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METHYL 4-FORMYL-3-NITROBENZOATE 97, with the molecular formula C9H7NO5, is a nitro compound characterized by the presence of a methyl ester, a formyl group, and a nitro group attached to a benzene ring. Known for its bright yellow color, this chemical compound is utilized in various organic synthesis processes and is recognized for its purity of 97%. Due to its potential to cause skin and eye irritation, it is crucial to handle METHYL 4-FORMYL-3-NITROBENZOATE 97 with care and adhere to proper safety guidelines.

153813-69-5

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153813-69-5 Usage

Uses

Used in Pharmaceutical Industry:
METHYL 4-FORMYL-3-NITROBENZOATE 97 is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the creation of a wide range of medicinal compounds, contributing to the development of new treatments and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, METHYL 4-FORMYL-3-NITROBENZOATE 97 is employed as a precursor in the production of different agrochemicals. Its role in the synthesis of these chemicals helps in enhancing crop protection and improving agricultural yields.
Used in Fine Chemicals Production:
METHYL 4-FORMYL-3-NITROBENZOATE 97 is utilized as a building block in the manufacture of other fine chemicals. Its versatility in organic synthesis makes it valuable for producing specialty chemicals used across various industries.
Used in Dye and Pigment Industry:
METHYL 4-FORMYL-3-NITROBENZOATE 97 is also used as a precursor in the production of dyes and pigments. Its bright yellow color and chemical properties make it suitable for creating a variety of colorants used in different applications, including textiles, plastics, and printing inks.

Check Digit Verification of cas no

The CAS Registry Mumber 153813-69-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,3,8,1 and 3 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 153813-69:
(8*1)+(7*5)+(6*3)+(5*8)+(4*1)+(3*3)+(2*6)+(1*9)=135
135 % 10 = 5
So 153813-69-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H7NO5/c1-15-9(12)6-2-3-7(5-11)8(4-6)10(13)14/h2-5H,1H3

153813-69-5SDS

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 Methyl 4-formyl-3-nitrobenzoate

1.2 Other means of identification

Product number -
Other names methyl 4-formyl-3-nitrobenzoate

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:153813-69-5 SDS

153813-69-5Synthetic route

(E)-1-(dimethylamino)-2-[4-(methoxycarbonyl)-2-nitrophenyl]ethene
104447-80-5

(E)-1-(dimethylamino)-2-[4-(methoxycarbonyl)-2-nitrophenyl]ethene

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

Conditions
ConditionsYield
With sodium periodate In tetrahydrofuran; water for 2h; Ambient temperature;95%
With sodium periodate In tetrahydrofuran; water for 2h;93%
With sodium periodate In tetrahydrofuran; water for 2h;93%
methyl 4-(2-(dimethylamino)vinyl)-3-nitrobenzoate
133831-27-3

methyl 4-(2-(dimethylamino)vinyl)-3-nitrobenzoate

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

Conditions
ConditionsYield
With sodium periodate In tetrahydrofuran; water at 10 - 25℃; for 18h;79%
With sodium periodate In tetrahydrofuran; water at 20℃; for 16h;
With sodium periodate In tetrahydrofuran; water at 10 - 25℃; for 18h;84 g
methyl 4-bromomethyl-3-nitrobenzoate
88089-94-5

methyl 4-bromomethyl-3-nitrobenzoate

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

Conditions
ConditionsYield
With 4-methylmorpholine N-oxide In acetonitrile at 20℃; for 1.16667h;66%
4-methyl-3-nitro-benzoic acid methyl ester
7356-11-8

