870822-90-5

Basic information

• Product Name: (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate
• Synonyms: (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate
• CAS NO: 870822-90-5
• Molecular Formula: C₁₆H₂₄N₂O₄
• Molecular Weight: 308.37276
• Mol File: 870822-90-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate(870822-90-5)
• EPA Substance Registry System: (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate(870822-90-5)

Safety Data

• Hazardous Substances Data: 870822-90-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate is used as an intermediate for the synthesis of various pharmaceutical compounds. Its hydrazine functional group allows for the creation of new molecules with potential therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate is used as a building block for the development of new agrochemicals, such as pesticides and herbicides, that can help improve crop yield and protect plants from pests.
Used in Materials Science:
(R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate is used as a component in the development of advanced materials with specific properties, such as high strength, durability, or chemical resistance.
Used in Chemical Research:
As a versatile organic compound, (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate is used in chemical research to study its properties, reactivity, and potential applications in various chemical industries. Further research may reveal additional uses and benefits of (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate.

Upstream product

• 870822-88-1 tert-butyl 2-{1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazin-1-carboxylate 
• 870822-87-0 tert-butyl N'-[1-[4-(ethoxycarbonyl)phenyl]ethylidene]hydrazinecarboxylate 
• 870-46-2 t-butoxycarbonylhydrazine 
• 38430-55-6 ethyl-4-acetylbenzoate 

Downstream Products

• 875558-21-7 (1R)-ethyl 4-(1-hydrazinoethyl)benzoate 
• 159041-71-1 (R)-(+)-ethyl 4-[1-(2-benzoylhydrazino)ethyl]benzoate 
• 875558-22-8 {(1R)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinium trifluoroacetate 

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.

Catalytic enantioselective hydrogenation of N-alkoxycarbonyl hydrazones: A practical synthesis of chiral hydrazines

(Figure presented) An enantioselective hydrogenation of hydrazones catalyzed by Rh complexes (Rh-Josiphos or Rh-Taniaphos) has been developed. The protocol can be applied to hydrazones with three different protective groups (Boc, Cbz, and methoxycarbonyl)

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.

SUBSTITUTED PYRAZOLES, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE

The present invention relates to substituted pyrazoles, compositions containing such compounds and methods of treatment. The compounds are glucagon receptor antagonists and thus are useful for treating, preventing or delaying the onset of type 2 diabetes

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.