Famotidine propionic acid

Base Information

• Chemical Name: Famotidine propionic acid
• CAS No.: 107880-74-0
• Molecular Formula: C₈H₁₂N₄O₂S₂
• Molecular Weight: 260.341
• Hs Code.: 2934990002
• European Community (EC) Number: 641-503-0
• UNII: 3L58HV8ZAU
• DSSTox Substance ID: DTXSID20148312
• Wikidata: Q27257493
• Mol file: 107880-74-0.mol

Synonyms:Famotidine propionic acid;107880-74-0;Famotidine Acid Impurity;Famotidine impurity;3L58HV8ZAU;3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]propanoic acid;3-(((2-((Diaminomethylidene)amino)thiazol-4-yl)methyl)sulfanyl)propanoic acid;Propanoic acid, 3-(((2-((aminoiminomethyl)amino)-4-thiazolyl)methyl)thio)-;3-(((2-Guanidinothiazol-4-yl)methyl)thio)propanoic acid;UNII-3L58HV8ZAU;Famotidine impurity F [EP];Famotidine Acid;Propanoic acid, 3-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]-;3-[[[2-[(Diaminomethylene)amino]thiazol-4-yl]methyl]sulfanyl]propanoic Acid;Famotidine specified impurity F [EP];starbld0019657;SCHEMBL18335720;DTXSID20148312;Famotidine degradation impurity 1;CHEBI:191157;FAMOTIDINE IMPURITY F [EP IMPURITY];Q27257493;3-[({2-[(DIAMINOMETHYLIDENE)AMINO]-1,3-THIAZOL-4-YL}METHYL)SULFANYL]PROPANOIC ACID;3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulanyl]propanoic acid

Chemical Property of Famotidine propionic acid

Chemical Property:

• Melting Point: 246-248°C
• Boiling Point: 489.9±55.0 °C(Predicted)
• PKA: 4.29±0.10(Predicted)
• PSA: 165.63000
• Density: 1.63±0.1 g/cm3(Predicted)
• LogP: 2.02940
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly, Heated)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 260.04016799
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

98%Min ^*data from raw suppliers

Famotidine Acid Impurity ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C(S1)N=C(N)N)CSCCC(=O)O
• Uses: An impurity of Famotidine (F102250(P)), which is a histamine H2-receptor antagonist and an antiulcerative. Famotidine impurity.

Technology Process of Famotidine propionic acid

There total 3 articles about Famotidine propionic acid 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: 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

Reference yield:

methyl 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionimidate (76823-94-4) → 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionic acid (107880-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 54.7 percent / H₂NSO₂NH₂ / methanol / 47 h / Ambient temperature

2: 75.3 percent / conc. HCl / 2 h / Heating

With hydrogenchloride; SULFAMIDE; In methanol;

DOI:10.1021/jm00393a018

Reference yield:

famotidine (76824-35-6) → 3-<2-(diaminomethyleneamino)-4-thiazolylmethylthio>-propionamide (76824-16-3) + 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionic acid (107880-74-0) + N-(aminosulphonyl)-3-[[[2-[(diaminomethylene)amino]thiazol-4-l]methyl]thio]propanamide

Guidance literature:

With Soersen buffer; In methanol; at 55 ℃; pH=1.71; Further Variations:; Temperatures; pH-values; Kinetics;

DOI:10.1023/A:1016222501079

upstream raw materials:

famotidine

famotidine

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

Refernces

• 1、 Yanagisawa, Isao,Hirata, Yasufumi,Ishii, Yoshio. "Studies on Histamine H2 Receptor Antagonists. 2. Synthesis and Pharmacological Activities of N-Sulfamoyl and N-Sulfonyl Amidine Derivatives". . p. 1787 - 1793. Retrieved 2007/10/02.