4-methyl-3-nitro-benzoic acid methyl ester

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 99 percent / tetrahydrofuran / 2 h / 140 °C
2: 95 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 18 h / 105 °C
2: sodium periodate / tetrahydrofuran; water / 18 h / 10 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 18 h / 105 °C
2: sodium periodate / tetrahydrofuran; water / 18 h / 10 - 25 °C
View Scheme
ethyl 2-sulfanylacetate
623-51-8

ethyl 2-sulfanylacetate

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

2-ethyl 6-methyl benzo[b]thiophene-2,6-dicarboxylate
850074-42-9

2-ethyl 6-methyl benzo[b]thiophene-2,6-dicarboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 60℃; for 11h;95%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 6h;90.4%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 60℃; for 10.5h;88%
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

methyl 3-azido-4-formylbenzoate
1279718-17-0

methyl 3-azido-4-formylbenzoate

Conditions
ConditionsYield
With sodium azide In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; Inert atmosphere;95%
With sodium azide In N,N,N,N,N,N-hexamethylphosphoric triamide at 0 - 20℃; Inert atmosphere;95%
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide at 20℃;95%
2-(pentafluorosulfanyl)benzyl acetate

2-(pentafluorosulfanyl)benzyl acetate

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

methyl 4-(3-(benzyloxy)-1-hydroxy-3-oxo-2-pentafluorosulfanylpropyl)-3-nitrobenzoate

methyl 4-(3-(benzyloxy)-1-hydroxy-3-oxo-2-pentafluorosulfanylpropyl)-3-nitrobenzoate

Conditions
ConditionsYield
Stage #1: 2-(pentafluorosulfanyl)benzyl acetate With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine In dichloromethane at -78 - -20℃; for 1h;
Stage #2: methyl 4-formyl-3-nitrobenzoate In dichloromethane at -45℃; for 1h;
92%
methyltriisopropoxytitanium(IV)
18006-13-8

methyltriisopropoxytitanium(IV)

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

C10H11NO5
1582753-59-0

C10H11NO5

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 1.16667h; Inert atmosphere;87%
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

methyl 3-amino-4-formylbenzoate
212322-17-3

methyl 3-amino-4-formylbenzoate

Conditions
ConditionsYield
With iron; acetic acid In ethanol for 1h;85%
With hydrogenchloride; iron; acetic acid In ethanol Heating;70%
With hydrogenchloride; iron In ethanol for 0.666667h; Heating;
N,N-dimethylethylenediamine
108-00-9

N,N-dimethylethylenediamine

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

methyl 2-(2-(dimethylamino)ethyl)-2H-indazole-6-carboxylate

methyl 2-(2-(dimethylamino)ethyl)-2H-indazole-6-carboxylate

Conditions
ConditionsYield
Stage #1: N,N-dimethylethylenediamine; methyl 4-formyl-3-nitrobenzoate In methanol at 20℃; for 2h;
Stage #2: With tributylphosphine In methanol at 50 - 70℃;
84%
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

cyanomethylene triphenylphosphorane
16640-68-9

cyanomethylene triphenylphosphorane

(E)-methyl 4-(2-cyanovinyl)-3-nitrobenzoate

(E)-methyl 4-(2-cyanovinyl)-3-nitrobenzoate

Conditions
ConditionsYield
In dichloromethane at -15 - 20℃; for 1.5h;79%
ethylene glycol
107-21-1

ethylene glycol

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

methyl 4-( 1,3-dioxolan-2-yl)-3-nitrobenzoate
773095-63-9

methyl 4-( 1,3-dioxolan-2-yl)-3-nitrobenzoate

Conditions
ConditionsYield
In toluene for 4h; Reflux; Dean-Stark;78%
With toluene-4-sulfonic acid In toluene for 4h; Dean-Stark; Reflux;78%
With toluene-4-sulfonic acid In toluene for 4h; Dean-Stark; Reflux;78%
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

methyl 2-(3-hydroxypropyl)-2H-indazole-6-carboxylate

methyl 2-(3-hydroxypropyl)-2H-indazole-6-carboxylate

Conditions
ConditionsYield
Stage #1: methyl 4-formyl-3-nitrobenzoate; propan-1-ol-3-amine In isopropyl alcohol at 80℃; for 3h; Inert atmosphere;
Stage #2: With tributylphosphine In isopropyl alcohol at 80℃; for 12h; Inert atmosphere;
78%
methanol
67-56-1

methanol

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

4-dimethoxymethyl-3-nitro-benzoic acid methyl ester
332082-19-6

4-dimethoxymethyl-3-nitro-benzoic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 90℃; for 0.5h;76%
2-tert-butylfuran
7040-43-9

