870823-08-8

Basic information

• Product Name: (S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate
• Synonyms: (S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate
• CAS NO: 870823-08-8
• Molecular Formula: C₂₀H₁₈Cl₂N₂O₃
• Molecular Weight: 405.27452
• Mol File: 870823-08-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate(870823-08-8)
• EPA Substance Registry System: (S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate(870823-08-8)

Safety Data

• Hazardous Substances Data: 870823-08-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
(S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate is used as a potential active pharmaceutical ingredient for the development of new medications. The presence of the pyrazole ring suggests that it may have properties beneficial for drug design, possibly targeting various biological receptors or enzymes.
Used in Agrochemical Applications:
In the agrochemical industry, (S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate may be utilized as a component in the development of pesticides or herbicides. The pyrazole ring is known to be a common structural element in many agrochemicals, indicating that this compound could be effective in controlling pests or promoting plant growth.
Used in Chemical Research:
(S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate could serve as a starting material or intermediate in chemical research, particularly in the synthesis of more complex molecules. Its unique structure may allow for further functionalization and exploration of novel chemical properties.
Used in Material Science:
(S)-ethyl 4-(1-(3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)ethyl)benzoate may also find applications in material science, where its dichlorophenyl group could provide specific characteristics, such as enhanced stability or reactivity, useful in the development of new materials with tailored properties for various applications.

Upstream product

• 875558-57-9 {(1S)1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinium chloride 
• 172168-01-3 ethyl 3-(3,5-dichlorophenyl)-3-oxopropanoate 
• 870822-92-7 {(1S)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinium trifluoroacetate 

Downstream Products

• 870823-09-9 ethyl 4-[(1S)-1-(3-(3,5-dichlorophenyl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoate 
• 870823-12-4 MK-0893 
• 1383937-94-7 N-[(4-{(1S)-1-[3-(3,5-dichlorophenyl)-5-(6-methylnaphthalen-2-yl)-1H-pyrazol-1-yl]ethyl}phenyl)carbonyl]-β-alanine 
• 1383937-95-8 N-({4-[(1S)-1-{3-(3,5-dichlorophenyl)-5-[6-(propan-2-yl)naphthalen-2-yl]-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine 
• 870822-98-3 tert-butyl N-{4-[1-(3-(3,5-dichlorophenyl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]-benzoyl}-β-alaninate 
• 870823-13-5 tert-butyl N-(4-{(1S)-1-[3-(3,5-dichlorophenyl)-5-(6-methoxy-2-naphthyl)-1H-pyrazol-1-yl]ethyl}benzoyl)-β-alaninate 
• 1383937-87-8 tert-butyl N-(4-{(1S)-1-[3-(3,5-dichlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-1-yl]ethyl}benzoyl)-β-alaninate 

Relevant articles and documents

Discovery of a novel glucagon receptor antagonist N-[(4-{(1 S)-1-[3-(3, 5-dichlorophenyl)-5-(6-methoxynaphthalen-2-yl)-1 H -pyrazol-1-yl]ethyl}phenyl) carbonyl]-β-alanine (MK-0893) for the treatment of type II diabetes

A potent, selective glucagon receptor antagonist 9m, N-[(4-{(1S)-1-[3-(3,5- dichlorophenyl)-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl]ethyl}phenyl) carbonyl]-β-alanine, was discovered by optimization of a previously identified lead. Compound 9m is a reversible and competitive antagonist with high binding affinity (IC50 of 6.6 nM) and functional cAMP activity (IC50 of 15.7 nM). It is selective for glucagon receptor relative to other family B GPCRs, showing IC50 values of 1020 nM for GIPR, 9200 nM for PAC1, and >10000 nM for GLP-1R, VPAC1, and VPAC2. Compound 9m blunted glucagon-induced glucose elevation in hGCGR mice and rhesus monkeys. It also lowered ambient glucose levels in both acute and chronic mouse models: in hGCGR ob/ob mice it reduced glucose (AUC 0-6 h) by 32% and 39% at 3 and 10 mpk single doses, respectively. In hGCGR mice on a high fat diet, compound 9m at 3, and 10 mpk po in feed lowered blood glucose levels by 89% and 94% at day 10, respectively, relative to the difference between the vehicle control and lean hGCGR mice. On the basis of its favorable biological and DMPK properties, compound 9m (MK-0893) was selected for further preclinical and clinical evaluations.

Pyrazole derivatives, compositions containing such compounds and methods of use

Pyrazoles having a naphthyl group attached are disclosed. The compounds are useful for treating type 2 diabetes and related conditions. Pharmaceutical compositions and methods of treatment are also included.