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2-METHYL-2-PHENOXY-PROPIONIC ACID, a chemical compound with the molecular formula C11H12O3, is a derivative of propionic acid and is classified as a nonsteroidal anti-inflammatory drug (NSAID). It is commonly used as a pain reliever and anti-inflammatory medication to reduce symptoms such as swelling, pain, and fever. 2-METHYL-2-PHENOXY-PROPIONIC ACID works by inhibiting the production of certain chemicals in the body that cause inflammation and pain.

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  • 943-45-3 Structure
  • Basic information

    1. Product Name: 2-METHYL-2-PHENOXY-PROPIONIC ACID
    2. Synonyms: 2-methyl-2-phenoxy-propionicaci;2-PHENOXY ISOBUTYRIC ACID;2-METHYL-2-PHENOXY-PROPIONIC ACID;AKOS B013908;ART-CHEM-BB B013908;CHEMBRDG-BB 3013908;2-Methyl-2-phenoxypropanoic acid;2-methyl-2-phenoxypropanoic acid(SALTDATA: FREE)
    3. CAS NO:943-45-3
    4. Molecular Formula: C10H12O3
    5. Molecular Weight: 180.2
    6. EINECS: 213-402-8
    7. Product Categories: pharmacetical
    8. Mol File: 943-45-3.mol
    9. Article Data: 18
  • Chemical Properties

    1. Melting Point: 98.0 to 102.0 °C
    2. Boiling Point: 289.3 °C at 760 mmHg
    3. Flash Point: 111.7 °C
    4. Appearance: /
    5. Density: 1.143g/cm3
    6. Vapor Pressure: 0.00103mmHg at 25°C
    7. Refractive Index: 1.525
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: soluble in Methanol
    10. PKA: 3.26±0.10(Predicted)
    11. Water Solubility: 1000g/L at 25℃
    12. CAS DataBase Reference: 2-METHYL-2-PHENOXY-PROPIONIC ACID(CAS DataBase Reference)
    13. NIST Chemistry Reference: 2-METHYL-2-PHENOXY-PROPIONIC ACID(943-45-3)
    14. EPA Substance Registry System: 2-METHYL-2-PHENOXY-PROPIONIC ACID(943-45-3)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS: UF6104200
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 943-45-3(Hazardous Substances Data)

943-45-3 Usage

Uses

Used in Pharmaceutical Industry:
2-METHYL-2-PHENOXY-PROPIONIC ACID is used as a pain reliever and anti-inflammatory agent for reducing symptoms such as swelling, pain, and fever. It is effective in treating various conditions that involve inflammation and pain, including arthritis, muscle strains, and headaches.
Used in Over-the-Counter Medications:
2-METHYL-2-PHENOXY-PROPIONIC ACID is used as an active ingredient in over-the-counter medications, making it accessible to consumers for self-treatment of minor aches and pains.
Used in Prescription Drugs:
In addition to over-the-counter applications, 2-METHYL-2-PHENOXY-PROPIONIC ACID is also used in prescription drugs, where it may be prescribed by healthcare professionals for more severe or chronic conditions that require stronger anti-inflammatory and pain-relieving effects.

Check Digit Verification of cas no

The CAS Registry Mumber 943-45-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,4 and 3 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 943-45:
(5*9)+(4*4)+(3*3)+(2*4)+(1*5)=83
83 % 10 = 3
So 943-45-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O3/c1-10(2,9(11)12)13-8-6-4-3-5-7-8/h3-7H,1-2H3,(H,11,12)

943-45-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-methyl-2-phenoxypropanoic acid

1.2 Other means of identification

Product number -
Other names 2-Methyl-2-phenoxy-propanoic acid

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:943-45-3 SDS

943-45-3Synthetic route

ethyl 2-methyl-2-phenoxypropanoate
18672-04-3

ethyl 2-methyl-2-phenoxypropanoate

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol at 26℃; for 0.5h;94.1%
With water; sodium hydroxide In ethanol at 26℃; for 0.5h;94.1%
With potassium hydroxide
Stage #1: ethyl 2-methyl-2-phenoxypropanoate With methanol; lithium hydroxide; water In tetrahydrofuran at 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=2;
Stage #1: ethyl 2-methyl-2-phenoxypropanoate With water; lithium hydroxide In methanol for 3h; Reflux;
Stage #2: With hydrogenchloride In water pH=2;
C12H15IO2