2-tert-butylfuran

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

C25H29NO6
1378569-12-0

C25H29NO6

Conditions
ConditionsYield
With perchloric acid In 1,4-dioxane; water at 70℃;72%
tert-butyl 3-cyano-2-(triphenylphosphoranylidene)propanoate

tert-butyl 3-cyano-2-(triphenylphosphoranylidene)propanoate

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

methyl 4-(3-(tert-butoxy)-2-(cyanomethyl)-3-oxoprop-1-en-1-yl)-3-nitrobenzoate

methyl 4-(3-(tert-butoxy)-2-(cyanomethyl)-3-oxoprop-1-en-1-yl)-3-nitrobenzoate

Conditions
ConditionsYield
In toluene at 25℃; for 19h; Cooling with ice;72%
In toluene at 25℃; for 19h; Cooling with ice;72%
In toluene at 25℃; for 18h;72%
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

(Z)-1-(3,3,3-trifluoro-1-phenylprop-1-en-2-yl)pyrrolidine

(Z)-1-(3,3,3-trifluoro-1-phenylprop-1-en-2-yl)pyrrolidine

methyl 3-nitro-4-[(1E)-4,4,4-trifluoro-3-oxo-2-phenylbut-1-en-1-yl]benzoate

methyl 3-nitro-4-[(1E)-4,4,4-trifluoro-3-oxo-2-phenylbut-1-en-1-yl]benzoate

Conditions
ConditionsYield
With acetic acid at 80 - 90℃; stereoselective reaction;70%
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

C17H17NO6

C17H17NO6

Conditions
ConditionsYield
With formic acid at 110℃; for 18h; Inert atmosphere;66%
4-trifluoromethylphenylamine
455-14-1

4-trifluoromethylphenylamine

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

methyl 3-nitro-4-[(4-trifluoromethylphenylimino)methyl]benzoate
860007-73-4

methyl 3-nitro-4-[(4-trifluoromethylphenylimino)methyl]benzoate

Conditions
ConditionsYield
In ethanol at 20℃; for 5h;64%
methyl ethynyl ketone
1423-60-5

methyl ethynyl ketone

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

C13H11NO3

C13H11NO3

Conditions
ConditionsYield
With formic acid at 110℃; for 18h; Inert atmosphere;62%
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

methyl 4-(hydroxymethyl)-3-nitrobenzoate
89950-93-6

methyl 4-(hydroxymethyl)-3-nitrobenzoate

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0 - 25℃;61%
With sodium tetrahydroborate In methanol54%
methyl (triphenylphosphoranylidene)acetate
21204-67-1

methyl (triphenylphosphoranylidene)acetate

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

(Z)-methyl 4-(2-bromo-3-methoxy-3-oxoprop-1-enyl)-3-nitrobenzoate
1586740-49-9

(Z)-methyl 4-(2-bromo-3-methoxy-3-oxoprop-1-enyl)-3-nitrobenzoate

Conditions
ConditionsYield
Stage #1: methyl (triphenylphosphoranylidene)acetate With dimethylbromosulphonium bromide In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: methyl 4-formyl-3-nitrobenzoate With triethylamine In dichloromethane at -78 - 20℃; Inert atmosphere;
49%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

A

C10H11NO5
1582753-59-0

C10H11NO5

B

methyl 4-(hydroxymethyl)-3-nitrobenzoate
89950-93-6

methyl 4-(hydroxymethyl)-3-nitrobenzoate

Conditions
ConditionsYield
In diethyl ether at 20℃; for 4h;A n/a
B 13%
carbon tetrabromide
558-13-4

carbon tetrabromide

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

4-(2,2-dibromovinyl)-3-nitrobenzoic acid methyl ester

4-(2,2-dibromovinyl)-3-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0 - 20℃;
With triphenylphosphine In dichloromethane at 0 - 20℃; for 2.5h; Ramirez olefination;
With triphenylphosphine In dichloromethane at 0 - 20℃;
With triphenylphosphine In dichloromethane at 0℃; Corey-Fuchs olefination;
With triphenylphosphine In dichloromethane at 0 - 20℃; for 1.5h;
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

