4931-68-4

Usage

Uses

Used in Pharmaceutical Industry:
BUTYL (S)-(-)-2-PYRROLIDONE-5-CARBOXYLATE is used as a pharmaceutical compound for its potential role in enhancing learning and memory. Its connection to L-Glutamic Acid, a key neurotransmitter, suggests that it may have applications in the development of treatments for cognitive disorders and improving overall brain function.
Used in Research Applications:
In the field of neuroscience research, BUTYL (S)-(-)-2-PYRROLIDONE-5-CARBOXYLATE serves as a valuable tool for studying the mechanisms of long-term potentiation and the role of L-Glutamic Acid in learning and memory processes. BUTYL (S)-(-)-2-PYRROLIDONE-5-CARBOXYLATE can be utilized in experimental setups to better understand the intricacies of neurotransmission and cognitive function.
Used in Drug Development:
BUTYL (S)-(-)-2-PYRROLIDONE-5-CARBOXYLATE may be employed as a starting point or a structural component in the development of new drugs targeting cognitive enhancement or the treatment of neurological disorders. Its relationship with L-Glutamic Acid and its potential effects on learning and memory make it an interesting candidate for further exploration in drug development.

InChI:InChI=1/C9H15NO3/c1-2-3-6-13-9(12)7-4-5-8(11)10-7/h7H,2-6H2,1H3,(H,10,11)/t7-/m0/s1

Upstream product

• 56-86-0 L-glutamic acid 
• 71-36-3 butan-1-ol 
• 98-79-3 L-Pyroglutamic acid 
• 4931-66-2 methyl 5-oxopyrrolidine-2-carboxylate 
• 74936-93-9 (S)-5-oxopyrrolidine-2-carbonyl chloride 
• 97717-45-8 L-trimethylsilyl pyroglutamate 

Downstream Products

• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 62400-75-3 pyroglutamol 

Relevant academic research and scientific papers

Synthesis and bioactivities evaluation of L-pyroglutamic acid analogues from natural product lead

A series of L-pyroglutamic acid analogues from natural product lead were designed and synthesized, as well as their antifungal activities against Phytophthora infestans, neuritogenic activities, antibacterial activities and anti-inflammatory activities are described. The bioassays and SAR study showed that the majority of L-pyroglutamic acid esters have a significant antifungal activity against P. infestans, especially 2d and 2j demonstrated the best activities with EC50 values of 1.44 and 1.21 μg mL?1, which were about seven times that of commercial azoxystrobin (7.85 μg mL?1). Moreover, compounds 2e, 2g and 4d displayed anti-inflammatory activity against LPS-induced NO production in BV-2 microglial cells; neuritogenic activity in NGF-induced PC-12 cells is the same activity. This study demonstrates that compounds 2d and 2j are potential drugs to control P. infestans.

Acylase I in the alcoholysis of α-substituted dicarboxylic acid esters and derivatives: Enantio- and regioselectivity

Enantio- and regioselective butanolyses of α-substituted dimethyl succinates (substituents: Me-, MeO2CCH2-, NH2-, AcHN-, PrCOHN-, HO-, MeO-, PrO-, AcO-, PrCO2-, HepCO2-, Cl- and Br-) and glutarates (substituents: PrCONH- and CbzNH-) and that of methyl pyroglutamate with acylase I enzymes have been studied. Acylase I-catalyzed reactions were totally regioselective proceeding exclusively at the sterically more hindered methyl ester group α to the substituent. High enantioselectivities (E from 50 to >>100) were observed only for the substrates containing CONH functionality in the substituent although the C-N bond was unreactive. The nature of the substituent influenced which of the two enantiomers reacted faster. Copyright (C) 2000 Elsevier Science Ltd.

Cosmetic composition

A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamine derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

Studies on pyrrolidones. An improved synthesis of pyroglutamoyl chloride

The reaction of trimethylsilyl pyroglutamate with oxalyl chloride at room temperature easily yields pyroglutamoyl chloride. This unstable compound, obtained with difficulty by other methods, is suitable for the preparation of pyroglutamic esters and amides.

Cosmetic composition containing DOPA derivatives

A composition for topical application to human hair or skin contains a chemical analogue of dihydroxyphenyl alanine (DOPA). This chemical analogue can be absorbed by skin or by a hair follicle and metabolised in-vivo, thus leading to the formation of melanin in skin or to the growth of melanin-pigmented hair. Consequently the composition can give controlled skin darkening to mimic sun-induced tanning or can bring about the growth of dar hair in place of the grey or white hair.

Cosmestic composition

A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamic acid derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

Cosmetic composition

A composition suitable for topical application to mammalian skin or hair for inducing, maintaining or increasing hair growth comprises: (i) a first chemical inhibitor chosen from proteoglycanase inhibitors, glycosaminoglycanase inhibitors, glycosaminoglycan chain cellular uptake inhibitors or mixtures thereof; and (ii) a cosmetically acceptable vehicle for the chemical inhibitor; provided that when the first chemical inhibitor is a weak inhibitor, such that a 1 mM aqueous solution of the inhibitor reduces proteoglycanase activity, glycosaminoglycanase activity or cellular uptake of glycosaminoglycan chains, by from 5 to 50%, in accordance with at least one of the assay tests as herein described, then there is also present in the composition a second chemical inhibitor and/or an activity enhancer. When minoxidil is the sole chemical inhibitor, then the activity enhancer is a penetration enhancer chosen from a limited number of materials, including certain esters and cationic polymers. The total amount of chemical inhibitor present in the composition is sufficient to increase hair growth in the rat, when said composition is applied topically thereto, by at least 10% more than that obtainable using a control composition from which the said inhibitors have been omitted.