C12H15IO2

A

2,2-dimethylbenzofuran-3(2H)-one
16748-90-6

2,2-dimethylbenzofuran-3(2H)-one

B

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
Stage #1: C12H15IO2 With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
Stage #2: With potassium hydroxide; water In methanol at 50℃; for 12h;
A 83%
B 8.3%
ethyl 2-(2-iodophenoxy)-2-methylpropanoate

ethyl 2-(2-iodophenoxy)-2-methylpropanoate

A

2,2-dimethylbenzofuran-3(2H)-one
16748-90-6

2,2-dimethylbenzofuran-3(2H)-one

B

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
Stage #1: ethyl 2-(2-iodophenoxy)-2-methylpropanoate With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
Stage #2: With potassium hydroxide In methanol; water at 50℃; for 12h; Inert atmosphere;
A 83%
B 8%
2-bromo-2-methylpropionic acid
2052-01-9

2-bromo-2-methylpropionic acid

phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
Stage #1: phenol With sodium hydroxide In butanone at 50℃; for 2h;
Stage #2: 2-bromo-2-methylpropionic acid In butanone at 50℃; for 12h;
81%
Multistep reaction.;
1,1,1-trichloro-2-methyl-2-propanol
57-15-8

1,1,1-trichloro-2-methyl-2-propanol

phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
With sodium hydroxide In acetone at 0 - 20℃; for 4h;38%
(1,1-dimethyl-pent-4-en-1-ynyl)-phenyl ether

(1,1-dimethyl-pent-4-en-1-ynyl)-phenyl ether

A

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

B

oxalic acid
144-62-7

oxalic acid

Conditions
ConditionsYield
With potassium permanganate; sodium carbonate
tetrachloromethane
56-23-5

tetrachloromethane

acetone
67-64-1

acetone

1,1,1-trichloro-2-methyl-2-propanol
57-15-8

1,1,1-trichloro-2-methyl-2-propanol

phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

tetrachloromethane
56-23-5

tetrachloromethane

chloroform
67-66-3

chloroform

acetone
67-64-1

acetone

phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

tetrachloromethane
56-23-5

tetrachloromethane

2-methyllactic acid
594-61-6

2-methyllactic acid

acetone
67-64-1

acetone

phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

tetrachloromethane
56-23-5

tetrachloromethane

acetone
67-64-1

acetone

phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
With sodium hydroxide
chloroform
67-66-3

chloroform

acetone
67-64-1

acetone

phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
With sodium hydroxide
With potassium hydroxide
Stage #1: acetone; phenol With sodium hydroxide at 20℃; for 0.5h; Reflux;
Stage #2: chloroform In acetone for 3.5h; Reflux;
Stage #3: With hydrogenchloride; water
2-methyllactic acid
594-61-6

2-methyllactic acid

phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
With sodium hydroxide; acetone
sodium phenoxide
139-02-6

sodium phenoxide

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 160 °C
2: aqueous KOH-solution
View Scheme
cyclohexane-petroleum ether

cyclohexane-petroleum ether

Clofibric acid
882-09-7

Clofibric acid

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; methanol; water
With potassium hydroxide In 1,4-dioxane; methanol; water
ethyl 2-methyl-2-phenoxypropanoate
18672-04-3

ethyl 2-methyl-2-phenoxypropanoate

A

2,2-dimethylbenzofuran-3(2H)-one
16748-90-6

2,2-dimethylbenzofuran-3(2H)-one

B

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 12h;
phenol
108-95-2

phenol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: caesium carbonate / acetonitrile / 16 h / 25 °C / Reflux
2: sodium hydroxide; water / ethanol / 0.5 h / 26 °C
View Scheme
Multi-step reaction with 2 steps
1: caesium carbonate / acetonitrile / 16 h / 25 °C / Reflux
2: sodium hydroxide; water / ethanol / 0.5 h / 26 °C
View Scheme
acetone
67-64-1

acetone

benzoic acid
65-85-0

benzoic acid

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

Conditions
ConditionsYield
With sodium hydroxide In chloroform for 3h; Heating;1.34 g
lead(II) carbonate
790616-79-4

lead(II) carbonate

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

lead phenoxyisobutyrate

lead phenoxyisobutyrate

Conditions
ConditionsYield
In ethanol; water reflux (4 h), solvent evapn.; elem. anal.;99.9%
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

