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2150-47-2

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2150-47-2 Usage

Chemical Properties

white to beige powder

Uses

Methyl 2,4-dihydroxybenzoate is used as a cosmetic agents. And it is used in synthesis of raw material for fine chemicals, organic intermediate, pharmaceutical intermediate.

Check Digit Verification of cas no

The CAS Registry Mumber 2150-47-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,5 and 0 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2150-47:
(6*2)+(5*1)+(4*5)+(3*0)+(2*4)+(1*7)=52
52 % 10 = 2
So 2150-47-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O4/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4,9-10H,1H3

2150-47-2 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (B24757)  Methyl 2,4-dihydroxybenzoate, 97%   

  • 2150-47-2

  • 5g

  • 161.0CNY

  • Detail
  • Alfa Aesar

  • (B24757)  Methyl 2,4-dihydroxybenzoate, 97%   

  • 2150-47-2

  • 25g

  • 524.0CNY

  • Detail
  • Alfa Aesar

  • (B24757)  Methyl 2,4-dihydroxybenzoate, 97%   

  • 2150-47-2

  • 100g

  • 1675.0CNY

  • Detail

2150-47-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 2,4-dihydroxybenzoate

1.2 Other means of identification

Product number -
Other names Methyl β-Resorcylate

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:2150-47-2 SDS

2150-47-2Synthetic route

methanol
67-56-1

methanol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid for 72h; Heating;100%
With sulfuric acid In water for 120h; Reflux; Inert atmosphere;100%
With sulfuric acid for 20h; Reflux;99%
methyl 2,4-diacetoxybenzoate
106315-78-0

methyl 2,4-diacetoxybenzoate

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With trimethyltin hydroxide In 1,2-dichloro-ethane at 80℃; for 5h;100%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

methyl iodide
74-88-4

methyl iodide

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;94%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 24h; Ambient temperature;85%
Stage #1: 4-hydroxysalicylic acid With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 40℃; for 10h;
84.4%
2-hydroxy-4-(tetrahydropyran-2-yloxy)-benzoic acid methyl ester

2-hydroxy-4-(tetrahydropyran-2-yloxy)-benzoic acid methyl ester

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With calcium chloride In ethanol; water at 19.85 - 179.85℃; under 7575.61 Torr; for 0.666667h;94%
methyl 2,4-diacetoxybenzoate
106315-78-0

methyl 2,4-diacetoxybenzoate

A

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

B

methyl 2-acetoxy-4-hydroxybenzoate
113951-79-4

methyl 2-acetoxy-4-hydroxybenzoate

Conditions
ConditionsYield
With porcine pancreatic lipase In tetrahydrofuran; butan-1-ol at 28 - 30℃; for 552h;A 5%
B 90%
With Candida cylindracea lipase In di-isopropyl ether; butan-1-ol at 28 - 30℃; for 18h;A 47%
B 48%
methyl 2,4-dimethoxymethyloxybenzoate
914298-92-3

methyl 2,4-dimethoxymethyloxybenzoate

A

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

B

methyl 2-hydroxy-4-methoxymethyloxybenzoate
130483-44-2

methyl 2-hydroxy-4-methoxymethyloxybenzoate

Conditions
ConditionsYield
With silica-immobilized p-TsOH In toluene at 0℃; for 0.5h;A 4%
B 86%
methyl 4-chloro-2-hydroxybenzoate
22717-55-1

methyl 4-chloro-2-hydroxybenzoate

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With formic acid; oxygen; triethylamine; copper(ll) bromide In acetonitrile at 20℃; for 48h; Irradiation;81%
methyl 2,4-diisopropoxybenzoate
945745-54-0

methyl 2,4-diisopropoxybenzoate

A

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

B

methyl 2-hydroxy-4-isopropoxybenzoate
163618-93-7

methyl 2-hydroxy-4-isopropoxybenzoate

Conditions
ConditionsYield
With amberlyst-15 In toluene at 80℃; for 3h;A 2%
B 80%
methanol
67-56-1

methanol

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
Stage #1: methanol; 2,4-Dihydroxybenzaldehyde With tris(pentafluorophenyl)borate for 0.25h; Green chemistry;
Stage #2: With tert.-butylhydroperoxide In decane for 36h; Green chemistry;
79%
With 1-(ferrocenylbutyl)-4-(3-methylimidazolium) chloride; iodine; potassium carbonate at 50 - 60℃; for 24h; Inert atmosphere;43%
methyl 2,4-di-(4-methoxy-benzyloxy)benzoate
1165713-03-0

methyl 2,4-di-(4-methoxy-benzyloxy)benzoate

A

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

B

methyl 2-hydroxy-4-(4-methoxy-benzyloxy)benzoate
148965-89-3

methyl 2-hydroxy-4-(4-methoxy-benzyloxy)benzoate

Conditions
ConditionsYield
With silica-immobilized p-TsOH In toluene at 65℃; for 0.5h;A 16%
B 68%
methanol
67-56-1

methanol

2-benzoyloxy-4-hydroxybenzoic acid
54930-57-3

2-benzoyloxy-4-hydroxybenzoic acid

A

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

B

methyl 2-benzoyloxy-4-hydroxybenzoate

methyl 2-benzoyloxy-4-hydroxybenzoate

Conditions
ConditionsYield
With hydrogenchlorideA 46%
B 9.5%
1,3,5-tris(trimethylsiloxy)-1-methoxyhexa-1,3,5-triene
102342-54-1