3,4-dichloro-5H-furan-2-one
62674-12-8

3,4-dichloro-5H-furan-2-one

methyl 4-((3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)(hydroxy)methyl)-3-nitrobenzoate

methyl 4-((3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)(hydroxy)methyl)-3-nitrobenzoate

methyl 4-((3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)(hydroxy)methyl)-3-nitrobenzoate

methyl 4-((3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)(hydroxy)methyl)-3-nitrobenzoate

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 3h; Title compound not separated from byproducts.;
Methyl thioglycolate
2365-48-2

Methyl thioglycolate

methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

dimethyl benzo[b]thiophene-2,6-dicarboxylate
850073-71-1

dimethyl benzo[b]thiophene-2,6-dicarboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide
With potassium carbonate In N,N-dimethyl-formamide at 20 - 50℃; for 25h;
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

2-trityloxycarbamoyl-benzo[b]thiophene-6-carboxylic acid methyl ester
850073-74-4

2-trityloxycarbamoyl-benzo[b]thiophene-6-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: K2CO3 / dimethylformamide
2: NaOH / tetrahydrofuran; methanol
3: EDC; HOBt / CH2Cl2
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C
2: sodium hydroxide / tetrahydrofuran; methanol; water / 5 h
3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h
View Scheme
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

2-trityloxycarbamoyl-benzo[b]thiophene-6-carboxylic acid
850073-75-5

2-trityloxycarbamoyl-benzo[b]thiophene-6-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: K2CO3 / dimethylformamide
2: NaOH / tetrahydrofuran; methanol
3: EDC; HOBt / CH2Cl2
4: NaOH / tetrahydrofuran; methanol
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C
2: sodium hydroxide / tetrahydrofuran; methanol; water / 5 h
3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h
4: sodium hydroxide / tetrahydrofuran; methanol; water
View Scheme
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

2-hydroxycarbamoyl-benzo[b]thiophene-6-carboxylic acid methyl ester

2-hydroxycarbamoyl-benzo[b]thiophene-6-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: K2CO3 / dimethylformamide
2: NaOH / tetrahydrofuran; methanol
3: EDC; HOBt / CH2Cl2
4: TFA / CH2Cl2
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C
2: hydroxylamine / methanol; ISOPROPYLAMIDE; water
View Scheme
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

C35H26N2SO3

C35H26N2SO3

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: K2CO3 / dimethylformamide
2: NaOH / tetrahydrofuran; methanol
3: EDC; HOBt / CH2Cl2
4: NaOH / tetrahydrofuran; methanol
5: EDC; HOBt / CH2Cl2
View Scheme
methyl 4-formyl-3-nitrobenzoate
153813-69-5

methyl 4-formyl-3-nitrobenzoate

benzo[b]thiophene-2,6-dicarboxylic acid 2-hydroxyamide 6-phenylamide

benzo[b]thiophene-2,6-dicarboxylic acid 2-hydroxyamide 6-phenylamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: K2CO3 / dimethylformamide
2: NaOH / tetrahydrofuran; methanol
3: EDC; HOBt / CH2Cl2
4: NaOH / tetrahydrofuran; methanol
5: EDC; HOBt / CH2Cl2
6: TFA / CH2Cl2
View Scheme

153813-69-5Relevant academic research and scientific papers

N-HYDROXYCARBOXAMIDE DERIVATIVES USEFUL AS INHIBITORS OF MAMMALIAN HISTONE DEACETYLASE ACTIVITY

-

, (2022/03/09)

A compound of formula (I) or a pharmaceutically acceptable salt thereof. The compound is useful for the treatment of a disorder selected from autoimmune disorders, mental disorders, neurodegenerative disorders, pain, respiratory diseases, and hyperproliferative disorders, in particular cancers.

