Chemodex

6-Bromo-3-carboxycoumarin

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Specifications / Handling

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Product Details
Synonyms UBP 608; 6-Bromo-2-oxo-2H-chromene-3-carboxylic acid; 6-Bromocoumarin-3-carboxylic acid
Product Type Chemical
Properties
Formula C10H5BrO4
MW 269.05
CAS 2199-87-3
Source/Host Chemicals Synthetic
Purity Chemicals ≥98% (HPLC)
Appearance White to beige powder.
Solubility Soluble in DMSO (10mg/ml).
Identity Determined by 1H-NMR.
Declaration Manufactured by Chemodex.
Other Product Data

Click here for Original Manufacturer Product Datasheet
Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key XFQHPAXNKDYMOX-UHFFFAOYSA-N
Smiles O=C(O)C1=CC=2C=C(Br)C=CC2OC1=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +20°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at RT.
Documents
Product Specification Sheet
Datasheet Download PDF Download PDF

Scientific Background Information

Product Description
6-Bromocoumarin-3-carboxylic acid (UBP608) is a halogenated coumarin derivative used as a versatile intermediate in organic synthesis and chemical research. Its bromine substituent and carboxylic acid functionality provide multiple reactive sites for further derivatization, making it valuable in the preparation of fluorescent probes, bioactive molecules, and specialty materials. This compound is commonly applied in medicinal chemistry, dye chemistry, and coumarin-based scaffold development, and it has also attracted interest in biological research as a potential inhibitor scaffold. UBP608 was described as a NMDA receptor family allosteric modulator that selectively inhibits GluN1/GluN2A receptors with a 23-fold selectivity compared to GluN1/GluN2D receptors.
Product-specific References
(1) R.H. Goodwin, et al.; Arch. Biochem. Biophys. 36, 442 (1952) | (2) P. Bassignana & C. Cogrossi; Tetrahedron 20, 2859 (1964) | (3) D.W. Wolan, et al.; Science 326, 853 (2009) | (4) B.M. Costa, et al.; J. Pharmacol. Exp. Ther. 335, 614 (2010) | (5) M.W. Irvine, et al.; Neurochem. Int. 61, 593 (2012) | (6) F. Yilmaz & E. Mentese; J. Chem. Res. 41, 4 (2017) | (7) O.J. Jesumoroti, et al.; MedChemComm 10, 80 (2019) | (8) S. Garcia, et al.; Molecules 25, 5134 (2020)
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