10354-00-4

Usage

Uses

Used in Pharmaceutical Industry:
DIBENZOSUBERENOL is used as an intermediate for the synthesis of 5H-Dibenzo[a,d]cycloheptene, which is further utilized in the creation of cyclotribenzylenes. These compounds have potential applications in the development of new pharmaceuticals due to their unique chemical structures and properties.
Used in Cellular Research:
DIBENZOSUBERENOL is used as a calmodulin inhibitor for studying the effects of calmodulin on various cellular processes. As a calmodulin inhibitor, it can help researchers understand the role of calmodulin in cell signaling, regulation, and other essential functions, potentially leading to the discovery of new therapeutic targets and treatments for various diseases.

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

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

Downstream Products

• 18506-04-2 5-chloro-5H-dibenzo[a,d]cycloheptene 
• 109867-01-8 4-(5H-dibenzo[a,d]cyclohepten-5-yl)-phenol 
• 1643-43-2 5H-dibenzo[a,d]-cycloheptene-5-acetic acid 
• 1210-35-1 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one 
• 10333-55-8 p-Tolyl-<5H-dibenzocyclohepten-5-yl>-sulfon 
• 2222-33-5 dibenzosuberenon 
• 50537-17-2 10,11-dihydro-5H-dibenzocyclohepten-5,10-imine 
• 188607-43-4 5-(4-Hydroxy-4-phenylpiperidine-1-yl)-5H-dibenzo[a,d] cycloheptene 
• 73771-23-0 1-(5H-Dibenzo[a,d]cyclohepten-5-yl)piperazine 
• 562838-55-5 3-(5H-Dibenzo[a,d]cyclohepten-5-yl)-1-(2-methoxybenzyl)-4-piperidinone 
• 1443683-50-8 N-phenylmethyl-4-(5-dibenzo[a,d]cycloheptatrienyl)aniline 
• 1429331-37-2 N-phenylmethylene-4-(5-dibenzo[a,d]cycloheptatrienyl)aniline 
• 1210-34-0 dibenzosuberol 
• 2521-76-8 5-<2-Dimethylamino-aethoxy>-dibenzo1,3,5-cycloheptatrien 

Relevant academic research and scientific papers

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.

Thermal Extrusion of a One-Carbon Species from 1,2-Benzotropilidene (5H-benzocycloheptene), the Benzotropyl (Benzocycloheptenyl) Free Radical, 1,2:5,6-Dibenzotropilidene (5H-Dibenzocycloheptene), and the 1,2:4,5-Dibenzotropyl (Dibenzocycloheptenyl) Free Radical

The benzotropyl dimer 7,7'-bis(3,4-benzotropyl) (6) has been prepared and thermolyzed (400 deg C) both without and with added benzene.In addition, 1,2:5,6-dibenzotropilidene (3) and 7,7'-bis(1,2:5,6-dibenzotropyl) (7) have been pyrolyzed (430 deg C) both without and with added naphthalene.The similarity of the products obtained in the former pyrolysis, namely, naphthalene (12), α-methylnaphthalene (13), β-methylnaphthalene (14), 1,2-benzocyclohepta-1,3-diene (15), benzocycloheptene (16) and toluene (whwn benzene is used), with those obtained from pyrolysis of 1,2-benzotropilidene (1) confirms that both thermolyses involve the benzotropyl radical.The similarity of the products from the latter two pyrolyses (of 3 and 7), namely, anthracene (4), 9-methylanthracene (5), 9,10-dihydroanthracene (17), 1,2:4,5-dibenzo-1,4-cycloheptadiene (20), 1- and 2-methylanthracene (18 and 19), and, when naphthalene (12) was used, benzotropilidene (1) and 1- and 2-methylnaphthalene (13 and 14), shows that both of these go through a common intermediate, the 1,2:4,5-dibenzotropyl radical (8). 9-Methylanthracene (5) was shown to thermally produce anthracene (4) and 1- and 2-methylanthracene (18 and 19), but, even with this complication, anthracene (4) was shown to be a primary product from the pyrolysis of dibenzotropilidene (3).Attempts to use di-tert-butyl nitroxide (21) as an initiator (400 deg C) gave primarily Diels-Alder addition of the isobutylene formed by decomposition of the nitroxide with both 1,2:4,5-dibenzotropilidene (the product of a 1,5-hydrogen shift in 3) and 9-methylanthracene (5).A lower temperature (345 deg C) reaction of 3 with naphthalene in the presence of nitroxide 21 did produce anthracene (4) and benzotropilidene (1) in addition to the Diels-Alder adduct, confirming the free-radical nature of the reaction.Low-temperature control experiments employing the benzotropyl dimer (6) (280 deg C) and the dibenzotropyl dimer (7) (345 deg C) showed that they were undergoing cleavage to their respective radicals (2 and 8) and that these were giving product directly, rather than the benzo- and dibenzotropilidenes (1 and 3), which were being formed in the reactions by hydrogen abstraction, giving the products.It has thus been demonstrated that the benzo- and dibenzotropyl radicals (2 and 8) can transfer a CH group to an aromatic acceptor and that the pyrolytic reactions of benzo- and dibenzotropilidenes (1 and 3) to give naphthalene and anthracene are CH-transfer reactions of the tropyl radicals formed by hydrogen abstraction.Yields of up to 65percent of anthracene (4) have been realized in the pyrolyses of dibenzotropilidene (3).Mechanisms for these CH-transfer reactions are presented.A contrast is made between the low-temperature reaction of the dibenzotropyl dimer (7) which (345 deg C) gives only anthracene and dibenzotropilidene (3), by CH loss and hydrogen abstraction, respectively, and the low-temperature (280 deg C) reaction of benzotropyl dimer (6) which not only gives naphthalene (12) and benzotropilidene (1) by CH loss and hydrogen ...

