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Merck

402028

Sigma-Aldrich

2-Amino-3-formylchromon

97%

Synonym(e):

2-Amino-4-oxo-4H-1-benzopyran-3-carbaldehyd

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About This Item

Empirische Formel (Hill-System):
C10H7NO3
CAS-Nummer:
Molekulargewicht:
189.17
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Assay

97%

mp (Schmelzpunkt)

249 °C (dec.) (lit.)

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

InChIKey

TVGIYZVZBKAJRR-UHFFFAOYSA-N

Angaben zum Gen

human ... PTPN1(5770)

Allgemeine Beschreibung

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.

Anwendung

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

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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)
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)
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)
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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