1729-63-1

Usage

Uses

Used in Pharmaceutical Industry:
10,11-Dihydro-5H-dibenzo[a,d]cycloheptene-5-carbonitrile is used as an intermediate in the synthesis of Cyheptamide (C989040) for its role in the development of pharmaceuticals. Its chemical structure contributes to the formation of the final drug product, which may have potential applications in treating various medical conditions.
As an intermediate, 10,11-Dihydro-5H-dibenzo[a,d]cycloheptene-5-carbonitrile plays a crucial role in the chemical reactions that lead to the creation of Cyheptamide, a compound with potential therapeutic properties. The use of this intermediate allows for the efficient production of the desired pharmaceutical compound, which can then be further studied and developed for specific applications in the medical field.

Synthesis Reference(s)

Canadian Journal of Chemistry, 44, p. 2113, 1966 DOI: 10.1139/v66-319

InChI:InChI=1/C16H13N/c17-11-16-14-7-3-1-5-12(14)9-10-13-6-2-4-8-15(13)16/h1-8,16H,9-10H2

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 1210-33-9 5-chlorodibenzosuberane 
• 24403-62-1 Spiro<10,11-dihydro-5H-dibenzocycloheptene-5,2'-oxirane> 
• 24391-61-5 10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-carboxaldehyde 
• 544-92-3 copper(I) cyanide 
• 1210-34-0 dibenzosuberol 
• 143-33-9 sodium cyanide 
• 506-64-9 silver(I) cyanide 
• 24391-63-7 (10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)carboxaldehydoxime 

Downstream Products

• 67196-55-8 5-Methyl-dibenzocycloheptadien-5-carboxamid 
• 64036-49-3 spiro[10,11-dihydrodibenzo[a,d]cycloheptene-5,4'-pyrrolidin]-2'-one 
• 7351-49-7 (10,11-dihydro-5H-dibenzocycloheptene-5-yl)methylamine 
• 7199-29-3 Cyheptamide 

Relevant academic research and scientific papers

DIPEPTIDYL PEPTIDASE-IV INHIBITORS

The present invention relates generally to pyrrolidine and thiazolidine DPP-IV inhibitor compounds. The present invention also provides synthetic methods for preparation of such compounds, methods of inhibiting DPP-IV using such compounds and pharmaceutical formulations containing them for treatment of DPP-IV mediated diseases, in particular, Type-2 diabetes.

Anti-viral method

PCT No. PCT/US97/07431 Sec. 371 Date Jan. 6, 1999 Sec. 102(e) Date Jan. 6, 1999 PCT Filed May 2, 1997 PCT Pub. No. WO97/41846 PCT Pub. Date Nov. 13, 1997The present invention provides compounds which inhibit an envelope virus by inhibiting the fusion of the virus with the host cell. The virus may be inhibited in an infected cell, a cell susceptible of infection or a mammal in need thereof.

Cyclic diphenylacetonitriles as stabilizers

Compounds of the formula I STR1 in which the general symbols are as defined in claim 1, as stabilizers for organic materials against thermal, oxidative or light-induced degradation are described.

Urea, thiourea and guanidine compounds and their use as anti-viral agents

The present invention provides compounds which inhibit an envelope virus by inhibiting the fusion of the virus with the host cell. The virus may be inhibited in an infected cell, a cell susceptible of infection or a mammal in need thereof.

Inhibitors of Acyl-CoA:Cholesterol Acyltransferase. 1. Synthesis and Hypocholesterolemic Activity of Dibenzoxepin-11-carboxanilides

A series of N-phenyl-6,11-dihydrodibenzoxepin-11-carboxamides and related derivatives were prepared on the basis of structures of the reported inhibitors of acyl-CoA:cholesterol acyltransferase (ACAT).These compounds were tested for their ability to

New Triazine Derivatives as Potent Modulators of Multidrug Resistance

A series of 70 triazine derivatives have been synthesized and tested for their capacity to modulate multidrug resistance (MDR) in DC-3F/AD and KB-A1 tumor cells in vitro, in comparison with verapamil (VRP), a calcium channel antagonist currently used in therapy as an antihypertensive drug, which also shows MDR modulating activity.Among the 12 selected compounds, 16 (S9788) showed high MDR reversing properties in vitro (300- and 6-fold VRP at 5μM in DC-3F/AD and KB-A1 cells, respectively) and induced a strong accumulation of adriamycin.The relationship between the increase of ADR accumulation and the fold reversal induced by these compounds and their lack of effects on the sensitive DC-3F cells suggest that they act mainly by inhibiting the P-glycoprotein (Pgp) catalyzed efflux of cytotoxic agents, as already described for a majority of MDR modulators.In vivo, in association with the antitumor drug vincristine (0.25 mg/kg), 16 (100 mg/kg) increased the T/C by 39percent in mice bearing the resistant tumor cell line P388/VCR.According to these interesting properties, 16 was selected for a clinical development because it is more bioavailable than 34, even though it was less active.

Contrasting Photosolvolytic Reactivities of 9-Fluorenol vs 5-Suberenol Derivatives. Enhanced Rate of Formation of Cyclically Conjugated Four ? Carbocations in the Excited State

The photosolvolysis of 9-fluorenol (1) and several of its derivatives, as well as related systems, has been studied in aqueous methanol and acetonitrile solutions.The primary aim of this study was to examine the effect of the internal cyclic array (ICA) of these compounds in promoting photosolvolysis with respect to the number of ? electrons available in the ICA.It was observed that 9-fluorenol derivatives photosolvolyze much more efficiently than any of the related systems studied in this work.In contrast, ground-state 9-fluorenol derivatives are the least reactive systems with respect to solvolysis.Quantum yields for methyl ether formation for photosolvolysis in 50percent MeOH-H2O are reported for 1-3.Rate constants for solvent-assisted photodehydroxylation (ks) are calculated on the basis of the proposed mechanism of heterolytic C-OH bond rupture in the primary photochemical step and are in the range (1.3-1.6)x1E10 s-1 for 1-3.

N-SUBSTITUTED DERIVATIVES OF 6,11-DIHYDRODIBENZOTHIEPIN-11-AMINE AND RELATED COMPOUNDS; SYNTHESIS AND PHARMACOLOGICAL SCREENING

Reactions of N-(6,11-dihydrodibenzothiepin-11-yl)chloroacetamide (II) with dimethylamine, morpholine, and 2-(1-piperazinyl)ethanol afforded the amino amides III-V.Substitution reactions of 11-chloro-6,11-dihydrodibenzothiepin with ethylenediamine and N,N-dimethylethylenediamine gave the diamines VI and VII. 6,11-Dihydrodibenzothiepin-11-amine (I) was treated with ethyl chloroacetate and ethyl 2-bromopropionate to give the amino esters X and XI which were transformed on the one hand to the acids VIII and IX, and to the amides XII and XIII on the other.(6,11-Dihydrodibenzothiepin-11-yl)methylamine (XVIa) and (10,11-dihydro-5H-dibenzocycloheptene-5-yl)methylamine (XVIb) were transformed via the chloroacetamides XVIIa and XVIIb to the (4-methyl-1-piperazinyl)acetamides XVa and XVb.Compound V showed local anaesthetic and antiarrhytmic activity, the diamine VII had antihistamine and antireserpine effects, the amide XII was found to be an anticonvulsant, and the piperazines XVa and XVb inhibited effectively the formation of the indomethacin-induced gastric ulcers in rats.