38072-88-7

Basic information

• Product Name: PTEROLACTAM
• Synonyms: PTEROLACTAM;(+)-5-Methoxypyrrolidin-2-one
• CAS NO: 38072-88-7
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.1305
• Mol File: 38072-88-7.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 268.5 °C at 760 mmHg
• Flash Point: 116.2 °C
• Appearance: /
• Density: 1.1 g/cm³
• CAS DataBase Reference: PTEROLACTAM(CAS DataBase Reference)
• NIST Chemistry Reference: PTEROLACTAM(38072-88-7)
• EPA Substance Registry System: PTEROLACTAM(38072-88-7)

Safety Data

• Hazardous Substances Data: 38072-88-7(Hazardous Substances Data)

Usage

General Description

Pterolactam, also known as 1,2,3,4-tetrahydropterin-6-one, is a naturally occurring chemical compound that is a precursor to biopterin, an important co-factor in the synthesis of neurotransmitters such as serotonin, dopamine, and norepinephrine. Pterolactam is a heterocyclic compound with a lactam ring structure, and it has been found to have potential therapeutic applications in the treatment of neurological disorders and other conditions related to neurotransmitter imbalances. Research on pterolactam and its derivatives continues to explore their potential as pharmaceutical agents for the management of various diseases and disorders.

Upstream product

• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 149-87-1 Pyroglutamic acid 
• 39662-63-0 5-ethoxy-pyrrolidin-2-one 
• 62312-55-4 rac-4-hydroxy-2-pyrrolidone 
• 33744-04-6 1-chloropyrrolidin-2-one 
• 123-56-8 Succinimide 
• 616-45-5 2-pyrrolidinon 

Downstream Products

• 76284-14-5 5-(phenylamino)pyrrolidin-2-one 
• 76284-15-6 5-(benzylamino)pyrrolidin-2-one 
• 91703-06-9 5-(4-phenylpiperazin-1-yl)pyrrolidin-2-one 
• 111712-08-4 5-benzyloxy-2-pyrrolidinone 

Relevant articles and documents

Syntheses and antimicrobial activities of five-membered ring heterocycles coupled to indole moieties

Indole-substituted oxazolidinones, oxazolones, pyrrolidinone, imidazolidinone and imidazolones were synthesized. Their inhibitory potencies towards protein kinase C and protein kinase A were determined and their in vitro activities against Streptomyces chartreusis, Streptomyces griseus, Bacillus cereus, Candida albicans and Escherichia coli were examined. The inhibition of Streptomyces sporulation observed for some of them could not be linked to in vitro protein kinase C inhibition. All proved inactive against C. albicans but three of them exhibited a marked activity towards E. coli. This effect extends to other Gram-negative bacteria.

Intramolecular [4+2] cycloaddition in n-allyl- and n-propargyl-α-furyl lactams

The size of nitrogen heterocycle in N-allyl- and N-propargyl-α-furyl lactams, as well as the nature of the unsaturated substituent linked to the nitrogen atom affected the possibility of thermal intramolecular [4+2] cycloaddition between multiple bond and the furan ring. N-Allyl-γ-(α-furyl)butyrolactam was shown to be unreactive at temperatures from 140 to 230°С. Substituted δ-valero- and ε-caprolactams underwent partial Diels–Alder cyclization, forming tautomeric mixtures that contained both the initial open-chain form and the cyclic form (diastereomeric 3a,6-epoxyisoindoles fused with an aza ring) in ratios between 19:81 and 55:45. N-Propargyl-α-furyl lactams did not participate in thermal IMDAF reaction regardless of the ring size and the temperature of the synthesis.

Catalyst-free Mannich-type reaction of 1-(N-acylamino)alkyltriphenylphosphonium salts with silyl enolates

A catalyst-free reaction of 1-(N-acylamino)alkyltriphenylphosphonium tetrafluoroborates with silyl enolates was developed to prepare β-amino carbonyl compounds. The reported method is a useful approach for the preparation of N-protected β-amino esters as

Impact of Functional Groups on the Copper-Initiated N-Arylation of 5-Functionalized Pyrrolidin-2-ones and Their Vinylogues

The electronic effects governing the N-arylation of pyrrolidone were investigated. The generalization of our preliminary findings on a copper(I)-catalyzed Csp2-N coupling process was first improved with a wide variety of aryl and heteroaryl halides and methyl pyroglutamate. The optimized protocol was further extended to pyrrolidin-2-ones substituted at the C5-position with an aryl group bearing an electron-donating or electron-withdrawing group as well as to some of their substituted enaminoester vinylogues. The impact of substituents at the N- and C5-position on these coupling processes seemed to be pivotal for determining both the reaction profiles and yields.