1021-91-6

Basic information

• Product Name: 5H-dibenzo[a,d]cyclohepten-5-one oxime
• Synonyms: 5H-dibenzo[a,d]cyclohepten-5-one oxime;5H-Dibenzo[a,d][7]annulen-5-one oxime
• CAS NO: 1021-91-6
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.25394
• EINECS: 213-820-0
• Mol File: 1021-91-6.mol

Chemical Properties

• Melting Point: 187-188 °C
• Boiling Point: 398.4°Cat760mmHg
• Flash Point: 255.5°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 4.61E-07mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: 2-8°C
• PKA: 10.65±0.20(Predicted)
• CAS DataBase Reference: 5H-dibenzo[a,d]cyclohepten-5-one oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-dibenzo[a,d]cyclohepten-5-one oxime(1021-91-6)
• EPA Substance Registry System: 5H-dibenzo[a,d]cyclohepten-5-one oxime(1021-91-6)

Safety Data

• Hazardous Substances Data: 1021-91-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5H-dibenzo[a,d]cyclohepten-5-one oxime is used as a potential therapeutic agent for neurological disorders due to its ability to modulate the NMDA receptor, which is implicated in conditions such as Alzheimer's disease, Parkinson's disease, and schizophrenia. Its antagonistic effect on the NMDA receptor suggests a role in managing the symptoms and progression of these disorders.
Used in Pain Management:
In the field of analgesics, 5H-dibenzo[a,d]cyclohepten-5-one oxime is utilized for its analgesic properties, offering a potential alternative or adjunct to existing pain management therapies. Its capacity to alleviate pain may be beneficial in various clinical scenarios requiring effective pain control.
Used in Anti-Inflammatory Treatments:
5H-dibenzo[a,d]cyclohepten-5-one oxime is employed as an anti-inflammatory agent, capitalizing on its ability to reduce inflammation. This application can be relevant in treating a range of inflammatory conditions where a decrease in inflammation is desirable for patient recovery and symptom management.
Research and Development:
In the realm of scientific research, 5H-dibenzo[a,d]cyclohepten-5-one oxime is used as a subject of investigation for exploring its diverse pharmacological effects. Ongoing studies aim to uncover further clinical applications and optimize its therapeutic potential, including the development of derivatives that may offer enhanced efficacy and safety profiles.

InChI:InChI=1/C15H11NO/c17-16-15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)15/h1-10,17H

Upstream product

• 2222-33-5 dibenzosuberenon 

Downstream Products

• 24701-51-7 demexiptiline 
• 833-48-7 dibenzosuberane 
• 23112-88-1 dibenzo[b,f]azocin-6(5H)-one 
• 1255942-06-3 N-(3-aminopropionyl)-5,6-dihydro-11,12-didehydrodibenzo[b,f]azocine 
• 1255942-07-4 DBCO-4PEG-biotin 
• 1255942-12-1 N-boc protected ADIBO-PEG₄-amine 
• 1255942-08-5 DBCO-PEG₄-amine 
• 1337920-23-6 N-(3-trifluoroacetamidopropanoyl)-5,6-Dihydro-11,12-Didehydrodibenzo[b,f]azocine 
• 23194-93-6 (Z)-5,6-dihydrodibenzo[b,f]azocine 
• 1341223-26-4 N-(6-(1-benzyl-1H-dibenzo[b,f][1,2,3]triazolo[4,5-d]azocin-8(9H)-yl)-6-oxohexyl)-4-[18F]fluorobenzamide 
• 1341223-27-5 32-(8-(6-(4-[18F]fluorobenzamido)hexanoyl)-8,9-dihydro-1H-dibenzo[b,f][1,2,3]triazolo-[4,5-d]azocin-1-yl)-5-oxo-3,9,12,15,18,21,24,27,30-nonaoxa-6-azadotriacontan-1-oic acid 
• 23112-88-1 dibenzo[b,f]azocin-6(5H)-one 
• 23194-93-6 2-azatricyclo[10.4.0.0^4,9]hexadeca-1⁽¹⁶⁾,4⁽⁹⁾,5,7,10,12,14-heptene 
• 1341223-25-3 C₂₈H₂₅⁽¹⁸⁾FN₂O₂ 

