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Structure

Melitracen hydrochloride

CAS
10563-70-9
Catalog Number
ACM10563709
Category
Main Products
Molecular Weight
206.32
Molecular Formula
C21H26ClN

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Specification

IUPAC Name
3-(10,10-dimethylanthracen-9-ylidene)-N,N-dimethylpropan-1-amine;hydrochloride
Canonical SMILES
CC1(C2=CC=CC=C2C(=CCCN(C)C)C3=CC=CC=C31)C.Cl
InChI Key
RADLXCPDUXFGFF-UHFFFAOYSA-N
EC Number
234-150-5

Grignard Reagent-Based Flow Process for the Preparation of Melitracen Hydrochloride

Pedersen M J, et al. Organic Process Research & Development, 2018, 22(2), 228-235.

The manufacture of melitracen hydrochloride involves four synthetic steps. The four steps are the classic Grignard addition of ketones, hydrolysis of the magnesium alkoxide, dehydration of the alcohol, and salt precipitation to isolate the API. The Grignard addition is between 10,10-dimethylanthrone (10,10-DMA (1)) and 3-(N,N-dimethylamino)propylmagnesium chloride (DMPC-MgCl (2)), resulting in formation of the magnesium alkoxide 3. The magnesium alkoxide 3 is then hydrolyzed to the alcohol 4 and dehydrated to form product 5. The last step is a crystallization of the API as a salt, where HCl is added to obtain the Melitracen HCl (6).
· This work described the laboratory work for redesigning the process to fit a continuous reactor setup for the Grignard addition to the final Melitracen HCl crystallization. A flow diagram of a redesigned flow reactor setup for the synthesis of melitracen HCl is shown on the right.
· The flow process was significantly simplified compared to the batch process, with removal of a phase separation and usage of tetrahydrofuran (THF) only as a solvent compared to the previous toluene-THF solvent mixture. All synthetic steps were carried out at ambient temperature, whereas routine batch production requires active heating (up to 50°C) and cooling in several steps.

Solid Contact ISE Analysis Method of Melitracen Hydrochloride

Abdallah N A.Journal of The Electrochemical Society, 2020, 167(4), 047504.

Melitracen hydrochloride (MEL) is a tricyclic antidepressant. It works by inhibiting neuronal uptake of norepinephrine and serotonin. Commonly used methods for the determination of melitracen hydrochloride include spectrophotometry, densitometry, HPLC-UV, GC-MS, and LC-MS. This work developed a new potentiometric sensor for analyzing MEL based on electrochemical methods. The sensor was suitable for selective determination of MEL in bulk, pharmaceutical products and human plasma, as well as for studying dissolution profiles of pharmaceutical tablets.
· TiO2 nanoparticles were chosen to decorate the MWCNTs surface, which was further vinyl-functionalized to allow the copolymerization with functional monomers and cross-linkers in the presence of the template molecules to form the molecularly imprinted polymers (MIPs).
· Modified carbon paste electrodes (CPE) are made by uniformly mixing grafted multi-walled carbon nanotubes and graphite powder in the presence of a binder.
· The binding capacity of the prepared MWCNTs-TiO2-MIP nano-composite was examined by suspending 10 mg of the nano-composite into 5 ml of different initial concentrations of MEL standard solutions. The mixtures were kept under continuous shaking for 6 h at room temperature for the adsorption of MEL.

August 27, 2023


Commonly used APIs
Melitracen hydrochloride is often used as a raw material for antidepressants and manics, and it is widely used.

What is the molecular structure of melitracen hydrochloride ?

C21H26ClN

What is the molecular mass of melitracen hydrochloride ?

327.89084

What is the biologically active target of action of melitracen hydrochloride ?

5-HT receptor

What's EC number of melitracen hydrochloride ?

234-150-5

What is the melting point of melitracen hydrochloride ?

245-248℃

What are the relevant biological applications of melitracen hydrochloride ?

Melitracen hydrochloride (Thymeol) is a potential dopamine D1/2 receptor antagonist with antidepressant effects.

Is melitracen hydrochloride soluble in organic reagents?

Melitracen hydrochloride can Soluble in DMSO

What is the InChIKey of melitracen hydrochloride ?

RADLXCPDUXFGFF-UHFFFAOYSA-N

What is the topological polar surface area of melitracen hydrochloride ?

3.2Ų

What is the number of covalently bonded units of melitracen hydrochloride ?

2

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