An efficient, large-scale synthesis of cytenamide

Dibenzosuberenone (5H-dibenzo[a,d]cyclohepten-5-one) was reduced to the corresponding alcohol by sodium borohydride/MeOH and converted to the corresponding 5-chloro compound by thionyl chloride/benzene, treatment of which with CuCN/toluene gave the corresponding nitrile. Hydrolysis by ethanolic KOH yielded the corresponding amide, cytenamide (5H-dibenzo[a,d]cycloheptene-5-carboxamide).

Polycyclic pyridone derivative, pharmaceutical composition and application thereof

The invention belongs to the field of medicines, and relates to a polycyclic pyridone derivative, a pharmaceutical composition and application thereof. The polycyclic pyridone derivative is a compound as shown in a formula (I) or a stereoisomer, a tautomer, a nitric oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or prodrugs of the compound as shown in the formula (I). Compared with the existing similar compounds, the compound disclosed by the invention not only can well inhibit the replication of influenza viruses, but also has lower cytotoxicity.

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.

Efficient Transfer Hydrogenation of Ketones using Methanol as Liquid Organic Hydrogen Carrier

Herein, we demonstrate an efficient protocol for transfer hydrogenation of ketones using methanol as practical and useful liquid organic hydrogen carrier (LOHC) under Ir(III) catalysis. Various ketones, including electron-rich/electron-poor aromatic ketones, heteroaromatic and aliphatic ketones, have been efficiently reduced into their corresponding alcohols. Chemoselective reduction of ketones was established in the presence of various other reducible functional groups under mild conditions.

Zinc(II)-catalyzed addition of grignard reagents to ketones

(Figure presented) The addition of organometallic reagents to carbonyl compounds has become a versatile method for synthesizing tertiary and secondary alcohols via carbon-carbon bond formation. However, due to the lack of good nucleophilicity or the presence of strong basicity of organometallic reagents, the efficient synthesis of tertiary alcohols from ketones has been particularly difficult and, thus, limited. We recently developed highly efficient catalytic alkylation and arylation reactions to ketones with Grignard reagents (RMgX: R = alkyl, aryl; X = Cl, Br, I) using ZnCl2, Me3SiCH 2MgCl, and LiCl, which effectively minimize problematic side reactions. In principle, RMgBr and RMgI are less reactive than RMgCl for the addition to carbonyl compounds. Therefore, this novel method with homogeneous catalytic ZnCl2·Me3SiCH2MgCl·LiCl is quite attractive, since RMgBr and RMgI, which are easily prepared and/or commercially available, like RMgCl, can be applied successfully. As well as ketones and aldehydes, aldimines were effectively applied to this catalysis, and the corresponding secondary amines were obtained in high yield. With regard to mechanistic details concerning β-silyl effect and salt effect, in situ-prepared [R(Me3SiCH2)2Zn] -[Li]+[MgX2]m[LiCl]n (X = Cl/Br/I) is speculated to be a key catalytic reagent to promote the reaction effectively. The simplicity of this reliable ZnCl2·Me 3SiCH2MgCl·LiCl system in the addition of Grignard reagents to carbonyl compounds might be attractive for industrial as well as academic applications.

Zinc(ii)-catalyzed Grignard additions to ketones with RMgBr and RMgI

Highly efficient alkylations and arylations of ketones with Grignard reagents (RMgBr and RMgI) have been developed using catalytic ZnCl2, Me3SiCH2MgCl, and LiCl. Tertiary alcohols were obtained in high yields with high chemoselectivities, while minimizing undesired side products produced by reduction and enolization.

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.

NOVEL DIARYLALKENE DERIVATIVES AND NOVEL DIARYLALKANE DERIVATIVES

The invention relates to a compound represented by the following general formula (1) or its analogue, which selectively inhibit N-type calcium channels or its analogue, and to a method for treating pain etc. comprising the compound represented by the following general formula (1) or its analogue to a patient in need of such treatment: wherein, A represents CH=CH, etc., a, b, c and d represents CH etc., R1, R2, R3, R4, R5 and R6 represents H etc., V--W represents C=C, etc., n represents 0 to 3, Y1 represents O etc., B represents--(CH2)vCHR21 wherein v is 0 to 3, R21 represents H, a lower alkyl group or the like, etc., G represents--CO--, a covalent bond, etc., m is 0 to 6, R7 and R8 represents H, a lower alkyl group,--COR18a,--COOR20 wherein R18a and R20 each represents a lower alkyl group or the like, etc.