3-CARBETHOXYUMBELIFERONE

Product Name: 3-CARBETHOXYUMBELIFERONE
CAS No.: 6093-71-6
Chemical Name: 3-CARBETHOXYUMBELIFERONE
Synonyms: YZ9;AURORA 9226;AKOS BBS-00008132;YZ9, 10 mM in DMSO;YZ9, PFKFB3 inhibitor;3-CARBETHOXYUMBELIFERONE;ETHYL 3-UMBELLIFERYLCARBOXYLATE;ethyl umbelliferone-3-carboxylate;Ethyl 7-Hydroxycoumarin-3-carboxylate;Ethyl7-Hydroxycoumarin-3-carboxylate>
CBNumber: CB1302710
Molecular Formula: C12H10O5
Formula Weight: 234.2
MOL File: 6093-71-6.mol

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3-CARBETHOXYUMBELIFERONE Property

Melting point:: 170.0 to 174.0 °C
Boiling point:: 448.3±45.0 °C(Predicted)
Density: 1.397±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: DMSO: soluble5mg/mL, clear (warmed)
pka: 7.32±0.20(Predicted)
form: powder
color: white to beige
λmax: 398nm(EtOH)(lit.)
CAS DataBase Reference: 6093-71-6

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Safety

WGK Germany: 3
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

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

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1270
Product name: 7-Hydroxycoumarin-3-carboxylic acid ethyl ester
Purity: ≥98% (HPLC)
Packaging: 10mg
Price: $96.9
Updated: 2025/07/31

TCI Chemical

Product number: E1017
Product name: Ethyl 7-Hydroxycoumarin-3-carboxylate
Purity: >98.0%(GC)
Packaging: 200mg
Price: $157
Updated: 2025/07/31

Cayman Chemical

Product number: 15352
Product name: YZ9
Purity: ≥98%
Packaging: 5mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 15352
Product name: YZ9
Purity: ≥98%
Packaging: 10mg
Price: $57
Updated: 2024/03/01

Cayman Chemical

Product number: 15352
Product name: YZ9
Purity: ≥98%
Packaging: 50mg
Price: $139
Updated: 2024/03/01

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3-CARBETHOXYUMBELIFERONE Chemical Properties,Usage,Production

Chemical Properties

Brown solid

Uses

Z9 is a potent inhibitor of PFKFB3, a member of 6-phosphofructo-2-kinases family. It avidly competes with fructose 6-phosphate (F6P) at PFKFB3. YZ9 is also cell permeable, inhibiting the growth of HeLa cells.

Biological Activity

YZ9 is a 5, 6, 7, 8-tetrahydroxy-2-(4-hydroxyphenyl) chromen-4-one (N4A) inhibitor.', 'YZ9 is a potent inhibitor of PFKFB3 (6-phosphfructo-2-kinase/fructose-2,6-bisphosphatase) with an IC50 = 183 nM. PFKFB3 is over expressed in many cancers and catalyzes the production of fructose-2,6-bisphosphate, which can potentiate PFK1 activity, enhancing glycolysis in tumor cells. YZ9 dose dependently inhibits proliferation of HeLa cells.

Synthesis

105-53-3

95-01-2

6093-71-6

The general procedure for the synthesis of ethyl 7-hydroxy-2-oxo-2H-benzopyran-3-carboxylate from 2,4-dihydroxybenzaldehyde (3.70 mmol) and diethyl malonate (7.90 mmol) was as follows: piperidine (10 drops) was added to a solution of diethyl malonate of 2,4-dihydroxybenzaldehyde and the resulting mixture was stirred and reacted for 2 hours at room temperature. Upon completion of the reaction, the reaction mixture was acidified with 10% aqueous hydrochloric acid solution (5 mL). The precipitated solid was collected by filtration and washed with cold water (10 mL). The crude product was purified by fast column chromatography using dichloromethane:ethyl acetate (70:30, v/v) as eluent to afford the target compound ethyl 7-hydroxy-2-oxo-2H-chromene-3-carboxylate (0.735 g, 97% yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6) and 13C NMR (100 MHz, DMSO-d6): 1H NMR δ 1.28 (t, J = 7.1 Hz, 3H), 4.24 (q, J = 7.1 Hz, 2H), 6.71 (d, J = 1.8 Hz, 1H), 6.83 (dd, J = 1.8, 8.3 Hz, 1H), 7.74 (d, J = 8.3 Hz, 1H), 8.66 (s, 1H), 11.07 (s, 1H); 13C NMR δ 14.1, 60.8, 101.7, 110.4, 113.9, 120.0, 132.1, 149.4, 156.3, 157.0, 162.9, 164.0.

