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2309-49-1

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  • Vanz supply good quality Teramethyluric acid, theacrine powder for nutrition supplement

    Cas No: 2309-49-1

  • USD $ 380.0-400.0 / Kilogram

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  • Hubei Vanz Pharm Co.,Ltd
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  • High Quality 99% 1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-1,3,7,9-tetramethyl- 2309-49-1 ISO Manufacturer

    Cas No: 2309-49-1

  • USD $ 0.1-0.1 / Gram

  • 1 Gram

  • 100 Metric Ton/Year

  • Xi'an Xszo Chem Co., Ltd.
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2309-49-1 Usage

Uses

Tetramethyluric acid is an impurity of caffeine. Caffeine is a bitter, white crystalline xanthine alkaloid that acts as a stimulant drug and a reversible acetylcholinesterase inhibitor. Caffeine is found in varying quantities in the seeds, leaves, and fruit of some plants, where it acts as a natural pesticide that paralyzes and kills certain insects feeding on the plants. In humans, caffeine acts as a central nervous system stimulant, temporarily warding off drowsiness and restoring alertness. Caffeine is a cardiac and respiratory stimulant; diuretic. Caffeine is toxic at sufficiently high doses.

Purification Methods

Crystallise the uric acid from H2O or MeOH. [Beilstein 26 H 532, 26 I 156, 26 II 302, 21 III/IV 2623.]

Check Digit Verification of cas no

The CAS Registry Mumber 2309-49-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,0 and 9 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2309-49:
(6*2)+(5*3)+(4*0)+(3*9)+(2*4)+(1*9)=71
71 % 10 = 1
So 2309-49-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H12N4O3/c1-10-5-6(11(2)8(10)15)12(3)9(16)13(4)7(5)14/h1-4H3

2309-49-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3,7,9-tetramethylpurine-2,6,8-trione

1.2 Other means of identification

Product number -
Other names 1,3,7,9-tetramethyl-7,9-dihydro-3H-purine-2,6,8-trione

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:2309-49-1 SDS

2309-49-1Synthetic route

1,3,7-trimethyluric acid
5415-44-1

1,3,7-trimethyluric acid

methyl iodide
74-88-4

methyl iodide

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With potassium tert-butylate In acetonitrile at 20 - 90℃; for 12h;90%
With alkali at 100℃;
1,3-dimethyl-5,6-dimethylaminopyrimidine-2,4-dione
31595-87-6

1,3-dimethyl-5,6-dimethylaminopyrimidine-2,4-dione

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 60℃; for 12h; Large scale;89.3%
1,3-dimethyluric acid
944-73-0

1,3-dimethyluric acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1-methyl-pyrrolidin-2-one at 140℃; Large scale;87.6%
uric Acid
69-93-2

uric Acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 185℃; under 3750.38 Torr; for 5h; Inert atmosphere; Autoclave;85.9%
In water at 160℃; under 760.051 Torr;82.4%
methyl bromide
74-83-9

methyl bromide

1,3,7-trimethyluric acid
5415-44-1

1,3,7-trimethyluric acid

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20 - 90℃; for 12h;85%
formaldehyd
50-00-0

formaldehyd

uric Acid
69-93-2

uric Acid

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 100℃; under 3750.38 Torr; for 24h; Inert atmosphere; Autoclave;82.3%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

uric Acid
69-93-2

uric Acid

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 115℃; under 3750.38 Torr; for 18h; Inert atmosphere; Autoclave;82%
uric Acid
69-93-2

uric Acid

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 190℃; under 3750.38 Torr; for 8h; Inert atmosphere; Autoclave;81.5%
uric Acid
69-93-2

uric Acid

trimethyl orthoformate
149-73-5

trimethyl orthoformate

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 220℃; under 3750.38 Torr; for 48h; Inert atmosphere; Autoclave;80%
uric Acid
69-93-2

uric Acid

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 190℃; under 3750.38 Torr; for 2.5h; Inert atmosphere; Autoclave;79.2%
uric Acid
69-93-2

uric Acid

tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 200℃; under 3750.38 Torr; for 2h; Inert atmosphere; Autoclave;75%
uric Acid
69-93-2

uric Acid

dimethyl sulfate
77-78-1

dimethyl sulfate

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 84℃; under 3750.38 Torr; for 2.5h; Inert atmosphere; Autoclave;71.4%
uric Acid
69-93-2

uric Acid

methyl iodide
74-88-4

methyl iodide

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 84℃; under 3750.38 Torr; for 2h; Inert atmosphere; Autoclave;69.2%
With alkaline solution at 100 - 110℃;
uric Acid
69-93-2

uric Acid

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With diethyl ether
O-methylcaprolactim
2525-16-8