Relevant articles and documents

Novel dibenzosuberene substituted aroyl selenoureas: Synthesis, crystal structure, DFT, molecular docking and biological studies

A series of aroyl selenourea dibenzosuberene (1–3) derivatives were synthesized and characterized by different analytical methods and single crystal X-ray crystallography. Quantum chemical computations were made using DFT to determine the structural and molecular properties of the compounds. The in?vitro antibacterial action of the compounds was evaluated against chosen gram-negative (Pseudomonas aeruginosa, Klebsiella pneumoniae, and Escherichia coli), and gram-positive (Bacillus subtilis, Staphylococcus aureus, and Staphylococcus epidermidis) bacteria for their antifungal activity against Curvularia lunata, Penicillium notatum, and Aspergillus niger. Using molecular docking studies, the binding modes were understood along with the mechanism in opposing the target protein MurB.

A Compact and Synthetically Accessible Fluorine-18 Labelled Cyclooctyne Prosthetic Group for Labelling of Biomolecules by Copper-Free Click Chemistry

A new fluorine-containing azadibenzocyclooctyne (ADIBO-F) was designed using a synthetically accessible pathway. The fluorine-18 prosthetic group was prepared from its toluenesulfonate precursor and isolated in 21–35 % radiochemical yield in 30 minutes of synthetic time. ADIBO-F has been incorporated into azide-functionalized, cancer-targeting peptides through a strain-promoted alkyne–azide cycloaddition with high radiochemical yields and purities. The final products are novel peptide-based positron emission tomography (PET) imaging agents that possess high affinities for their targets, growth hormone secretagogue receptor 1a (GHSR-1a) and gastrin-releasing peptide receptor (GRPR), with IC50 values of 9.7 and 0.50 nm, respectively. This is a new and rapid labelling option for the incorporation of fluorine-18 into biomolecules for PET imaging.

Highly Efficient Multigram Synthesis of Dibenzoazacyclooctyne (DBCO) without Chromatography

The synthesis of 4-[11,12-didehydrodibenzo[b,f]azocin-5(6H)-yl]-4-oxobutanoic acid, also known as dibenzoazacyclooctyne (DBCO) or aza-dibenzocyclooctyne (ADIBO), was optimized for large-scale preparations of at least 10 g with an overall yield of 42%.

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6 H -Isoindolo[2,1- α]indol-6-one, a core structure for a number of biologically active compounds, was synthesized in four steps. The approach is metal-free and uses a Beckmann rearrangement followed by an intramolecular cyclization.

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As tumor markers, the radiolabeling of choline (Cho)-containing phospholipids in cellular membranes with99mTc is a challenge. The conventional strategy to combine the metallic radionuclide with Cho by large ligand damages the bioactivity of Cho, resulting in low tumor-to-nontumor ratios. Pretargeting strategy based on strain-promoted cyclooctyne–azide cycloaddition (SPAAC) reaction was applied to solve this general problem. Functional click synthons were synthesized as pretargeting components: azidoethyl-choline (AECho) serves as tumor marker and azadibenzocyclooctyne (ADIBO) conjugated to bis(2-pieolyl) amine (BPA) ligand (ADIBO-BPA) as99mTc(CO)3-labeling and azido-binding group. Both in vitro cell experiment and in vivo biodistribution experiment indicate that it is versatile to radiolabel Cho in cellular membranes via this two-step pretargeting strategy. We believe that this pretargeting strategy can indeed enhance the target-specificity and also reduce background signals to optimize imaging quality.

Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes

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STEROIDS AND PROTEIN-CONJUGATES THEREOF

Described herein protein steroid conjugates that are useful, for example, for the target-specific delivery of glucocorticoids (GCs) to cells.

BIOMOLECULE CONJUGATES

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