32779-36-5

Basic information

• Product Name: 5-Bromo-2-chloropyrimidine
• Synonyms: PYRIMIDINE, 5-BROMO-2-CHLORO-;2-CHLORO-5-BROMOPYRIMIDINE;2C5BP;5-BROMO-2-CHLOROPYRIMIDINE;5-BROMO-2-CHLOROPYRIMIDNE;5-BROMO-2-CHLOROPYRIMIDINE(MINIMUM85%);MAJORIMPURITYIS2,5-DIBROMOPYRIMIDINE ;5-BROMO-2-CHLOROPYRIMIDINE(MINIMUM95%)
• CAS NO: 32779-36-5
• Molecular Formula: C₄H₂BrClN₂
• Molecular Weight: 193.43
• EINECS: -0
• Product Categories: Pyrimidine Series;Halides;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Pyrazines, Pyrimidines & Pyridazines;Pyrimidine;Halogenated;Organohalides;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks;Variety of halogenated heterocyclic series;Building Blocks;C4 to C5;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocycle-Pyrimidine series;Pharmaceutical intermediates;Thiophenes
• Mol File: 32779-36-5.mol

Chemical Properties

• Melting Point: 76-81 °C(lit.)
• Boiling Point: 95°C 15mm
• Flash Point: 95°C/15mm
• Appearance: Off-white to beige/Crystalline Powder
• Density: 1.86 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.588
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: -2.84±0.22(Predicted)
• Water Solubility: insoluble
• BRN: 507955
• CAS DataBase Reference: 5-Bromo-2-chloropyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-chloropyrimidine(32779-36-5)
• EPA Substance Registry System: 5-Bromo-2-chloropyrimidine(32779-36-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/39-37/39-36
• RIDADR: UN 3335
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 32779-36-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-2-chloropyrimidine is used as a pharmaceutical intermediate for the synthesis of pharmaceutical goods such as inhibitors. Its presence in the molecular structure of these compounds contributes to their therapeutic properties, enhancing their efficacy in treating various diseases and conditions.
Used in Organic Synthesis:
5-Bromo-2-chloropyrimidine is also employed in the cross-coupling reactions of indium organometallics with 2,5-dihalopyrimidines. This application highlights its versatility as a chemical building block, enabling the creation of new and innovative molecules with potential applications in various fields, including medicine, agriculture, and materials science.

InChI:InChI=1/C4H2BrClN2/c5-3-1-7-4(6)8-2-3/h1-2H

Synthetic route

5-bromopyrimidin-2-ol (38353-06-9) → 5-Bromo-2-chloropyrimidine (32779-36-5)

Conditions	Yield
With trichlorophosphate at 80℃;	88%
With trichlorophosphate In N,N-dimethyl-aniline for 4h; Heating / reflux;	75%
With N,N-dimethyl-aniline; trichlorophosphate for 4h; Heating;	73%

5-bromo-1H-pyrimidin-2-one (38353-06-9) → 5-Bromo-2-chloropyrimidine (32779-36-5)

Conditions	Yield
With N,N-dimethyl-aniline; trichlorophosphate for 6h; Heating / reflux;	84%

5-bromopyrimidine (4595-59-9) → 5-Bromo-2-chloropyrimidine (32779-36-5)

Conditions	Yield
With trichlorophosphate at 0 - 120℃; for 4.16667h;	80%
With trichlorophosphate at 0 - 120℃; for 4.25h;

5-bromo-2-hydroxypyrimidine → 5-Bromo-2-chloropyrimidine (32779-36-5)

Conditions	Yield
With N,N-dimethyl-aniline; trichlorophosphate	77%

5-bromo-2-aminopyrimidine (7752-82-1) → 5-Bromo-2-chloropyrimidine (32779-36-5)

Conditions	Yield
With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane at 20℃; Inert atmosphere;	36%

4-amino-5-bromo-2-chloropyrimidine (205672-25-9) → 5-Bromo-2-chloropyrimidine (32779-36-5)

Conditions	Yield
With tetrahydrofuran; tert.-butylnitrite; dimethyl sulfoxide at 30℃; for 2h; Green chemistry;	27%

2-chloropyrimidine (1722-12-9) → 5-Bromo-2-chloropyrimidine (32779-36-5)