1,3,5-tris(trimethylsiloxy)-1-methoxyhexa-1,3,5-triene

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane 1.) -78 deg C, 2-3 h, 2.) RT, overnight;35%
2-hydroxy-4-(2-propenyloxy)benzoic acid methyl ester
79557-58-7

2-hydroxy-4-(2-propenyloxy)benzoic acid methyl ester

A

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

B

2,4-Dihydroxy-5-(2-hydroxy-propyl)-benzoic acid methyl ester

2,4-Dihydroxy-5-(2-hydroxy-propyl)-benzoic acid methyl ester

C

2,4-Dihydroxy-3-(2-hydroxy-propyl)-benzoic acid methyl ester

2,4-Dihydroxy-3-(2-hydroxy-propyl)-benzoic acid methyl ester

Conditions
ConditionsYield
With trifluoroacetic acid Heating;A 17%
B 10%
C 3.5%
With trifluoroacetic acid Heating;A 17%
B 10%
C 3.5%
With trifluoroacetic acid Heating;A 17%
B 10%
C 3.5%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

mulberrofuran M
101365-03-1

mulberrofuran M

A

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

B

C27H18O7
103196-93-6

C27H18O7

Conditions
ConditionsYield
With sulfuric acid In methanol
hydrogenchloride
7647-01-0

hydrogenchloride

2,4-dihydroxy-benzimidic acid methyl ester

2,4-dihydroxy-benzimidic acid methyl ester

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2-acetoxy-4-benzoyloxy-benzoic acid methyl ester
861514-29-6

2-acetoxy-4-benzoyloxy-benzoic acid methyl ester

ammonia
7664-41-7

ammonia

acetone
67-64-1

acetone

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
at 20℃;
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

A

[4-(pyridin-3-ylmethyloxy)-2-phenylbenzoyl]methionine

[4-(pyridin-3-ylmethyloxy)-2-phenylbenzoyl]methionine

B

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid; trimethyl orthoformate In methanol
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

methyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzoate
132297-26-8

methyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzoate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;100%
Stage #1: methyl 2,4-dihydroxybenzoate With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;
100%
Stage #1: methyl 2,4-dihydroxybenzoate With sodium hydride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
94%
With sodium hydride 1a) THF, 0 deg C, 25 min, 1b) 25 deg C, 30 min, 2) 25 deg C, 12h; Yield given. Multistep reaction;
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

isopropyl bromide
75-26-3

isopropyl bromide

methyl 2,4-diisopropoxybenzoate
945745-54-0

methyl 2,4-diisopropoxybenzoate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide; acetone Reflux; Inert atmosphere;100%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

benzoyl chloride
98-88-4

benzoyl chloride

[4-(2-hydroxymethoxycarbonyl)phenyl]benzoate
109337-51-1

[4-(2-hydroxymethoxycarbonyl)phenyl]benzoate

Conditions
ConditionsYield
With sodium iodide; potassium carbonate In water; acetone99%
With triethylamine In dichloromethane at 0 - 20℃; for 24h;83.1%
With pyridine In diethyl ether; benzene at 20℃; for 10h;32%
1-Bromodocosane
6938-66-5

1-Bromodocosane

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

methyl 2,4-di(docosyloxy)benzoate

methyl 2,4-di(docosyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 16h; Inert atmosphere;98%
With desipramine; potassium carbonate
With 1,3-dimethyl-2-imidazolidinone; potassium carbonate
With potassium carbonate
1-Iodoheptane
4282-40-0

1-Iodoheptane

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2-hydroxy-4-(octadecyloxy)benzoic acid methyl ester

2-hydroxy-4-(octadecyloxy)benzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux; Inert atmosphere;98%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

3-bromopropylamine tert-butylcarbamate
83948-53-2

3-bromopropylamine tert-butylcarbamate

methyl 2,4‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoate

methyl 2,4‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 40℃;97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 31h;75%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

