Oxolamine

Base Information

• Chemical Name: Oxolamine
• CAS No.: 959-14-8
• Molecular Formula: C14H19N3O
• Molecular Weight: 245.324
• Hs Code.: 2934999090
• European Community (EC) Number: 213-493-4
• UNII: 90BEA145GY
• DSSTox Substance ID: DTXSID5023403
• Nikkaji Number: J7.193E
• Wikipedia: Oxolamine
• Wikidata: Q576684
• NCI Thesaurus Code: C66274
• Metabolomics Workbench ID: 154046
• ChEMBL ID: CHEMBL1620875
• Mol file: 959-14-8.mol

Synonyms:5-diethylaminoethyl-3-phenyl-1,2,4-oxadiazole;Bredon;Oxobron;oxolamine;oxolamine citrate;oxolamine monohydrochloride

Chemical Property of Oxolamine

Chemical Property:

• Melting Point: 25°C
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 364.818 °C at 760 mmHg
• PKA: 9.40±0.25(Predicted)
• Flash Point: 174.436 °C
• PSA: 42.16000
• Density: 1.066 g/cm³
• LogP: 2.62090
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 245.152812238
• Heavy Atom Count: 18
• Complexity: 227

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCC1=NC(=NO1)C2=CC=CC=C2
• Uses: Oxolamine is a antiinflammatory drug used as a cough suppressant.

Technology Process of Oxolamine

There total 8 articles about Oxolamine 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: 99.0%

3-phenyl-5-vinyl-1,2,4-oxadiazole (28917-17-1) + diethylamine (109-89-7) → oxolamine (959-14-8)

Guidance literature:

In dichloromethane; at 20 ℃; for 20h;

DOI:10.1039/c001772h

Reference yield: 84.0%

5-(2-Chloroethyl)-3-phenyl-1,2,4-oxadiazole (53919-74-7) + diethyl amine hydrochloride (660-68-4) → oxolamine (959-14-8)

Guidance literature:

5-(2-Chloroethyl)-3-phenyl-1,2,4-oxadiazole; With potassium iodide; In acetonitrile; at 20 ℃; for 0.5h;

diethyl amine hydrochloride; With potassium carbonate; In acetonitrile; for 2.5h; Reflux;

DOI:10.1080/00397911.2014.883633

Reference yield: 74.2%

5-(2-Chloroethyl)-3-phenyl-1,2,4-oxadiazole (53919-74-7) + diethylamine (109-89-7) → oxolamine (959-14-8)

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; for 8h; Reflux;

DOI:10.1002/cbdv.201800599

upstream raw materials:

5-(2-Chloroethyl)-3-phenyl-1,2,4-oxadiazole

diethylamine

N-[(3-chloropropanoyl)oxy]benzenecarboximidamide

N-hydroxybenzenecarboximidamide

Downstream raw materials:

5-(2-Hydroxyethyl)-3-phenyl-1,2,4-oxadiazole

diethyl-{2-[3-(3-nitro-phenyl)-[1,2,4]oxadiazol-5-yl]-ethyl}-amine

Refernces

• 1、 Tadikonda, Ramu,Nakka, Mangarao,Gajula, Mahaboob Basha,Rayavarapu, Srinuvasarao,Gollamudi, Padma Rao,Vidavalur, Siddaiah. "Efficient and convenient protocol for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles using HClO4-SiO2 as a heterogeneous recyclable catalyst". supporting information. p. 1978 - 1986. Retrieved 2014/07/07.
• 2、 PALAZZO,TAVELLA,STRANI,SILVESTRINI. "1,2,4-Oxadiazoles. IV. Synthesis and pharmacological properties of a series of substituted aminoalkyl-1,2,4-oxadiazoles.". . p. 351 - 367. Retrieved 2007/10/05.