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Product FOB Price Min.Order Supply Ability Supplier
Myricetin
Cas No: 529-44-2
USD $ 800.0-1000.0 / Kilogram 1 Kilogram 5000 Metric Ton/Day Kono Chem Co.,Ltd Contact Supplier
Bayberry Extract
Cas No: 529-44-2
USD $ 12.0-12.0 / Kilogram 1 Kilogram 300 Metric Ton/Week Weihai Moochun Bio-Tech Co., Ltd. Contact Supplier
Bayberry bark extract myricetin 98%
Cas No: 529-44-2
USD $ 172.0-172.0 / Kilogram 1 Kilogram 1 Metric Ton/Month Changsha Staherb Natural Ingredients Co.,Ltd Contact Supplier
bayberry bark extract
Cas No: 529-44-2
USD $ 18.0-18.0 / Kilogram 1 Kilogram 300 Kilogram/Month Greenutra Resource Inc Contact Supplier
Myricetin Manufacturer/High quality/Best price/In stock
Cas No: 529-44-2
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality Myricetin supplier in China
Cas No: 529-44-2
No Data No Data Metric Ton/Day Simagchem Corporation Contact Supplier
Myricetin CAS 529-44-2
Cas No: 529-44-2
USD $ 375.0-400.0 / Kilogram 1 Kilogram 100 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
529-44-2 Myricetin
Cas No: 529-44-2
USD $ 40.0-50.0 / Gram 1 Gram 1000 Metric Ton/Day WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
Health Care Product Bayberry Bark Extract Myricetin 98%
Cas No: 529-44-2
USD $ 190.0-199.0 / Kilogram 100 Kilogram 100000000 Kilogram/Year Xi'an Quanao Biotech Co., Ltd. Contact Supplier
Myricetin
Cas No: 529-44-2
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier

529-44-2 Usage

Chemical Properties

brown-yellow to brown-green crystalline powder

Uses

anti-oxidant, anti-inflammatory and anti-neoplastic activity, reverse transcriptase inhibitor

Light alcohol poisoning

Zhejiang folk has a useful experiences bubble wine tradition, waxberry wine imported liquor taste, and not easy to intoxicate. Hase-K people in experiments in alcohol agents found myricetin has removed the effects of alcohol poisoning. Later found in the study of the mechanism, the principle of myricetin can reduce alcohol poisoning, mainly protecting the liver, reduce hexanol of liver damage.

Antioxygenation

Studies using Rancimat method determine its antioxidant properties. The results show that the grease is excellent antioxidant, obviously stronger than the synthetic antioxidant BHT (3, 5-tertiary butyl-4-methyl benzene) can be used as natural antioxidant used in grease on higher food preservation. Other studies have suggested myricetin is a kind of very strong antioxidant, oxidative stress plays a key role in various neurological diseases including ischemia and old age dementia.

Hypoglycemic effect

Foreign researcher Yoshikawa M on the study of the resistance drug mechanism of diabetes found that myricetin play a role of hyperglycemia. Studies use models about diabetes caused by alloxan model, the high sugar lever mice model caused by epinephrine and glucose, as well as the normal mice. After oral dosing, determination kinds of the model about mice blood sugar levels. Conclusion has the function of hypoglycemic effect in Alloxan diabetic mice and hyperglycemia mice induced by Adrenalin. The treatment effect is good, but had no hypoglycemic effect on the normal mice.Myricetin has good fall blood sugar effect for a variety of animal models, and it is expected to develop fall blood sugar medicine.
Mice caused by different factors such as diabetes, as well as the normal small rat poison, the determination of kinds of the model mice’s blood sugar levels. Result has the function of hypoglycemic effect in Alloxan diabetic mice and hyperglycemia mice induced by Adrenalin, but had no hypoglycemic effect on the normal mice. In addition, they found in further study, myricetin has good fall blood sugar for a variety of animal models, and it is expected to develop fall blood sugar medicine or as diabetes patients using food additives.