N-tosylimidazole
2232-08-8

N-tosylimidazole

methyl 2,4-bis(tosyloxy)benzoate
137668-92-9

methyl 2,4-bis(tosyloxy)benzoate

Conditions
ConditionsYield
With TEA; methyl trifluoromethanesulfonate In tetrahydrofuran 1.) ice/water bath, 20 min, 2.) r. t., overnight;96%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

benzyl bromide
100-39-0

benzyl bromide

methyl 2,4-bis(benzyloxy)benzoate
85593-76-6

methyl 2,4-bis(benzyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Heating;95%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 18h; Inert atmosphere; Reflux;94%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 18h; Reflux;94%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

benzyl bromide
100-39-0

benzyl bromide

methyl 2-hydroxy-4-benzyloxybenzoate
5427-29-2

methyl 2-hydroxy-4-benzyloxybenzoate

Conditions
ConditionsYield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In acetone at 0 - 20℃; for 1h;
Stage #2: benzyl bromide In acetone at 0℃; Temperature; Reflux;
95%
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In acetone at 20℃; for 0.0833333h;
Stage #2: benzyl bromide In acetone at 10 - 15℃;
85%
With potassium carbonate In acetone at 10 - 15℃; for 3h; Inert atmosphere;82%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2-hydroxy-4-trifluoromethanesulfonyloxybenzoic acid methyl ester
149878-72-8

2-hydroxy-4-trifluoromethanesulfonyloxybenzoic acid methyl ester

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;95%
With pyridine; dmap In dichloromethane at 0 - 20℃;46%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;35%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;35%
With pyridine; dmap In dichloromethane at 0℃;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2,4-bis-tert-butoxycarbonyloxy-benzoic acid methyl ester

2,4-bis-tert-butoxycarbonyloxy-benzoic acid methyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 4h;94%
Chlorodiisopropylphosphane
40244-90-4

Chlorodiisopropylphosphane

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

C20H34O4P2
1394791-95-7

C20H34O4P2

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 1h;94%
Stage #1: methyl 2,4-dihydroxybenzoate With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: Chlorodiisopropylphosphane In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; Glovebox;
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2,5-dichloro-3-(ethoxymethoxy)benzyl alcohol

2,5-dichloro-3-(ethoxymethoxy)benzyl alcohol

methyl 4-(2,5-dichloro-3-(ethoxymethoxy)benzyloxy)-2-hydroxybenzoate

methyl 4-(2,5-dichloro-3-(ethoxymethoxy)benzyloxy)-2-hydroxybenzoate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h;94%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

methyl 2-hydroxy-4-methoxymethyloxybenzoate
130483-44-2

methyl 2-hydroxy-4-methoxymethyloxybenzoate

Conditions
ConditionsYield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In acetone at 20℃; for 0.0833333h;
Stage #2: chloromethyl methyl ether In acetone at 10 - 15℃;
92%
Stage #1: methyl 2,4-dihydroxybenzoate With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: chloromethyl methyl ether In tetrahydrofuran at 0 - 20℃; for 1h;
89%
With potassium carbonate In butanone at 60℃; for 48h;81%
With potassium carbonate In butanone at 60℃; for 48h;81%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

methyl 2,4-dimethoxymethyloxybenzoate
914298-92-3

methyl 2,4-dimethoxymethyloxybenzoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 23℃; for 12h;92%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

methoxymethyl halide

methoxymethyl halide

methyl 2,4-dimethoxymethyloxybenzoate
914298-92-3

methyl 2,4-dimethoxymethyloxybenzoate

Conditions
ConditionsYield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: methoxymethyl halide In N,N-dimethyl-formamide at 100℃;
92%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

methyl iodide
74-88-4

methyl iodide

4-methoxymethylsalicylate
5446-02-6

4-methoxymethylsalicylate

Conditions
ConditionsYield
With potassium carbonate In acetone for 3h; Reflux;92%
With potassium carbonate In acetone Reflux; Inert atmosphere;90%
With potassium carbonate In acetone Reflux;90%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

tert-butyl alcohol
75-65-0

tert-butyl alcohol

methyl 5-tert-butyl-2,4-dihydroxybenzoate
1352754-47-2

methyl 5-tert-butyl-2,4-dihydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid at 60℃; for 94h;91%
formaldehyd
50-00-0

formaldehyd

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

chitosan hydrochloride L0221-20FD, DDA 90%, Mw 5 kDa, Mn 2 kDa

chitosan hydrochloride L0221-20FD, DDA 90%, Mw 5 kDa, Mn 2 kDa

N-((2,6-dihydroxy-3-carboxymethyl)phenyl)methylated chitosan DS 0.1

N-((2,6-dihydroxy-3-carboxymethyl)phenyl)methylated chitosan DS 0.1

Conditions
ConditionsYield
Stage #1: formaldehyd; chitosan hydrochloride L0221-20FD, DDA 90%, Mw 5 kDa, Mn 2 kDa In water at 65℃; for 1h;
Stage #2: methyl 2,4-dihydroxybenzoate In methanol; water at 65℃; for 24h;
91%
2-chloroethyl methyl ether
627-42-9

