- BICYCLIC COMPOUNDS AS INHIBITORS OF PD1/PD-L1 INTERACTION/ACTIVATION
-
The compounds of Formula I is described herein along with their polymorphs, stereoisomers, tautomers, prodrugs, solvates, and pharmaceutically acceptable salts thereof. The compounds described herein, their polymorphs, stereoisomers, tautomers, prodrugs, solvates, and pharmaceutically acceptable salts thereof are bicyclic compounds that are inhibitors of PD-1/PD-L1 interaction/activation.
- -
-
-
- Synthesis of C4-C5 cycloalkyl-fused and C6-modified chromans via ortho-quinone methides
-
Starting from 3,5-dimethoxybenzaldehyde, some functionalized 2,3,4-trisubstituted tricyclic 4,5-cycloalkyl-fused and 6-modified chromans could be prepared via ortho-quinone methides (o-QMs)/hetero-Diels-Alder (HDA) reactions of the appropriate precursors.
- Tangdenpaisal, Kassrin,Chuayboonsong, Kanokpish,Sukjarean, Patchaya,Katesampao, Varisa,Noiphrom, Nok,Ruchirawat, Somsak,Ploypradith, Poonsakdi
-
p. 1050 - 1064
(2015/03/31)
-
- INDANE, DIHYDROBENZOFURAN, AND TETRAHYDRONAPHTHALENE CARBOXYLIC ACID DERIVATIVES AND THEIR USE AS ANTIDIABETICS
-
This invention relates to novel indane, dihydrobenzofuran, and tetrahydronaphthalene carboxylic acid derivatives whice are useful in the treatment of diseases such sa diabetes, diabetes-related disorders, obesity, hyperlipidemia, and cardiovascular diseases. The invention also relates to intermediates useful in preparation of said carboxylic derivatives and to methods of preparation.
- -
-
-
- Total Synthesis of the Spirans of Cannabis: Cannabispiradienone, Cannabispirenone-A and -B, Cannabispirone, α- and β-Cannabispiranols and the Dihydrophenanthrene Cannithrene-1
-
O-Methylcannabispirenone has been synthesised (57percent overall from 3,5-dimethoxycinnamic acid) via 5,7-dimethoxyindanone, p-tolylsulphonylmethyl isocyanide conversion into the 1-nitrile, alkylation with 1-iodo-3,3-ethylenedioxybutane, deacetalisation, and spirocyclisation. 5,7-Dimethoxyindanone is 7-deprotected by boron trichloride with high selectivity, and re-protected as the methoxyethoxymethyl ether: following the above route, finally deprotecting by boron trichloride, gives cannabispirenone-A (2) in 21percent overall yield.O-Methylcannabispirenone can be demethylated to give (2) by lithium 1,1-dimethylethanethiolate: demethylation with boron tribromide gives cannabispirenone-B (3).Hydrogenation of synthetic cannabispirenone-A gives cannabispirone (4), reduced by borohydride to the epimeric α-(6) and β-(5) cannabispiranols, separated by h.p.l.c.Dehydrogenation of O-methylcannabispirenone with dichlorodicyanobenzoquinone, followed by lithium 1,1-dimethylethanethiolate demethylation, gives cannabispiradienone (1).Under acidic conditions, the latter undergoes dienone-phenol rearrangement to give cannithrene-1 (8), thus completing the total synthesis of the spiro-cannabinoid group of natural products discussed in the preceding paper.The unsubstituted cannabispirenone parent has also been synthesised.
- Crombie, Leslie,Tuchinda, Patoomratana,Powell, Michael J.
-
p. 1477 - 1484
(2007/10/02)
-
- SYNTHESIS OF THE FIVE NATURAL CANNABIS SPIRANS
-
An efficient route to the O-protected spirenones (2c) and (2d) is described: from these, the five known natural spirans of cannabis, i.e. cannabispiradienone (1a), cannabispirenone-A (2a), cannabispirenone-B (2b), cannabispirone (3a) and cannabispiranol (4a), are synthesised.
- Crombie, Leslie,Powell, Michael J.,Tuchinda, Patoomratana
-
p. 3603 - 3606
(2007/10/02)
-