Flavonoids compounds

Myricetin is a kind of flavonoids which extracted from the fruits of arbutus, has scavenging free radicals, antioxidation, antitumor, reduces nerve toxicity, affects lymphocyte activation and proliferation, platelet activating factor, reduces blood sugar, removes alcohol, prevention of alcoholic liver, fatty liver, liver cell deterioration, reduces the incidence of liver cancer, protects liver to protect liver, anti-inflammatory and other functions.
The main functions of myricetin:
1) The role of the antioxidant: myricetin is a kind of very strong antioxidant, and oxidative stress plays a key role in various neurological diseases including ischemia and old age dementia. Myricetin is reducing generation and toxicity of beta amylaseby by conformational change effect. Statistics can be used to progress in the senile dementia.
2)The effect of anti-tumor: Myricetin is a kind of effective carcinogenic chemical control agent.
3) Reduce the nerve toxicity: Myricetin can inhibit to protect neurons induced by glutamate neurotoxicity through different way, thus effectively prevent nerve damage.
4) The influence on lymphocyte activation and proliferation: Myricetin can inhibit activation index expression of CD69 of early T cell, and can suppress lymphocyte proliferation response.
5) The antagonism of platelet activating factor (PAF): The concentration dependence of myricetin outside to inhibit PAF induced WRP gathered and the release of 52HT. At the same time it can obviously inhibit PAF caused by increase of platelet Ca2+. So myricetin has antithrombotic, against myocardial ischemia, improving microcirculation, etc various cardiovascular pharmacological effects.
6) Fall the blood sugar function: myricetin has evident fall on blood sugar function.
7)The function of protect liver:The dihydrogen arbutus pigment can obviously inhibit activities of the serum alanine aminotransferase (ALT) and radix asparagi ammonia enzyme aminotransferase (AST) and reduce serum total bilirubin, having obvious the action of fall enzymes back yellow.

Clinical application

The FDA in USA has myricetin widely used in medicine, food, health care products and cosmetics. Foreign health products in American, health care medicine FYI has myricetin as additives which are treatment for the prevention of arthritis and various kinds of inflammation, especially for pregnancy and lactation is more suitable for women and babies. Myricetin with high purity has been widely used in food, medicine and cosmetic fields. As the further study for myricetin of the pharmacological effects, the demand of market of myricetin will increase sharply, The research and development prospect of myricetin are broad.
Myricetin is specialty resources in China. In view of the regional differences, the international on the research of myricetin is just started. In China now only the research of guangxi rattan tea containing myricetin study more, but zhejiang as big provinces is origin of myricetin. The research about the active ingredient for special local economic crops is one of the few. For myricetin, the research is relatively backward. In Ningbo, related companies have begun to development and application of myricetin in preliminary, striving for its industrialization. Liquid could be used in food additives, such as coarse extraction, separation and purifying of crude extract of active ingredients and pharmacological activity research, etc., and further accelerate the speed of traditional Chinese medicine (TCM) modernization in China.

Definition

ChEBI: A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of Myrica rubra and other plants.

The antagonism of platelet activating factor (PAF)

Chen Wenmei and Zang Baoxia wash platelet (WRP) by measuring the rabbit, suggesting that myricetin can significantly inhibit PAF caused by increased platelet Ca2+, and inhibit specificity combination PAF with rabbit platelet receptor. It shows myricetin can inhibit the effects of the PAF, as a new PAF receptor antagonist. So myricetin has antithrombotic, against myocardial ischemia and improve microcirculation and other various cardiovascular pharmacological effects, is expected to be developed for promoting blood circulation to remove blood stasis drugs.

Uses

A novel flavanoid compound useful as chemotherapeutic, chemopreventive, and antiangiogenic agent.

The function of protecting liver

Myricetin has a protection of liver, reduction enzyme and retreat yellow, strengthen the nonspecific immune function in mice and immunocompromised mice humoral immune function, thus protect liver function.
Zheng-xian zhong, etc can take carbon tetrachloride, D2 galactosamine and isothiocyanate naphthalene ester to acute liver injury in mice model, observe myricetin to play a role of protection for liver damage, And watch the immune enhancement effect on myricetin. Results confirmed that myricetin can significantly reduce carbon tetrachloride, D2 galactosamine and isothiocyanate naphthalene ester to acute liver injury in mice model, which toxins content in serum, reducing the degeneration and necrosis of liver tissue, and enhance mononuclear macrophage phagocytosis and hemolysin content. It Illustrates the myricetin has protection of liver, reduction enzyme and retreat yellow, strengthens the nonspecific immune function in mice and immunocompromised mice humoral immune function, thus protecting liver function, provide reference for the clinical application of myricetin.