COMBINATION OF HEPATITIS B VIRUS (HBV) VACCINES AND PYRIDOPYRIMIDINE DERIVATIVES

-

, (2021/01/22)

Therapeutic combinations of hepatitis B virus (HBV) vaccines and a pyridopyrimidine derivative are described. Methods of inducing an immune response against HBV or treating an HBV-induced disease, particularly in individuals having chronic HBV infection, using the disclosed therapeutic combinations are also described. The invention provides therapeutic combinations or compositions and methods for inducing an immune response against hepatitis B viruses (HBV) infection.

BENZAZEPINE DICARBOXAMIDE COMPOUNDS WITH SECONDARY AMIDE FUNCTION

-

, (2017/12/29)

This invention relates to new benzazepine dicarboxamide compounds of the formula (I) wherein R1 to R4 are as defined in the description and in the claims, as well as pharmaceutically acceptable salts thereof. These compounds are TLR agonists and may therefore be useful as medicaments for the treatment of diseases such as cancer, autoimmune diseases, inflammation, sepsis, allergy, asthma, graft rejection, graft-versus-host disease, immunodeficiencies, and infectious diseases.

DIHYDROPYRIMIDINYL BENZAZEPINE CARBOXAMIDE COMPOUNDS

-

, (2018/02/03)

This invention relates to new benzazepine carboxamide compounds of the formula (i) wherein X and R1 to R6 are as defined in the description and in the claims, as well as pharmaceutically acceptable salts thereof. These compounds are TLR8 agonists and may therefore be useful as medicaments for the treatment of diseases such as cancer, autoimmune diseases, inflammation, sepsis, allergy, asthma, graft rejection, graft-versus-host disease, immunodeficiencies, and infectious diseases.

BENZAZEPINE DICARBOXAMIDE COMPOUNDS WITH TERTIARY AMIDE FUNCTION

-

, (2017/12/29)

This invention relates to new benzazepine dicarboxamide compounds of the formula (I) wherein R1 to R 3 are as defined in the description and in the claims, as well as pharmaceutically acceptable salts thereof. These compounds are TLR agonists and may therefore be useful as medicaments for the treatment of diseases such as cancer, autoimmune diseases, inflammation, sepsis, allergy, asthma, graft rejection, graft-versus-host disease, immunodeficiencies, and infectious diseases.

NEW SPIRO[3H-INDOLE-3,2′-PYRROLIDIN]-2(1H)-ONE COMPOUNDS AND DERIVATIVES AS MDM2-P53 INHIBITORS

-

Page/Page column 93, (2016/03/13)

The present invention encompasses compounds of formula (I) wherein the groups R1 to R7, A, V, W, X, Y, n, r and q are defined in claim 1, their use as inhibitors of MDM2-p53 interaction, pharmaceutical compositions which contain compounds of this kind, their use as medicaments, especially as agents for treatment and/or prevention of oncological diseases, and synthetic intermediates.

Benzazepine Dicarboxamide Compounds

-

Paragraph 0253; 0255, (2016/09/26)

This invention relates to novel benzazepine dicarboxamide compounds of the formula wherein R1 to R4 are as defined in the description and in the claims, as well as pharmaceutically acceptable salts thereof. These compounds are TLR agonists and may therefore be useful as medicaments for the treatment of diseases such as cancer, autoimmune diseases, inflammation, sepsis, allergy, asthma, graft rejection, graft-versus-host disease, immunodeficiencies, and infectious diseases.