References

[1] Tetrahedron Letters, 2012, vol. 53, # 22, p. 2715 - 2718
[2] Patent: KR101744655, 2017, B1. Location in patent: Paragraph 0058-0060
[3] Patent: CN106279125, 2017, A. Location in patent: Paragraph 0039; 0040
[4] Letters in Organic Chemistry, 2013, vol. 10, # 7, p. 468 - 477
[5] Chemical Communications, 2017, vol. 53, # 11, p. 1813 - 1816

3-CARBETHOXYUMBELIFERONE Preparation Products And Raw materials

Raw materials

2,4-Dihydroxybenzaldehyde Ethyl acetate Diethyl malonate PETROLEUM ETHER

Preparation Products

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3-CARBETHOXYUMBELIFERONE Suppliers

Americas 1 Austria 1 China 85 Europe 1 Germany 1 India 2 Japan 1 Switzerland 1 United Kingdom 4 United States 12 USA 1 Global 110

J & K SCIENTIFIC LTD.

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View Lastest Price from 3-CARBETHOXYUMBELIFERONE manufacturers

Dideu Industries Group Limited

Product: 3-CARBETHOXYUMBELIFERONE 6093-71-6
Price: US $1.10/g
Min. Order: 1g
Purity: 99.00%
Supply Ability: 100 Tons Min
Release date: 2021-11-01

Career Henan Chemical Co

Product: 3-CARBETHOXYUMBELIFERONE 6093-71-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: KG/T
Release date: 2019-12-19

6093-71-6, 3-CARBETHOXYUMBELIFERONERelated Search:

4-HYDROXY MEPHENYTOIN 7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID ETHYL COUMARIN-3-CARBOXYLATE Coumarin-3-carboxylic acid 7-Hydroxycoumarin 7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID OCTADECYL ESTER AFLATOXIN G2A ETHYL 7-ACETOXYCOUMARIN-3-CARBOXYLATE AFLATOXIN G2 AFLATOXIN G1 AURORA 20153 Aflatoxin AURORA 20138 AURORA 20139 3-CARBETHOXYUMBELIFERONE AURORA 22535

AURORA 9226

ETHYL 3-UMBELLIFERYLCARBOXYLATE

7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID ETHYL ESTER

AKOS BBS-00008132

3-CARBETHOXYUMBELIFERONE

UMBELLIFERONE 3-CARBOXYLIC ACID ETHYL ESTER

Ethyl 7-hydroxy-2-oxo-2H-chroMene-3-carboxylate

Ethyl 7-Hydroxycoumarin-3-carboxylate

3-CARBETHOXYUMBELIFERONE7-Hydroxy-2-oxo-2H-chromene-3-carboxylic acid ethyl ester

YZ9

ethyl 7-hydroxy-2-oxochromene-3-carboxylate

ethyl umbelliferone-3-carboxylate

7-Hydroxycoumarin-3-carboxylic acid ethyl ester ,98%

Ethyl 7-hydroxy-2-oxo-2H-1-benzopyran-3-carboxylate

Ethyl7-Hydroxycoumarin-3-carboxylate&gt

2H-1-Benzopyran-3-carboxylic acid, 7-hydroxy-2-oxo-, ethyl ester

3-CARBETHOXYUMBELIFERONE ISO 9001：2015 REACH

YZ9, PFKFB3 inhibitor

YZ9, 10 mM in DMSO

6093-71-6

Fluorogenic

Activity

Aromatic Esters