Purification Methods

Myricetin (Cannabiscetin, 3,3',4',5,5',7-hexahydroxyflavone) [529-44-2] M 318.2, m > 3 0 0o, 357o(dec) (polyphenolic pKEst~8-11). Recrystallise myricetin from aqueous EtOH (m 357o dec, as monohydrate) or Me2CO (m 350o dec, with one mol of Me2CO) as yellow crystals. It is almost insoluble in CHCl3 and AcOH. The hexaacetate has m 213o. [Hergert J Org Chem 21 534 1956, Spada & Cameroni Gazzetta 86 965, 975 1956, Kalff & Robinson J Chem Soc 127 181 1925, Beilstein 18/5 V 670.]

The source of plant

Myricetin is a kind of flavonols compounds, which extracted from the bark of myricaceae plant. Waxberry is one of the subtropical fruit trees native to China, and The growth history of wild has been over 7000 years, and artificial cultivation has more than 2000 years. There are very rich resources of the bark of myricaceae in Eastern China, hunan, guangdong, guangxi, guizhou and other regions, but the trimmed discarded arbutus tree branches can be as a large number of plant sources for a long time. But due to reasons such as extraction process, the current study of arbutus pigment mainly comes from the vine tea, source of strawberry tree is very little. And cany tea mainly comes from dihydrogen arbutus pigment and limited resources, and has the limitation to the long-term development and utilization on myricetin.
Red bayberry bark is used as antibacterial and anti-inflammatory drugs, and arbutus pigment and arbutus glucosidethe are contained in the red bayberry bark. At home and abroad in recent years, studies have shown that myricetin has a variety of activities. Antagonism of platelet activating factor(PAF), fall blood sugar function, antioxidation, protect liver function, the solution of light alcohol poisoning, the active ingredient myricetin in red bayberry bark and leaves has the proven pharmacological effects, also has anti-inflammatory, antitumor, resistance mutation, prevention of dental caries, oxidation resistance, elimination of free radicals and other pharmacological activities.
The molecular structural formula of myricetin
The molecular structural formula of myricetin
The above information is collected by Chemicalbook of XiaoNan.

Physicochemical property

Yellow needle crystal (ethanol), melting point is 357 ℃, the maximum absorption wavelength (ethanol) : 375, 255 nm; Soluble in ethanol, methanol, acetone, soluble in hot water, insoluble in chloroform, acetic acid.
InChI:InChI=1/C15H10O8/c16-5-3-8(18)10-9(4-5)23-15(14(22)13(10)21)6-1-2-7(17)12(20)11(6)19/h1-4,16-20,22H

529-44-2 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma (M6760)  Myricetin  ≥96.0%, crystalline 529-44-2 M6760-25MG 1,168.83CNY Detail
Sigma (M6760)  Myricetin  ≥96.0%, crystalline 529-44-2 M6760-10MG 590.85CNY Detail
Sigma-Aldrich (05390590)  Myricetin  primary pharmaceutical reference standard 529-44-2 05390590-10MG 5,685.03CNY Detail
Sigma-Aldrich (72576)  Myricetin  analytical standard 529-44-2 72576-10MG 1,752.66CNY Detail
TCI America (M2131)  Myricetin  >97.0%(HPLC) 529-44-2 5g 3,990.00CNY Detail
TCI America (M2131)  Myricetin  >97.0%(HPLC) 529-44-2 500mg 740.00CNY Detail

529-44-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name myricetin

1.2 Other means of identification

Product number -
Other names 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:529-44-2 SDS

529-44-2Synthetic route

5,7-dihydroxy-3,3',4',5'-tetramethoxyflavone
14585-04-7

5,7-dihydroxy-3,3',4',5'-tetramethoxyflavone

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With boron tribromide In dichloromethane at 10 - 15℃; for 10h;95.2%
myricetin
529-44-2

myricetin

Conditions
ConditionsYield
Acidic conditions;64%
Azamicroside

Azamicroside

A

L-rhamnose
6014-42-2

L-rhamnose

B

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With sulfuric acid for 0.0666667h; Heating;A n/a
B 45%
With sulfuric acid for 0.0666667h; Heating;A n/a
B 45%
ampelopsin
27200-12-0

ampelopsin

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
Stage #1: ampelopsin With sodium hydroxide In water for 0.25h; Reflux;
Stage #2: With selenium(IV) oxide In water for 1.5h; Reagent/catalyst; Reflux;
42%
hydrogen iodide
10034-85-2

