117796-52-8

Basic information

• Product Name: Sch 37370
• Synonyms: Sch 37370;1-[4-[(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridine)-11-ylidene]piperidino]ethanone;1-Acetyl-4-[(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin)-11-ylidene]piperidine;N-Acetyldesloratadine;1-(4-(8-chloro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11(6H)-ylidene)piperidin-1-yl)ethanone;N-Acetyldesloratadine N
• CAS NO: 117796-52-8
• Molecular Formula: C21H21 Cl N2 O
• Molecular Weight: 352.8572
• Product Categories: Aromatics, Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 117796-52-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 155-157 °C
• Boiling Point: 546.9°Cat760mmHg
• Flash Point: 284.5°C
• Appearance: /
• Density: 1.257g/cm³
• Vapor Pressure: 5.15E-12mmHg at 25°C
• Refractive Index: 1.626
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 4.16±0.20(Predicted)
• CAS DataBase Reference: Sch 37370(CAS DataBase Reference)
• NIST Chemistry Reference: Sch 37370(117796-52-8)
• EPA Substance Registry System: Sch 37370(117796-52-8)

Safety Data

• Hazardous Substances Data: 117796-52-8(Hazardous Substances Data)

Usage

Uses

N-Acetyldesloratadine is an impurity in the synthesis of Desloratadine (D290250), Nonsedating-type histamine H1-receptor antagonist.

InChI:InChI=1/C21H21ClN2O/c1-14(25)24-11-8-15(9-12-24)20-19-7-6-18(22)13-17(19)5-4-16-3-2-10-23-21(16)20/h2-3,6-7,10,13H,4-5,8-9,11-12H2,1H3

Upstream product

• 108-24-7 acetic anhydride 
• 100643-71-8 descarboethoxyloratadine 
• 38092-89-6 N-methyldesloratadine 
• 620-20-2 1-Chloro-3-chloromethyl-benzene 
• 79794-75-5 loratadine 
• 130642-50-1 {3-[2-(3-Chloro-phenyl)-ethyl]-pyridin-2-yl}-(1-methyl-piperidin-4-yl)-methanone 
• 107285-30-3 3-<2-(3-chlorophenyl)ethyl>-N-(1,1-dimethylethyl)-2-pyridinecarboxamide 
• 31255-57-9 3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile 
• 32998-95-1 N-tert-butyl-3-methylpyridine-2-carboxamide 
• 75-36-5 acetyl chloride 

Relevant articles and documents

Loratadine and analogues: Discovery and preliminary structure-activity relationship of inhibitors of the amino acid transporter B0AT2

B0AT2, encoded by the SLC6A15 gene, is a transporter for neutral amino acids that has recently been implicated in mood and metabolic disorders. It is predominantly expressed in the brain, but little is otherwise known about its function. To identify inhibitors for this transporter, we screened a library of 3133 different bioactive compounds. Loratadine, a clinically used histamine H1 receptor antagonist, was identified as a selective inhibitor of B0AT2 with an IC50 of 4 μM while being less active or inactive against several other members of the SLC6 family. Reversible inhibition of B0AT2 was confirmed by electrophysiology. A series of loratadine analogues were synthesized to gain insight into the structure-activity relationships. Our studies provide the first chemical tool for B0AT2.

A new addition compound of desloratadine with carbon dioxide

The addition compound of 8-chloro-6,11-dihydro-11-(4-pip-eridylidene)-5H- benzo[5,6]cyclohepta[1,2-b]pyridine (descarboet-hoxyloratadine, desloratadine) with CO2, in molar ratio 2:1, is described. This unique form of desloratadine drug substance can be prepared in exceedingly high purity by a simple process from crude desloratadine. The addition compound is a useful intermediate in the manufacturing process of desloratadine Form I polymorph. An improved, environmental friendly manufacturing process for the synthesis of desloratadine starting from loratadine is also disclosed here.

Dual Antagonists of Platelet Activating Factor and Histamine. Identification of Structural Requirements for Dual Activity of N-Acyl-4-(5,6-dihydro-11H-benzocycloheptapyridin-11-ylidene)piperidines

-