CAS Number50995-74-9
Synonyms7-diethylaminocoumarin-3-carboxylic acid; 7-(Diethylamino)coumarin-3-carboxylic Acid; 7-(Diethylamino)-2-oxo-2H-chromene-3-carboxylic acid; 7-(diethylamino)-2-oxochromene-3-carboxylic acid; 7ACC1
Molecular FormulaC14H15NO4
Molecular Weight261.27
Purity≥98.0 (HPCE)%
Density1.3±0.1 g/cm3
Boiling Point464.7±45.0 °C at 760 mmHg
Melting Point222-224 °C (dec.) (lit.)
AppearanceSolid;Light yellow to Brown powder to crystal
Symbol
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 50995-74-9 |
| Catalog No. | 2A-9006951 |
| Chinese Name | 7-(二乙氨基)香豆素-3-甲酸 |
| Synonyms | 7-diethylaminocoumarin-3-carboxylic acid; 7-(Diethylamino)coumarin-3-carboxylic Acid; 7-(Diethylamino)-2-oxo-2H-chromene-3-carboxylic acid; 7-(diethylamino)-2-oxochromene-3-carboxylic acid; 7ACC1 |
| Molecular Formula | C14H15NO4 |
| Molecular Weight | 261.27 |
| Purity | ≥98.0 (HPCE) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 464.7±45.0 °C at 760 mmHg |
| Melting Point | 222-224 °C (dec.) (lit.) |
| Appearance | Solid;Light yellow to Brown powder to crystal |
| Storage Condition | Store under inert gas; protect from light, moistur |
| Application | 7ACC1 (DEAC; Coumarin D 1421; D 1421) can selectively interfere with lactate flux in the tumor microenvironment and inhibit the influx of lactate in tumor cells expressing MCT1 and MCT4, but has no ef |
| HTC | 2932209090 |
| PubChem ID | 57649663 |
| MDL Number | MFCD00068721 |
| SMILES | CCN(CC)c1ccc2C=C(C(O)=O)C(=O)Oc2c1 |
| InChI | 1S/C14H15NO4/c1-3-15(4-2)10-6-5-9-7-11(13(16)17)14(18)19-12(9)8-10/h5-8H,3-4H2,1-2H3,(H,16,17) |
| InChI Key | WHCPTFFIERCDSB-UHFFFAOYSA-N |
| Beilstein/REAXYS | 6145963 |
| NACRES Code | NA.32 |
| UNSPSC | 12352106 |
| Hazard Symbols | Transport |
| MSDS | msds/6951_1_50995_74_9.pdf |
| Bioactivity | 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. Chemical & Physical Properties 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 InChIKey WHCPTFFIERCDSB-UHFFFAOYSA-N SMILES CCN(CC)c1ccc2cc(C(=O)O)c(=O)oc2c1 |
| Use of | Properties Articles12 Name 7-(Diethylamino)coumarin-3-carboxylic acid Synonym More Synonyms 7-Diethylaminocoumarin-3-carboxylic acid Biological Activity 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. Chemical & Physical Properties Molecular Formula C14H15NO4 Exact Mass 261.100098 PSA 70.75000 Index of Refraction 1.618 InChIKey WHCPTFFIERCDSB-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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