hydrogen iodide

2',6,6',8-tetrabromo-3,3',4',5,5',7-hexahydroxyflavone
256486-48-3

2',6,6',8-tetrabromo-3,3',4',5,5',7-hexahydroxyflavone

myricetin
529-44-2

myricetin

myricetin-3.3'.4'.5'-tetramethyl ether

myricetin-3.3'.4'.5'-tetramethyl ether

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With hydrogen iodide; acetic anhydride
myricetin-5.7.3'.4'.5'-pentamethyl ether

myricetin-5.7.3'.4'.5'-pentamethyl ether

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With hydrogen iodide; phenol
potato flowers of the variety "Rozovyi rannii"

potato flowers of the variety "Rozovyi rannii"

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With hydrogenchloride; ethanol for 4h; Heating;
myricetin-3,5,3'-trimethyl ether

myricetin-3,5,3'-trimethyl ether

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With hydrogen iodide; phenol at 145℃; for 0.5h;7 mg
myricitrin
17912-87-7

myricitrin

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With naringinase In acetate buffer at 20℃; for 3h; pH=5.5; Enzymatic reaction;
myricitrin
17912-87-7

myricitrin

A

L-Rhamnose
3615-41-6

L-Rhamnose

B

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With hydrogenchloride; water for 0.25h; Heating;
myricetin-3-O-β-D-galactoside-3'-O-α-D-glucoside
1241909-29-4

myricetin-3-O-β-D-galactoside-3'-O-α-D-glucoside

A

D-Glucose
2280-44-6

D-Glucose

B

D-Galactose
10257-28-0

D-Galactose

C

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With sulfuric acid In methanol at 90℃; for 2h;
myricetin-3-O-β-D-galactoside-3'-O-α-D-galactoside
1241909-30-7

myricetin-3-O-β-D-galactoside-3'-O-α-D-galactoside

A

D-Galactose
10257-28-0

D-Galactose

B

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With sulfuric acid In methanol at 90℃; for 2h;
phenylmethanethiol
100-53-8

phenylmethanethiol

proanthocyanidin

proanthocyanidin

A

(epi)gallocatechin-3-O-gallate benzylthioether
220886-23-7

(epi)gallocatechin-3-O-gallate benzylthioether

B

myricetin
529-44-2

myricetin

C

(-)-epicatechin benzylthioether
213007-61-5

(-)-epicatechin benzylthioether

D

epigallocatechin-4-benzylthioether
220886-22-6

epigallocatechin-4-benzylthioether

G

(epi)catechin-3-O-gallate benzylthioether

(epi)catechin-3-O-gallate benzylthioether

Conditions
ConditionsYield
With hydrogenchloride In methanol at 60℃; for 2h;
myricetin 3-O-β-D-glucopyranoside
15648-86-9, 19833-12-6

myricetin 3-O-β-D-glucopyranoside

A

D-glucose
50-99-7

D-glucose

B

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With hydrogenchloride; water In methanol at 100℃; for 2h;
Acidic conditions;
myricetin 3-O-(2'',3''-digalloyl)-β-D-galactopyranoside
1357272-88-8

myricetin 3-O-(2'',3''-digalloyl)-β-D-galactopyranoside

A

D-Galactose
59-23-4

D-Galactose

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

C

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
Stage #1: myricetin 3-O-(2'',3''-digalloyl)-β-D-galactopyranoside With sulfuric acid; water at 85℃; for 3h;
Stage #2: In water
ampelopsin
557792-97-9

ampelopsin

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
In water at 100℃; for 12h;
taxifolin
480-18-2

taxifolin

A

3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

B

acide 2,4,6-trihydroxybenzoique
83-30-7

acide 2,4,6-trihydroxybenzoique

C

C15H10O7

C15H10O7

D

2-(3',4'-dihydroxybenzoyloxy)-4,6-dihydroxybenzoic acid
30048-34-1

2-(3',4'-dihydroxybenzoyloxy)-4,6-dihydroxybenzoic acid

E

2'-hydroxytaxifolin

2'-hydroxytaxifolin

F

2-oxo-2-(2,4,6-trihydroxyphenyl)acetic acid
69098-01-7

2-oxo-2-(2,4,6-trihydroxyphenyl)acetic acid

G

myricetin
529-44-2

myricetin

H

3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

Conditions
ConditionsYield
With oxygen; potassium hydroxide In methanol
myricetin 3-O-β-4C1-galactopyranouronoide

