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1H-Indole,3-[(4-methyl-1-piperazinyl)methyl]- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

5444-91-7

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5444-91-7 Usage

Explanation

This is the chemical name of the compound, also known as mirtazapine.

Explanation

Mirtazapine is a psychoactive substance that affects the central nervous system and has an impact on mood and emotions.

Explanation

Mirtazapine is primarily used to treat major depressive disorder by alleviating depressive symptoms.

Explanation

The molecular structure of mirtazapine consists of an indole ring system with a specific side chain attached, which contributes to its pharmacological properties.

Explanation

Mirtazapine acts as an antagonist at certain serotonin and adrenergic receptors in the brain, which helps regulate mood and emotions.

Explanation

Mirtazapine increases the levels of certain neurotransmitters, such as norepinephrine and serotonin, which play a role in mood regulation and emotional well-being.

Explanation

Apart from treating major depressive disorder, mirtazapine has also been found effective in managing anxiety, insomnia, and other mood-related disorders.

Treatment

Major depressive disorder

Chemical structure

Indole ring with a 4-methylpiperazinylmethyl side chain at the 3-position

Mechanism of action

Noradrenergic and specific serotonergic antidepressant (NaSSA)

Additional therapeutic uses

Anxiety, insomnia, and other mood disorders

Check Digit Verification of cas no

The CAS Registry Mumber 5444-91-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,4 and 4 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5444-91:
(6*5)+(5*4)+(4*4)+(3*4)+(2*9)+(1*1)=97
97 % 10 = 7
So 5444-91-7 is a valid CAS Registry Number.
InChI:InChI=1/C14H19N3/c1-16-6-8-17(9-7-16)11-12-10-15-14-5-3-2-4-13(12)14/h2-5,10,15H,6-9,11H2,1H3

5444-91-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[(4-methylpiperazin-1-yl)methyl]-1H-indole

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5444-91-7 SDS

5444-91-7Downstream Products

5444-91-7Relevant academic research and scientific papers

Synthesis and characterization of 3-substituted indole derivatives as novel mannich bases

Erdag

, p. 781 - 784 (2021/04/09)

In this study, ten 3-substituted indole derivatives at the 3rdposition of indole nucleus were synthesized via Mannich reaction with microwave assisted synthesis and the conventional reflux heating method. Microwave assisted synthesis is more pr

Bioactivity-guided synthesis of gramine derivatives as new MT1 and 5-HT1A receptors agonists

Yin, Xiu-Juan,Huang, Xiao-Yan,Ma, Yun-Bao,Geng, Chang-An,Li, Tian-Ze,Chen, Xing-Long,Yang, Tong-Hua,Zhou, Jun,Zhang, Xue-Mei,Chen, Ji-Jun

, p. 610 - 622 (2017/05/26)

Twenty-four gramine derivatives were synthesized and evaluated on MT1 and 5-HT1A receptors in vitro. Among them, seven derivatives (7, 8, 16, 19, 20, 21, and 24) exhibited higher agonisting activities on MT1 or 5-HT1A

Discovery and Development of 1-[(2-Bromophenyl)sulfonyl]-5-methoxy-3-[(4-methyl-1-piperazinyl)methyl]-1H-indole Dimesylate Monohydrate (SUVN-502): A Novel, Potent, Selective and Orally Active Serotonin 6 (5-HT6) Receptor Antagonist for Potential Treatment of Alzheimer’s Disease

Nirogi, Ramakrishna,Shinde, Anil,Kambhampati, Rama Sastry,Mohammed, Abdul Rasheed,Saraf, Sangram Keshari,Badange, Rajesh kumar,Bandyala, Thrinath Reddy,Bhatta, Venugopalarao,Bojja, Kumar,Reballi, Veena,Subramanian, Ramkumar,Benade, Vijay,Palacharla, Raghava Choudary,Bhyrapuneni, Gopinadh,Jayarajan, Pradeep,Goyal, Vinod,Jasti, Venkat

, p. 1843 - 1859 (2017/03/17)

Optimization of a novel series of 3-(piperazinylmethyl) indole derivatives as 5-hydroxytryptamine-6 receptor (5-HT6R) antagonists resulted in identification of 1-[(2-bromophenyl)sulfonyl]-5-methoxy-3-[(4-methyl-1-piperazinyl)methyl]-1H-indole dimesylate monohydrate (5al, SUVN-502) as a clinical candidate for potential treatment of cognitive disorders. It has high affinity at human 5-HT6R (Ki = 2.04 nM) and selectivity over 100 target sites which include receptors, enzymes, peptides, growth factors, ion channels, steroids, immunological factors, second messengers, and prostaglandins. It has high selectivity over 5-HT2A receptor. It is orally bioavailable and brain penetrant with robust preclinical efficacy. The combination of 5al, donepezil, and memantine (triple combination) produces synergistic effects in extracellular levels of acetylcholine in the ventral hippocampus. Preclinical efficacy in triple combination and high selectivity over 5-HT2A receptors are the differentiating features which culminated in selection of 5al for further development. The Phase-1 evaluation of safety and pharmacokinetics has been completed, allowing for the initiation of a Phase-2 proof of concept study.

An efficient eco-friendly synthesis of Indole-Mannich base

Khan, Khalid Mohammed,Rahim, Fazal,Ambreen, Nida,Taha, Muhammad,Iqbal, Sarosh,Haider, Syed Moazzam,Perveen, Shahnaz

experimental part, p. 748 - 757 (2012/08/07)

An efficient and simplified protocol for three component Mannich reaction of indoles in water without using any catalyst is described. Different functionalized indole Mannich base synthesized in relatively short time with moderate to good yields. The adva

N-ARYLSULFONYL-3-SUBSTITUTED INDOLES HAVING SEROTONIN RECEPTOR AFFINITY, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITION CONTAINING THEM

-

, (2010/02/07)

The present invention relates to novel N-arylsulfonyl-3-substituted indole compounds, their derivatives, their analogs, their tautomeric forms, their stereoisomers, their geometric forms, their N-oxides, their polymorphs, their pharmaceutically acceptable

A general synthesis of 1-(dialkylaminomethyl)indoles

Love, Brian E.,Nguyen, Binh T.

, p. 1123 - 1125 (2007/10/03)

1-(N,N-Dialkylamino)methylindoles are prepared from the corresponding 1-(dialkylaminomethyl)benzotriazoles by treatment with indole and base. The aminoalkylation proceeds in high yield with good regioselectivity.

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