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359475

Methyl 2-oxo-2H-pyran-3-carboxylate

Name: Methyl 2-oxo-2<I>H</I>-pyran-3-carboxylate
Brand: ALDRICH

98%

Synonym(s):

Methyl 2-pyrone-3-carboxylate

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About This Item

Empirical Formula (Hill Notation):

C₇H₆O₄

CAS Number:

25991-27-9

Molecular Weight:

154.12

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24862080

EC Number:

247-397-9

Beilstein/REAXYS Number:

1424749

MDL number:

MFCD00075443

Assay:

98%

Form:

powder

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Properties

assay

98%

form

powder

bp

146-148 °C/0.75 mmHg (lit.)

mp

75-77 °C (lit.)

functional group

ester

SMILES string

COC(=O)C1=CC=COC1=O

InChI

1S/C7H6O4/c1-10-6(8)5-3-2-4-11-7(5)9/h2-4H,1H3

InChI key

GJVZWOMUTYNUCE-UHFFFAOYSA-N

Description

General description

Methyl 2-oxo-2H-pyran-3-carboxylate is a cyclic α,β -unsaturated ketone. It activates caspases-3, -8 and -9 weakly in HL-60 cells.

Application

Methyl 2-oxo-2H-pyran-3-carboxylate is suitable reagent used to investigate the series of simple α,β-unsaturated carbonyl compounds for their cytotoxic profiles against oral human normal and tumor cells.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Induction of non-apoptotic cell death by morphinone in human promyelocytic leukemia HL-60 cells.

Risa Takeuchi et al.

Anticancer research, 26(5A), 3343-3348 (2006-11-11)

As previously suggested, codeinone (oxidation product of codeine) induces non-apoptotic cell death, characterized by marginal caspase activation and the lack of DNA fragmentation in HL-60 human promyelocytic leukemia cells, which was inhibited by N-acetyl-L-cysteine. Whether, morphinone, an oxidative metabolite of

Structure-activity relationships of alpha, beta-unsaturated ketones as assessed by their cytotoxicity against oral tumor cells.

Tohru Nakayachi et al.

Anticancer research, 24(2B), 737-742 (2004-05-27)

A series of simple alpha, beta-unsaturated carbonyl compounds (1-26) was characterized for their cytotoxic profiles against oral human normal and tumor cells. Several cycloalkenones showed potent cytotoxic activities against human oral squamous cell carcinoma HSC-2 cell line. Among them, 4,4-dimethyl-2-cyclopenten-1-one

Global Trade Item Number

SKU	GTIN
359475-5G	04061833322420