7-Diethylaminocoumarin-3-carboxylic acid

Modify Date: 2024-01-02 19:26:07

7-Diethylaminocoumarin-3-carboxylic acid structure	Common Name	7-Diethylaminocoumarin-3-carboxylic acid
	CAS Number	50995-74-9	Molecular Weight	261.273
	Density	1.3±0.1 g/cm3	Boiling Point	464.7±45.0 °C at 760 mmHg
	Molecular Formula	C₁₄H₁₅NO₄	Melting Point	222-224ºC (dec.)(lit.)
	MSDS	Chinese USA	Flash Point	234.9±28.7 °C

Use of 7-Diethylaminocoumarin-3-carboxylic acid

7ACC1(DEAC; Coumarin D 1421; D 1421) selectively interfere with lactate fluxes in the lactate-rich tumor microenvironment; inhibits lactate influx but not efflux in tumor cells expressing MCT1 and MCT4 transporters.IC50 value: 0.86 uM(Lactate uptake inhibition) [1]Target: MCT inhibitor; lactate transport inhibitorContrary to the reference MCT1 inhibitor AR-C155858, 7ACC unexpectedly inhibited lactate influx but not efflux in tumor cells expressing MCT1 and MCT4 transporters. 7ACC delayed the growth of cervix SiHa tumors, colorectal HCT116 tumors, and orthoptopic MCF-7 breast tumors. MCT target engagement was confirmed by the lack of activity of 7ACC on bladder UM-UC-3 carcinoma that does not express functional MCT. 7ACC also inhibited SiHa tumor relapse after treatment with cisplatin. Finally, we found that contrary to AR-C155858, 7ACC did not prevent the cell entry of the substrate-mimetic drug 3-bromopyruvate (3BP) through MCT1, and contributed to the inhibition of tumor relapse after 3BP treatment.

Name	7-(Diethylamino)coumarin-3-carboxylic acid
Synonym	More Synonyms

Description	7ACC1(DEAC; Coumarin D 1421; D 1421) selectively interfere with lactate fluxes in the lactate-rich tumor microenvironment; inhibits lactate influx but not efflux in tumor cells expressing MCT1 and MCT4 transporters.IC50 value: 0.86 uM(Lactate uptake inhibition) [1]Target: MCT inhibitor; lactate transport inhibitorContrary to the reference MCT1 inhibitor AR-C155858, 7ACC unexpectedly inhibited lactate influx but not efflux in tumor cells expressing MCT1 and MCT4 transporters. 7ACC delayed the growth of cervix SiHa tumors, colorectal HCT116 tumors, and orthoptopic MCF-7 breast tumors. MCT target engagement was confirmed by the lack of activity of 7ACC on bladder UM-UC-3 carcinoma that does not express functional MCT. 7ACC also inhibited SiHa tumor relapse after treatment with cisplatin. Finally, we found that contrary to AR-C155858, 7ACC did not prevent the cell entry of the substrate-mimetic drug 3-bromopyruvate (3BP) through MCT1, and contributed to the inhibition of tumor relapse after 3BP treatment.
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> Monocarboxylate Transporter Research Areas >> Cancer
References	[1]. Draoui N, et al. Antitumor activity of 7-aminocarboxycoumarin derivatives, a new class of potent inhibitors of lactate influx but not efflux. Mol Cancer Ther. 2014 Jun;13(6):1410-8.

Density	1.3±0.1 g/cm3
Boiling Point	464.7±45.0 °C at 760 mmHg
Melting Point	222-224ºC (dec.)(lit.)
Molecular Formula	C₁₄H₁₅NO₄
Molecular Weight	261.273
Flash Point	234.9±28.7 °C
Exact Mass	261.100098
PSA	70.75000
LogP	3.34
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.618

7-Diethylaminocoumarin-3-carboxylic acid MSDS(Chinese)

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi
Safety Phrases	22-24/25
RIDADR	NONH for all modes of transport
HS Code	2932209090

Precursor 9
CAS#:28705-46-6 Ethyl 7-(Diethy... CAS#:2033-24-1 Meldrumic acid CAS#:17754-90-4 4-Diethylaminos... CAS#:105-53-3 Diethyl malonate
CAS#:115948-29-3 methyl 7-(dieth... CAS#:23050-90-0 4-DIETHYLAMINOS... CAS#:124079-85-2 2-cyano-3-(4-di... CAS#:51473-74-6 3-CYANO-7-(DIET...
CAS#:80860-07-7 7-diethylamino-...
DownStream 4
CAS#:20571-42-0 Coumarin 466 CAS#:139346-57-9 7-(Diethylamino... CAS#:84865-19-0 7-DIETHYLAMINO-... CAS#:57597-64-5 7-(Diethylamino...

HS Code	2932209090
Summary	2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Photophysical properties of 7-(diethylamino)coumarin-3-carboxylic acid in the nanocage of cyclodextrins and in different solvents and solvent mixtures.

Photochem. Photobiol. , (2012)

The photophysical properties of 7-(diethylamino) coumarin-3-carboxylic acid (7-DCCA) were studied in cyclodextrins (α, β, γ,-CDs), different neat solvents and solvent mixtures by using steady state ab...

Cholesterol-dependent formation of GM1 ganglioside-bound amyloid beta-protein, an endogenous seed for Alzheimer amyloid.

J. Biol. Chem. 276(27) , 24985-90, (2001)

GM1 ganglioside-bound amyloid beta-protein (GM1/Abeta), found in brains exhibiting early pathological changes of Alzheimer's disease (AD) including diffuse plaques, has been suggested to be involved i...

Interactions of amyloid beta-protein with various gangliosides in raft-like membranes: importance of GM1 ganglioside-bound form as an endogenous seed for Alzheimer amyloid.

Biochemistry 41(23) , 7385-90, (2002)

GM1 ganglioside-bound amyloid beta-protein (GM1-Abeta), found in brains exhibiting early pathological changes of Alzheimer's disease (AD) plaques, has been suggested to accelerate amyloid fibril forma...

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