89582-25-2

Upstream product

• 286-20-4 cyclohexane-1,2-epoxide 

Downstream Products

• 420108-68-5 (1S,2S)-benzoic acid-2-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)cyclohexyl ester 
• 420108-73-2 (1R,2R)-benzoic acid-2-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)cyclohexyl ester 
• 420108-79-8 2-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)cyclohexanol 
• 14554-58-6 trans-2-phenyl-4a,5,6,7,8,8a-hexahydro-4H-1,3,4-benzoxadiazine 

Relevant academic research and scientific papers

Preparation and stereochemistry of dioxatetraazaperhydroanthracenes and -perylenes from the reaction of 2-hydrazinoethanols with aldehydes and glutaraldehyde

Hydrazinoethanols 1 were reacted with aldehydes 2 and 6 and glutaraldehyde (14) in aqueous solution to give dioxatetraazaperhydroanthracenes 3, 7, 12, and 13 and -perylenes 15 in yields of 19-88 and 42-72%, respectively. Compounds 3, 7, 12, and 15 were deduced by 13C-NMR spectra to have two C2 symmetry axes, while compound 12 was shown to have a symmetry axis by X-ray crystallography. The most favorable stereoisomers were consistent with predictions obtained by the semiempirical molecular orbital method AMI. The structure of compound 15 was confirmed by X-ray crystallography.

Synthesis of sp3-rich chemical libraries based upon 1,2-diazetidines

A strategy for the creation of sp3-rich, non-planar scaffolds for drug discovery is described. Stereocontrolled ring opening of homochiral 1,2-epoxides by hydrazine monohydrate followed by selective protection of both nitrogen atoms and Mitsuno

GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme glycolate oxidase (GO). Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.

M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS AND METHODS OF USE THEREOF

The present invention is directed to compounds of general formula (I) or pharmaceutically acceptable salts thereof, which are M1 receptor positive allosteric modulators and that are useful in the treatment of diseases in which the M1 receptor is involved, such as Alzheimer's disease, schizophrenia, pain or sleep disorders. The invention is also directed to pharmaceutical compositions comprising the compounds, or pharmaceutically acceptable salts thereof, and to the use of the compounds and compositions in the treatment of diseases mediated by the M1 receptor.

Novel optically active pyrazole ligands derived from (+)-3-carene

Reactions of chiral β-diketone with racemic hydrazines as well as reaction of chiral pyrazole with cyclohexene epoxide and trans-stilbene epoxide have been examined as the routes to optically active pyrazolylethanols. Diastereomerically pure products have

Synthesis and conformational study of stereoisomeric 2-phenyl-4a,5,6,7,8,8a-hexahydro-4H-1,3,4-benzoxadiazines

The synthesis and conformational behaviour of some new cis- and trans-fused N4-R-2-phenyl-4a,5,6,7,8,8a-hexahydro-4H-1,3,4-benzoxadiazines are described. Their vicinal coupling constants reveal that the trans-fused isomers adopt an anancomeric chair-(half-chair) conformation, whereas the cis-fused isomers exist in a conformational equilibrium of the O-in (having the oxygen attached axially to the cyclohexyl ring) and O-out conformers. At room temperature, the O-in conformers slightly predominate, as estimated from the vicinal coupling constants. However, only a rough estimation, especially in the cis N-CH2Ph derivative 9a, can be made of the conformational equilibria due to an obvious deformation of the carbocyclic ring (a flattened, non-ideal chair conformation), making the selection of model 3JH,H values difficult. At 193 K the O-in conformer predominates in a ratio of 85:15 for the cis N-CH2Ph derivative and 70:30 for the cis N-Me derivative, estimated from the 13C signal integrals of both cis conformers, as they separated in low-temperature experiments (193 K).

β-Functionalized Hydrazines from N-Phthalimidoaziridines and their Hydrogenolytic N,N-Cleavage to Amines

The three N-phthalimido-aziridines 1-3 were reacted with phenol, thiophenol, aniline, p-toluenesulfonic acid, and H2O in selected combinations.These nucleophiles opened the 3-membered ring to yield the N-phthalimidoamines 4a-d, 5a-d, 6a-c, and 6e; all these products (except the carbinol 6e) carry an aryl-substituted functional group on the C-atom vicinal to the N-substituent.Hydrazonolysis of 4, 5, 6a-c afforded the β-functionalized hydrazines 7, 8, 9a-c, and 9e.The reducing medium Raney-Ni/N2H4 transformed 4, 5, 6a-c, and 6e to the β-functionalized amines, 10, 11, 12a-c, and 12e.By a study with the hydrazide 6a and the hydrazine 9a, it was shown that the N,N-cleavage is a catalytic hydrogenolysis by H2 generated from N2H4 with Raney-Ni and that it does not take place on the hydrazide 6, but rather on the hydrazine 9, generated as intermediate from 6 with N2H4.Spectroscopic data confirmed that the conversions of 1-3 to 4-6 occurred exclusively with inversion and that the resulting configuration remained fully intact during the transformations of 4, 5, and 6 (via 7, 8, and 9) to 10, 11, and 12, respectively.