10354-00-4

Basic information

• Product Name: DIBENZOSUBERENOL
• Synonyms: 5H-DIBENZO [A,D]CYCLOHEPTEN-5-OL;DIBENZOSUBERENOL;5-Hydroxy-5H-dibenzo[a,d]cycloheptene;5H-DIBENZO[A,D][7]ANNULEN-5-OL;NSC 84190;11H-dibenzo[1,2-a:1',2'-e][7]annulen-11-ol
• CAS NO: 10354-00-4
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.26
• EINECS: 233-774-5
• Mol File: 10354-00-4.mol
• Article Data: 25

Chemical Properties

• Melting Point: 122.5-124 °C(lit.)
• Boiling Point: 401.9 °C at 760 mmHg
• Flash Point: 147.6 °C
• Appearance: /
• Density: 1.196 g/cm³
• Vapor Pressure: 3.52E-07mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 13.40±0.20(Predicted)
• BRN: 1957458
• CAS DataBase Reference: DIBENZOSUBERENOL(CAS DataBase Reference)
• NIST Chemistry Reference: DIBENZOSUBERENOL(10354-00-4)
• EPA Substance Registry System: DIBENZOSUBERENOL(10354-00-4)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 10354-00-4(Hazardous Substances Data)

Usage

Uses

Dibenzosuberenol is an intermediate in the synthesis of 5H-Dibenzo[a,d]cycloheptene which itself was used in the synthesis of cyclotribenzylenes. Also functions as a calmodulin inhibitor affecting various crucial cellular processes.

InChI:InChI=1/C15H12O/c16-15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)15/h1-10,15-16H

Upstream product

• 18099-45-1 diborane 
• 2222-33-5 dibenzosuberenon 
• 1210-34-0 dibenzosuberol 
• 931-51-1 cyclohexylmagnesiumchloride 
• 925-90-6 ethylmagnesium bromide 
• 931-50-0 cyclohexylmagnesium bromide 
• 920-39-8 isopropylmagnesium bromide 
• 16040-28-1 fluorenylidene 
• 5172-43-0 1-(5H-dibenzo[a,d]cyclohepten-5-yl)-piperidine 
• 19183-26-7 Acetic acid 5H-dibenzo[a,d]cyclohepten-5-yl ester 
• 1210-35-1 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one 
• 10333-57-0 N'-[5H-Dibenzo[a,d]cyclohepten-5-ylidene]-p-toluenesulfonohydrazide 

Downstream Products

• 10333-55-8 p-Tolyl-<5H-dibenzocyclohepten-5-yl>-sulfon 
• 256-81-5 suberene 
• 833-48-7 dibenzosuberane 
• 18506-04-2 5-chloro-5H-dibenzo[a,d]cycloheptene 
• 7072-00-6 10-methyl-9-anthraldehyde 
• 18259-45-5 5-hydroxy-5-methyl-5H-dibenzocycloheptene 
• 779-02-2 9-methylanthracene 
• 642-31-9 9-anthracene aldehyde 
• 120-12-7 anthracene 
• 1210-34-0 dibenzosuberol 
• 1443683-50-8 N-phenylmethyl-4-(5-dibenzo[a,d]cycloheptatrienyl)aniline 
• 1429331-37-2 N-phenylmethylene-4-(5-dibenzo[a,d]cycloheptatrienyl)aniline 
• 562838-55-5 3-(5H-Dibenzo[a,d]cyclohepten-5-yl)-1-(2-methoxybenzyl)-4-piperidinone 

Relevant articles and documents

Structures and vibrational spectra of 5H-dibenz[b,f]azepine and 5H-dibenzo[a,d]cycloheptene-5-ol on the basis of quantum mechanical calculations

Optimized geometries of NH-equatorial and NH-axial conformers of 5H-dibenz[b,f]azepine and CH-equatorial and CH-axial conformers of 5H-dibenzo[a,d]cyclohepten-5-ol have been obtained at the B3LYP and BLYP levels of the hybrid density functional theory with the 6-31G* and 6-31+G* basis sets. Corresponding ab initio calculations have also been performed at the HF/6-31G* level. For the investigated levels harmonic vibrational frequencies were calculated analytically. FT Raman (3200-200 cm-1) and infrared (3900-400 cm-1) spectra of 5H-dibenz[b,f]azepine and 5H-dibenzo[a,d]cyclohepten-5-ol have been recorded in the solid state and interpreted on a base of theoretical predictions.

Labilization of C-N linkages by dibenzocyclohepten 5 yl ring system

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Synthesis and Anti-Influenza Virus Effects of Novel Substituted Polycyclic Pyridone Derivatives Modified from Baloxavir

In this work, a series of novel substituted polycyclic pyridone derivatives were designed and synthesized as potent anti-influenza agents. The cytopathic effect (CPE) assay and cytotoxicity assay indicated that all of the compounds possessed potent anti-influenza virus activity and relatively low cytotoxicity; some of them inhibited the replication of influenza A virus (IAV) at picomolar concentrations. Further studies revealed that, at a concentration of 3 nM, three compounds (10a, 10d, and 10g) could significantly reduce the M2 RNA amounts and M2 protein expression of IAV and inhibit the activity of RNA-dependent RNA polymerase (RdRp). Among them, (R)-12-(5H-dibenzo[a,d][7]annulen-5-yl)-7-hydroxy-3,4,12,12a-tetrahydro-1H-[1,4]oxazino[3,4-c]pyrido[2,1-f][1,2,4]triazine-6,8-dione (10a) was found to be a promising anti-influenza drug candidate with good human liver microsomal stability, as well as with better selectivity index and oral bioavailability than Baloxavir.

Flow-vacuum pyrolysis of dibenzocycloheptane derivatives on zeolites catalysts. IV

The pyrolysis of 10,11-dihydro-5H-dibenzo[a,d]cicloheptadien-5-ol (4) and of 5H-dibenzo[a,d]cycloheptatrien-5-ol (5) in flowvacuum conditions (advanced vacuum, inert atmosphere) on zeolites at 300°C is presented. The reaction products were identified by GC/MS using authentic samples and a reaction mechanisms involving cationic species as intermediates were proposed. A comparison with the pyrolysis of the same compounds performed in FVP conditions on quartz is presented.