Conditions	Yield
With N-Bromosuccinimide; boron trifluoride diethyl etherate In acetonitrile at 20℃; Solvent; Reflux;	14.1 g
With bromine; acetic acid Reflux;	29 g
With bromine; acetic acid Reflux;	29 g

5-Bromo-2-chloropyrimidine (32779-36-5) + methylamine (74-89-5) → 5-bromo-N-methylpyrimidin-2-amine (31402-54-7)

Conditions	Yield
In methanol; water for 72h; Reflux;	100%
With potassium carbonate In tetrahydrofuran; water; tert-butyl alcohol at 150℃; for 0.25h; microwave;	98%
Stage #1: 5-Bromo-2-chloropyrimidine; methylamine In methanol at 115℃; for 48h; Sealed vessel; Stage #2: With sodium hydroxide In dichloromethane; water	93%

5-Bromo-2-chloropyrimidine (32779-36-5) + isopropyl alcohol (67-63-0) → 5-bromo-2-(propan-2-yloxy)pyrimidine (121487-12-5)

Conditions	Yield
With sodium at 20℃;	100%
Stage #1: isopropyl alcohol With sodium hydride Stage #2: 5-Bromo-2-chloropyrimidine for 15h; Reflux;
With sodium hydride at 60℃; for 24.5h; Heating / reflux;

morpholine (110-91-8) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 4-(5-bromopyrimidin-2-yl)morpholine (84539-22-0)

Conditions	Yield
Stage #1: morpholine With potassium carbonate In acetonitrile at 20℃; for 1h; Stage #2: 5-Bromo-2-chloropyrimidine In acetonitrile for 18h; Reflux;	100%
With potassium carbonate In acetonitrile at 85℃; for 10h;	95%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h;	85%

2-chloro-4-methoxyphenol (18113-03-6) + 5-Bromo-2-chloropyrimidine (32779-36-5) → C11H8BrClN2O2

Conditions	Yield
With potassium carbonate In butanone at 100℃; for 5h;	100%

N-Boc-1,3-diaminopropane (75178-96-0) + 5-Bromo-2-chloropyrimidine (32779-36-5) → tert-butyl (3-((5-bromopyrimidin-2-yl)amino)propyl)carbamate

Conditions	Yield
In ethanol for 6h; Reflux;	100%
With triethylamine In ethanol at 80℃; for 4h; Sealed tube;

1-methyl-piperazine (109-01-3) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 2-chloro-5-(4-methylpiperazin-1-yl)pyrimidine

Conditions	Yield
In 1,4-dioxane for 2h; Reflux;	100%

5-Bromo-2-chloropyrimidine (32779-36-5) + sodium thiomethoxide (5188-07-8) → 2,5-dimethylthiopyrimidine

Conditions	Yield
In N,N-dimethyl-formamide at 25 - 40℃; for 3h; Temperature; Inert atmosphere;	100%

5-Bromo-2-chloropyrimidine (32779-36-5) + 1-[3-(trifluoromethoxy)phenyl]methanamine (93071-75-1) → 5-bromo-N-{[3-(trifluoromethoxy)phenyl]methyl}pyrimidin-2-amine

Conditions	Yield
With diisopropylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 48h;	99.6%

4-HYDROXYPIPERIDINE (5382-16-1) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 1-(5-bromopyrimidin-2-yl)-4-piperidinol (887425-47-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 15h; Heating / reflux;	99%
With triethylamine In N,N-dimethyl-formamide at 100℃; for 16h;	97.7%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 160℃; for 0.0833333h; Microwave;
With triethylamine In ethanol at 90℃; for 0.5h;

tert-butyl 4-(piperazinylsulfonyl)-perhydro-2H-pyran-4-carboxylate (622387-56-8) + 5-Bromo-2-chloropyrimidine (32779-36-5) → tert-butyl 4-{[4-(5-bromopyrimidin-2-yl)piperazin-1-yl]sulfonyl}tetrahydro-2H-pyran-4-carboxylate (622386-44-1)

Conditions	Yield
With triethylamine In toluene for 18h; Heating / reflux;	99%

sodium cyanide (143-33-9) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 5-bromopyrimidine-2-carbonitrile (38275-57-9)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In water; dimethyl sulfoxide at 20℃; for 18h;	99%
1,4-diaza-bicyclo[2.2.2]octane In water; dimethyl sulfoxide at 20℃;	88%
With 1,4-diaza-bicyclo[2.2.2]octane In water; dimethyl sulfoxide at 20℃; for 2h;
In DMF (N,N-dimethyl-formamide) at 20℃; for 18h;

