DL-Homoproline (BAT-007228)

Category
Cyclic Amino Acids
Catalog number
BAT-007228
CAS number
535-75-1
Molecular Formula
C6H11NO2
Molecular Weight
129.16
DL-Homoproline
Synonyms
DL-Homoproline; DL-Pipecolic acid
Related CAS
1723-00-8 (D-isomer)
Appearance
White to yellowish crystalline powder
Purity
≥ 98% (Assay)
Density
1.125 g/cm3
Melting Point
271-280 °C
Boiling Point
265.8°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)
InChI Key
HXEACLLIILLPRG-UHFFFAOYSA-N
Canonical SMILES
C1CCNC(C1)C(=O)O
1.Synthesis and pharmacochemical study of novel polyfunctional molecules combining anti-inflammatory, antioxidant, and hypocholesterolemic properties.
Doulgkeris CM1, Galanakis D, Kourounakis AP, Tsiakitzis KC, Gavalas AM, Eleftheriou PT, Victoratos P, Rekka EA, Kourounakis PN. Bioorg Med Chem Lett. 2006 Feb 15;16(4):825-9. Epub 2005 Nov 23.
We have designed and synthesized a series of novel molecules having a residue of a classical NSAID and an antioxidant moiety, both attached through amide bonds to a known nootropic structure, an L-proline, trans-4-hydroxy-L-proline or DL-pipecolinic acid residue. The compounds were found to retain anti-inflammatory and antioxidant activities, to acquire hypocholesterolemic action, and to possess a greatly reduced gastrointestinal toxicity. The novel molecules could find useful applications, among others, in slowing the progression or delaying the onset of neurodegenerative diseases.
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