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

CAS NO.：4450-98-0
Empirical Formula: C14H15NO4
Molecular Weight: 261.27
MDL number: MFCD00179167
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 23:02:33

What is ethyl 1-benzyl-3-hydroxy-2(5H)-oxopyrrole-4-carboxylate?

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.

The Uses of ethyl 1-benzyl-3-hydroxy-2(5H)-oxopyrrole-4-carboxylate

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.

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

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

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H318:Serious eye damage/eye irritation
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.