5-Bromo-2-chloropyrimidine (32779-36-5) + (R)-tert-butyl 3-methylpiperazine-1-carboxylate (163765-44-4) → (R)-tert-butyl 4-(5-bromopyrimidin-2-yl)-3-methylpiperazine-1-carboxylate (1272973-68-8)

Conditions	Yield
With potassium carbonate In propyl cyanide at 120℃; for 15h;	99%
With potassium carbonate In acetonitrile at 150℃; for 1h;	73%

2,4-difluorobenzyl alcohol (56456-47-4) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 5-bromo-2-(2,4-difluorobenzyloxy)pyrimidine

Conditions	Yield
Stage #1: 2,4-difluorobenzyl alcohol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;	99%

5-Bromo-2-chloropyrimidine (32779-36-5) + benzyl-methyl-amine (103-67-3) → N-benzyl-5-bromo-N-methylpyrimidin-2-amine

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In Isopropyl acetate at 100℃; for 2h;	99%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 100℃; for 2h;	99%

3-monochlorophenol (108-43-0) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 5-bromo-2-(3-chlorophenoxy)pyrimidine

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;	99%

5-Bromo-2-chloropyrimidine (32779-36-5) + 1-amino-3-(dimethylamino)propane (109-55-7) → N1-(5-bromopyrimidin-2-yl)-N3,N3-dimethylpropane-1,3-diamine

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 40℃; for 1h;	99%

ethanol (64-17-5) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 2-chloro-5-ethoxypyrimidine (82153-68-2)

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In toluene at 100℃; for 3h;	98.6%

5-Bromo-2-chloropyrimidine (32779-36-5) + benzyl alcohol (100-51-6) → 2-(benzyloxy)-5-bromopyrimidine (742058-39-5)

Conditions	Yield
Stage #1: benzyl alcohol With sodium hydride In tetrahydrofuran for 0.166667h; Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran at 20℃; Stirring overnight;	98%
Stage #1: benzyl alcohol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;	97%
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1.5h;
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 2h;	10.2 g

5-Bromo-2-chloropyrimidine (32779-36-5) + Benzo[b]thiophene (95-15-8) → 4-(benzo[b]thiophen-2-yl)-5-bromo-2-chloropyrimidine

Conditions	Yield
Stage #1: Benzo[b]thiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran; hexane at -30 - 0℃; for 1h; Stage #3: With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone more than 3 stages;	98%
Stage #1: Benzo[b]thiophene With n-butyllithium In diethyl ether; hexane at 0℃; for 2.75h; Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran; diethyl ether; hexane at -78℃; for 1.75h; Stage #3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran; methanol; diethyl ether; hexane at -24 - -15℃;	62%

5-Bromo-2-chloropyrimidine (32779-36-5) + 4-methoxy-benzylamine (2393-23-9) → (5-bromo-pyrimidin-2-yl)-(4-methoxy-benzyl)-amine (859207-02-6)

Conditions	Yield
at 120℃; for 2h;	98%
at 120℃; for 2h;	98%
at 120℃; for 2h;	98%

cyanoacetic acid tert-butyl ester (1116-98-9) + 5-Bromo-2-chloropyrimidine (32779-36-5) → tert-butyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetic acid (1305329-97-8)

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran at 20℃; for 18h;	98%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 3h;	35.72%

5-Bromo-2-chloropyrimidine (32779-36-5) + para-Chlorobenzyl alcohol (873-76-7) → 5-bromo-2-(4-chlorobenzyloxy)pyrimidine

Conditions	Yield
Stage #1: para-Chlorobenzyl alcohol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;	98%

hexamethylene imine (111-49-9) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 1-(5-bromopyrimidin-2-yl)azepane (1015241-96-9)

Conditions	Yield
In dichloromethane at 20℃; for 2h;	98%
In dichloromethane at 20℃; for 2h; Schlenk technique; Inert atmosphere;	98%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 16h; Inert atmosphere;	94%
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 150℃; for 0.5h; Microwave irradiation;	91%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 16h;	90%

ethylene glycol (107-21-1) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 2-((5-bromopyrimidin-2-yl)oxy)ethan-1-ol (1246922-88-2)

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 45℃; for 8h; Reagent/catalyst; Solvent; Temperature; Green chemistry;	98%

benzoimidazole (51-17-2) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 1-(5-bromopyrimidin-2-yl)-1H-benzo[d]imidazole (883230-69-1)

