402028
2-Amino-3-formylchromone
97%
Synonym(s):
2-Amino-4-oxo-4H-1-benzopyran-3-carboxaldehyde
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About This Item
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Quality Level
Assay
97%
mp
249 °C (dec.) (lit.)
functional group
aldehyde
ketone
SMILES string
[H]C(=O)C1=C(N)Oc2ccccc2C1=O
InChI
1S/C10H7NO3/c11-10-7(5-12)9(13)6-3-1-2-4-8(6)14-10/h1-5H,11H2
InChI key
TVGIYZVZBKAJRR-UHFFFAOYSA-N
Gene Information
human ... PTPN1(5770)
General description
2-Amino-3-formylchromone (2-Amino-4-oxo-4H-1-benzopyran-3-carboxaldehyde) is a benzopyran derivative. It is a bicyclic heterocyclic molecule made up of a benzene ring fused to a heterocyclic pyran ring. It undergoes condensation with (R)-2-amino-2-phenylethanol to afford Schiff base ligand, which forms complexes with Cu(NO3)2 and Zn(NO3)2.
Application
2-Amino-3-formylchromone may be used in the preparation of the following:
- chiral Schiff base ligands (R)/(S)-2-amino-3-(((1-hydroxypropan-2-yl)imino)methyl)-4H-chromen-4-one
- hydrazone derivatives, required for the synthesis of heterocyclic Schiff′s bases having antimicrobial activity
- N-{4-[(6-chloro-4-oxo-4H-chromen-3-ylmethylene)amino]phenyl}-3,5-dimethyl-benzofuran-2-carboxamide
- N-{4-[(6-chloro-4-oxo-4H-chromen-3-ylmethylene)amino]phenyl}-1,4-dihydro-chromono [2,3-b]pyrrole-2-carboxamide
- 6-chloro-3-{[4-(2-thioxo-3,6-dihydro-2H-1,3,4-thiadiazin-5-ylamino)phenylimino] methyl}- 4-oxo-4H -chromene
- 3-(2-amino-4-oxo-4H-chromen-3-yl)methylidene)-6- ethyl-2H-pyrano[3,2-c]quinolone-2,4,5(3H,6H)trione
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis and antimicrobial activity of some new heterocyclic Schiff bases derived from 2-amino-3-formylchromone.
Phosphorus, Sulfur, and Silicon and the Related Elements, 184(11), 2945-2958 (2009)
Synthesis of some new 4-oxo-4H-chromene derivatives bearing nitrogen heterocyclic systems as antifungal agents.
Turkish Journal of Chemistry, 32(3), 365-374 (2008)
Novel heterocyclic derivatives of pyrano [3, 2-c] quinolinone from 3-(1-ethy1-4-hydroxy-2-oxo-2 (1H)-quinolin-3-yl)-3-oxopropanoic acid.
European Journal of Chemistry, 1(3), 195-199 (2010)
Chirality, 24(12), 977-986 (2012-09-25)
Novel chiral Schiff base ligands (R)/(S)-2-amino-3-(((1-hydroxypropan-2-yl)imino)methyl)-4H-chromen-4-one (L(1) and L(2)) derived from 2-amino-3-formylchromone and (R/S)-2-amino-1-propanol and their Cu(II)/Zn(II) complexes (R1, S1, R2, and S2) were synthesized. The complexes were characterized by elemental analysis, infrared (IR), hydrogen ((1) H) and carbon ((13)C)
Journal of photochemistry and photobiology. B, Biology, 103(2), 166-179 (2011-04-05)
New Schiff base ligand L derived from the condensation reaction of 2-amino-3-formylchromone with (R)-2-amino-2-phenylethanol was synthesized and characterized which involves combination element of ammine functionality and naturally occurring heterocyclic chromone, 4H-benzopyran-4-one. Subsequently, their complexes 1 and 2 with Cu(NO₃)₂ and
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