23789-83-5Relevant academic research and scientific papers
Details associated with the bimolecular 1,4-dipolar cycloaddition reactions of cross-conjugated heteroaromatic betaines
Padwa,Coats,Semones
, p. 6651 - 6668 (1995)
A series of 3,3-disubstituted bicyclic anhydro-4-hydroxy-2-oxo-1,3-thiazinium hydroxides are easily prepared from the reaction of 3H-thiolactams with 1,3-bielectrophiles. These cross-conjugated heteroaromatic betaines undergo regio- and diastereospecific
N-(AZAARYL)CYCLOLACTAM-1-CARBOXAMIDE DERIVATIVE, PREPARATION METHOD THEREFOR, AND USE THEREOF
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Paragraph 0143; 0257; 0258, (2020/03/23)
An N-(azaaryl)cyclolactam-1-carboxamide derivative having a structure of formula (I), a preparation method therefor, and a use thereof are disclosed in the application. Each substituent are defined in the specification and claims. The series of compounds of the application can be widely applied in the preparation of drugs for treating cancer, tumor, autoimmune disease, metabolic disease or metastatic disease, particularly for treating ovarian cancer, pancreatic cancer, prostate cancer, breast cancer, cervical cancer, glioblastoma, multiple myeloma, metabolic disease, neurodegenerative disease, primary tumor site metastasis or osseous metastasis cancer, and are expected to be developed into a new generation of CSF-1R inhibitor drugs.
New synthesis of 3,3-disubstituted piperidin-2-ones from esters and 1-(3-halopropyl)-2,5-dimethylpyrroles
Gvozdev,Shavrin,Nefedov
, p. 2108 - 2113 (2019/12/23)
3,3-Disubstituted piperidin-2-ones were obtained by alkylation of carboxylic acid esters with 1-(3-halopropyl)-2,5-dimethylpyrroles using lithium diisopropylamide as a base followed by the removal of 2,5-dimethylpyrrole protection and intramolecular cycli
[Bis(trifluoroacetoxy)iodo]p-nitrobenzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene as lead reagents for the direct ring contraction of lactams to pyrrolidines
Aubert-Nicol, Samuel,Heinrich, Nora,Lessard, Jean,Spino, Claude
, p. 484 - 501 (2019/08/01)
Two 3-iodanes, namely [bis(trifluoroacetoxy)iodo]p-nitrobenzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene, were used to effect the direct ring-contraction of lactams to pyrrolidines. Intense reaction optimization was necessary but only
ETHYNYL COMPOUNDS
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Page/Page column 24, (2012/11/08)
The present invention relates to ethynyl derivatives of formula I X, G, R1, R2, R3, R3′, R4, R4′, R5, R6, R6′, m, and n are as defined herein or to a pharmaceutically acceptable acid addition salt, to a racemic mixture, or to its corresponding enantiomer and/or optical isomer and/or stereoisomer thereof. Compounds of formula I are positive allosteric modulators (PAM) of the metabotropic glutamate receptor subtype 5 (mGluR5). They can be used for the treatment of schizophrenia or cognitive disorders.
ETHYNYL DERIVATIVES AS POSITIVE ALLOSTERIC MODULATORS OF THE MGLUR5
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Page/Page column 32-33, (2012/11/13)
The present invention relates to ethynyl derivatives of formula I wherein X is N or C-R, wherein R is hydrogen or halogen; G is N or CH; with the proviso that maximum one of G or X can be nitrogen; R1 is phenyl or pyridinyl, which are optionally substituted by halogen; R2 is hydrogen, lower alkyl, hydroxy, lower alkoxy or C(O)O-benzyl; R3,R3', R4, R4, R6, R6' are independently from each other hydrogen or lower alkyl; or R6 and R4 may form together with the carbon atom to which they are attached a C4-6-cycloalkyl ring, if m is 0 and n is 1 or 2; R5 is hydrogen or lower alkyl; n is 0, 1 or 2; m is 0 or 1; with the proviso that n and m are not simultaneously 0; or to a pharmaceutically acceptable acid addition salt, to a racemic mixture, or to its corresponding enantiomer and/or optical isomer and/or stereoisomer thereof. It has now surprisingly been found that the compounds of general formula I are positive allosteric modulators (PAM) of the metabotropic glutamate receptor subtype 5 (mGluR5). They may be used for the treatment of schizophrenia or cognitive disorders.
Studies toward gymnodimine: development of a single-pot Hua reaction for the synthesis of highly hindered cyclic imines.
Ahn,Cardenas,Yang,Romo
, p. 751 - 754 (2007/10/03)
[structure: see text]. In studies directed toward gymnodimine and related marine toxins, a single-pot variation of the Hua cyclic imine synthesis has been developed. The reaction involves generation of N-trimethylsilyl lactams in situ followed by alkyllithium addition leading directly to cyclic imines. Importantly, this reaction proceeds efficiently with highly hindered alpha,alpha-dialkyl lactams, provided 1,2-dimethoxyethane (DME) is used as solvent, leading to stable cyclic imines. Overall, this transformation allows a one-pot coupling of an alkyliodide and a lactam to give a cyclic imine.
Substituted biphenyl isoxazole sulfonamides
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, (2008/06/13)
Compounds of the formula STR1 inhibit the activity of endothelin. The symbols are defined as follows: R1, R2, R3 and R4 are each directly bonded to a ring carbon and are each independently (a) hydrogen; (b) alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl, aryloxy, aralkyl or aralkoxy, any of which may be substituted with Z1, Z2 and Z3 ; (c) halo; (d) hydroxyl; (e) cyano; (f) nitro; (g) --C(O)H or --C(O)R5 ; (h) --CO2 H or --CO2 R5 ; (i) --Z4 --NR6 R7 ; (j) --Z4 --N(R10)--Z5 --NR8 R9 ; or (k) R3 and R4 together may also be alkylene or alkenylene, either of which may be substituted with Z1, Z2 and Z3, completing a 4- to 8-membered saturated, unsaturated or aromatic ring together with the carbon atoms to which they are attached; and the remaining symbols are as defined in the specification.
Cycloaddition chemistry of anhydro-4-hydroxy-1,3-thiazolium hydroxides (thioisomunchnones) for the synthesis of heterocycles
Padwa,Harring,Hertzog,Nadler
, p. 993 - 1004 (2007/10/02)
A series of α,α-disubstituted thioisomunchnones were prepared by treating acyclic or cyclic thioamides with bromoacetyl chloride in the presence of triethylamine. The resulting mesoionic dipole was found to undergo bimolecular 1,3-dipolar cycloaddition wi
