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

Synonym(s):5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole;Pantoprazole Sodium Sesquihydrate Impurity C (Ph. Eur.)

CAS NO.：97963-62-7
Empirical Formula: C8H6F2N2OS
Molecular Weight: 216.21
MDL number: MFCD00467504
EINECS: 417-780-7;619-308-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-22 14:21:17

5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole Structural

What is 5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole?

Description

5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole is a thiol derivative of benzimidazole with a group substituted at the 5-position by difluoromethoxy. 5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole is one of the main intermediates of pantoprazole, a proton pump inhibitor for the treatment of gastric ulcers. Pantoprazole acts by reducing gastric acid secretion and inactivating H+-ATPase in the stomach. The synthesis of pantoprazole begins with the coupling of 5-difluoromethoxy-2-mercaptobenzimidazole with 2-chloromethyl-3,4-dimethoxypyridinium hydrochloride followed by an oxidation reaction.

Chemical properties

Pale Yellow Solid

The Uses of 5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole

Pantoprazole EP Impurity C. Pantoprazole USP Related Compound C.

What are the applications of Application

5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole is used as an intermediate in Pantoprazole sodium, a drug for the treatment of gastro-oesophageal reflux disease (GORD) and gastro-intestinal disorders. It is also utilised in the preparation of α-glucosidase inhibitors for their efficacy in antidiabetic activity.

General Description

5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole may be used in the synthesis of pantoprazole, a drug for treating gastroesophageal reflux disease and gastrointestinal disorders.

Properties of 5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole

Melting point:	239-243 °C(lit.)
Boiling point:	303.5±52.0 °C(Predicted)
Density	1.52±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,Store in freezer, under -20°C
solubility	DMSO (Slightly), Methanol (Slightly)
form	neat
pka	9.77±0.30(Predicted)
color	Pale Yellow
CAS DataBase Reference	97963-62-7(CAS DataBase Reference)

Safety information for 5-(Difluoromethoxy)-2-mercapto-1H-benzimidazole

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.