glucagon receptor antagonists-4

Base Information

• Chemical Name: glucagon receptor antagonists-4
• CAS No.: 1393124-08-7
• Molecular Formula: C26H28F3N3O4
• Molecular Weight: 503.51
• Hs Code.: 2933998090
• Mol file: 1393124-08-7.mol

Synonyms:glucagon receptor antagonists-4;N-{4-[(1S)-1-{3,5-Dimethyl-4-[4-(trifluoromethyl)-1H-pyrazol-1-yl]phenoxy}butyl]benzoyl}-β-alanine

Chemical Property of glucagon receptor antagonists-4

Chemical Property:

• Boiling Point: 675.0±55.0 °C(Predicted)
• PKA: 4.28±0.10(Predicted)
• PSA: 93.45000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 6.02350

Purity/Quality:

99%, ^*data from raw suppliers

PF-06291874 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: PF-06291874 is a novel and potent glucagon receptor antagonist for the potential treatment of diabetes mellitus. PF-06291874, has a lower molcular weight and lipophilicity than historical glucagon receptor antagonists, resulting in excellent selectivity in broad-panel screening, lower cytotoxicity, and excellent overall in vivo safety in early pre-clinical testing.

Technology Process of glucagon receptor antagonists-4

There total 10 articles about glucagon receptor antagonists-4 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

C28H32F3N3O4 (1393131-62-8) → (S)-3-(4-(1-(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenoxy)butyl)benzamido)propanoic acid (1393124-08-7)

Guidance literature:

With water; potassium hydroxide; In tetrahydrofuran; methanol; at 25 ℃; for 18h;

DOI:10.1016/j.bmcl.2013.03.014

Reference yield:

C13H18O3 (1393125-60-4) → (S)-3-(4-(1-(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenoxy)butyl)benzamido)propanoic acid (1393124-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium hydroxide; water / tetrahydrofuran; methanol / 2.5 h / 25 °C

2: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 25 °C

3: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 16 h / 25 °C

4: water; potassium hydroxide / tetrahydrofuran; methanol / 18 h / 25 °C

With tributylphosphine; water; N-ethyl-N,N-diisopropylamine; HATU; potassium hydroxide; lithium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3: |Mitsunobu Displacement;

DOI:10.1016/j.bmcl.2013.03.014

Reference yield:

(4-bromo-2,6-dimethylphenyl)hydrazine hydrochloride → (S)-3-(4-(1-(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenoxy)butyl)benzamido)propanoic acid (1393124-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 18 h / 0 - 25 °C

1.2: 5 h / 80 °C

2.1: potassium hydroxide; tert-butyl XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; 1,4-dioxane / 1 h / 95 °C

3.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 16 h / 25 °C

4.1: water; potassium hydroxide / tetrahydrofuran; methanol / 18 h / 25 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tributylphosphine; water; potassium hydroxide; 1,1'-azodicarbonyl-dipiperidine; tert-butyl XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; water; 3.1: |Mitsunobu Displacement;

DOI:10.1016/j.bmcl.2013.03.014

upstream raw materials:

C₁₃H₁₈O₃

(R)-4-(1-hydroxybutyl)benzoic acid

3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenol

C₁₆H₂₃NO₄

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