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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
Molecular Weight:
234.2
MDL Number:
MFCD00017641
MOL File:
6093-71-6.mol
MSDS File:
SDS
Last updated:2025-12-09 17:14:16
Product description Number Pack Size Price
7-Hydroxycoumarin-3-carboxylic acid ethyl ester ≥98% (HPLC) SML1270 10mg $96.9
Ethyl 7-Hydroxycoumarin-3-carboxylate >98.0%(GC) E1017 200mg $157
YZ9 ≥98% 15352 5mg $32
YZ9 ≥98% 15352 10mg $57
YZ9 ≥98% 15352 50mg $139
More product size

3-CARBETHOXYUMBELIFERONE Properties

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
FDA UNII X538NC636R
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H227
Precautionary statements  P501-P210-P280-P370+P378-P403+P235
WGK Germany  3
HS Code  29339900

3-CARBETHOXYUMBELIFERONE price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1270 7-Hydroxycoumarin-3-carboxylic acid ethyl ester ≥98% (HPLC) 6093-71-6 10mg $96.9 2025-07-31 Buy
TCI Chemical E1017 Ethyl 7-Hydroxycoumarin-3-carboxylate >98.0%(GC) 6093-71-6 200mg $157 2025-07-31 Buy
Cayman Chemical 15352 YZ9 ≥98% 6093-71-6 5mg $32 2024-03-01 Buy
Cayman Chemical 15352 YZ9 ≥98% 6093-71-6 10mg $57 2024-03-01 Buy
Cayman Chemical 15352 YZ9 ≥98% 6093-71-6 50mg $139 2024-03-01 Buy
Product number Packaging Price Buy
SML1270 10mg $96.9 Buy
E1017 200mg $157 Buy
15352 5mg $32 Buy
15352 10mg $57 Buy
15352 50mg $139 Buy

3-CARBETHOXYUMBELIFERONE Chemical Properties,Uses,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

Diethyl malonate

105-53-3

2,4-Dihydroxybenzaldehyde

95-01-2

3-CARBETHOXYUMBELIFERONE

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

105-53-3
95-01-2
6093-71-6
Synthesis of 3-CARBETHOXYUMBELIFERONE from Diethyl malonate and 2,4-Dihydroxybenzaldehyde
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View Lastest Price from 3-CARBETHOXYUMBELIFERONE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
YZ9 pictures 2025-12-09 YZ9
6093-71-6
US $50.00 / mg 99.13% 10g TargetMol Chemicals Inc.
3-CARBETHOXYUMBELIFERONE  pictures 2025-11-18 3-CARBETHOXYUMBELIFERONE
6093-71-6
US $1.10 / g 1g 99.00% 100 Tons Min Dideu Industries Group Limited
3-CARBETHOXYUMBELIFERONE pictures 2019-12-20 3-CARBETHOXYUMBELIFERONE
6093-71-6
US $1.00 / KG 1KG 99% KG/T Career Henan Chemical Co
  • YZ9 pictures
  • YZ9
    6093-71-6
  • US $50.00 / mg
  • 99.13%
  • TargetMol Chemicals Inc.

3-CARBETHOXYUMBELIFERONE Spectrum

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> 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