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138786-67-1

Basic Information
CAS No.: 138786-67-1
Name: 5-(Difluoromethoxy)-2-(((3,4-dimethoxy-2-pyridinyl)methyl) sulfinyl)-1H-benzimidazole sodium
Article Data: 25
Molecular Structure:
Molecular Structure of 138786-67-1 (5-(Difluoromethoxy)-2-(((3,4-dimethoxy-2-pyridinyl)methyl) sulfinyl)-1H-benzimidazole sodium)
Formula: C16H15F2N3NaO4S
Molecular Weight: 405.357
Synonyms: 1H-Benzimidazole,5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-, sodium salt (9CI);5-Difluoromethoxy-2-[[(3,4-dimethoxypyridin-2-yl)methyl]sulfinyl]-1H-benzimidazolesodium salt;Controloc;Pantecta;Pantoloc;Pantoprazolesodium salt;Protonix;Zurcal;1H-Benzimidazole, 6-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-, sodium salt (1:1);
EINECS: 604-093-4
Melting Point: 199-202 °C
Boiling Point: 586.9oC at 760 mmHg
Flash Point: 308.7oC
Appearance: white to off-white solid
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-37/38-41-48
Safety: 22-26-36/37/39-45
PSA: 94.68000
LogP: 3.53580
Synthetic route
102625-70-7

5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
With sodium hydroxide In water; acetonitrile at 20℃;95%
With sodium hydroxide In ethanol for 5h; Reflux;95%
With sodium hydroxide In water; ethyl acetate at 20℃; for 5.5h;92%
102625-64-9

pantoprazole sulfide

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
Stage #1: pantoprazole sulfide With sodium hydroxide; tert-butylhypochlorite In dichloromethane; water at 0 - 5℃; for 1h;
Stage #2: With sodium hydroxide In water; acetone at 0 - 25℃; for 7h;
95%
Stage #1: pantoprazole sulfide With potassium tungstate dihydrate; dihydrogen peroxide at -5 - 0℃; for 4.5h; pH=3.5;
Stage #2: With sodium hydroxide In water at 20℃; Temperature; Reagent/catalyst;
78.7%
With sodium hypochlorite; sodium hydroxide In methanol; water at -20 - -5℃;
Stage #1: pantoprazole sulfide With sodium hypochlorite; sodium hydroxide In water; acetonitrile at -5 - 30℃;
Stage #2: With acetic acid In dichloromethane at 25 - 30℃; pH=8 - 8.5;
Stage #3: With sodium hydroxide In dichloromethane; water at 25 - 30℃; Concentration;
Stage #1: pantoprazole sulfide With sodium hypochlorite; water; sodium hydroxide In ethyl acetate at 0 - 10℃; for 7h;
Stage #2: With sodium thiosulfate In ethyl acetate for 0.333333h;
97963-62-7

5-(difluoromethoxy)-2-mercapto-1H-benzimidazole

72830-09-2

2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
Stage #1: 5-(difluoromethoxy)-2-mercapto-1H-benzimidazole; 2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 25 - 30℃; for 12h;
Stage #2: With sodium hydroxide; sodium hypochlorite In dichloromethane; water at 0 - 8℃; for 6h; Product distribution / selectivity;
83%

2-hydroxymethyl-3,4-dimethoxypyridine hydrochloride

97963-62-7

5-(difluoromethoxy)-2-mercapto-1H-benzimidazole

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
Stage #1: 2-hydroxymethyl-3,4-dimethoxypyridine hydrochloride With thionyl chloride In dichloromethane at 0 - 15℃; for 1h;
Stage #2: 5-(difluoromethoxy)-2-mercapto-1H-benzimidazole With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 10 - 30℃; for 12h; pH=10 - 11;
Stage #3: With sodium hydroxide; sodium hypochlorite In dichloromethane; water at 0 - 8℃; for 6h; Product distribution / selectivity;
79.6%
368890-20-4

(5-difluoromethoxy)-2-[(4-chloro-3-methoxy-2-pyridinyl)methyl]thio-1H-benzimidazole

124-41-4

sodium methylate

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
In methanol at 50℃; Heating / reflux;70.8%
409098-86-8

