http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-095436-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_15d42f684941d5b0617ca7764ebdff07 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D277-30 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P43-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D453-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P35-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P3-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D417-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D417-12 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D417-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D417-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D277-30 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D453-02 |
| filingDate | 2014-03-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 2015-10-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | AR-095436-A1 |
| titleOfInvention | PROCEDURE FOR PREPARING INHIBITORS OF GLUCOSILCERAMIDE SINTASA |
| abstract | Procedure for preparing glucosylceramide synthase (GCS) inhibitors useful for the treatment of metabolic diseases, such as lysosome thesaurisms, alone or in combination with enzyme replacement therapy, and for the treatment of cancer. Synthesis intermediaries are also provided. Claim 1: Process for preparing a compound of the formula (1) wherein: n is 1, 2 or 3; m is 1; t is 0, 1 or 2; y is 1 or 2; z is 0, 1 or 2; E is O; X¹ is CR¹; X² is O; X³ is -NH; X⁴ is CR⁴R⁵, CH₂CR⁴R⁵ or CH₂-C₁₋₆-CR⁴R⁵ alkyl; X⁵ is a direct link, O, S, SO₂, CR⁴R⁵; C₁₋₆ alkyl, C₁₋₆ alkyloxy, C₁₋₆ alkenyl, C₁₋₆ alkenyloxy; R is C₆₋₁₂ aryl, C₂₋₉ heteroaryl, C₁₋₆ alkyl, C₂₋₉ heteroaryl; R¹ is H, CN, C₁₋₆carbonyl alkyl, or C₁₋₆ alkyl; R² and R³ are each independently -H, C₁₋₆ alkyl optionally substituted with one or more substituents selected from the group consisting of halogen, C₁₋₆ alkyl, C₆₋₁₂ aryl, C₂₋₉ heteroaryl, C₁₋₆aryl C₆₋ alkyl ₁₂, Car haloaryl, and C₂₋₉ haloheteroaryl, or optionally when X² is -NR² and X³ is -NR³, R² and R³ can be taken together with the nitrogen atoms to which they are attached to form a non-aromatic heterocyclic ring optionally substituted with one or more substituents selected from halogen, C₁₋₆ alkyl, C₆₋₁₂ aryl, C₂₋₉ heteroaryl, C₁₋₆aryl alkyl, C₆₋₁₂ haloaryl and C₂₋₉ haloheteroaryl; R⁴ and R⁵ are independently selected from H, C₁₋₆ alkyl, or taken together with the carbon to which they are attached to form a C esp spirocycloalkyl ring or a C₃₋₁₀ spirocycloalkoxy ring; R⁶ is -H, halogen, -CN, C₆₋₁₂ aryl, C₆₋₁₂ aryloxy, C₁₋₆ alkyloxy; C₁₋₆ alkyl optionally substituted with one to four halo or C₁₋₆ alkyl; A¹ is C₂₋₆ alkynyl; C₃₋₁₀ cycloalkyl, C₆₋₁₂ aryl, C₂₋₉ heteroaryl, C₂₋₉ heterocycloalkyl or C₂₋₉ benzoheterocycloalkyl optionally substituted with one or more substituents selected from the group consisting of halo, C₁₋₆ alkyl optionally substituted with one to three halo ; C₁₋₆ alkenyl, amino, C₁₋₆amino alkyl, C₁₋₆amino dialkyl, C₁₋₆ alkoxy, nitro, CN, -OH, C₁₋₆ alkyloxy optionally substituted with one to three halo; C₁₋₆carbonyl alkoxy and C₁₋₆carbonyl alkyl; A² is H, C₃₋₁₀ cycloalkyl, C₆₋₁₂ aryl, C₂₋₉ heteroaryl, C₂₋₉ heterocycloalkyl or C₂₋₉ benzoheterocycloalkyl optionally substituted with one or more substituents selected from the group consisting of halo, C₁₋₆ alkyl optionally substituted with one to three halo; C₁₋₆ alkylenyl, amino, C₁₋₆amino alkyl, C₁₋₆amino dialkyl, C₁₋₆ alkoxy, C₃₋₆ O-cycloalkoxy, nitro, CN, OH, C₁₋₆ alkyloxy optionally substituted with one to three halo; C₃₋₆ cycloalkyl, C₁₋₆carbonyl alkoxy, C₁₋₆carbonyl alkyl, C₁₋₆ haloalkyl; as long as the sum of n + t + y + z is not greater than 6; which comprises reacting the compound of the formula (2), with the compound of the formula (3) wherein n, t, y, z, X⁴, A¹, X⁵ and A² are as defined above. Claim 31: Compound of the formula (4). Claim 32: Compound of the formula (5). Claim 33: Compound of the formula (6). |
| priorityDate | 2013-03-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 24.