myricetin 3-O-β-4C1-galactopyranouronoide

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With acetic acid In water at 100℃; for 0.5h;
myricetin 3-O-β-4C1-galactopyranouronoide

myricetin 3-O-β-4C1-galactopyranouronoide

A

D-galacturonic acid
685-73-4

D-galacturonic acid

B

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With hydrogenchloride In water at 100℃; for 2h;
myricetin 3-O-(2'',4''-di-O-acetyl)-α-L-rhamnopyranoside

myricetin 3-O-(2'',4''-di-O-acetyl)-α-L-rhamnopyranoside

A

L-Rhamnose
3615-41-6

L-Rhamnose

B

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
Acidic conditions;
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / ethyl acetate / 7 h / 20 °C
2: triethylamine / 6 h / 90 °C
3: boron tribromide / dichloromethane / 10 h / 10 - 15 °C
View Scheme
myricitrin
17912-87-7

myricitrin

A

D-quionovose
7658-08-4

D-quionovose

B

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With sulfuric acid In water for 4h;
myricetin
529-44-2

myricetin

methyl iodide
74-88-4

methyl iodide

myricetin hexamethyl ether
14813-27-5

myricetin hexamethyl ether

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h;95%
With potassium carbonate In acetone for 14h; Heating;
myricetin
529-44-2

myricetin

procaine hydrochloride
51-05-8

procaine hydrochloride

6,8-bis{p-[2-(diethylamino)ethoxycarbonyl]benzeneazo}-3,3',4',5,5',7-hexahydroxyflavone

6,8-bis{p-[2-(diethylamino)ethoxycarbonyl]benzeneazo}-3,3',4',5,5',7-hexahydroxyflavone

Conditions
ConditionsYield
Stage #1: procaine hydrochloride With hydrogenchloride; sodium acetate; sodium nitrite In water Diazotization;
Stage #2: myricetin In ethanol; water at 25℃; Substitution;
95%
myricetin
529-44-2

myricetin

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

sodium salt of 6,8-bis(p-sulfobenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

sodium salt of 6,8-bis(p-sulfobenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

Conditions
ConditionsYield
Stage #1: 4-aminobenzene sulfonic acid With sodium hydroxide; sodium nitrite In water at 0℃; for 1h; Diazotization;
Stage #2: myricetin In ethanol; water at 25℃; for 1h; Substitution;
Stage #3: With sodium chloride In ethanol; water at 0℃; for 3h; Sodium salt formation;
95%
myricetin
529-44-2

myricetin

phenylhydrazine acetate

phenylhydrazine acetate

4,4',7-tris(phenylhydrazono)-3,3',5,5'-tetrahydroxyflavone

4,4',7-tris(phenylhydrazono)-3,3',5,5'-tetrahydroxyflavone

Conditions
ConditionsYield
In ethanol; acetic acid at 90 - 95℃; for 5h; Condensation;93%
myricetin
529-44-2

myricetin

3,3',4',5,5',7-hexahydroxy-α-hydroxychalcone

3,3',4',5,5',7-hexahydroxy-α-hydroxychalcone

Conditions
ConditionsYield
With ammonium hydroxide In ethanol at 60℃; for 1.5h; Ring cleavage;86%
myricetin
529-44-2

myricetin

acetic anhydride
108-24-7

acetic anhydride

[3,5-diacetoxy-4-oxo-2-(3,4,5-triacetoxyphenyl)chromen-7-yl] acetate
14813-29-7

[3,5-diacetoxy-4-oxo-2-(3,4,5-triacetoxyphenyl)chromen-7-yl] acetate

Conditions
ConditionsYield
With sodium acetate at 80℃; for 6h;85%
With pyridine at 15℃; for 16h;61%
With pyridine at 15℃; for 12h;61%
Sulfathiazole
72-14-0

Sulfathiazole

myricetin
529-44-2

myricetin

6,8-bis[p-(1,3-thiazol-2-ylsulfamoyl)benzeneazo]-3,3',4',5,5',7-hexahydroxyflavone

6,8-bis[p-(1,3-thiazol-2-ylsulfamoyl)benzeneazo]-3,3',4',5,5',7-hexahydroxyflavone

