78273-80-0

Basic information

• Product Name: Roxatidine
• Synonyms: ROXATIDINE;n-{3-[3-(1-piperidinylmethyl)phenoxy]propyl}hydroxyacetamide;ROXATIDINE ENTERPRISE STANDARD;RoxatidineAcetateHclBase;ROXATIDINE(SUBJECTTOPATENTFREE);desacetyl-TZU-0460;2-Hydroxy-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]acetamide;2-Hydroxy-N-[3-[m-(piperidinomethyl)phenoxy]propyl]acetamide
• CAS NO: 78273-80-0
• Molecular Formula: C₁₇H₂₆N₂O₃
• Molecular Weight: 306.4
• Product Categories: APIs
• Mol File: 78273-80-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 59-60 °C
• Boiling Point: 524.3 °C at 760 mmHg
• Flash Point: 270.9 °C
• Appearance: /
• Density: 1.137 g/cm³
• Vapor Pressure: 8.09E-12mmHg at 25°C
• Storage Temp.: -20°
• Solubility: Soluble in DMSO (up to 25 mg/ml).
• PKA: 13.34±0.10(Predicted)
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
• CAS DataBase Reference: Roxatidine(CAS DataBase Reference)
• NIST Chemistry Reference: Roxatidine(78273-80-0)
• EPA Substance Registry System: Roxatidine(78273-80-0)

Safety Data

• Hazardous Substances Data: 78273-80-0(Hazardous Substances Data)

Usage

Description

Roxatidine (78273-80-0) is a novel histamine H2 receptor antagonist.1?Suppresses inflammatory responses via inhibition of NFκB and p38 MAPK activation in LPS-induced RAW 264.7 macrophages.2?Clinically useful agent for prevention and healing of gastric and duodenal ulcers and bleeding.3?Attenuates degradation of extracellular matrix in osteoarthritis models by inactivating the NFkB pathway.4

Uses

Anti-ulcerative.

References

1) Mills and Wood (1989),?The pharmacology of histamine H2-receptor antagonists; Methods Find. Exp. Clin. Pharmacol., 11 Suppl. 1?87 2) Cho?et al. (2011), Roxatidine suppresses inflammatory responses via inhibition of NF-κB and p38 MAPK activation in LPS-induced RAW 264.7 macrophages; J. Cell. Biochem.,?112?3648 3) Imaeda?et al.?(2011),?Effect of lansoprazole versus roxatidine on prevention of bleeding and promotion of ulcer healing after endoscopic submucosal dissection for superficial gastric neoplasia; J. Gastroenterol.,?46?1267 4) Ze?et al. (2017),?Roxatidine Attenuates Degradation of Extracellular Matrix;?Biomed. Pharmacother.,?95?1156

InChI:InChI=1/C17H26N2O3.ClH/c20-14-17(21)18-8-5-11-22-16-7-4-6-15(12-16)13-19-9-2-1-3-10-19;/h4,6-7,12,20H,1-3,5,8-11,13-14H2,(H,18,21);1H

Upstream product

• 73278-98-5 N-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>amine 
• 13831-31-7 Acetoxyacetyl chloride 
• 79-14-1 glycolic Acid 
• 50-00-0 formaldehyd 
• 93138-55-7 3-(piperidinomethyl)benzenamine 
• 73279-04-6 3-[1-piperidinylmethyl]phenol 
• 110925-92-3 roxatidine hemioxalate 
• 99-61-6 3-nitro-benzaldehyde 
• 59507-46-9 3-(piperidin-1-ylmethyl)nitrobenzene 
• 619-25-0 3-Nitrobenzyl alcohol 

Downstream Products

• 127966-68-1 N-[3-[3-(piperidinomethyl)phenoxy]propyl]carbamoylmethyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetate 
• 110925-92-3 roxatidine hemioxalate 
• 93793-83-0 Gastralgin 

Relevant articles and documents

Novel preparation method of intermediate namely 3-(1-piperidine methyl)phenol of roxatidine acetate hydrochloride

The invention relates to a preparation method of an intermediate namely 3-(1-piperidine methyl)phenol of roxatidine acetate hydrochloride. M-nitrobenzaldehyde is taken as the primary raw material; under the effect of a phase transfer catalyst, m- nitrobenzaldehyde is reduced by metal borohydride to obtain corresponding benzyl alcohol; in the presence of an alkali, benzyl alcohol reacts with organic sulfonyl chloride to generate active organic sulfonate; then in the presence of an alkali, organic sulfonate carries out N-alkylation reactions with piperidine to generate N-substituted piperidine derivatives; reducing the nitro groups of N-substituted piperidine derivatives to obtain corresponding amino compounds; and subjecting the amino compounds to diazotization, hydrolysis, and alkalizationin a sulfuric acid water solution to obtain 3-(1-piperidine methyl)phenol. The problem that the supply of the conventional raw material (m-hydroxyl benzaldehyde) is not enough and the cost is greatlyincreased is solved. The method is simple and safe, the raw materials are cheap and easily available, the reaction yield is high, and the method is very suitable for industrial production of 3-(1-piperidine methyl)phenol.

Acetamide derivative and application thereof

2-Substituted-N-{3-[3-(1-piperidinomethyl)phenoxy]propyl}acetamide, derivatives thereof, and pharmaceutically acceptable salts thereof. The substitution group may be aminomethylcyclohexane carbonyl group or N-carbobenzoxy-p-aminomethylhexane carbonyl group. The compounds having the first-mentioned group can be an effective component of an antiulcer drug composition, and the compounds of the last-mentioned group are intermediates for producing the compounds having the first-mentioned group. Disclosed also is an antiulcer drug composition comprising the above compound as an effective component. The antiulcer drug composition exhibits both the gastric acid secretion inhibitive activity and the gastric mucosa protective activity, and is effective as suppression and cure of ulcers.