79836-44-5

Basic information

• Product Name: 4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone
• Synonyms: Tetralonecompound;4-(3,4-DICHLOROPHENYL)-3,4-DIHYDRO-1-(2H)-NAPHTHALENONE , 98.0+%(HPLC)
• CAS NO: 79836-44-5
• Molecular Formula: C16H12OCL2
• Molecular Weight: 291.1719
• Mol File: 79836-44-5.mol
• Article Data: 51

Chemical Properties

• Boiling Point: 403 °C at 760 mmHg
• Flash Point: 170.3 °C
• Appearance: /
• Density: 1.318 g/cm³
• CAS DataBase Reference: 4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone(79836-44-5)
• EPA Substance Registry System: 4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone(79836-44-5)

Safety Data

• Hazard Codes: Xi:
• Hazardous Substances Data: 79836-44-5(Hazardous Substances Data)

Usage

General Description

4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone, also known as Sarmadacin, is a chemical compound with the molecular formula C16H13Cl2O. It is a synthetic, organic compound that is used in research and laboratory settings as a precursor in the synthesis of various pharmaceuticals and organic compounds. The compound contains two chlorine atoms attached to a phenyl group on a dihydro-1(2H)-naphthalenone backbone. It exhibits potential biological and pharmacological activities, making it an interesting target for medicinal chemistry and drug development. However, due to its complex structure and potential reactivity, proper handling and safety precautions are necessary when working with this compound.

Upstream product

• 90-15-3 α-naphthol 
• 95-50-1 1,2-dichloro-benzene 
• 79560-19-3 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one 
• 866018-46-4 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol 
• 95609-48-6 rac-5-(3,4-dichlorophenyl)dihydrofuran-2(3H)-one 
• 79560-20-6 N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine 
• 118528-87-3 4-(3,4-dichlorophenyl)-4-hydroxybutanoic acid 
• 50597-19-8 3-(3,4-dichlorobenzoyl)-propionic acid 
• 71-43-2 benzene 
• 149620-65-5 4-(3,4-dichlorophenyl)-4-phenylbutyric acid 
• 147255-16-1 (4R)-4-(3,4-dichlorophenyl)-4-phenylbutanoic acid 
• 147189-42-2 (4R)-(3,4-Dichlorophenyl)benzenebutanoic acid 1,1-dimethylethyl ester 
• 108-86-1 bromobenzene 
• 2522-81-8 2-<(2,2-dimethylpropanoyl)oxy>-1-phenylethanone 

Downstream Products

• 866018-46-4 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol 
• 1271002-87-9 C₂₂H₂₅Cl₂NO₂ 
• 1186422-36-5 4(S)-(3,4-dichlorophenyl)-3,4-dihydro-N-methyl-1(2H)-naphthalenimine 
• 1333478-73-1 C₂₅H₁₉Cl₂N₃O 
• 1333478-74-2 C₂₆H₂₁Cl₂N₃O₂ 
• 1333478-76-4 C₂₇H₂₃Cl₂N₃O₃ 
• 1333478-77-5 C₂₉H₂₁Cl₂N₃O 

Relevant articles and documents

Discovery of sertraline and its derivatives able to combat drug-resistant gastric cancer cell via inducing apoptosis

Resistance phenomena during chemotherapy of tumor has been severely hampering the applications of chemotherapeutics. Due to advantage of drug repurposing, discovery of new chemosensitizers based on approved drugs is an effect strategy to find new candidates. Herein, we found antidepressant drug – sertraline, could sensitize drug-resistant gastric cancer cell (SGC-7901/DDP) with the IC50 value of 18.73 μM. To understand the structure–activity relationship and improve the activity, 30 derivatives were synthesized and evaluated. The IC50 value of the best compound was improved to 5.2 μM. Moreover, we found apoptosis induction and cell cycle arrest was the reason for the cell death of the drug-resistant cells after treatment of sertraline and derivatives, and PI3K/Akt/mTOR pathway was involved.

Copper-Catalyzed Enantioselective Arylation via Radical-Mediated C-C Bond Cleavage: Synthesis of Chiral ω,ω-Diaryl Alkyl Nitriles

The first example of copper-catalyzed ring-opening, enantioselective arylation of cyclic ketoxime esters to access ω,ω-diaryl alkyl nitriles has been developed in high yield (up to 92% yield) with excellent enantioselectivity (up to 91% ee). Side-arm bis(oxazoline) ligand plays a significant role in this asymmetric catalytic transformation, which provides an efficient route to construct diverse chiral ω,ω-diaryl alkyl nitriles. Synthetic utility has also been demonstrated in the further derivatization of the ω,ω-diaryl alkyl nitrile to the corresponding amide.

Exploring the synthetic potential of a marine transaminase including discrimination at a remote stereocentre

The marine transaminase, P-ω-TA, can be employed for the transamination from 1-aminotetralins and 1-aminoindanes with differentiation of stereochemistry at both the site of reaction and at a remote stereocentre resulting in formation of ketone products with up to 93% ee. While 4-substituents are tolerated on the tetralin core, the presence of 3- or 8-substituents is not tolerated by the transaminase. In general P-ω-TA shows capacity for remote diastereoselectivity, although both the stereoselectivity and efficiency are dependent on the specific substrate structure. Optimum efficiency and selectivity are seen with 4-haloaryl-1-aminotetralins and 3-haloaryl-1-aminoindanes, which may be associated with the marine origin of this enzyme. This journal is