Description
6-Bromo-N-methyl-2-naphthamide (CAS No. 426219-35-4) is a high-purity organic compound with the molecular formula C12H10BrNO. This brominated naphthamide derivative is a valuable intermediate for pharmaceutical and materials science research. Its rigid naphthalene backbone and functionalized bromo and amide groups make it an ideal building block for synthesizing complex molecules, such as kinase inhibitors or fluorescent probes. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring reliable performance in demanding applications. Store in a cool, dry place, protected from light to maintain stability.
Properties
- CAS Number: 426219-35-4
- Complexity: 244
- IUPAC Name: 6-bromo-N-methyl-naphthalene-2-carboxamide
- InChI: InChI=1S/C12H10BrNO/c1-14-12(15)10-3-2-9-7-11(13)5-4-8(9)6-10/h2-7H,1H3,(H,14,15)
- InChI Key: HPUCFMPIKISIIO-UHFFFAOYSA-N
- Exact Mass: 262.99458
- Molecular Formula: C12H10BrNO
- Molecular Weight: 264.12
- SMILES: CNC(=O)C1=CC2=C(C=C1)C=C(C=C2)Br
- Topological: 29.1
- Monoisotopic Mass: 262.99458
- Synonyms: 6-bromo-N-methyl-2-naphtamide, 629-688-6, 6-bromo-N-methyl-2-naphthamide, 426219-35-4, 6-BROMO-N-METHYL-2-NAPHTHALENECARBOXAMIDE, 6-bromo-N-methylnaphthalene-2-carboxamide, SCHEMBL313250, DTXSID20619294, HPUCFMPIKISIIO-UHFFFAOYSA-N, CS-M1437, AKOS015999000, DS-18257, DB-070320, I10169
Application
6-Bromo-N-methyl-2-naphthamide is widely used as a key synthetic intermediate in medicinal chemistry, particularly for developing kinase-targeted therapeutics. Its bromine substituent enables efficient cross-coupling reactions (e.g., Suzuki-Miyaura) for constructing biaryl systems. Researchers also utilize this compound in materials science to create organic semiconductors or luminescent materials due to its conjugated naphthalene core. The methylamide group provides additional hydrogen-bonding interactions for crystal engineering applications.
Safety and Hazards
GHS Hazard Statements
- H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
Precautionary Statements
- P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501
Hazard Classes and Categories
- Skin Sens. 1 (100%)
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