Naringenin/high quality CAS NO.480-41-1

Product Name: Naringenin

Synonyms: naringenine;naringetol;4’,5,7-trihydroxy-flavanon;S-Dihydrogenistein;NSC 34875;NSC 11855;(S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-ben;4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)-

CAS: 480-41-1

MF: C15H12O5

MW: 272.25

EINECS: 207-550-2

Product Categories: -;Natural Plant Extract;Flavanones;Inhibitors;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;natural product;CITRIMORE

Mol File: 480-41-1.mol

Naringenin Structure

Naringenin Chemical Properties

Melting point 247-250 °C(lit.)

Boiling point 335.31°C (rough estimate)

density 1.2066 (rough estimate)

refractive index 1.6000 (estimate)

FEMA 4797 | (+/-)-NARINGENIN

storage temp. -20°C Freezer

form Powder

color Beige-brown

CAS DataBase Reference 480-41-1(CAS DataBase Reference)

EPA Substance Registry System 4H-1-Benzopyran- 4-one, 2,3-dihydro-5,7-dihydroxy- 2-(4-hydroxyphenyl)-, (2S)-(480-41-1)

Safety Information

Hazard Codes Xi,Xn

Risk Statements 36/37/38-22

Safety Statements 26-36-37/39

WGK Germany 3

HazardClass IRRITANT

HS Code 29329990

MSDS Information

Provider Language

5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one English

SigmaAldrich English

ACROS English

ALFA English

Naringenin Usage And Synthesis

Pharmacological effects Naringenin is the aglycone of naringin, it belongs to dihydro-flavonoids, at room temperature it is a white needle crystal(methanol), soluble in alcohol, ether and benzene, almost insoluble in water. In HCl-Mg powder reaction,it is cherry red ,in sodium borohydride reaction it is red purple, in molish reaction,it is negative. In the nature, it is mainly from the Rosaceae cherry (Prunus yedoensis Mate.) bud,and sumac plants (Amacardi-um occidentale L.)  fruits’ core-shell.

Nucleus structure is similar among flavonoids, most of the components do not have ideal fat-soluble and water-soluble abilities, the bioavailability is low. By modifying its structure, the introduction of strongly fat-soluble or water-soluble groups can increase its fat-soluble or water-soluble abilities, thus improving the bioavailability. The structure modification includes alkylation, acylation, sulfonation,glycosidation  of hydroxyl groups and the formation of the metal complex.

The effects of naringenin including: anti-bacterial, anti-inflammatory, antioxidant, cough expectorant,decreasing blood fat, anti-cancer and anti-tumor, antispasmodic, scavenging free radicals, prevention and treatment of liver disease, inhibition of platelet aggregation, anti-atherosclerosis and others , which can be widely used in medicine, food and other fields.

1. Antibacterial: it has a strong antibacterial effect on Staphylococcus aureus, Escherichia coli, Shigella dysenteriae, and Salmonella typhi. Naringenin also has effect on fungi  , 1000ppm is sprayed onto the rice, blast fungus infection can be reduced 40-90%,and it is not toxic to livestock and humans.

2. Anti-inflammatory: intraperitoneal injection of 20mg/kg per day for rats can inhibit the inflammatory process which caused by wool ball implantation.

3. Anticancer:  it displays action in L1210 leukemia and sarcomas in rats.

4. Antispasmodic and gallbladder: among the flavonoids,it has stronger effects. Naringenin has a strong effect on increasing bile secretion in experimental animals.

Application It has anti-bacterial, anti-inflammatory, anti-cancer, antispasmodic and choleretic effects.

Chemical Properties beige-brown powder

Uses The aglucon of Naringin. Inhibitory mechanism of Naringenin against carcinogenic acrylamide formation and nonenzymic browning in Maillard model reactions

Uses antiulcer, antioxidant, immunomodulator, cholesterol lowering

Purification Methods Crystallise it from EtOH or aqueous EtOH. It has UV: at 290nm (EtOH). The S(-)-enantiomer (natural form) has m 255-256o (from EtOH) and [] D -28.0o (c 2, EtOH), [] D -35.2o (c 1, pyridine).

Henan CoreyChem Co., Ltd, based on the original Zhengzhou Cote Chemical Research Institute, be brave in absorbing highly educated talents & overseas returnees; actively responded to Zhengzhou City High-tech Zone Government’s Special Care Policy, reorganized and founded in National University of Science and Technology Park, which is a high-tech, stock enterprise of high-end chemical Custom synthesis;The park was created by the People's Government of Henan Province, and proved by Ministry of Education and the National Science & Technology, taking the construction mode of "many college a park, and common development", mainly depends on Zhengzhou University and Henan University’s scientific research and talent advantage to set up Universities, scientific research institute and enterprise scientific research achievements transformation platform, to make high-tech enterprises incubate,  is the new high-tech talent gathering base, high and new technology industry enterprise radiation base, colleges and universities technological innovation base.

 

Henan Coreychem Co., Ltd, facing global High-tech pharmaceutical raw materials, high complex new type intermediates, fine chemicals custom synthesis, scale-up production and Rare chemicals trade. Corey have well-equipped machine, strong technical force and considerate marketing team service. We also have rich experience advantage in basic research, small scale process development, scale-up, industrial technology development & production and cost control.

 

Our R&D center building area is 811 square meters, with 3 contributing proffesor of technical advisor, 4 Dr., 10 masters, and 28 research staff. Our level of chemical synthesis is known to the industry. So we have accumulated rich experience in synthetic methods design and exploring the synthesis of new technology. Not only we are good in heterocyclic chemistry, chiral chemistry (asymmetric synthesis and enzyme reactions), metal organic synthesis, high throughput chemistry, also specializes in bioorganic chemistry, including nucleosides, nucleotides, sugar chemistry, peptide chemistry. R & D center has many sets of 10 liters, 20 liters, 50 liters, 100L multifunction high and low pressure reaction still, rotary evaporator, anhydrous anaerobic reaction devices, hydrogenation equipment, cryogenic process (-120 degrees) equipment, to complete mg level custom synthesis and kg level process development experiments. The Existing 600M NMR, LCMS, Fourier Infrared Spectrometer, liquid chromatography, differentialscanning calorimetry, and other advanced detection equipment areto ensure quality and efficient completion of R&D projects. So far our completed custom synthesis products is more than 5300 species, where dozens of them are non-CAS declaration products, almost including all types of organic reactions.

 

At present, in addition to our headquarters in Zhengzhou, we also have another product base in Jun County, Henan Province. This base is the attracting investment of science and technology project of Jun County govenment’s, which covers 6529 square meters. In addition to bear our own company’s 1000L-5000L pilot task, also bear the function of Henan pilot incubation service platform, In order to improve Henan and surroundings’ synthetic reaction pilot service ability and the key technology development capabilities. Base with three GMP standards workshop, a testing center, one test center,one experiment center and associatd supporting facilities, can carry out oxidation, hydrogenation (70 kg pressure), halogenated, acieration, etherification, condensation, cyclization, formatting, ammoniated, diazotization andpilot service such as azide reactions etc. In the future we will work hard to make it become the most complete production system in central China and even the whole country, the highest technical level, the strongest talent team, the most popular service scope of pilot incubation service platform.

 

Henan Coreychem co., LTD. is committed to provide cost effective chemical service to the global fine chemical industry product development agencies; we adhering to the consistent good commercial reputation, to create a highly efficient, high quality of chemical research, development, production, sales and service of integrated platform, let our customers faster, better get ideal and thoughtful service.