzoimidazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 64 percent / N,N-diisopropylethylamine / tetrahydrofuran / 17 h / Ambient temperature View Scheme

: 75-05-8
acetonitrile

: 117976-90-6
Rabeprazole sodium

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

Conditions

Conditions	Yield
at 22℃; for 18h;

Rebeprazole sodium Chemical Properties

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

Rebeprazole sodium Uses

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

Rebeprazole sodium 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 .

Product Name

Rebeprazole sodium

Synthetic route

Rebeprazole sodium Chemical Properties

Rebeprazole sodium Uses

Rebeprazole sodium Specification

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