5-(difluoromethoxy)-2-[[(4-chloro-3-methoxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
With sodium methylate In methanol at 50℃; Heating / reflux;70.8%
102625-64-9

pantoprazole sulfide

A

5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole

B

138786-67-1

pantoprazole sodium

C

Pantoprazole sulfone

Conditions
ConditionsYield
With sodium hydroxide; sodium hypochlorite In water; ethyl acetate at -5℃; for 1 - 1.5h; Product distribution / selectivity;A n/a
B 65%
C n/a
97963-62-7

5-(difluoromethoxy)-2-mercapto-1H-benzimidazole

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / ethanol / 8 h / 80 °C
2: 3-chloro-benzenecarboperoxoic acid / chloroform / 4 h / 0 °C
3: sodium hydroxide / ethanol / 5 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: sodium hydroxide / water; methanol / 3.5 h / 40 - 55 °C
2: LACTIC ACID; peracetic acid / methanol; dichloromethane / 1 h / -25 - -20 °C
3: sodium hydroxide / water; acetone / 40 - 45 °C
View Scheme
1310-73-2

sodium hydroxide

102625-70-7

5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
In water; acetonitrile at 25 - 35℃; for 1h;
In ethanol; dichloromethane; water at 20℃; pH=12.5; Product distribution / selectivity;

2-chloromethyl-3,4-dimethoxypyridine hydrochloride

97963-62-7

5-(difluoromethoxy)-2-mercapto-1H-benzimidazole

138786-67-1

pantoprazole sodium

Conditions
ConditionsYield
Stage #1: 2-chloromethyl-3,4-dimethoxypyridine hydrochloride; 5-(difluoromethoxy)-2-mercapto-1H-benzimidazole With sodium hydroxide In ethanol; water at 35℃; for 2h;
Stage #2: With sodium borate In ethanol at 45℃; for 2h;
Stage #3: With dihydrogen peroxide In water at 20℃; for 2.5h; Concentration; Temperature;
19.61 g
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102625-70-7
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    PANTOPRAZOLE SODIUM

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    Pantoprazole sodium

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  • 5-(Difluoromethoxy)-2-(((3,4-dimethoxy-2-pyridinyl)methyl) sulfinyl)-1H-benzimidazole sodium

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    5-(Difluoromethoxy)-2-(((3,4-dimethoxy-2-pyridinyl)methyl) sulfinyl)-1H-benzimidazole sodium

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Specification

The Pantoprazole sodium, with the CAS registry number 138786-67-1, is also known as 1H-Benzimidazole, 6-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-, sodium salt (1:1). It belongs to the product categories of Active Pharmaceutical Ingredients; Antibiotic Explorer; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals; Pantoprazole; Aromatics; Heterocycles; Sulfur & Selenium Compounds. This chemical's molecular formula is C16H15F2N3NaO4S and molecular weight is 406.36. What's more, its systematic name is 5-(Difluoromethoxy)-2-{[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl}-1H-benzimidazole - sodium (1:1). Its classification code is Drug / Therapeutic Agent. This chemical is an antiulcerative and a gastric pump inhibitor.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to respiratory system and skin. This substance has a risk of serious damage to eyes and has a danger of serious damage to health by prolonged exposure. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should not breathe dust. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: COc1ccnc(c1OC)CS(=O)c2[nH]c3ccc(cc3n2)OC(F)F.[NaH]
(2)Std. InChI: InChI=1S/C16H15F2N3O4S.Na.H/c1-23-13-5-6-19-12(14(13)24-2)8-26(22)16-20-10-4-3-9(25-15(17)18)7-11(10)21-16;;/h3-7,15H,8H2,1-2H3,(H,20,21);;
(3)Std. InChIKey: WOLQSLCSAWUFCD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 395mg/kg (395mg/kg)   Drugs of the Future. Vol. 15, Pg. 801, 1990.
mouse LD50 oral > 1gm/kg (1000mg/kg)   Drugs of the Future. Vol. 15, Pg. 801, 1990.
rat LD50 intravenous 256mg/kg (256mg/kg)   Drugs of the Future. Vol. 15, Pg. 801, 1990.
rat LD50 oral 747mg/kg (747mg/kg)   Drugs of the Future. Vol. 15, Pg. 801, 1990.