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Chalcone

Chalcone Structure
CAS No.
94-41-7
Chemical Name:
Chalcone
Synonyms
(E)-CHALCONE;BENZALACETOPHENONE;CHALKONE;1,3-DIPHENYL-2-PROPENONE;CHALCONE;CHALCONE;AI3-00946;NSC 26612;CCRIS 2213;Chalcone b
CBNumber:
CB0746254
Molecular Formula:
C15H12O
Molecular Weight:
208.26
MOL File:
94-41-7.mol
MSDS File:
SDS
Modify Date:
2024/4/9 13:47:46

Chalcone Properties

Melting point 55-59 °C
Boiling point 208 °C25 mm Hg(lit.)
Density d462 1.0712
refractive index nD62 1.6458
Flash point >230 °F
storage temp. Sealed in dry,Room Temperature
solubility dioxane: soluble1g/10 mL, clear, colorless
form Granular Powder
color Yellow
Merck 14,2037
BRN 1210466
LogP 3.080
CAS DataBase Reference 94-41-7(CAS DataBase Reference)
EPA Substance Registry System 2-Propen-1-one, 1,3-diphenyl- (94-41-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H302-H319-H335
Precautionary statements  P261-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xn,Xi
Risk Statements  22-36/37
Safety Statements  22-36/37/39-45
WGK Germany  3
RTECS  UD5576750
HS Code  29143900
NFPA 704
1
2 0

Chalcone price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 11970 1,3-Diphenyl-2-propenone ≥98.0% (GC) 94-41-7 100G ₹5553.23 2022-06-14 Buy
TCI Chemicals (India) C0071 Chalcone min. 98.0 % 94-41-7 25G ₹2800 2022-05-26 Buy
TCI Chemicals (India) C0071 Chalcone min. 98.0 % 94-41-7 100G ₹4800 2022-05-26 Buy
TCI Chemicals (India) C0071 Chalcone min. 98.0 % 94-41-7 500G ₹15600 2022-05-26 Buy
SRL 82142 Benzalacetophenone (Chalcone) pure, 98% 94-41-7 25Gms ₹3500 2022-05-26 Buy
Product number Packaging Price Buy
11970 100G ₹5553.23 Buy
C0071 25G ₹2800 Buy
C0071 100G ₹4800 Buy
C0071 500G ₹15600 Buy
82142 25Gms ₹3500 Buy

Chalcone Chemical Properties,Uses,Production

Description

Chalcone is the organic compound C6H5C(O)CH=CHC6H5. It is an α,β-unsaturated ketone. A variety of important biological compounds are known collectively as chalcones or chalconoids.They show antibacterial, antifungal, antitumor and anti-inflammatory properties. They are also intermediates in the biosynthesis of flavonoids, which are substances widespread in plants and with an array of biological activities. Chalcones are also intermediates in the Auwers synthesis of flavones.

Chemical Properties

light yellow powder

Uses

Chalcone is used in the preparation of pharmacologically-interesting heterocyclic systems like pyrazolines and pyrimidines. It also inhibits the proliferation of human breast cancer cell lines, MCF-7 and MDA-MB-231 by inducing apoptosis and blocking cell cycle progression in the G2/M phase.

Preparation

Chalcone is an aromatic ketone that forms the central core for a variety of important biological compounds, which are known collectively as chalcones.
Chalcones can be prepared by an aldol condensation between a benzaldehyde and an acetophenone in the presence of sodium hydroxide as a catalyst.
Synthesis of Chalcone
This reaction has been found to work without any solvent at all - a solid-state reaction. The reaction between substituted benzaldehydes and acetophenones has been used to demonstrate green chemistry in undergraduate chemistry education.In a study investigating green chemistry synthesis, chalcones were also synthesized from the same starting materials in high temperature water (200 to 350 °C).

Definition

ChEBI: A member of the class of chalcones that is acetophenone in which one of the methyl hydrogens has been replaced by a benzylidene group.

Biological Activity

1,3-Diphenyl-2-propenone (chalcone) inhibits the proliferation of human breast cancer cell lines, MCF-7 and MDA-MB-231 by inducing apoptosis and blocking cell cycle progression in the G2/M phase. It is an inhibitor of Plasmodium falciparum cyclin-dependent protein kinases.

Safety Profile

Poison by intravenous route. See also KETONES. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Crystallise it from EtOH by warming to 50o (about 5mL/g), iso-octane, or toluene/pet ether, or recrystallise it from MeOH, and then twice from hexane. SKIN IRRITANT. [Beilstein 7 IV 1658.]

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Chalcone Spectrum

styrylphenylketone BENZYLIDINEACETOPHENONE CHALCONE 3-PHENYLACRYLOPHENONE 1,3-DIPHENYLPROP-2-EN-1-ONE 1,3-DIPHENYL-3-PROPEN-1-ONE 1,3-DIPHENYL-2-PROPEN-I-ONE (2E)-1,3-DIPHENYLPROP-2-EN-1-ONE 2-BENZALACETOPHENONE 2-BENZYLIDENEACETOPHENONE Glycine USP24/Food grade Benzylideneacetophenone97%Min Chalcone, 96% (Benzylidenacetophenon) Chalcone,98+% trans-Chalcone,98+% 2-Propen-1-one, 1,3-diphenyl- (E)-1,3-diphenylprop-2-en-1-one (2E)-1,3-Diphenyl-2-propen-1-one 1,3-Diphenyl-1-propen-3-one 1,3-diphenyl-2-propen-1-on 1,3-Diphenylpropenone 1-benzoyl-1-phenylethene 1-Benzoyl-2-phenylethene 1-Benzoyl-2-phenylethylene 1-Phenyl-2-benzoylethylene 3-phenyl-acrylophenon Acrylophenone, 3-phenyl- alpha-Benzylideneacetophenone Benzylidenecetophenone beta-Benzoylstyrene beta-Phenylacrylophenone Cinnamophenone omega-Benzylideneacetophenone Phenyl 2-phenylvinyl ketone phenyl2-phenylvinylketone Styryl phenyl ketone PHENYL STYRYL KETONE TRANS-BENZYLIDENEACETOPHENONE BENZALACETOPHENONE pure Chalcone,97% Chalcone 97% Chalcone 97% / trans-Benzylideneacetophenone Chalcone, 97% 100GR 2-Benzalacetophenone 2-Benzylideneacetophenone 1,3-Diphenyl-2-propen-1-one Phenyl Styryl Ketone BENZYLIDENEACETOPHENONE FOR SYNTHESIS 1,3-Diphenyl-2-propenone >=98.0% (GC) Benzalacetophenone, 1,3-Diphenylprop-2-en-1-one CHALCONE -2-propenone (Z)-1,3-diphenylprop-2-en-1-one AI3-00946 CCRIS 2213 NSC 26612 Chalcone > Chalcone b CHALCONE 94-41-7 Benzalacetophenone (Chalcone) pure, 98% BENZALACETOPHENONE