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2503-44-8

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2503-44-8 Usage

Description

3'',4''-Dihydroxyphenylacetone (Item No. 19522) is an analytical reference standard. It is a minor metabolite of 3,4-MDEA (Item Nos. 14085 | 15689), MDMA, and α-methyldopa produced by oxidative deamination. This product is intended for forensic and research applications.

Chemical Properties

Thick Yellow Oil

Uses

Different sources of media describe the Uses of 2503-44-8 differently. You can refer to the following data:
1. 3',4'-Dihydroxyphenylacetone , MDMA, and α-methyldopa produced by oxidative deamination. This product is intended for forensic and research applications.
2. A metabolite of racemic 3,4-methylenedioxyethylamphetamine.
3. A metabolite of 3,4-methylenedioxyethylamphetamine.

Check Digit Verification of cas no

The CAS Registry Mumber 2503-44-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,0 and 3 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2503-44:
(6*2)+(5*5)+(4*0)+(3*3)+(2*4)+(1*4)=58
58 % 10 = 8
So 2503-44-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O3/c1-6(10)4-7-2-3-8(11)9(12)5-7/h2-3,5,11-12H,4H2,1H3

2503-44-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,,4,-Dihydroxyphenylacetone

1.2 Other means of identification

Product number -
Other names 1-(3,4-dihydroxyphenyl)propan-2-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:2503-44-8 SDS

2503-44-8Synthetic route

guaiacylglycerol-β-guaiacyl ether
7382-59-4

guaiacylglycerol-β-guaiacyl ether

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

Conditions
ConditionsYield
With methylimidazolium bromide at 110℃; for 0.00277778h; Microwave irradiation; Green chemistry;95%
guaiacylglycerol-β-guaiacyl ether
7382-59-4

guaiacylglycerol-β-guaiacyl ether

A

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

B

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With methylimidazolium bromide at 110℃; for 0.333333h; Sealed tube; Inert atmosphere; Green chemistry;A 78%
B 21%
1-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-2-propanone
159423-47-9

1-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-2-propanone

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

Conditions
ConditionsYield
With triethylamine hydrofluoride In tetrahydrofuran for 2h; Ambient temperature;73%
(+/-)-1-(3,4-dihydroxy-phenyl)-2-dimethylamino-propan-1-one
103565-50-0

(+/-)-1-(3,4-dihydroxy-phenyl)-2-dimethylamino-propan-1-one

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

Conditions
ConditionsYield
With hydrogenchloride
2-(3,4-dihydroxyphenyl)-1,3-propylenedithioacetal
108378-67-2

2-(3,4-dihydroxyphenyl)-1,3-propylenedithioacetal

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / imidazole / dimethylformamide / Ambient temperature
2: 1.) n-BuLi, i-Pr2NH / 1.) THF, -76 deg C, 0.5 h, 2.) THF, -76 deg C, 1 h
3: 48 percent / 1percent NaOH, Raney nickel W-2 / tetrahydrofuran / 5 h / Heating
4: 73 percent / 1.3M Et3N*HF / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
2-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-1,3-propylenedithioacetal
159423-45-7

2-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-1,3-propylenedithioacetal

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) n-BuLi, i-Pr2NH / 1.) THF, -76 deg C, 0.5 h, 2.) THF, -76 deg C, 1 h
2: 48 percent / 1percent NaOH, Raney nickel W-2 / tetrahydrofuran / 5 h / Heating
3: 73 percent / 1.3M Et3N*HF / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
1-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-1-oxo-propanone-1,3-propylenedithioacetal
159423-46-8

1-<3,4-di-(t-butyldimethylsilyloxy)-phenyl>-1-oxo-propanone-1,3-propylenedithioacetal

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 48 percent / 1percent NaOH, Raney nickel W-2 / tetrahydrofuran / 5 h / Heating
2: 73 percent / 1.3M Et3N*HF / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 88 percent / AcOH, BF3*Et2O / 5 °C
2: 95 percent / imidazole / dimethylformamide / Ambient temperature
3: 1.) n-BuLi, i-Pr2NH / 1.) THF, -76 deg C, 0.5 h, 2.) THF, -76 deg C, 1 h
4: 48 percent / 1percent NaOH, Raney nickel W-2 / tetrahydrofuran / 5 h / Heating
5: 73 percent / 1.3M Et3N*HF / tetrahydrofuran / 2 h / Ambient temperature
View Scheme

A

1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

B

6,7-dihydroxy-3-methylcinnoline
1176784-51-2

6,7-dihydroxy-3-methylcinnoline

C

3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid
53832-94-3

3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid

Conditions
ConditionsYield
With bovine myeloperoxidase; dihydrogen peroxide In aq. buffer at 20℃; pH=6; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;
1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

4-(1,3-dimethyl-2-naphthyl)-1,2-benzenediol

4-(1,3-dimethyl-2-naphthyl)-1,2-benzenediol

Conditions
ConditionsYield
With boron tribromide In dichloromethane at 20℃; for 1h; condensation;77%
1-(3,4-dihydroxyphenyl)-2-propanone
2503-44-8

1-(3,4-dihydroxyphenyl)-2-propanone

3,4-dimethoxyphenylacetone
776-99-8

3,4-dimethoxyphenylacetone

Conditions
ConditionsYield
With diethyl ether

2503-44-8Downstream Products

2503-44-8Relevant articles and documents

Interference of carbidopa and other catechols with reactions catalyzed by peroxidases

G?sowska-Bajger, Beata,Nishigaya, Yuki,Hirsz-Wiktorzak, Krystyna,Rybczyńska, Anna,Yamazaki, Toshimasa,Wojtasek, Hubert

, p. 1626 - 1634 (2018/04/26)

Background: A number of compounds, including ascorbic acid, catecholamines, flavonoids, p-diphenols and hydrazine derivatives have been reported to interfere with peroxidase-based medical diagnostic tests (Trinder reaction) but the mechanisms of these effects have not been fully elucidated. Methods: Reactions of bovine myeloperoxidase with o-dianisidine, bovine lactoperoxidase with ABTS and horseradish peroxidase with 4-aminoantipyrine/phenol in the presence of carbidopa, an anti-Parkinsonian drug, and other catechols, including L-dopa, were monitored spectrophotometrically and by measuring hydrogen peroxide consumption. Results: Chromophore formation in all three enzyme/substrate systems was blocked in the presence of carbidopa and other catechols. However, the rates of hydrogen peroxide consumption were not much affected. Irreversible enzyme inhibition was also insignificant. Conclusions: Tested compounds reduced the oxidation products or intermediates of model substrates thus preventing chromophore formation. This interference may affect interpretation of results of diagnostic tests in samples from patients with Parkinson's disease treated with carbidopa and L-dopa. General significance: This mechanism allows prediction of interference in peroxidase-based diagnostic tests for other compounds, including drugs and natural products.

The synthesis of 1-(3,4-dihydroxyphenyl)-2-propanone and 1-(3,4-dihydroxyphenyl)-2-propanol

Brozda

, p. 573 - 575 (2007/10/02)

Acetylation of 1,3-propylenedithioacetal of 3,4-dihydroxybenzaldehyde silyl ether 5 followed by reductive desulfurization of the masking group gave ketone 7 which was reduced to alcohol 8. Hydrolysis of the silyl protecting groups in 7 and 8 afforded the title compounds which were metabolites of 1-(4-hydroxy-3-methoxyphenyl)-2-propanone, found in smoked meat.

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