Synonyms: Formula (10) [WO2012078708A1]
Compound class:
Synthetic organic
Comment: CH-4051 is an orally available methotrexate (MTX) analogue that is designed to resist metabolic degradation [4-5]. This strategy was employed to improve the safety and tolerability profile compared to MTX, since a significant proportion of the toxicity profile of MTX can be attributed to its polyglutamylated and hydroxylated metabolites. Like MTX, CH-4051 has anti-inflammatory, autoimmune and anti-tumour properties and is a potent inhibitor of dihydrofolate reductase, an enzyme required for cell proliferation. The racemic mixture of CH-4051, known as CH-1405 (represented by the non-chiral structure in PubChem CID 9846537) [3], completed Phase 2 development for rheumatoid arthritis, and exhibited comparable efficacy to MTX [1-2]. Structurally, CH-4051 is the more active L-4'-methylene-glutamic acid containing diastereomer (or S-enantiomer) of CH-1405 [5].
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Classification | |
Compound class | Synthetic organic |
IUPAC Name |
(2S)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid |
Synonyms |
Formula (10) [WO2012078708A1] |
Database Links | |
GtoPdb PubChem SID | 363894138 |
PubChem CID | 11532464 |
Search Google for chemical match using the InChIKey | NAWXUBYGYWOOIX-SFHVURJKSA-N |
Search Google for chemicals with the same backbone | NAWXUBYGYWOOIX |
UniChem Compound Search for chemical match using the InChIKey | NAWXUBYGYWOOIX-SFHVURJKSA-N |
UniChem Connectivity Search for chemical match using the InChIKey | NAWXUBYGYWOOIX-SFHVURJKSA-N |