O-methylcaprolactim

uric Acid
69-93-2

uric Acid

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 155℃;
N-(1,3-dimethyl-6-(methylamino)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-N-methylformamide
104509-78-6

N-(1,3-dimethyl-6-(methylamino)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-N-methylformamide

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With sodium hypoiodite
3-methyluric acid
605-99-2

3-methyluric acid

methyl iodide
74-88-4

methyl iodide

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With alkaline solution at 100℃;
With alkaline solution at 100℃;
3,7,9-trimethyluric acid
55441-72-0

3,7,9-trimethyluric acid

dimethyl sulfate
77-78-1

dimethyl sulfate

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With sodium hydroxide
3,9-dimethyluric acid
55441-63-9

3,9-dimethyluric acid

methyl iodide
74-88-4

methyl iodide

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With alkaline solution at 100℃;
3,9-dimethyluric acid
55441-63-9

3,9-dimethyluric acid

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
durch Methylieren;
1,3,9-trimethyluric acid
7464-93-9

1,3,9-trimethyluric acid

methyl iodide
74-88-4

methyl iodide

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With alkali at 100℃;
2-methoxy-1,7,9-trimethyl-1H-purine-6,8(7H,9H)-dione
51168-26-4

2-methoxy-1,7,9-trimethyl-1H-purine-6,8(7H,9H)-dione

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 205℃;
(1,3-dimethyl-6-methylamino-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-methyl-carbamic acid ethyl ester
100052-14-0

(1,3-dimethyl-6-methylamino-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-methyl-carbamic acid ethyl ester

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 220 - 230℃; Erhitzen;
at 220 - 230℃;
1,3,7,9-tetramethyl-8-thioxo-3,7,8,9-tetrahydro-1H-purine-2,6-dione
17749-94-9

1,3,7,9-tetramethyl-8-thioxo-3,7,8,9-tetrahydro-1H-purine-2,6-dione

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
With sodium hydroxide; iodine
8-methoxycaffeine
569-34-6

8-methoxycaffeine

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
Beim Erhitzen;
at 200℃;
1.7.9-trimethyl-2-methoxy-6.8-dioxo-1.6.8.9-tetrahydro-purine

1.7.9-trimethyl-2-methoxy-6.8-dioxo-1.6.8.9-tetrahydro-purine

theacrine
2309-49-1

theacrine

Conditions
ConditionsYield
at 205℃;
N-(5-ethoxy-1,3-dimethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-yl)-N,N'-dimethyl-urea
872282-54-7

N-(5-ethoxy-1,3-dimethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-yl)-N,N'-dimethyl-urea

hydrogen iodide
10034-85-2

hydrogen iodide

theacrine
2309-49-1

theacrine

4,5-dimethoxy-1,3,7,9-tetramethyl-tetrahydro-purine-2,6,8-trione
21802-56-2

4,5-dimethoxy-1,3,7,9-tetramethyl-tetrahydro-purine-2,6,8-trione

hydrogen iodide
10034-85-2

hydrogen iodide

acetic acid
64-19-7

acetic acid

theacrine
2309-49-1

theacrine

1,3,7,9-tetramethyl-8-thioxo-3,7,8,9-tetrahydro-1H-purine-2,6-dione
17749-94-9

1,3,7,9-tetramethyl-8-thioxo-3,7,8,9-tetrahydro-1H-purine-2,6-dione

iodine
7553-56-2

iodine

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

theacrine
2309-49-1

theacrine

methanol
67-56-1

methanol

theacrine
2309-49-1

theacrine

4,5-dimethoxy-1,3,7,9-tetramethyl-tetrahydro-purine-2,6,8-trione
21802-56-2

4,5-dimethoxy-1,3,7,9-tetramethyl-tetrahydro-purine-2,6,8-trione

Conditions
ConditionsYield
With chlorine
ethanol
64-17-5

ethanol

theacrine
2309-49-1

theacrine

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone
7366-48-5

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone

Conditions
ConditionsYield
beim Chlorieren bei gewoehnlicher Temperatur;
ethanol
64-17-5

ethanol

theacrine
2309-49-1

theacrine

N-(5-ethoxy-1,3-dimethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-yl)-N,N'-dimethyl-urea
872282-54-7