Conditions
ConditionsYield
Stage #1: Sulfathiazole With hydrogenchloride; sodium acetate; sodium nitrite In water Diazotization;
Stage #2: myricetin In ethanol; water at 25℃; Substitution;
82%
sulfadimesine
57-68-1

sulfadimesine

myricetin
529-44-2

myricetin

6,8-bis[p-(4,6-dimethylpyrimidinylsulfamoyl)benzeneazo]-3,3',4',5,5',7-hexahydroxyflavone

6,8-bis[p-(4,6-dimethylpyrimidinylsulfamoyl)benzeneazo]-3,3',4',5,5',7-hexahydroxyflavone

Conditions
ConditionsYield
Stage #1: sulfadimesine With hydrogenchloride; sodium acetate; sodium nitrite In water Diazotization;
Stage #2: myricetin In ethanol; water at 25℃; Substitution;
81%
butanoic acid anhydride
106-31-0

butanoic acid anhydride

myricetin
529-44-2

myricetin

3,5-bis(butanoyloxy)-4-oxo-2-[3,4,5-tris(butanoyloxy)phenyl]-4H-chromen-7-yl butanoate

3,5-bis(butanoyloxy)-4-oxo-2-[3,4,5-tris(butanoyloxy)phenyl]-4H-chromen-7-yl butanoate

Conditions
ConditionsYield
With pyridine at 20℃; for 12h; Inert atmosphere;79.79%
myricetin
529-44-2

myricetin

butyryl chloride
141-75-3

butyryl chloride

3,5-bis(butanoyloxy)-4-oxo-2-[3,4,5-tris(butanoyloxy)phenyl]-4H-chromen-7-yl butanoate

3,5-bis(butanoyloxy)-4-oxo-2-[3,4,5-tris(butanoyloxy)phenyl]-4H-chromen-7-yl butanoate

Conditions
ConditionsYield
With pyridine for 12h; Inert atmosphere;79.79%
myricetin
529-44-2

myricetin

3,3',4',5,5',7-hexahydroxy-2',6,6',8-tetranitroflavone
256486-45-0

3,3',4',5,5',7-hexahydroxy-2',6,6',8-tetranitroflavone

Conditions
ConditionsYield
With nitric acid In acetic acid at 20℃; for 3h; Nitration;77%
myricetin
529-44-2

myricetin

2',6,6',8-tetrabromo-3,3',4',5,5',7-hexahydroxyflavone
256486-48-3

2',6,6',8-tetrabromo-3,3',4',5,5',7-hexahydroxyflavone

Conditions
ConditionsYield
With bromine In acetic acid at 20℃; for 3h; Bromination;75%
With carbon disulfide; bromine at 100℃;
myricetin
529-44-2

myricetin

sulfanilamide
63-74-1

sulfanilamide

6,8-bis(p-sulfamoylbenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

6,8-bis(p-sulfamoylbenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

Conditions
ConditionsYield
Stage #1: sulfanilamide With hydrogenchloride; sodium nitrite In water Diazotization;
Stage #2: myricetin In ethanol; water at 23 - 25℃; Substitution;
73%
myricetin
529-44-2

myricetin

4-nitro-aniline
100-01-6

4-nitro-aniline

6,8-bis(p-nitrobenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

6,8-bis(p-nitrobenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

Conditions
ConditionsYield
Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Diazotization;
Stage #2: myricetin In ethanol; water at 25℃; Substitution;
70%
2-benzyloxybenzoyl chloride
4349-62-6

2-benzyloxybenzoyl chloride

myricetin
529-44-2

myricetin

C99H70O20

C99H70O20

Conditions
ConditionsYield
Stage #1: 2-benzyloxybenzoyl chloride; myricetin In acetonitrile at 20℃; for 0.5h;
Stage #2: With dmap at 20℃; for 12h;
63.4%
myricetin
529-44-2

myricetin

methyl iodide
74-88-4

methyl iodide

3-hydroxy-5,7-dimethoxy-2–(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
190323-49-0

3-hydroxy-5,7-dimethoxy-2–(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;54.4%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 60h;
Stage #1: myricetin With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 48h;
Stage #1: myricetin With 2K(1+)*CO3(2-)*0.5H2O=K2CO3*0.5H2O In N,N-dimethyl-formamide at 20℃;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 48h;
Stage #1: myricetin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 48h;
2-oxo-1-pyrrolidine acetamide
7491-74-9

