Omeprazole

HCID 4594CAS 668985-31-7

Grundinformationen

Standard-SMILES
COc1ccc2nc(S(=O)Cc3ncc(C)c(OC)c3C)[nH]c2c1
InChIKey
SUBDBMMJDZJVOS-UHFFFAOYSA-N
Summenformel
C34H38MgN6O7S2
Durchschnittliche Molmasse
731,14 g/mol

Namen und Bezeichner

Bevorzugter Name
Omeprazole
Englischer Name
Omeprazole
Summenformel
C17H19N3O3S
Molmasse
345.42

Namen und Synonyme

OMEPRAZOLPRILOSECLOSECaulcerbelmazolceprandalOMEPRAZOLE BASEOmeprazole impurity standard5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)benzimidazol5-METHOXY-2[(4-METHOXY-3,5-DIMETHYL-2-PYRIDYL)METHYLSULFINYL]-1H-BENZIMIDAZOLE

Datenbank-Bezeichner

CAS
668985-31-7、73590-58-6
PubChem CID
4594
ChEBI
CHEBI:91766
UNII
KG60484QX9
EC Number
695-602-9
Nikkaji
J33.884B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,2
Polarare Oberfläche (TPSA)
96,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
6
Frei drehbare Bindungen
5
Schwere Atome
24

Physikochemische Eigenschaften

Schmelzpunkt
156 °C · 156°C
Siedepunkt
600 · 600.0±60.0 °C(Predicted)
Dichte
1.332 g/cm3 · 1.332 g/cm3
Flammpunkt
9 ℃ · 9℃
storage temp.
2 · 2-8°C
Löslichkeit
2 O: · H2O: 0.5 mg/mL

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk
2
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
hs_code
29333990
RTECS-Nr.
DD9087000
risk_code
36/37/38-39/23/24/25-23/24/25-11
Toxizität
LD50 in mice, rats (g/kg): 0.08, >0.05 i.v.; >4, >4 orally (Ekman)

Chemie und Industrie

Anwendungen · 3 Einträge

BeschreibungOmeprazole is a potent gastric antisecretory agent with selective inhibitory effect on the H+,K+-ATPase proton pump. It is highly effective in the treatment of duodenal ulcer and Zollinger-Ellison syndrome, and is reportedly superior to ranitidine in the management of reflux esophagitis.

HistoryOmeprazole was first approved by the FDA in 1989 in the form of extended-release capsules for the treatment of acid-related disorders. Brand name Prilosec, it was initially used over-the-counter (OTC) for adults to help control heartburn that occurs two or more days a week.

VerwendenOmeprazole is a proton pump inhibitor used to treat diseases like gastroesophageal reflux disease (GERD), used for gastric and duodenal ulcers, reflux or erosive esophagitis, and Zollinger-Ellison syndrome. It is also effective for gastric and duodenal ulcers that are ineffective with H2 receptor antagonists. Injections of Omeprazole can also be used for: 1 gastrointestinal bleeding, such as peptic and anastomic ulcer bleeding, and the prevention of severe diseases (such as cerebral hemorrhage, severe trauma, etc.) and gastric surgery caused by upper intestinal bleeding; 2 acute gastric mucosal damage complicated by stress or nonsteroidal anti-inflammatory drugs; 3 general anesthesia, post-surgery, or coma patients, to prevent acid reflux and aspiration pneumonia; 4 Combined with amoxicillin and clarithromycin, or with metronidazole and clarithromycin, it can effectively kill Helicobacter pylori (Hp).

Darstellung · 1 Eintrag

synthetischeThe antiulcer agent omeprazole is produced from 2,3,5-trimethylpyridine N-oxide.Synthesis and Structure of OmeprazoleSteps: 2-(Lithium methyl sulphinyl)-5-methoxy-1H benzimidazole 20g was reacted with 2-chloro-3,5-dimethyl-4-methoxy pyridine 21 g to form sulphide intermediate and then converted to Omeprazole when treated with m-CPBA which used as anoxidizingagents. The acetamide-sulfide compounds modification are oxidised to form the amide sulfinyl compound and gives the sulfinyl carboxylate or salts upon alkaline hydrolysis.On further decarboxylation leads to the target molecules. The residual, unreacted salt, inorganic by-products and other minor by-products can be easily purified by a simple washing from omeprazole or lansoprazole. The amide compounds containing crystalline solids as opposed to the sulphide and sulfoxides of the reported procedures.DOI: http://dx.doi.org/10.20902/IJPTR.2019.120307

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: Omeprazole is a member of the class of benzimidazoles that is 1H-benzimidazole which is substituted by a [4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl group at position 2 and a methoxy group at position 5.

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