benzylamine
100-46-9

benzylamine

N-Benzyl-2-methyl-2-phenoxy-propionamide
128966-05-2

N-Benzyl-2-methyl-2-phenoxy-propionamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane94%
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

ethyl acrylate
140-88-5

ethyl acrylate

C15H18O5

C15H18O5

Conditions
ConditionsYield
With tert-Amyl alcohol; t-Boc-L-valine; oxygen; palladium diacetate; potassium hydrogencarbonate at 90℃; for 24h; Schlenk technique;91%
methanol
67-56-1

methanol

7-amino-2,4-dimethyl-1,8-naphthyridine
39565-07-6

7-amino-2,4-dimethyl-1,8-naphthyridine

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

(5,7-dimethyl-1,8-naphthyridine-2-amine)2:(2-methyl-2-phenoxypropanoic acid)2:CH3OH

(5,7-dimethyl-1,8-naphthyridine-2-amine)2:(2-methyl-2-phenoxypropanoic acid)2:CH3OH

Conditions
ConditionsYield
for 0.25h;89.04%
benzoimidazole
51-17-2

benzoimidazole

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

benzimidazole 2-methyl-2-phenoxypropanoic acid

benzimidazole 2-methyl-2-phenoxypropanoic acid

Conditions
ConditionsYield
In methanol88.51%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

zinc(II) acetate dihydrate
5970-45-6

zinc(II) acetate dihydrate

[Zn(2,2′-bipyridine)(2-methyl-2-phenoxypropanoate)2·H2O]·H2O

[Zn(2,2′-bipyridine)(2-methyl-2-phenoxypropanoate)2·H2O]·H2O

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenoxypropionic acid; zinc(II) acetate dihydrate In methanol at 60℃; for 0.333333h;
Stage #2: [2,2]bipyridinyl In methanol at 60℃; for 0.1h;
77.93%
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

hexamethylenetetramine
100-97-0

hexamethylenetetramine

cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

Cd(hexamethylenetetramine)2(2-methyl-2-phenoxypropionate)2(H2O)2

Cd(hexamethylenetetramine)2(2-methyl-2-phenoxypropionate)2(H2O)2

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenoxypropionic acid; hexamethylenetetramine; cadmium(II) acetate dihydrate In methanol; ethanol at 20℃; for 2h;
Stage #2: With ammonia In methanol; ethanol
77.49%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

cadmium(II) chloride dihydrate

cadmium(II) chloride dihydrate

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

water
7732-18-5

water

[Cd(2,2′-bipyridine)2(2-methyl-2-phenoxypropanoate)2]·H2O

[Cd(2,2′-bipyridine)2(2-methyl-2-phenoxypropanoate)2]·H2O

Conditions
ConditionsYield
Stage #1: cadmium(II) chloride dihydrate; 2-methyl-2-phenoxypropionic acid; water at 60℃; for 0.333333h;
Stage #2: [2,2]bipyridinyl at 60℃; for 0.1h;
72.4%
3-(3,4-diossimetilenefenil)-4-ammino-5-mercapto-4H-1,2,4-triazolo
67572-54-7

3-(3,4-diossimetilenefenil)-4-ammino-5-mercapto-4H-1,2,4-triazolo

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

3-Benzo[1,3]dioxol-5-yl-6-(1-methyl-1-phenoxy-ethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
106690-20-4

3-Benzo[1,3]dioxol-5-yl-6-(1-methyl-1-phenoxy-ethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole

Conditions
ConditionsYield
With trichlorophosphate Heating;68%
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

L-carnitine
541-15-1

L-carnitine

l-Carnitine phenoxyisobutyrate

l-Carnitine phenoxyisobutyrate

Conditions
ConditionsYield
With sodium hydroxide In water; acetone60%
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

19-O-tritylisoandrographolide

19-O-tritylisoandrographolide

C49H54O7

C49H54O7

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;58.3%
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

(1S,3S)-isopropyl 3-((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-methylpyridin-3-yl)oxy)cyclohexane-1-carboxylate

(1S,3S)-isopropyl 3-((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-methylpyridin-3-yl)oxy)cyclohexane-1-carboxylate

(1S,3S)-3-((2-methyl-6-(1-methyl-5-((2-methyl-2-phenoxypropanamido)methyl)-1H-1,2,3-triazol-4-yl)pyridin-3-yl)oxy)cyclohexane-1-carboxylic acid

