Fenspiride hydrochloride

Base Information

• Chemical Name: Fenspiride hydrochloride
• CAS No.: 5053-08-7
• Molecular Formula: C₁₅H₂₀N₂O₂*ClH
• Molecular Weight: 296.797
• European Community (EC) Number: 225-752-9
• NSC Number: 757825
• UNII: 832NBX878V
• DSSTox Substance ID: DTXSID3045770
• Wikidata: Q27269389
• NCI Thesaurus Code: C80551
• ChEMBL ID: CHEMBL1256849
• Mol file: 5053-08-7.mol

Synonyms:3612 S;3612-S;decaspiride;Espiran;fenspiride;fenspiride hydrochloride;Pneumorel

Chemical Property of Fenspiride hydrochloride

Chemical Property:

• Vapor Pressure: 3.67E-09mmHg at 25°C
• Melting Point: 235-238oC (dec.)
• Boiling Point: 474.3°Cat760mmHg
• Flash Point: 240.6°C
• PSA: 41.57000
• Density: 1.19g/cm³
• LogP: 2.87220
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 296.1291556
• Heavy Atom Count: 20
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

Fenspiride Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCC12CNC(=O)O2)CCC3=CC=CC=C3.Cl
• Indications: Fenspiride hydrochloride is a bronchodilator, which was used as a drug in the treatment of certain respiratory diseases. Finsecbili hydrochloride against serotonin, dilating bronchial smooth muscle, the intensity of action is between isoproterenol and theophylline, in addition to reducing the resistance of air movement in the lungs, experiments have shown that this product has dilated bronchial smooth muscle, antitussive, antipyretic and analgesic effects. Suitable for chronic bronchitis, bronchial asthma and chronic respiratory insufficiency.? In Russia it was approved for the treatment of acute and chronic inflammatory diseases of ENT organs and the respiratory tract, as well as for maintenance treatment of asthma (like rhinopharyngitis, laryngitis, tracheobronchitis, otitis and sinusitis).
• Uses: Antiinflammatory;Bradykinin antagonist Bronchodilator with anti-inflammatory properties. Inhibits mucus secretion and reduces the release of tachykinins at a prejunctional level by its anti-muscarinic action. It also may be an antagonist at α adrenergic and H1 histamine receptors.
• Therapeutic Function: Bronchodilator

Technology Process of Fenspiride hydrochloride

There total 6 articles about Fenspiride hydrochloride 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:

C19H30N2O3 → Fenspiride hydrochloride (5053-08-7)

Guidance literature:

C₁₉H₃₀N₂O₃; With sodium t-butanolate; In toluene; at 55 - 60 ℃; for 1h;

With hydrogenchloride; In ethyl acetate;

DOI:10.1021/acs.oprd.9b00022

Reference yield:

C14H20N2O3 → Fenspiride hydrochloride (5053-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; zinc / water; isopropyl alcohol / 1 h / 0 - 20 °C

2: sodium hydroxide / water; isopropyl alcohol / 1 h

3: sodium t-butanolate / toluene / 1 h / 55 - 60 °C

With hydrogenchloride; sodium hydroxide; sodium t-butanolate; zinc; In water; isopropyl alcohol; toluene;

DOI:10.1021/acs.oprd.9b00022

Reference yield:

phenethylamine (64-04-0) → Fenspiride hydrochloride (5053-08-7)

Guidance literature:

Multi-step reaction with 7 steps

1: methanol / 20 °C

2: sodium methylate

3: hydrogenchloride / water

4: potassium carbonate / dimethyl sulfoxide / 1 h / 0 - 5 °C / Large scale

5: hydrogenchloride; zinc / water; isopropyl alcohol / 1 h / 0 - 20 °C

6: sodium hydroxide / water; isopropyl alcohol / 1 h

7: sodium t-butanolate / toluene / 1 h / 55 - 60 °C

With hydrogenchloride; sodium methylate; potassium carbonate; sodium hydroxide; sodium t-butanolate; zinc; In methanol; water; dimethyl sulfoxide; isopropyl alcohol; toluene; 2: |Dieckmann Condensation / 4: |Henkel Reaction;

DOI:10.1021/acs.oprd.9b00022

upstream raw materials:

1-(2-phenylethyl)-4-piperidinone

phenethylamine

dimethyl β,β'-(2-phenylethylamino)dipropionate

methyl 1-(2-phenylethyl)-4-oxo-piperidine-3-carboxylate

Refernces