ethyl 1-benzyl-3-hydroxy-2(5H)-oxopyrrole-4-carboxylate Property

Melting point:

135-136 °C

Boiling point:

479.8±45.0 °C(Predicted)

Density 

1.340±0.06 g/cm3(Predicted)

storage temp. 

room temp

solubility 

DMSO: ≥10mg/mL

form 

white powder

pka

4.50±1.00(Predicted)

Safety

Hazard Codes 

Xn

Risk Statements 

22-41

Safety Statements 

26

WGK Germany 

3

HazardClass 

IRRITANT

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

ethyl 1-benzyl-3-hydroxy-2(5H)-oxopyrrole-4-carboxylate Chemical Properties,Usage,Production

Description

The human aldose reductase AKR1B1 is considered the rate limiting enzyme of the polyol pathway responsible for the conversion of glucose into sorbitol. It also acts as a highly efficient PGF_2α synthase in response to interleukin-1β. Increased aldose reductase expression has been associated with complications of diabetes and may contribute to reduced efficacy of certain chemotherapeutic drugs. EBPC is a potent, selective inhibitor of aldose reductase with an IC₅₀ value of 47 nM in vitro. Through its regulation of glucose metabolism, EBPC has been used to improve the cytotoxic effects of the anticancer agents doxorubicin and cisplatin in HeLa cervical carcinoma cells. EBPC also inhibits prostaglandin F_2α (PGF_2α) and PGE₂ production in human endometrial cells with an EC₅₀ value of 10 μM.

Uses

A highly specific aldose reductase inhibitor that has been shown to enhance HeLa cell sensitivity to chemotherapeutic drugs.

Definition

ChEBI: Ethyl 1-benzyl-3-hydroxy- 2-oxo[5H]pyrrole-4-carboxylate is a pyrroline and a carboxylic acid.