(1S,3S)-3-((2-methyl-6-(1-methyl-5-((2-methyl-2-phenoxypropanamido)methyl)-1H-1,2,3-triazol-4-yl)pyridin-3-yl)oxy)cyclohexane-1-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenoxypropionic acid With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane at 20℃; for 0.166667h;
Stage #2: (1S,3S)-isopropyl 3-((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-methylpyridin-3-yl)oxy)cyclohexane-1-carboxylate With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h;
Stage #3: With lithium hydroxide monohydrate In tetrahydrofuran; methanol; water at 20℃;
47%
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

1,4-dimethyl but-2-enedioate
23055-10-9

1,4-dimethyl but-2-enedioate

dimethyl 2-(2-phenoxypropan-2-yl)succinate

dimethyl 2-(2-phenoxypropan-2-yl)succinate

Conditions
ConditionsYield
With potassium phosphate; PrPPTNO; water In acetonitrile at 25 - 32℃; for 16h; Inert atmosphere; Schlenk technique; Darkness; UV-irradiation;26%
formic acid
64-18-6

formic acid

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

1-amino-3-(3,4-dihydroisoquinoline-2(1H)-yl)propan-2-ol
954279-15-3

1-amino-3-(3,4-dihydroisoquinoline-2(1H)-yl)propan-2-ol

N-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)-2-methyl-2-phenoxypropanamide formate salt

N-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)-2-methyl-2-phenoxypropanamide formate salt

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenoxypropionic acid; 1-amino-3-(3,4-dihydroisoquinoline-2(1H)-yl)propan-2-ol With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 24℃; for 16h;
Stage #2: formic acid
8%
ethanol
64-17-5

ethanol

2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

ethyl 2-methyl-2-phenoxypropanoate
18672-04-3

ethyl 2-methyl-2-phenoxypropanoate

Conditions
ConditionsYield
With hydrogenchloride
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

2-methyl-2-phenoxy-propionyl chloride
50389-29-2

2-methyl-2-phenoxy-propionyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride
With thionyl chloride
With thionyl chloride
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

2-Methyl-2-(2-nitrophenoxy)propanoic Acid
10514-62-2

2-Methyl-2-(2-nitrophenoxy)propanoic Acid

Conditions
ConditionsYield
With nitric acid
2-methyl-2-phenoxypropionic acid
943-45-3

2-methyl-2-phenoxypropionic acid

A

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
bei der Destillation;

943-45-3Relevant articles and documents

The formation of benzoxacin-3-ones: Via intramolecular Nicholas reactions and synthesis of 8-membered heliannuols

Green, James R.,St. Onge, Brent

supporting information, p. 7152 - 7155 (2021/08/30)

The γ-carbonyl cations generated from propargyl ether-Co2(CO)6 complexes undergo intramolecular Nicholas reactions to give dehydrobenzoxacin-3-one-Co2(CO)6 complexes in good yields. Reductive decomplexation and subsequent manipulation allows the synthesis of (±)-heliannuol K methyl ether and the formal syntheses of (±)-heliannuol K, (±)-heliannuol A, and (-)-heliannuol L.

Exploration of a 14-3-3 PPI Pocket by Covalent Fragments as Stabilizers

Sijbesma, Eline,Hallenbeck, Kenneth K.,Andrei, Sebastian A.,Rust, Reanne R.,Adriaans, Joris M. C.,Brunsveld, Luc,Arkin, Michelle R.,Ottmann, Christian

supporting information, p. 976 - 982 (2021/05/27)

The systematic discovery of functional fragments binding to the composite interface of protein complexes is a first critical step for the development of orthosteric stabilizers of protein-protein interactions (PPIs). We have previously shown that disulfide trapping successfully yielded covalent stabilizers for the PPI of 14-3-3 with the estrogen receptor ERα. Here we provide an assessment of the composite PPI target pocket and the molecular characteristics of various fragments binding to a specific subpocket. Evaluating structure-activity relationships highlights the basic principles for PPI stabilization by these covalent fragments that engage a relatively large and exposed binding pocket at the protein/peptide interface with a "molecular glue"mode of action.

PRMT5 INHIBITORS AND USES THEREOF

-

Paragraph 0300-0301, (2019/04/05)

Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting PRMT5 activity. Methods of using the compounds for treating PRMT5-mediated disorders are also described.