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 70℃; for 24h; Inert atmosphere;	97%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃;

5-Bromo-2-chloropyrimidine (32779-36-5) + dimethyl amine (124-40-3) → 5-bromo-N,N-dimethylpyrimidin-2-amine (38696-21-8)

Conditions	Yield
In ethanol at 115℃; for 48h;	97%
In tetrahydrofuran at 20℃; Inert atmosphere;	86%
In tetrahydrofuran; acetonitrile at 20℃; for 1h;	3.2 g
With potassium carbonate In methanol at 20℃; for 1h;

(S)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazin‐6‐ol (187235-08-1) + 5-Bromo-2-chloropyrimidine (32779-36-5) → (S)‐6‐((5‐bromopyrimidin‐2‐yl)oxy)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazine (1188328-31-5)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere; chemoselective reaction;	97%

5-Bromo-2-chloropyrimidine (32779-36-5) + trifluoroacetic acid (76-05-1) → (2-chloropyrimidin-5-yl-1-ium)boronic acid trifluoroacetate

Conditions	Yield
Stage #1: 5-Bromo-2-chloropyrimidine With n-butyllithium; Triisopropyl borate In tetrahydrofuran; toluene at -78℃; for 1.83333h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water; toluene at -78℃; Stage #3: trifluoroacetic acid In water; acetonitrile HPLC;	97%

3-fluoro-benzenemethanol (456-47-3) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 5-bromo-2-(3-fluorobenzyloxy)pyrimidine

Conditions	Yield
Stage #1: 3-fluoro-benzenemethanol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;	97%

N-(3-chloro-4-hydroxyphenyl)carbamic acid tert-butyl ester (911297-03-5) + 5-Bromo-2-chloropyrimidine (32779-36-5) → C15H15BrClN3O3

Conditions	Yield
With potassium carbonate In butanone at 100℃; for 4h;	97%

Upstream product

• 38353-06-9 5-bromopyrimidin-2-ol 
• 38353-06-9 5-bromo-1H-pyrimidin-2-one 
• 7752-82-1 5-bromo-2-aminopyrimidine 
• 4595-59-9 5-bromopyrimidine 
• 1722-12-9 2-chloropyrimidine 
• 205672-25-9 4-amino-5-bromo-2-chloropyrimidine 

Downstream Products

• 261-27-8 5H-[1]-chromeno[2,3-b]pyridine 
• 123089-12-3 5-bromo-2-(1-methyl-2-propenyloxy)pyrimidine 
• 110990-24-4 4-(5-Bromo-pyrimidin-2-yloxy)-3-fluoro-phenylamine 
• 105128-95-8 4-(5-Bromo-2-pyrimidinyloxy)-3-chloroaniline 
• 111986-60-8 4-(5-bromo-2-pyrimidinyloxy)-3methoxymethylaniline 
• 121487-13-6 5-bromo-2-(tert-butoxy)pyrimidine 
• 121487-12-5 5-bromo-2-(propan-2-yloxy)pyrimidine 
• 122372-20-7 2-chloro-5-(α-ethoxyvinyl)pyrimidine 
• 22536-62-5 2-chloro-5-phenypyrimidine 
• 123089-11-2 5-bromo-2-(1-methyl-2-phenylthio-2-propenyloxy)pyrimidine 
• 111986-63-1 4-(5-Bromo-pyrimidin-2-yloxy)-3-chloro-5-trifluoromethyl-phenylamine 
• 123089-03-2 2-(allyloxy)-5-bromopyrimidine 
• 65364-66-1 ethyl (5-bromopyrimidin-2-yl)(cyano)acetate 
• 123089-06-5 5-bromo-2-(3-phenyl-2-propenyloxy)pyrimidine 

Relevant articles and documents

Preparation method 2 - methyl -5 -bromopyrimidine

The invention specifically discloses a preparation method of 2 - methyl -5 -bromopyrimidine, and belongs to the technical field of organic synthesis. The method comprises the following steps: a) taking 2 - amino -5 -bromopyrimidine as a raw material, carrying out diazotization reaction or Schedman reaction or 2 - hydroxyl -5 -bromopyrimidine as a raw material to obtain 2 -halo -5 -bromopyrimidine through a halogenated reagent. b) The carboxylic diester is substituted with 2 - halo -5 - bromopyrimidine to give 2-position substituted product. c) The last 2 -bit substituted product is reacted under basic, high temperature conditions to give 2 - methyl -5 - bromopyrimidine. The method has the advantages of easily available raw materials, low cost, simple flow and potential industrial amplification prospect.

