Ketanserin

Base Information

• Chemical Name: Ketanserin
• CAS No.: 74050-98-9
• Molecular Formula: C22H22FN3O3
• Molecular Weight: 395.433
• Hs Code.: 29339900
• European Community (EC) Number: 281-062-8,277-680-2
• NSC Number: 758959
• UNII: 97F9DE4CT4
• DSSTox Substance ID: DTXSID3023188
• Nikkaji Number: J12.099E
• Wikipedia: Ketanserin
• Wikidata: Q415997
• NCI Thesaurus Code: C604
• Pharos Ligand ID: 4VCYS9W24Z1J
• Metabolomics Workbench ID: 53241
• ChEMBL ID: CHEMBL51
• Mol file: 74050-98-9.mol

Synonyms:3-(2-(4-(4-Fluorobenzoyl)piperidinol)ethyl)-2,4(1H,3H)-quinazolinedione;Ketanserin;R 41,468;R 41468;R-41,468;R-41468;R41,468;R41468

Chemical Property of Ketanserin

Chemical Property:

• Melting Point: 227-235 °C
• Refractive Index: 1.592
• PKA: 7.5(at 25℃)
• PSA: 75.17000
• Density: 1.281 g/cm³
• LogP: 2.36170
• Storage Temp.: 2-8°C
• Solubility.: DMF: 10 mg/mL, clear, colorless
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 395.16451973
• Heavy Atom Count: 29
• Complexity: 627

Purity/Quality:

99% ^*data from raw suppliers

Ketanserin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1C(=O)C2=CC=C(C=C2)F)CCN3C(=O)C4=CC=CC=C4NC3=O
• Recent ClinicalTrials: Role of the Serotonin 5-HT2A Receptor in Mescaline-induced Altered States of Consciousness
• Recent EU Clinical Trials: Ketanserin effects on Peripheral Temperature and Lactate
• Description: Ketanserin is an antihypertensive agent with antagonist properties at both the serotonin-S2 and α1-adrenergic receptors. Its mechanism of action, while still controversial, may involve interactions at both of these loci.
• Uses: An antihypertensive, with affinity for multiple GPCR receptors.

Technology Process of Ketanserin

There total 10 articles about Ketanserin 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: 86.0%

(4-fluorophenyl)-piperidin-4-ylmethanone (56346-57-7) + 3-(2-chloroethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (5081-87-8) → ketanserine (74050-98-9)

Guidance literature:

With sodium carbonate; In butanone; for 24h; Reflux;

DOI:10.1002/jhet.1897

Reference yield: 85.0%

(4-fluorophenyl)-piperidin-4-ylmethanone (56346-57-7) + 2,3-dihydro-5H-oxazolo<2,3-b>quinazolin-5-one (52727-44-3) → ketanserine (74050-98-9)

Guidance literature:

In neat (no solvent); at 110 ℃;

DOI:10.1002/jhet.1897

Reference yield:

4-(4-fluorobenzoyl)piperidine hydrochloride (25519-78-2) + 4-methyl-2-pentanone (108-10-1) + 3-(2-chloroethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (5081-87-8) → ketanserine (74050-98-9)

Guidance literature:

With sodium carbonate; In water;

upstream raw materials:

4-(4-fluorobenzoyl)piperidine hydrochloride

4-methyl-2-pentanone

3-(2-chloroethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline

2,4-Dioxo-3-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinazoline

Downstream raw materials:

2-[3-{2-[4-(4-Fluorobenzoyl)-1-piperidinyl]ethyl}-2,4-dioxo-3,4-dihydro-1(2H)-quinazolinyl]-N,N-dimethylacetamide hydrochloride

ketanserin tartrate

Ketanserinol

Refernces

• 1、 Fakhraian, Hossein,Heydary, Mehdi. "Reinvestigation of the synthesis of ketanserin (5) and its hydrochloride salt (5.HCl) via 3-(2-chloroethyl)-2,4-(1H,3H)-quinazolinedione (2) or dihydro-5H-oxazole(2,3-b)quinazolin-5-one (1)". . p. 151 - 156. Retrieved 2014/02/14.
• 2、 -. "Piperidinylalkyl quinazoline compounds, composition and method of use". . . Retrieved 2008/06/13.