DL-Pipecolinic acid
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DL-Pipecolinic acid

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Category
Cyclic Amino Acids
Catalog number
BAT-015039
CAS number
4043-87-2
Molecular Formula
C6H11NO2
Molecular Weight
129.16
DL-Pipecolinic acid
IUPAC Name
piperidine-2-carboxylic acid
Synonyms
Pipecolic acid; Pipecolinic acid; Homoproline; DL-Pipecolic acid; Dihydrobaikiane; DL-Homoproline; Hexahydropicolinic acid; DL-piperidine-2-carboxylic acid; (±)-2-Piperidinecarboxylic acid; (±)-Pipecolic acid; (±)-Pipecolinic acid; (±)-Piperidine-2-carboxylic acid
Related CAS
69470-51-5 (mono-potassium salt)
Appearance
white to light beige fine crystalline powder
Purity
95%
Density
1.125 g/cm3
Melting Point
282°C (dec.)
Boiling Point
265.8±33.0°C at 760 mmHg
Storage
Store at RT
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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