Dimethyl sulfoxide-accelerated reductive deamination of aromatic amines with t-BuONO in tetrahydrofuran

An efficient method for the conversion of aryl amines into arenes by a one-pot reductive deamination has been achieved. It was found the reductive deamination using t-BuONO in tetrahydrofuran could be accelerated by dimethyl sulfoxide and provided the deamination products with good yields under mild conditions. A plausible mechanism is discussed.

Preparation method for 2-chloro-5-(piperidin-4-yl)pyrimidine

The invention discloses a preparation method for 2-chloro-5-(piperidin-4-yl)pyrimidine. The target product is obtained by using 2-chloropyrimidine as a starting raw material, performing a brominationreaction, performing a coupling reaction, performing an elimination reaction and performing a catalytic hydrogenation reaction. The compound provided by the invention is an important pharmaceutical intermediate.

Method for preparing 2-chloropyrimidine derivative

The invention discloses a method for preparing a 2-chloropyrimidine derivative, namely 2-chlorine-5-(piperidine-4-yl) pyrimidine. The method comprises the following steps: by taking 2-chloropyrimidine as an initial raw material, performing reactions of bromine introduction, coupling, elimination and catalytic hydrogenation, thereby obtaining a target product. The compound is a significant medicinal intermediate.

Preparation of 2-amino-pyrimidine-5-boronic acid frequency that ester method

A method of preparing 2-aminopyrimidine-5-boronic acid pinacol ester is disclosed. The method includes subjecting 2-chloropyrimidine that is a raw material and NBS to bromization under catalysis of BF3-Et2O to obtain 2-chloro-5-bromopyrimidine; reacting the 2-chloro-5-bromopyrimidine with n-Bu3MgLi at a temperature ranging from -20 DEG C to -10 DEG C; adding methoxyboronic acid pinacol ester or isopropoxyboronic acid pinacol ester; performing boronization to obtain 2-chloropyrimidine-5-boronic acid pinacol ester; adding into ammonia water or a methanol-ammonia solution; and reacting at 80-100 DEG C in a sealed manner to obtain the 2-chloropyrimidine-5-boronic acid pinacol ester. Synthetic process conditions of the method are mild. An ultralow-temperature reaction is avoided. Reactions can be performed continuously. A pure product can be obtained only by simple recrystallization of the final product.

Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents

The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.

SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY

The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

OLEFIN SUBSTITUTED OXINDOLES HAVING AMPK ACTIVITY

The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

Synthesis, characterization and pharmacological study of 4,5-dihydropyrazolines carrying pyrimidine moiety

A series of 5-bromo-2-(3,5-diaryl-4,5-dihydro-1H-pyrazol-1-yl)pyrimidine were prepared under conventional heating as well as microwave reaction condition. The newly synthesized compounds were characterized on the basis of elemental, spectral and single crystal X-ray studies. These new compounds were screened for their antioxidant, anti-inflammatory and analgesic activities. Some of these compounds exhibited potent biological activities compared to the standard drug.

Discovery of potent and novel S-nitrosoglutathione reductase inhibitors devoid of cytochrome P450 activities

The pyrrole based N6022 was recently identified as a potent, selective, reversible, and efficacious S-nitrosoglutathione reductase (GSNOR) inhibitor and is currently undergoing clinical development for the treatment of acute asthma. GSNOR is a member of the alcohol dehydrogenase family (ADH) and regulates the levels of S-nitrosothiols (SNOs) through catabolism of S-nitrosoglutathione (GSNO). Reduced levels of GSNO, as well as other nitrosothiols (SNOs), have been implicated in the pathogenesis of many diseases including those of the respiratory, cardiovascular, and gastrointestinal systems. Preservation of endogenous SNOs through GSNOR inhibition presents a novel therapeutic approach with broad applicability. We describe here the synthesis and structure-activity relationships (SAR) of novel pyrrole based analogues of N6022 focusing on removal of cytochrome P450 inhibition activities. We identified potent and novel GSNOR inhibitors having reduced CYP inhibition activities and demonstrated efficacy in a mouse ovalbumin (OVA) model of asthma.