Thiazole-5-carboxamide compounds, and its preparation, and pharmaceutical composition and use thereof (by machine translation)

-

Paragraph 0215-0218, (2016/10/20)

The invention relates to a novel 2-phenylthiazole-5-methanamide compound shown as a general formula I, a precursor, a stereo isomer and physiologically-acceptable salt thereof, a medicinal composition containing the compound, and an application of the compound as the aspect of medicine.

PRMT5 INHIBITORS CONTAINING A DIHYDRO- OR TETRAHYDROISOQUINOLINE AND USES THEREOF

-

Paragraph 00289, (2014/07/08)

Described herein are compounds of Formula (A), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting PRMT5 activity. Methods of using the compounds for treating PRMT5- mediated disorders are also described.

Pd(II)-catalyzed ortho - Or meta-C-H olefination of phenol derivatives

Dai, Hui-Xiong,Li, Gang,Zhang, Xing-Guo,Stepan, Antonia F.,Yu, Jin-Quan

supporting information, p. 7567 - 7571 (2013/06/27)

A combination of weakly coordinating auxiliaries and ligand acceleration allows for the development of both ortho- and meta-selective C-H olefination of phenol derivatives. These reactions demonstrate the feasibility of directing C-H functionalizations when functional groups are distal to target C-H bonds. The meta-C-H functionalization of electron-rich phenol derivatives is unprecedented and orthogonal to previous electrophilic substitution of phenols in terms of regioselectivity. These methods are also applied to functionalize α-phenoxyacetic acids, a fibrate class of drug scaffolds.

Synthesis and preliminary antihyperlipidaemic activities evaluation of andrographolide derivatives

Wang, Bin,Tang, Chunlei,Han, Yaodan,Guo, Ruzhou,Qian, Hai,Huang, Wenlong

experimental part, p. 293 - 298 (2012/07/30)

Recent studies indicated that andrographolide was a potential antihyperlipidaemic therapeutic agent. In the paper, the synthesis of a series of andrographolide derivatives was described and their antihyperlipidaemic activities were evaluated in vivo. As compared with TG, TC, HDL-C and LDL-C concentrations, some of the derivatives exhibited better antihyperlipidaemic effects than positive control atromide. Therein, compound 6i, which was the most potent compound, could serve as a new lead for further development of antihyperlipidaemic agents.

Reactions of triflate esters and triflamides with an organic neutral super-electron-donor

Jolly, Phillip I.,Fleary-Roberts, Nadia,O'Sullivan, Steven,Doni, Eswararao,Zhou, Shengze,Murphy, John A.

supporting information; scheme or table, p. 5807 - 5810 (2012/08/28)

The bis-pyridinylidene 13 converts aliphatic and aryl triflate esters to the corresponding alcohols and phenols respectively, using DMF as solvent, generally in excellent yields. While the deprotection of aryl triflates has been seen with other reagents and by more than one mechanism, the deprotection of alkyl triflates is a new reaction. Studies with 18O labelled DMF indicate that the C-O bond stays intact and hence it is the S-O bond that cleaves, underlining that the cleavage results from the extraordinary electron donor capability of 13. Trifluoromethanesulfonamides are converted to the parent amines in like manner, representing the first cleavage of such substrates by a ground-state organic reducing reagent.

NOVEL AMIDE AND AMIDINE DERIVATIVES AND USES THEREOF

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Page/Page column 35, (2010/11/03)

The present invention relates to inhibitors of 11-β-hydroxysteroid dehydrogenase type 1 enzyme and their use in treatment of non-insulin dependent type 2 diabetes, insulin resistance, obesity, lipid disorders, metabolic syndrome, central nervous system disorders, and diseases and conditions that are related to excessive glucocorticoids.

One-pot reduction of aryl iodides using 4-DMAP methiodide salt

Garnier, Jean,Murphy, John A.,Zhou, Sheng-Ze,Turner, Andrew T.

scheme or table, p. 2127 - 2131 (2009/05/07)

An efficient one-pot procedure is described for the reduction of aryl iodides to aryl anions using a structurally simple bis-pyridinylidene electron donor, prepared in situ by treating 4-DMAP methiodide salt with base. The results show (i) that pyridinylidene carbenes can be easily used for intermolecular C-C bond formation, (ii) that bis-pyridinylidenes demonstrate superior robustness compared to electron-donor systems based on bis-imidazolylidenes, and (iii) that electron-donor strength is enhanced in the simplified DMAP-based donor. Deuterated analogues of this donor also provide mechanistic information on the source of protons when the aryl anions are quenched in situ. Georg Thieme Verlag Stuttgart.

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