CID 657357

Base Information

• Chemical Name: CID 657357
• CAS No.: 25332-39-2
• Molecular Formula: C19H23Cl2N5O
• Molecular Weight: 408.331
• Hs Code.: 29335990
• Mol file: 25332-39-2.mol

Synonyms:AKOS026750159

Chemical Property of CID 657357

Chemical Property:

• Vapor Pressure: 2.94E-11mmHg at 25°C
• Melting Point: 223oC
• Boiling Point: 528.5 °C at 760 mmHg
• Flash Point: 273.4 °C
• PSA: 45.78000
• LogP: 3.16660
• Storage Temp.: -20°C Freezer
• Solubility.: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 23.3 mg/m
• Water Solubility.: Soluble at 25mg/ml in methanol. Also soluble in 0.1M HCl or DMSO. Insoluble in water /n
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 407.1279658
• Heavy Atom Count: 27
• Complexity: 611

Purity/Quality:

99.0% MIN ^*data from raw suppliers

Trazodone hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi,T,F
• Statements: 22-40-36/37/38-39/23/24/25-23/24/25-11
• Safety Statements: 22-36-37/39-26-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [H+].C1CN(CCN1CCCN2C(=O)N3C=CC=CC3=N2)C4=CC(=CC=C4)Cl.[Cl-]
• Description: Trazodone Hydrochloride belongs to the hydrochloride salt form of trazodone with antidepressant and sedative activities, which is primarily used in the treatment of major depression. It serves as a serotonin uptake inhibitor that is effective for patients suffering from major depressive disorders and other subsets of depressive disorders, which is especially helpful for geriatric patients with severe agitation and certain depressive disorders associated with insomnia and anxiety since it has proved that trazodone also has anti-anxiety (anxiolytic) and sleep-inducing (hypnotic) effects. Besides, it is often prescribed as a sedative that is used for the treatment of panic attacks, aggressive behavior, agoraphobia, and cocaine withdrawal in combination with other drugs. Trazodone Hydrochloride is an oral drug that functions by affecting the balance of chemicals (neurotransmitters) within the brain that nerves use to communicate with (stimulate) each other.
• Uses: A serotonin uptake inhibitor antihistamine Monoamine reuptake inhibitor; antidepressant.
• Therapeutic Function: Tranquilizer
• Clinical Use: Tricyclic-related antidepressant
• Drug interactions: Potentially hazardous interactions with other drugs Alcohol: increased sedative effects. Antidepressants: avoid concomitant use with MAOIs and moclobemide. Antiepileptics: antagonism of anticonvulsant effect; concentration reduced by carbamazepine. Antimalarials: manufacturer advises avoid concomitant use with artemether and lumefantrine and piperaquine with artenimol. Antivirals: concentration increased by ritonavir; increased risk of ventricular arrhythmias with saquinavir - avoid; concentration possibly increased by telaprevir.

Technology Process of CID 657357

There total 10 articles about CID 657357 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: 98.0%

2-(3-bromopropyl)[1,2,4]triazolo[4,3-a]pyridine-3(2H)-one (1094305-62-0) + 1-(3-chlorophenyl)piperazine hydrochloride (13078-15-4,51639-49-7,65369-76-8) → trazodone hydrochloride (25332-39-2,19666-36-5)

Guidance literature:

2-(3-bromopropyl)[1,2,4]triazolo[4,3-a]pyridine-3(2H)-one; 1-(3-chlorophenyl)piperazine hydrochloride; With tetrabutylammomium bromide; potassium carbonate; In N,N-dimethyl-formamide; for 0.0166667h; Microwave irradiation;

With hydrogenchloride; In 1,4-dioxane; acetone; Solvent; Reagent/catalyst;

DOI:10.3390/molecules24081609

Reference yield: 93.0%

trazodone (19794-93-5) → trazodone hydrochloride (25332-39-2,19666-36-5)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 60 ℃; for 2h; pH=3;

Reference yield: 90.0%

1-(3-chlorophenyl)piperazine hydrochloride (13078-15-4,51639-49-7,65369-76-8) + 2-(3-chloropropyl)-1,2,4-triazolo<4,3-a>pyridin-3-one (19666-40-1) → trazodone hydrochloride (25332-39-2,19666-36-5)

Guidance literature:

1-(3-chlorophenyl)piperazine hydrochloride; 2-(3-chloropropyl)-1,2,4-triazolo<4,3-a>pyridin-3-one; With tetrabutylammomium bromide; potassium carbonate; In acetonitrile; for 0.0166667h; Microwave irradiation;

With hydrogenchloride; In 1,4-dioxane; acetone; Solvent;

DOI:10.3390/molecules24081609

upstream raw materials:

trazodone

1-(3-chloropropyl)-4-(3-chlorophenyl)piperazine hydrochloride

2-chloropyridine

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Downstream raw materials:

2-(3-((2-((3-chlorophenyl)amino)ethyl)amino)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

4‐(3‐chlorophenyl)‐1‐(3‐(3‐oxo‐[1,2,4]triazolo[4,3‐a]pyridin‐2(3H)‐yl)propyl)piperazine 1‐oxide

Refernces

• 1、 Jaskowska, Jolanta,Zar eba, Przemys?aw,Sliwa, Pawe?,Pindelska, Edyta,Sata?a, Grzegorz,Majka, Zbigniew. "Microwave-assisted synthesis of trazodone and its derivatives as new 5-HT1A ligands: Binding and docking studies". . . Retrieved 2019/05/01.
• 2、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF TRAZODONE AND HYDROCHLORIDE SALT THEREOF". Page/Page column 19; 20. . Retrieved 2015/08/06.