CID 657387

Base Information

• Chemical Name: CID 657387
• CAS No.: 34183-22-7
• Molecular Formula: C21H28ClNO3
• Molecular Weight: 377.911
• Hs Code.: 2922504500
• Mol file: 34183-22-7.mol

Synonyms:AKOS026749966

Chemical Property of CID 657387

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 1.27E-11mmHg at 25°C
• Melting Point: 165-167 °C
• Boiling Point: 519.6 °C at 760 mmHg
• Flash Point: 268 °C
• PSA: 58.56000
• LogP: 4.43430
• Storage Temp.: 2-8°C
• Solubility.: Slightly soluble in cold water, soluble in methanol and in hot water, practically insoluble in ethanol (96 per cent).
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 377.1757714
• Heavy Atom Count: 26
• Complexity: 368

Purity/Quality:

99% ^*data from raw suppliers

Propafenone hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn
• Hazard Codes: T,Xn
• Statements: 46-22
• Safety Statements: 53-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [H+].CCCNCC(COC1=CC=CC=C1C(=O)CCC2=CC=CC=C2)O.[Cl-]
• Description: Propafenone hydrochloride is a class I anti-arrhythmic agent with basic local anaesthetic and membrane-stabilizing properties. Some P-adrenergic blocking action has also been described. Propafenone decreases the depolarization velocity and slows conduction in the His-Purkinje system with resultant increase in the PR interval and the QRS complex. Propafenone is used in the treatment of paroxysmal supraventricular tachycardias and ventricular arrhythmias.Propafenone should not be used in uncontrolled cardiac failure, severe obstructive pulmonary disease or marked hypotension. Propafenone may worsen myasthenia gravis.
• Uses: Propafenone hydrochloride is a class IC antiarrhythmic agent used for the management of severe ventricular and supraventricular arrhythmias. It has beta-blocking and weak calcium channel blocking properties, as well as some negative inotropic activity. Propafenone is in a class of medications called antiarrhythmics. It works by acting on the heart muscle to improve the heart's rhythm. Sodium channel blocker. Antiarrhythmic (class IC)
• Clinical Use: Anti-arrhythmic agent: Ventricular arrhythmias Paroxysmal supraventricular tachyarrhythmias, (including paroxysmal atrial flutter or fibrillation, and paroxysmal re-entrant tachycardias involving the AV node or accessory pathway) where standard therapy has failed or is unsuitable
• Drug interactions: Potentially hazardous interactions with other drugs Anti-arrhythmics: increased myocardial depression with other anti-arrhythmics. Antibacterials: increased metabolism with rifampicin (reduced effect). Anticoagulants: enhanced anticoagulant effect of coumarins. Antidepressants: increased risk of arrhythmias with tricyclics; metabolism of propafenone possibly inhibited by paroxetine (increased risk of toxicity). Antihistamines: increased risk of ventricular arrhythmias with mizolastine - avoid. Antipsychotics: increased risk of ventricular arrhythmias with antipsychotics that prolong the QT interval. Antivirals: concentration of propafenone increased by saquinavir and ritonavir and possibly by fosamprenavir, increased risk of ventricular arrhythmias - avoid; use with caution with telaprevir. Beta-blockers: increased myocardial depression; increased concentration of metoprolol and propranolol. Cardiac glycosides: increased digoxin concentration - halve digoxin dose. Ciclosporin: possibly increased ciclosporin concentration. Ulcer-healing drugs: levels increased by cimetidine.

Technology Process of CID 657387

There total 7 articles about CID 657387 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: 85.0%

propylamine (107-10-8,42939-71-9) + 1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one (22525-95-7) → propafenone hydrochloride (34183-22-7)

Guidance literature:

propylamine; 1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one; for 4h; Reflux;

With hydrogenchloride; In water; for 1h; Reflux;

DOI:10.1021/acs.joc.0c00568

Reference yield:

1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one (1214-47-7) → propafenone hydrochloride (34183-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2-Phenylbenzothiazolin; aluminum (III) chloride / toluene / 2 h / 110 °C

1.2: 6 h / 20 - 25 °C

2.1: 8 h / 110 °C

3.1: 6 h / 20 - 50 °C

3.2: 1 h / Reflux

With aluminum (III) chloride; 2-Phenylbenzothiazolin; In toluene;

Reference yield:

1-(2-(allyloxy)phenyl)-3-phenylpropan-1-one → propafenone hydrochloride (34183-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 48 h / 20 °C

2.1: 4 h / Reflux

2.2: 1 h / Reflux

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/acs.joc.0c00568

upstream raw materials:

propylamine

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one

2'-hydroxy-3-phenylpropiophenone

Downstream raw materials:

trans-N-[(1-[2-[2-oxy-3-(propylamino)propoxy]phenyl]-3-phenyl-1-propanone^(1-))2 copper(II)]

Propafenone glucuronide

Refernces

• 1、 -. "Preparation methods of propafenone hydrochloride and intermediate 2'-hydroxydihydrochalcone thereof". Paragraph 0049-0050. . Retrieved 2020/06/17.