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50995-74-9

50995-74-9 structure
50995-74-9 structure
  • Name: 7-Diethylaminocoumarin-3-carboxylic acid
  • Chemical Name: 7-(Diethylamino)coumarin-3-carboxylic acid
  • CAS Number: 50995-74-9
  • Molecular Formula: C14H15NO4
  • Molecular Weight: 261.273
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel Monocarboxylate Transporter
  • Create Date: 2018-12-01 18:52:47
  • Modify Date: 2024-01-02 19:26:07
  • 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
Synonyms 7-diethylaminocoumarin-3-carboxylic acid
7-(Diethylamino)coumarin-3-carboxylic Acid
2H-1-Benzopyran-3-carboxylic acid, 7-(diethylamino)-2-oxo-
7-(Diethylamino)-2-oxo-2H-chromene-3-carboxylic acid
7-(diethylamino)-2-oxochromene-3-carboxylic acid
7ACC1
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
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
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
HS Code 2932209090
Summary 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%