113757-65-6

Basic information

• Product Name: 2,4-Pyrrolidinedione, 5-ethyl-3-(1-hydroxyethylidene)-, [S-(Z)]- (9CI)
• Synonyms: 2,4-Pyrrolidinedione, 5-ethyl-3-(1-hydroxyethylidene)-, [S-(Z)]- (9CI)
• CAS NO: 113757-65-6
• Molecular Formula: C8H11NO3
• Molecular Weight: 169.17784
• Product Categories: ACETYLGROUP
• Mol File: 113757-65-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 377.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.224±0.06 g/cm3(Predicted)
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 2,4-Pyrrolidinedione, 5-ethyl-3-(1-hydroxyethylidene)-, [S-(Z)]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pyrrolidinedione, 5-ethyl-3-(1-hydroxyethylidene)-, [S-(Z)]- (9CI)(113757-65-6)
• EPA Substance Registry System: 2,4-Pyrrolidinedione, 5-ethyl-3-(1-hydroxyethylidene)-, [S-(Z)]- (9CI)(113757-65-6)

Safety Data

• Hazardous Substances Data: 113757-65-6(Hazardous Substances Data)

Usage

Classification

Pyrrolidinedione derivative

Common uses

Pharmaceutical and agrochemical industries

Structural features

Z configuration, ethyl group, hydroxyethylidene group

Uses

Synthesis of pharmaceuticals and research chemicals

Potential applications

Medicinal chemistry, biochemistry

Importance

Subject of interest for further research and development

Upstream product

• 128892-46-6 (S)-Methyl N-acetoacetyl-2-aminobutanoate 

Relevant articles and documents

RELATIONSHIPS BETWEEN THE STRUCTURE AND THE PHYTOTOXICITY OF THE FUNGAL TOXIN TENUAZONIC ACID

Tenuazonic acid (3-acetyl 5-sec-butyl pyrrolidine-2,4-dione) is a metabolite produced by the fungal pathogen of rice Pyricularia oryzae.It inhibits growth of plants by interferring with protein synthesis at the ribosome level.We have synthesized analogues of tenuazonic acid with various substituents at C-3 and C-5.Substituents at C-5 other than sec-butyl or n-propyl, decrease the phytotoxicity of the analogues.But substitutions at C-3 abolish the toxicity.Thus, tenuazonic acid seems to have the optimal structure for phytotoxicity.Tenuazonic acid induces rice leaf defence reactions (browning) of reactive varieties which are resistant to P. oryzae.Some of the analogues synthesized have a low level of phytotoxicity and are able to induce this leaf browning of the reactive rice varieties.Thus different structural features are required for phytotoxicity and for leaf browning.Key Word Index - Tenuazonic acid; pyrrolidine-2,4-diones; rice; phytotoxicity; Pyricularia oryzae; structure-activity.