ISOXAZOLINE DERIVATIVES AS INSECTICIDAL COMPOUNDS

-

Page/Page column 87; 89-90, (2013/03/26)

The present invention provides compounds of formula (I) wherein G1 is oxygen; R1 is hydrogen; R2 is group P, L is a bond, methylene or ethylene; one of A1 and A2 is S, SO or SO2 and the other is -C(R4)R4-; R3 is hydrogen or methyl; each R4 is independently hydrogen or methyl; Y1, Y2 and Y3 are independently CH or nitrogen; wherein no more than two of Y1, Y2 and Y3 are nitrogen and wherein Y2 and Y3 are not both nitrogen; R5 is chloro, bromo, fluoro; X2 is C-X6 or nitrogen; Χ1, Χ3 and X6 are independently hydrogen, halogen or trihalomethyl, wherein at least two of X1, X3 and X6 are not hydrogen; X4 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl. The invention also relates to methods of using the compounds to control insects, acarines, nematodes or molluscs, as well as intermediates usefor the the sysnthesis of the compounds.

ISOXAZOLINE DERIVATIVES AS INSECTICIDAL COMPOUNDS

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Page/Page column 153-154; 156, (2013/03/26)

The present invention provides compounds of formula (I), wherein G1 is oxygen; R1 is hydrogen; R2 is group P (P) L is a bond, methylene or ethylene; one of A1 and A2 is S, SO or SO2 and the other is -C(R4)R4-R3 is hydrogen or methyl; each R4 is independently hydrogen or methyl; Y1 is C-R6, CH or nitrogen; Y2 and Y3 are independently CH or nitrogen; wherein no more than two of Y1, Y2 and Y3 are nitrogen and wherein Y2 and Y3 are not both nitrogen; R5 is hydrogen, halogen, cyano, nitro, NH2, C1-C2alkyl, C1-C2haloalkyl, C3-C5cycloalkyl, C3-C5halocycloalkyl, C1-C2alkoxy, C1-C2haloalkoxy; R6 together with R5 forms a -CH=CH-CH=CH- bridge; X2 is C-X6 or nitrogen; X1, X3 and X6 are independently hydrogen, halogen or trihalomethyl, wherein at least two of X1, X3 and X6 are not hydrogen; X4 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl. The invention also provides intermediates useful for the preparation of compounds of formula (I), as well as methods of controlling insects, acarines, nematodes or molluscs using the compounds of formula (I).

HYDROXAMIC ACID DERVICATIVES AS INHIBITORS OF HDAC ENZYMATIC ACTIVITY

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, (2008/06/13)

Compounds of formula (I) are inhibitors of histone deacetylase activity, and are useful in the treatment of, for example, cancers: formula (I) wherein Y1 is a bond, -(C=O)-, -S(O2)-, -C(=O)O-, -OC(=O)-, -(C=O)NR3, -NR3(C=O)-, -S(O2)NR3-, -NR3S(O2)-, or -NR3(C=O)NR5-, wherein R3 and R5 are independently hydrogen or optionally substituted (C1-C6)alkyl, L1 is a divalent radical of formula -(Alk1)m(Q)n(Alk2)p- wherein m, n, p, AIk1, AIk2 and Q are as defined in the claims; z is O or 1 ; A represents an optionally substituted mono-, bi- or tri-cyclic carbocyclic or heterocyclic ring system; -[Linker]- represents a divalent linker radical; R is a radical of formula (X) or (Y); wherein R1 is a carboxylic acid group (-COOH), or an ester group which is hydrolysable by one or more intracellular carboxylesterase enzymes to a carboxylic acid group; R4 is hydrogen; or optionally substituted C1-C6 alkyl, C3-C7cycloalkyl, aryl, aryl(C1-C6 alkyl)-, heteroaryl, heteroaryl(C1-C6 alkyl)-, -(C=O)R3, -(C=O)OR3, or -(C=O)NR3 wherein R3 is hydrogen or optionally substituted (C1-C6)alkyl, C3-C7 cycloalkyl, aryl, aryl(C1-C6 alkyl)-, heteroaryl, or heteroary(C1-C6 alkyl)-; R41 is hydrogen or optionally substituted C1-C6 alkyl; and B is a monocyclic heterocyclic ring of 5 or 6 ring atoms wherein R1 is linked to a ring carbon adjacent the ring nitrogen shown, and ring B is optionally fused to a second carbocyclic or heterocyclic ring of 5 or 6 ring atoms in which case the bond shown intersected by a wavy line may be from a ring atom in said second ring.

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