38092-89-6

Basic information

• Product Name: 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
• Synonyms: 8-chloro-11-(1-methyl-4-piperidylidenel-5,11)-dihydro-5H-benzo5,6-cyclohepta;6,11ihydro-5H-Benzo-5,6Cyclohepta-L,2-BPyridine,Loratadine;Methyl loratadine;8-Chloro-6,11-dihydro-11(N-Methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine;Loratadine Related CoMpound B;Loratadine Related Compound B (15 mg) (8-Chloro-6,11-dihydro-11-(N-methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine);8-Chloro-6,11-dihydro-11-(1-Methyl-4-piperidinylid;8-Chloro-6,11-dihydro-11-(1-Methyl-4-piperidinylidene)-
• CAS NO: 38092-89-6
• Molecular Formula: C₂₀H₂₁ClN₂
• Molecular Weight: 324.85
• EINECS: 641-012-1
• Product Categories: Amines;Aromatics;Heterocycles;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals;(intermediate of loratadine);Chemical Amines
• Mol File: 38092-89-6.mol
• Article Data: 18

Chemical Properties

• Melting Point: 106-109°C
• Boiling Point: 474.3 °C at 760 mmHg
• Flash Point: 240.7 °C
• Appearance: Red oil
• Density: 1.205 g/cm³
• Vapor Pressure: 3.64E-09mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: -20?C Freezer
• PKA: 8.67±0.20(Predicted)
• CAS DataBase Reference: 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine(38092-89-6)
• EPA Substance Registry System: 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine(38092-89-6)

Safety Data

• Hazardous Substances Data: 38092-89-6(Hazardous Substances Data)

Usage

Chemical Properties

Red Oil

Uses

Different sources of media describe the Uses of 38092-89-6 differently. You can refer to the following data:
1. An intermediate in the synthesis of Loratadine. Loratadine impurity.
2. N-Methyl Desloratadine (Loratadine EP Impurity G; Loratadine USP Related Compound B) is an intermediate in the synthesis of Loratadine. Loratadine impurity.

InChI:InChI=1/C20H21ClN2/c1-23-11-8-14(9-12-23)19-18-7-6-17(21)13-16(18)5-4-15-3-2-10-22-20(15)19/h2-3,6-7,10,13H,4-5,8-9,11-12H2,1H3

Upstream product

• 100643-71-8 descarboethoxyloratadine 
• 74-88-4 methyl iodide 
• 5570-77-4 4-chloro-1-methylpiperidine 
• 31251-41-9 8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one 
• 38089-93-9 8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol 
• 620-20-2 1-Chloro-3-chloromethyl-benzene 
• 63463-36-5 (1-methyl-4-piperidyl)magnesium chloride 
• 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 
• 20970-75-6 2-cyano-3-methylpyridine 
• 119770-60-4 1-(METHYL-4-PIPERIDINYL)[3-(2-(3-CHLORO-PHENYL)ETHYL)-2-PYRIDINYL]METHANONE HYDROCHLORIDE 
• 130642-50-1 {3-[2-(3-Chloro-phenyl)-ethyl]-pyridin-2-yl}-(1-methyl-piperidin-4-yl)-methanone 
• 75-75-2 methanesulfonic acid 

Downstream Products

• 100643-71-8 descarboethoxyloratadine 
• 117810-61-4 N-formyldesloratadine 
• 117796-52-8 N-acetyl desloratadine 
• 117810-92-1 (4-(8-chloro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11(6H)-ylidene)piperidin-1-yl)(phenyl)methanone 
• 79794-75-5 loratadine 
• 1373612-35-1 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-(2-methoxyphenyl)-1-piperidinecarbothioamide 
• 1373612-32-8 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-cyclohexyl-1-piperidinecarbothioamide 
• 1373612-33-9 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-phenyl-1-piperidinecarbothioamide 
• 1373612-34-0 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-(2-methylphenyl)-1-piperidinecarbothioamide 
• 3964-81-6 azatadine 

Relevant articles and documents

Preparation method of loratadine

The invention provides a preparation method of loratadine. The method comprises the following steps: taking 2-cyano-3-methylpyridine as a raw material, and carrying out Ritter reaction, m-chlorobenzylchloride condensation, POCl3 deprotection group, Grignard reaction, cyclization and ethyl chloroformate substitution to obtain 4(8-chlorine-5, 6-dihydro-11H-benzo-[5, 6]cycloheptano[1, 2-b]pyridine-11-subunit)-1-piperidine carboxylic acid ethyl ester. According to the invention, a post-treatment process is innovated, and a new cyclization system is adopted to catalyze the reaction, so that the use of high-cost and high-toxicity strong acid is avoided, and a milder and more economical synthesis method is provided for industrial production.

Design and synthesis of thiourea derivatives containing a benzo[5,6]cyclohepta[1,2-b]pyridine moiety as potential antitumor and anti-inflammatory agents

Thiourea derivatives (6a-e) were developed and screened for antitumor and anti-inflammatory activity. Most of the compounds exhibited growth inhibitory effects comparable to 5-fluorouracil in vitro against mammary (MCF-7 and MDA-MB 231) as well as colon (HT-29) carcinoma cells. They also showed stronger anti-inflammatory activity than ibuprofen in vivo in the xylene-induced ear swelling assay in mice.

PROCESS FOR THE PREPARATION OF LORATADINE

A process for the production of loratadine chemically known as 8-chloro-11-(1-ethoxycarbonyl-4-piperidylidene)-6,11-dihydro-5H-benzo[5,6]cycloheptal[1,2-B]pyridene has been described. The process comprises reacting a tri-cyclic aromatic ketone with an organometallic compound containing Mg in presence of organic solvent then hydrolyzing and isolating loratadine by conventional methods wherein the reaction between cyclic ketone and the said organometallic compound is effected at a glacial temperature.