Roxatidine acetate hydrochloride
Roxatidine acetate hydrochloride Basic information
- Product Name:
- Roxatidine acetate hydrochloride
- Synonyms:
-
- ROXATIDINE HCL ACETATE
- 2-(acetyloxy)-n-(3-(3-(1-piperidinylmethyl)phenoxy)propyl)-acetamidmonoh
- 2-acetoxy-n-(3-(m-(1-piperidinylmethyl)phenoxy)propyl)acetamidehydrochloride
- 2-hydroxy-n-(3-(m-(piperidinomethyl)phenoxy)propyl)-acetamidacetate(ester
- 2-hydroxy-n-(3-(m-(piperidinomethyl)phenoxy)propyl)acetamideacetate(ester)
- aceroxatidinehydrochloride
- acetamide,2-hydroxy-n-(3-(m-(1-piperidinylmethyl)phenoxy)propyl)-,acetate,
- tzu0460
- CAS:
- 93793-83-0
- MF:
- C19H29ClN2O4
- MW:
- 384.89756
- EINECS:
- 685-494-1
- Product Categories:
-
- Miscellaneous Biochemicals
- MEFOXIN
- Other APIs
- Amines
- Aromatics
- Heterocycles
- Inhibitors
- Intermediates & Fine Chemicals
- Pharmaceuticals
- API
- 93793-83-0
- Mol File:
- 93793-83-0.mol
Roxatidine acetate hydrochloride Chemical Properties
- Melting point:
- 145-146°
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO: 78 mg/ml; Ethanol: 12 mg/ml; Water: 77 mg/ml
- form
- powder to crystal
- color
- White to Almost white
- Merck
- 14,8274
- InChI
- InChI=1S/C19H28N2O4.ClH/c1-16(22)25-15-19(23)20-9-6-12-24-18-8-5-7-17(13-18)14-21-10-3-2-4-11-21;/h5,7-8,13H,2-4,6,9-12,14-15H2,1H3,(H,20,23);1H
- InChIKey
- FEWCTJHCXOHWNL-UHFFFAOYSA-N
- SMILES
- [H]Cl.C(OCC(=O)NCCCOC1=CC=CC(CN2CCCCC2)=C1)(=O)C
Roxatidine acetate hydrochloride Usage And Synthesis
Description
Roxatidine acetate hydrochloride is an H2 antagonist, differing considerably in structure from other marketed agents(cimetidine, ranitidine and famotidine) in this category. It is useful in the treatment of gastric, duodenal and anastomotic ulcers, Zollinger-Ellison syndrome and peptic esophagitis.
Description
Roxatidine acetate is a competitive histamine H2 receptor antagonist that upon oral absorption is rapidly converted to its active metabolite roxatidine. By inhibiting the binding of histamine to H2 receptors, roxatidine reduces both intracellular cAMP concentrations and gastric acid secretion by parietal cells.
Chemical Properties
White Solid
Originator
Teikoku Hormone (Japan)
Uses
antibacterial
Uses
A histamine H2-receptor antagonist. It is used to inhibit gastric acid secretion; an antiulcer agent.
Definition
ChEBI: Roxatidine acetate hydrochloride is a member of piperidines. It contains a Roxane.
brand name
ALTAT
Synthesis
108-24-7
78273-80-0
93793-83-0
1. 58 g (0.930 mol, 90% purity) of potassium hydroxide was dissolved in 1160 g of water and cooled to 20-25 °C. Subsequently 300 g (0.854 mol) of roxartan oxalate (compound 9, prepared in Example 7) was added and mixed with stirring. 2. Ethyl acetate (600 g + 450 g) was added to the reaction system, the organic phases were separated, combined, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give 251 g of Roxaidine (compound 8). 3. 251g of Roxaidine was dissolved in 500g of glacial acetic acid and 170g of acetic anhydride was added. Heat and reflux for 2 h. After confirming that the reaction is complete, concentrate under reduced pressure to remove the acetic acid and cool to 15-20 °C. 4. 600 g of water was added followed by 600 g of ethyl acetate. The pH was adjusted to 9-10 with an aqueous solution containing 300 g of potassium carbonate under stirring. extracted with ethyl acetate (400 g + 300 g), the organic phases were combined, dried with anhydrous sodium sulfate, and the filtrate was concentrated by filtration to give 280 g of ropibutyl acetate (Compound 10). 5. 280 g (0.804 mol) of ropivo butyl acetate was dissolved in 1400 g of acetone and cooled to 0-5 °C. The solution was added dropwise to a mixture containing 32 g of hydrogen chloride. A solution of ethyl acetate containing 32 g of hydrogen chloride was added dropwise and a solid was precipitated. Crystallized at 0-5 °C for 35 h, filtered and dried to give 295 g of rozatidine acetate hydrochloride (theoretical yield: 328.58 g, calculated based on 300 g of compound 9; yield: 89.8%).
References
[1] Patent: CN107698538, 2018, A. Location in patent: Paragraph 0074-0077
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Roxatidine acetate hydrochloride(93793-83-0)Related Product Information
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