2-oxo-1-pyrrolidine acetamide

myricetin
529-44-2

myricetin

C15H10O8*C6H10N2O2

C15H10O8*C6H10N2O2

Conditions
ConditionsYield
In isopropyl alcohol at 20℃; for 312h;54%
N,N-bis(2-p-tolylsulfonyloxyethyl)aniline
3590-12-3

N,N-bis(2-p-tolylsulfonyloxyethyl)aniline

myricetin
529-44-2

myricetin

4'-O-(2-N,N-hydroxy ethyl-phenyl)-ethyl myricetin

4'-O-(2-N,N-hydroxy ethyl-phenyl)-ethyl myricetin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Williamson Ether Synthesis;52%
myricetin
529-44-2

myricetin

8-bromomyricetin

8-bromomyricetin

Conditions
ConditionsYield
With 2,3-dibromo-3-phenylpropanoic acid; caesium carbonate In N,N-dimethyl-formamide at 40℃; for 16h; Inert atmosphere; regioselective reaction;49%
myricetin
529-44-2

myricetin

benzyl bromide
100-39-0

benzyl bromide

C43H34O8

C43H34O8

Conditions
ConditionsYield
Stage #1: myricetin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;
Stage #2: benzyl bromide at 70℃; for 12h;
46%
1,2-bis-tosyloxyethane
6315-52-2

1,2-bis-tosyloxyethane

myricetin
529-44-2

myricetin

4'-O-(2-hydroxy)ethylmyricetin

4'-O-(2-hydroxy)ethylmyricetin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Williamson Ether Synthesis;45%
With potassium carbonate In N,N-dimethyl-formamide at 100℃;262 mg
N,N-bis(tosyloxyethyl)-p-toluenesulfonamide
16695-22-0

N,N-bis(tosyloxyethyl)-p-toluenesulfonamide

myricetin
529-44-2

myricetin

4'-O-(2-N,N-hydroxy ethyl-toluene-4-sulfonyl)-ethyl myricetin

4'-O-(2-N,N-hydroxy ethyl-toluene-4-sulfonyl)-ethyl myricetin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Williamson Ether Synthesis;45%
With potassium carbonate In N,N-dimethyl-formamide at 110℃;402 g
2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

myricetin
529-44-2

myricetin

A

3,4-dihydroxy-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

3,4-dihydroxy-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

B

4-hydroxy-3-((3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy)-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

4-hydroxy-3-((3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy)-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

C

3-hydroxy-4-((3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy)-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

3-hydroxy-4-((3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy)-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

Conditions
ConditionsYield
With pyridine at 85℃; for 24h;A 45%
B 18%
C 16%
myricetin
529-44-2

myricetin

diethylene glycol ditosylate
7460-82-4

diethylene glycol ditosylate

4'-O-[2-(2-hydroxyethyl)hydroxy]ethylmyricetin

4'-O-[2-(2-hydroxyethyl)hydroxy]ethylmyricetin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Williamson Ether Synthesis;36%
With potassium carbonate In N,N-dimethyl-formamide at 110℃;236 mg
myricetin
529-44-2

myricetin

A

3,5,3',4',5'-pentahydroxy-7-methoxyflavone
16280-27-6

3,5,3',4',5'-pentahydroxy-7-methoxyflavone

B

3,5,7-trihydroxy-2-(3,5-dihydroxy-4-methoxyphenyl)-4H-chromen-4-one
16805-10-0

3,5,7-trihydroxy-2-(3,5-dihydroxy-4-methoxyphenyl)-4H-chromen-4-one

C

7,4'-di-O-methylmyricetin

7,4'-di-O-methylmyricetin

D

5-hydroxy-3,7-dimethoxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one

5-hydroxy-3,7-dimethoxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one

Conditions
ConditionsYield
In methanol; diethyl ether at 20℃; for 1h;A 25%
B 31%
C 9%
D 6%
myricetin
529-44-2

myricetin

propionic acid anhydride
123-62-6

propionic acid anhydride

[4-oxo-3,5-di(propanoyloxy)-2-[3,4,5-tri(propanoyloxy)phenyl]chromen-7-yl] propanoate

[4-oxo-3,5-di(propanoyloxy)-2-[3,4,5-tri(propanoyloxy)phenyl]chromen-7-yl] propanoate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; Inert atmosphere;30%
With pyridine at 0 - 20℃; Inert atmosphere;30%
With pyridine at 0℃; Inert atmosphere;30%
With pyridine at 0 - 20℃; Inert atmosphere;30%

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