2-chloroethyl methyl ether

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

methyl 2-hydroxy-4-(2-methoxyethoxy)benzoate
553672-08-5

methyl 2-hydroxy-4-(2-methoxyethoxy)benzoate

Conditions
ConditionsYield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 0.166667h;
Stage #2: 2-chloroethyl methyl ether In N,N-dimethyl-formamide at 90℃; for 12.5h;
91%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2,4-dihydroxybenzoic acid hydrazide
13221-86-8

2,4-dihydroxybenzoic acid hydrazide

Conditions
ConditionsYield
With hydrazine In methanol for 48h; Heating;90%
With hydrazine hydrate In ethanol at 20℃;
With hydrazine hydrate Reflux;
With hydrazine hydrate for 4h; Reflux;
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

methyl 2-hydroxy-4-(4-methoxy-benzyloxy)benzoate
148965-89-3

methyl 2-hydroxy-4-(4-methoxy-benzyloxy)benzoate

Conditions
ConditionsYield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide at 10 - 15℃;
90%
With potassium carbonate In acetone Heating / reflux;
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In acetone for 3h; Reflux;
1-bromo-butane
109-65-9

1-bromo-butane

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

A

C19H30O4

C19H30O4

B

2,4-Dibutoxy-benzoic acid methyl ester

2,4-Dibutoxy-benzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 1-bromo-butane In N,N-dimethyl-formamide at 20℃; for 96h; Inert atmosphere;
A 10%
B 90%
1-iodo-butane
542-69-8

1-iodo-butane

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2-Hydroxy-4-n-butoxybenzoesaeuremethylester
86840-96-2

2-Hydroxy-4-n-butoxybenzoesaeuremethylester

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux; Inert atmosphere;90%
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

1-dodecylbromide
143-15-7

1-dodecylbromide

2-Hydroxy-4-n-dodecoxybenzoesaeuremethylester
86840-98-4

2-Hydroxy-4-n-dodecoxybenzoesaeuremethylester

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In acetone Heating;89%
With potassium carbonate In acetone at 60 - 70℃; for 25h; Heating;69%
With potassium carbonate In acetone for 25h; Heating;69%

2150-47-2Relevant articles and documents

-

Scott,Kearse

, p. 598,604 (1940)

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Optimization of pyrazolo[1,5-a]pyrimidines lead to the identification of a highly selective casein kinase 2 inhibitor

Berger, Benedict-Tilman,Celik, Ibrahim Ethem,Greco, Francesco Aleksy,Hanke, Thomas,Knapp, Stefan,Kr?mer, Andreas,Kurz, Christian Georg,Tjaden, Amelie

, (2020/09/09)

Casein kinase 2 (CK2) is a constitutively expressed serine/threonine kinase that has a large diversity of cellular substrates. Thus, CK2 has been associated with a plethora of regulatory functions and dysregulation of CK2 has been linked to disease development in particular to cancer. The broad implications in disease pathology makes CK2 an attractive target. To date, the most advanced CK2 inhibitor is silmitasertib, which has been investigated in clinical trials for treatment of various cancers, albeit several off-targets for silmitasertib have been described. To ascertain the role of CK2 inhibition in cancer, other disease and normal physiology the development of a selective CK2 inhibitor would be highly desirable. In this study we explored the pyrazolo [1,5-a]pyrimidine hinge-binding moiety for the development of selective CK2 inhibitors. Optimization of this scaffold, which included macrocyclization, led to IC20 (31) a compound that displayed high in vitro potency for CK2 (KD = 12 nM) and exclusive selectivity for CK2. X-ray analysis revealed a canonical type-I binding mode for IC20 (31). However, the polar carboxylic acid moiety that is shared by many CK2 inhibitors including silmitasertib was required for potency but limits the cellular activity of IC20 (31) and the cellular IC50 dropped to the low micromolar range. In summary, IC20 (31) represents a highly selective and potent inhibitor of CK2, which can be used as a tool compound to study CK2 biology and potential new applications for the treatment of diseases.

NOVEL COMPOUND HAVING HSP90 INHIBITORY ACTIVITY OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, AND MEDICAL USE THEREOF

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Paragraph 0114; 0115; 0127; 0128; 0129; 0252; 0253; 0254, (2019/02/13)

The present invention relates to a novel compound having HSP90 inhibitory activity or a pharmaceutically acceptable salt thereof, and a medicinal use thereof, and composition comprising a dihydroxyphenyl compound or a benzamide compound, which is a novel compound having the HSP90 inhibitory activity of the present invention can effectively inhibit HSP90, and thus can be usefully used as a pharmaceutical composition for preventing or treating HSP90-mediated diseases or a health functional food for preventing or improving HSP90-mediated diseases, which selected from the group consisting of cancer diseases, degenerative neurological diseases and viral infections.

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