Pepcid

Base Information

• Chemical Name: Pepcid
• CAS No.: 76824-35-6
• Molecular Formula: C8H15N7O2S3
• Molecular Weight: 337.451
• Hs Code.: 29341000
• UNII: 5QZO15J2Z8
• Wikipedia: Famotidine
• NCI Thesaurus Code: C29045
• RXCUI: 4278
• Pharos Ligand ID: A7XJAV9JH92C
• ChEMBL ID: CHEMBL902
• Mol file: 76824-35-6.mol

Synonyms:Famotidine;Famotidine Hydrochloride;MK 208;MK-208;MK208;Pepcid;YM 11170;YM-11170;YM11170

Chemical Property of Pepcid

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 163-164 °C
• Refractive Index: 1.7400 (estimate)
• Boiling Point: 662.383 °C at 760 mmHg
• PKA: pKa 6.76(H2O t=23.0) (Uncertain)
• Flash Point: 354.397 °C
• PSA: 235.25000
• Density: 1.838 g/cm³
• LogP: 3.11400
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Very slightly soluble in water, freely soluble in glacial acetic acid, very slightly soluble in anhydrous ethanol, practically insoluble in ethyl acetate. It dissolves in dilute mineral acids
• Water Solubility.: 1.1 mg/mL
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 337.04493627
• Heavy Atom Count: 20
• Complexity: 469

Purity/Quality:

99% ^*data from raw suppliers

Famotidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 20/21/22-45-61
• Safety Statements: 22-24/25-53-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Pharmaceuticals
• Drug Classes: Antiulcer Agents
• Canonical SMILES: C1=C(N=C(S1)N=C(N)N)CSCCC(=NS(=O)(=O)N)N
• Isomeric SMILES: C1=C(N=C(S1)N=C(N)N)CSCC/C(=N/S(=O)(=O)N)/N
• Recent ClinicalTrials: A Study to Assess the Effect of Famotidine on the Drug Levels of Afimetoran in Healthy Participants
• Recent EU Clinical Trials: Interest of famotidine in reducing endothelial expression of P-selectin in children with sickle cell disease: pilot study, single-center, prospective, non-comparative
• Recent NIPH Clinical Trials: Establishment of the algorithm for reccurent infant wheezing under 2 years of age
• Description: Famotidine (Chemical formula: C8H15N7O2S3; Brand Name: PEPCID) belongs to a histamine H2-receptor antagonist. It appears as a white to pale yellow crystalline compound. Inside the body, its primary activity is inhibiting the gastric secretion process, further reducing the acid concentration and volume of gastric secretion in the stomach. Based on this property, it is used for the treatment and prevention of ulcers occurring in the stomach and intestines. It can also treat diseases such as Zollinger-Ellison syndrome in which the stomach accumulates excess amount of acids. Moreover, it is also applied during the treatment of gastroesophageal reflux disease (GERD) and pathological hypersecretory conditions. Famotidine is a competitive histamine H2-receptor antagonist, and the main pharmacodynamic effect of famotidine is to cause the inhibition of gastric secretion. Famotidine on decomposition releases toxic products such as carbon oxides (CO, CO2), nitrogen oxides (NO, NO2), and sulphur oxides (SO2, SO3). Famotidine is a medication that is available both in prescription and over-the-counter forms. It is used to treat conditions related to the oesophagus, stomach, and intestines. Some specific famotidine is used for the treatment of duodenal ulcers, gastric ulcers (stomach ulcers), gastroesophageal reflux disease (GERD), and pathological hypersecretory conditions that occur when stomach acid is secreted/ produced in very large quantities, an abnormal health condition called ‘Zollinger-Ellison syndrome’.
• Uses: Contact dermatitis from famotidine, a H2 -receptor agonist, was described in a nurse. In industry, three cases were reported due to intermediates of synthesis, 2- diamino-ethylene-amino-thiazolyl-methylenethiourea-dichloride and 4-chloromethyl-2-guanidinothiazolenitrochloride. Histamine H2-receptor antagonist. Antiulcerative. For the treatment of peptic ulcer disease (PUD) and gastroesophageal reflux disease (GERD). Use as an H2-antagonist. An anti-ulcer agent
• Therapeutic Function: Antiulcer
• Clinical Use: Famotidine is a histamine H2-antagonist more potent than cimetidine and ranitidine. Administered once or twice daily, it is useful in the treatment of gastric, duodenal and anastomotic ulcers, upper gastrointestinal tract hemorrhage, reflux esophagitis and Zollinger-Ellison syndrome. Like ranitidine, it is lacking in antiandrogenic effects.
• Drug interactions: Potentially hazardous interactions with other drugs Antifungals: absorption of itraconazole and ketoconazole reduced; concentration of posaconazole possibly reduced - avoid with suspension. Antivirals: concentration of atazanavir reduced - adjust doses of both drugs; concentration of raltegravir possibly increased - avoid; avoid for 12 hours before and 4 hours after rilpivirine. Ciclosporin: possibly increased ciclosporin levels. Cytotoxics: possibly reduced dasatinib concentration - avoid if possible; avoid with erlotinib; possibly reduced absorption of pazopanib - give at least 2 hours before or 10 hours after famotidine; possibly reduced absorption of lapatinib. Ulipristal: contraceptive effect possibly reduced - avoid with high dose ulipristal.

Technology Process of Pepcid

There total 1 articles about Pepcid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.7%

methyl 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionimidate (76823-94-4) → famotidine (76824-35-6)

Guidance literature:

With SULFAMIDE; In methanol; for 47h; Ambient temperature;

DOI:10.1021/jm00393a018

Reference yield: 83.6%

famotidine (76824-35-6) → <3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionyl>sulfamide hydrochloride (76824-17-4)

Guidance literature:

With hydrogenchloride; for 64h; Ambient temperature;

DOI:10.1021/jm00393a018

Reference yield: 75.3%

famotidine (76824-35-6) → 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionic acid (107880-74-0)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1021/jm00393a018

upstream raw materials:

methyl 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionimidate

Downstream raw materials:

3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionic acid

<3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionyl>sulfamide hydrochloride

3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>sulfinyl>-N²-sulfamoylpropionamidine

3-<2-(diaminomethyleneamino)-4-thiazolylmethylthio>-propionamide

Refernces