N-(5-ethoxy-1,3-dimethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-yl)-N,N'-dimethyl-urea

Conditions
ConditionsYield
With chlorine at 0℃;
With pyridine; chlorine at -15℃;
theacrine
2309-49-1

theacrine

1,3-dimethyl-2,5-dioxo-imidazolidine-4-carboxylic acid methylamide
857812-45-4

1,3-dimethyl-2,5-dioxo-imidazolidine-4-carboxylic acid methylamide

Conditions
ConditionsYield
With sodium hydroxide
theacrine
2309-49-1

theacrine

1,3,7,9-tetramethyl-hexahydro-purine-2,8-dione
122693-44-1

1,3,7,9-tetramethyl-hexahydro-purine-2,8-dione

Conditions
ConditionsYield
With sulfuric acid at 0 - 10℃;
theacrine
2309-49-1

theacrine

8-chlorocaffeine
4921-49-7

8-chlorocaffeine

Conditions
ConditionsYield
With trichlorophosphate at 160℃;
theacrine
2309-49-1

theacrine

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone
7366-48-5

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone

Conditions
ConditionsYield
With chlorine
With ethanol beim Chlorieren;

2309-49-1Relevant articles and documents

Electrochemical behaviour of 9-methylcaffeinium iodide and in situ electrochemical synthesis of hymeniacidin

Pandolfi, Fabiana,Mattiello, Leonardo,Zane, Daniela,Feroci, Marta

, p. 71 - 76 (2018)

9-Methylcaffeinium iodide, a bio-based salt obtained by reaction of caffeine with methyl iodide, is an imidazolium salt. The electrochemical behaviour of 9-methylcaffeinium iodide was studied by means of cyclic voltammetry, differential pulse voltammetry and electrolysis. Its behaviour revealed to be very similar to that of common imidazolium salts. In fact, its cathodic reduction yielded the corresponding N-heterocyclic carbene, which was evidenced by its reaction products with dioxygen and with sulfur, although in low amounts. In fact, this electrogenerated carbene was very unstable and prone to add water, yielding a ring opening product (hymeniacidin) in high yield. Hymeniacidin is a natural product from the marine sponge Hymeniacidon sp. The voltammetric behaviour of isolated hymeniacidin confirmed the in situ formation of this ring opening product, by comparison of the voltammetric peak potentials of starting caffeinium salt and hymeniacidin. This study allowed to determine that hymeniacidin derives from NHC, and not by hydrolysis of the caffeinium salt.

Synthesis method of tetramethyluric acid and special catalyst thereof

-

Paragraph 0045-0049, (2020/09/16)

The invention discloses a synthesis method of tetramethyluric acid. The preparation method comprises the following steps: adding dimethyl carbonate, ionized water and a catalyst into a reaction kettle, stirring and heating to 160 DEG C, adding preheated uric acid into the reaction kettle, increasing the stirring speed, and starting reaction. The reaction conditions are as follows: under the actionof a catalyst, the temperature is 160-180 DEG C, the pressure is normal pressure, and the reaction time is 3-4 hours. The catalyst is a ruthenium-containing catalyst. According to the invention, synthesis of tetramethyluric acid under normal pressure is realized. In the production process, energy consumption can be reduced, and the requirement for equipment is lowered.

A natural product four methyl uric acid fully synthetic method

-

, (2017/08/25)

The invention relates to a total synthesis method for a natural product tetramethyl uric acid. The method comprises the following steps: (1) using 1,3-dimethyl barbituric acid as a raw material for synthesis to obtain an intermediate 6-substitued-1,3-dimethyl pyrimidine-2,4-diketone; (2) synthesizing an intermediate 1,3-dimethyl-6-methylamino pyrimidine-2,4-diketone; (3) synthesizing an intermediate 1,3-dimethyl-5-substitued-6-methylamino pyrimidine-2,4-diketone; (4) synthesizing an intermediate 1,3-dimethyl-5,6-dimethylamino pyrimidine-2,4-diketone; (5) synthesizing a target compound 1,3,7,9-tetramethyl uric acid. The method is convenient for synthesis, has a higher yield, and can ease the demand on tetramethyl products to a certain degree.

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