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Key Documents

PZ0140

Sigma-Aldrich

EBPC

≥98% (HPLC)

Synonym(s):

2,5-Dihydro-4-hydroxy-5-oxo-1-(phenylmethyl)-1H-pyrrole-3-carboxylic acid ethyl ester, CP-10668

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About This Item

Empirical Formula (Hill Notation):
C14H15NO4
CAS Number:
Molecular Weight:
261.27
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white

solubility

DMSO: ≥10 mg/mL

storage temp.

room temp

SMILES string

CCOC(=O)C1=C(O)C(=O)N(Cc2ccccc2)C1

InChI

1S/C14H15NO4/c1-2-19-14(18)11-9-15(13(17)12(11)16)8-10-6-4-3-5-7-10/h3-7,16H,2,8-9H2,1H3

InChI key

IGYRPDIWSYGHMY-UHFFFAOYSA-N

Biochem/physiol Actions

EBPC is an aldose reductase inhibitor; anti-cancer.

Other Notes

air sensitive

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Eva Bresson et al.
Frontiers in pharmacology, 3, 98-98 (2012-06-02)
Prostaglandins are important regulators of female reproductive functions to which aldose reductases exhibiting hydroxysteroid dehydrogenase activity also contribute. Our work on the regulation of reproductive function by prostaglandins (PGs), lead us to the discovery that AKR1B5 and later AKR1B1were highly
E S Kang et al.
Cellular and molecular life sciences : CMLS, 62(10), 1146-1155 (2005-06-02)
Over-expression of aldose reductase (AR) has been observed in many cancer cells. To clarify the role of AR in tumor cells, we investigated the pathways mediating expression of the AR gene induced by 12-O-tetradecanoylphorbol-13-acetate (TPA), a potent tumor promoter. In

Articles

Neoplastic cells are highly dependent on the de novo synthesis of nucleotides to maintain sufficient pools to support DNA replication and the production of RNA.

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