402028
2-Amino-3-formylchromone
97%
Synonyme(s) :
2-Amino-4-oxo-4H-1-benzopyran-3-carboxaldehyde
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About This Item
Formule empirique (notation de Hill):
C10H7NO3
Numéro CAS:
Poids moléculaire :
189.17
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
Produits recommandés
Niveau de qualité
Pureté
97%
Pf
249 °C (dec.) (lit.)
Groupe fonctionnel
aldehyde
ketone
Chaîne SMILES
[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
Clé InChI
TVGIYZVZBKAJRR-UHFFFAOYSA-N
Informations sur le gène
human ... PTPN1(5770)
Description générale
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
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
Classification des risques
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organes cibles
Respiratory system
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Équipement de protection individuelle
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.
Ibrahim MA and El-Mahdy KM.
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.
Ali T E-S, et al.
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.
Ibrahim MA, et al.
European Journal of Chemistry, 1(3), 195-199 (2010)
Farukh Arjmand et al.
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)
Farukh Arjmand et al.
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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