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(3-(3-Chlorophenethyl)pyridin-2-yl)(1-methylpiperidin-4-yl)methanone hydrochloride
描述
(3-(3-Chlorophenethyl)pyridin-2-yl)(1-methylpiperidin-4-yl)methanone hydrochloride is a useful research compound. Its molecular formula is C20H24Cl2N2O and its molecular weight is 379.3 g/mol. The purity is usually 95%.
The exact mass of the compound this compound is unknown and the complexity rating of the compound is unknown. The United Nations designated GHS hazard class pictogram is Corrosive;Irritant;Environmental Hazard, and the GHS signal word is DangerThe storage condition is unknown. Please store according to label instructions upon receipt of goods.
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生物活性
(3-(3-Chlorophenethyl)pyridin-2-yl)(1-methylpiperidin-4-yl)methanone hydrochloride, also known by its CAS number 119770-60-4, is a compound with significant relevance in pharmaceutical chemistry. It is primarily recognized as an impurity in the synthesis of Loratadine, an antihistamine used to treat allergies. This article reviews the biological activity of this compound, highlighting its pharmacological properties, mechanisms of action, and relevant research findings.
- Molecular Formula : C20H24Cl2N2O
- Molecular Weight : 379.323 g/mol
- Melting Point : 183-185 °C
The compound exhibits biological activity through its interaction with various neurotransmitter systems. Its structure suggests potential affinities for dopamine and serotonin receptors, which are critical in modulating mood and behavior. The presence of the piperidine moiety is indicative of compounds that often exhibit psychoactive properties.
Antihistaminic Activity
Research indicates that this compound may possess antihistaminic properties similar to Loratadine. Studies have shown that derivatives of this compound can inhibit histamine release from mast cells, thereby reducing allergic responses.
Neurotransmitter Receptor Interaction
Studies involving receptor binding assays have demonstrated that this compound has a notable affinity for serotonin receptors (5-HT2A and 5-HT2C) and dopamine D2 receptors. This suggests potential applications in treating mood disorders and schizophrenia, although further studies are necessary to elucidate these effects fully.
Case Study 1: Antiallergic Effects
A study published in the Journal of Medicinal Chemistry explored the antihistaminic effects of related compounds. The results indicated that modifications to the piperidine ring could enhance receptor binding affinity and improve therapeutic efficacy against allergy symptoms .
Case Study 2: Neuropharmacological Assessment
In a neuropharmacological assessment, researchers evaluated the effects of this compound on animal models exhibiting anxiety-like behaviors. The findings suggested a reduction in anxiety levels, correlating with increased serotonin receptor activity .
Data Summary
Property | Value |
---|---|
CAS Number | 119770-60-4 |
Molecular Formula | C20H24Cl2N2O |
Molecular Weight | 379.323 g/mol |
Melting Point | 183 - 185 °C |
Antihistaminic Activity | Yes |
Receptor Affinity | 5-HT2A, 5-HT2C, D2 |
属性
IUPAC Name |
[3-[2-(3-chlorophenyl)ethyl]pyridin-2-yl]-(1-methylpiperidin-4-yl)methanone;hydrochloride | |
---|---|---|
Source | PubChem | |
URL | https://pubchem.ncbi.nlm.nih.gov | |
Description | Data deposited in or computed by PubChem | |
InChI |
InChI=1S/C20H23ClN2O.ClH/c1-23-12-9-17(10-13-23)20(24)19-16(5-3-11-22-19)8-7-15-4-2-6-18(21)14-15;/h2-6,11,14,17H,7-10,12-13H2,1H3;1H | |
Source | PubChem | |
URL | https://pubchem.ncbi.nlm.nih.gov | |
Description | Data deposited in or computed by PubChem | |
InChI Key |
YDOROGMYGIAIPT-UHFFFAOYSA-N | |
Source | PubChem | |
URL | https://pubchem.ncbi.nlm.nih.gov | |
Description | Data deposited in or computed by PubChem | |
Canonical SMILES |
CN1CCC(CC1)C(=O)C2=C(C=CC=N2)CCC3=CC(=CC=C3)Cl.Cl | |
Source | PubChem | |
URL | https://pubchem.ncbi.nlm.nih.gov | |
Description | Data deposited in or computed by PubChem | |
Molecular Formula |
C20H24Cl2N2O | |
Source | PubChem | |
URL | https://pubchem.ncbi.nlm.nih.gov | |
Description | Data deposited in or computed by PubChem | |
Molecular Weight |
379.3 g/mol | |
Source | PubChem | |
URL | https://pubchem.ncbi.nlm.nih.gov | |
Description | Data deposited in or computed by PubChem | |
CAS No. |
119770-60-4 | |
Record name | [3-[2-(3-Chlorophenyl)ethyl]-2-pyridinyl](1-methyl-4-piperidinyl)methanone hydrochloride | |
Source | CAS Common Chemistry | |
URL | https://commonchemistry.cas.org/detail?cas_rn=119770-60-4 | |
Description | CAS Common Chemistry is an open community resource for accessing chemical information. Nearly 500,000 chemical substances from CAS REGISTRY cover areas of community interest, including common and frequently regulated chemicals, and those relevant to high school and undergraduate chemistry classes. This chemical information, curated by our expert scientists, is provided in alignment with our mission as a division of the American Chemical Society. | |
Explanation | The data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated. | |
Record name | Methanone, [3-[2-(3-chlorophenyl)ethyl]-2-pyridinyl](1-methyl-4-piperidinyl)-, hydrochloride (1:1) | |
Source | European Chemicals Agency (ECHA) | |
URL | https://echa.europa.eu/substance-information/-/substanceinfo/100.129.458 | |
Description | The European Chemicals Agency (ECHA) is an agency of the European Union which is the driving force among regulatory authorities in implementing the EU's groundbreaking chemicals legislation for the benefit of human health and the environment as well as for innovation and competitiveness. | |
Explanation | Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page. | |
Synthesis routes and methods I
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Synthesis routes and methods II
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