37949-03-4Relevant articles and documents
Construction of Seven-Membered Carbocycles via Cyclopropanols
Ydhyam, Sridhar,Cha, Jin Kun
, p. 5820 - 5823 (2015)
A new method for seven-membered ring annulation has been devised by an intramolecular cross-coupling of cyclopropanols and aryl/alkenyl halides. This cyclization reaction is broad in scope and provides easy access to not only fused but also bridged bicycl
1H and 13C NMR Studies of Conformational Substituent Effect in 4- and 5-Monosubstituted Derivatives of Benzocycloheptene
Menard, D.,St-Jacques, M.
, p. 1041 - 1060 (1983)
Values of -ΔGo for the axialequatorial conformational equilibrium of the chair form of 5-substituted (2-8) and 4-substituted (9-14) derivativesof benzocycloheptene were measured from their 1H and/or 13C NMR spectra recorded under conditions of slow exchange (T 80 deg C).Strikingly different conformational substituent effects are noted in each series of compounds.The results are compared with equivalent parameters published for analogous six-membered cyclic derivatives and interpreted in terms of steric and electrostatic interactions.Substituent effects on 13C NMR chemical shifts were measured and are compared to those reported for the cyclohexane ring.
Two-carbon ring expansion of 1-indanones via insertion of ethylene into carbon-carbon bonds
Xia, Ying,Ochi, Shusuke,Dong, Guangbin
supporting information, p. 13038 - 13042 (2019/08/26)
A rhodium-catalyzed direct insertion of ethylene into a relatively unstrained carbon-carbon bond in 1-indanones is reported, which provides a two-carbon ring expansion strategy for preparing seven-membered cyclic ketones. As many 1-indanones are commercially available and ethylene is inexpensive, this strategy simplifies synthesis of benzocycloheptenones that are valuable synthetic intermediates for bioactive compounds but challenging to prepare otherwise. In addition, the reaction is byproduct-free, redox neutral, and tolerant of a wide range of functional groups, which may have implications on unconventional strategic bond disconnections for preparing complex cyclic molecules.
AXL INHIBITORS FOR USE IN COMBINATION THERAPY FOR PREVENTING, TREATING OR MANAGING METASTATIC CANCER
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Paragraph 0779, (2019/11/21)
This invention is directed to methods of preventing, treating or managing cancer, preferably metastatic cancer, in a patient. The methods comprise administering an effective amount of an Axl inhibitor in combination with the administration of an effective
Bemcentinib: Rec INN
Gras
, p. 645 - 653 (2018/10/20)
Increased expression of Axl has been reported in various cancers including colon, esophageal, thyroid, breast, lung, liver and astrocytoma-glioblastoma. Cancer resistance to tyrosine kinase inhibitors and other chemotherapeutics has been correlated with a
Unexpected metal-free transformation of gem-dibromomethylenes to ketones under acetylation conditions
Kimura, Rino,Sawayama, Yusuke,Nakazaki, Atsuo,Miyamoto, Kazunori,Uchiyama, Masanobu,Nishikawa, Toshio
, p. 1035 - 1041 (2015/03/31)
Novel conditions for the transformation of gem-dibromomethylenes to ketones are described. gem-Dibromo compounds were treated with acetic anhydride and triethylamine in dichloromethane/water at room temperature under an air atmosphere to give the corresponding ketones in moderate yields. A radical mechanism is proposed based on experimental results.
Synthesis, GluN2B affinity and selectivity of benzo[7]annulen-7-amines
Gawaskar, Sandeep,Schepmann, Dirk,Bonifazi, Alessandro,Wünsch, Bernhard
, p. 6638 - 6646 (2015/02/19)
Due to their beneficial side effect profile, NMDA receptor antagonists interacting selectively with the allosteric ifenprodil binding site of the GluN2B subunit are of major interest for the treatment of neurological and neurodegenerative disorders. A series of benzo[7]annulen-7-amines 6 was designed by conformational restriction of ifenprodil (1). At first the benzo[7]annulen-7-one 11 was prepared in a three-step synthesis comprising of a double Knoevenagel condensation of phthalaldehyde (7) with dimethyl 3-oxoglutarate (8), hydrogenation of 9 and saponification/decarboxylation of 10. Reductive amination of the ketone 11 with primary amines and NaBH(OAc)3 led to the secondary amines 6a-d, cis-6h and trans-6i. The tertiary amines 6e-g were obtained by SN2-substitution of the nosylate 13. Although H-bond forming substituents in 2- and 5-position are missing, the amines 6 exhibit high affinity towards GluN2B containing NMDA receptors. A distance of four to five bond lengths between the basic amino moiety and the phenyl ring in the side chain appears to be optimal for high GluN2B affinity. The phenylcyclohexylamine cis-6h and the 4-benzylpiperidine 6g show the highest GluN2B affinities (Ki = 2.3 nM and 2.9 nM, respectively). With respect to selectivity against the PCP binding site, σ1 and σ2 receptors the phenylpiperazine 6f is the most promising GluN2B antagonist.
AMINOBENZOCYCLOHEPTENE DERIVATIVES, METHODS FOR PREPARING THE SAME AND USES THEREOF IN THERAPY
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Page/Page column 5, (2010/04/23)
A compound of the general formula (I) as an active principle for treating cancer, specifically tumors, in particular diseases involving inhibition of metalloproteases, such as Aminopeptidase-N. Pharmaceutical compositions comprising the compound of general formula (I). Methods of treatment using the compound of general formula (I).
POLYCYCLIC HETEROARYL SUBSTITUTED TRIAZOLES USEFUL AS AXL INHIBITORS
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Page/Page column 55-56, (2010/04/03)
Polycyclic heteroaryl substituted triazoles and pharmaceutical compositions containing the compounds are disclosed as being useful in inhibiting the activity of the receptor protein tyrosine kinase Axl. Methods of using the compounds in treating diseases
POLYCYCLIC HETEROARYL SUBSTITUTED TRIAZOLES USEFUL AS AXL INHIBITORS
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Page/Page column 132-133, (2008/12/07)
Polycyclic heteroaryl substituted triazoles and pharmaceutical compositions containing the compounds are disclosed as being useful in inhibiting the activity of the receptor protein tyrosine kinase Axl. Methods of using the compounds in treating diseases
