5-[[(1,1'-BIPHENYL)-4-YL]METHYL]-N,N-DIMETHYL-1H-TETRAZOLE-1-CARBOXAMIDE

Base Information

• Chemical Name: 5-[[(1,1'-BIPHENYL)-4-YL]METHYL]-N,N-DIMETHYL-1H-TETRAZOLE-1-CARBOXAMIDE
• CAS No.: 874902-19-9
• Molecular Formula: C₁₇H₁₇N₅O
• Molecular Weight: 307.355
• Mol file: 874902-19-9.mol

Synonyms:LY 2183240;5-(Biphenyl-4-ylmethyl)-N,N-dimethyl-1H-tetrazole-1-carboxamide;1H-Tetrazole-1-carboxamide,5-([1,1'-biphenyl]-4-ylmethyl)-N,N-dimethyl-;

Chemical Property of 5-[[(1,1'-BIPHENYL)-4-YL]METHYL]-N,N-DIMETHYL-1H-TETRAZOLE-1-CARBOXAMIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 87-88℃
• Refractive Index: 1.64
• Boiling Point: 506.103 °C at 760 mmHg
• PKA: 0.01±0.10(Predicted)
• Flash Point: 259.882 °C
• PSA: 63.91000
• Density: 1.22 g/cm³
• LogP: 2.46060
• Storage Temp.: Store at +4°C
• Solubility.: Soluble in DMSO (greater than 25 mg/ml) or in Ethanol (up to 15 mg/ml).

Purity/Quality:

above 98% ^*data from raw suppliers

LY2183240 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Description: LY-2183240 (874902-19-9) is highly potent inhibitor of cellular anandamide uptake (IC50 = 0.27nM1, 15nM2). LY-2183240 has also been found2-4 to be an inhibitor of fatty acid amide hydrolase (FAAH) – IC50 = 14nM4, diacylglycerol lipase (DAGL) and monoacylglycerol lipase (MAGL) – IC50 = 5.3 nM3.
• Uses: LY2183240 is a potent inhibitor of FAAH activity, and the uptake and enzymatic hydrolysis of anandamide. Synthetic Cannabinoids

Technology Process of 5-[[(1,1'-BIPHENYL)-4-YL]METHYL]-N,N-DIMETHYL-1H-TETRAZOLE-1-CARBOXAMIDE

There total 5 articles about 5-[[(1,1'-BIPHENYL)-4-YL]METHYL]-N,N-DIMETHYL-1H-TETRAZOLE-1-CARBOXAMIDE 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: 77.0%

5-[(1,1'-biphenyl)-4-ylmethyl]tetrazole + N,N-Dimethylcarbamoyl chloride (79-44-7) → 5-([1,1‘-biphenyl]-4-ylmethyl)-N,N-dimethyl-1H-tetrazole-1-carboxamide (874902-19-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; for 14h;

DOI:10.1021/ja062999h

Reference yield: 55.0%

5-((biphenyl-4-yl)methyl)-1H-tetrazole + N,N-Dimethylcarbamoyl chloride (79-44-7) → 5-([1,1‘-biphenyl]-4-ylmethyl)-N,N-dimethyl-1H-tetrazole-1-carboxamide (874902-19-9) + 5-([1,1‘-biphenyl]-4-ylmethyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide (1010096-65-7)

Guidance literature:

With triethylamine; In acetonitrile; at 0 ℃; for 15h;

DOI:10.1016/j.ejmech.2007.02.023

Reference yield: 16.0%

5-[(1,1'-biphenyl)-4-ylmethyl]tetrazole + N,N-Dimethylcarbamoyl chloride (79-44-7) → 5-([1,1‘-biphenyl]-4-ylmethyl)-N,N-dimethyl-1H-tetrazole-1-carboxamide (874902-19-9) + 5-([1,1‘-biphenyl]-4-ylmethyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide (1010096-65-7)

Guidance literature:

With triethylamine; In acetonitrile; at 0 - 50 ℃; for 7h;

DOI:10.1016/j.ejmech.2013.01.050

upstream raw materials:

N,N-Dimethylcarbamoyl chloride

4-biphenylacetonitrile

Refernces

• 1、 Holtfrerich, Angela,Hanekamp, Walburga,Lehr, Matthias. "(4-Phenoxyphenyl)tetrazolecarboxamides and related compounds as dual inhibitors of fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL)". supporting information. p. 64 - 75. Retrieved 2013/07/27.
• 2、 Ortar, Giorgio,Cascio, Maria Grazia,Moriello, Aniello Schiano,Camalli, Mercedes,Morera, Enrico,Nalli, Marianna,Di Marzo, Vincenzo. "Carbamoyl tetrazoles as inhibitors of endocannabinoid inactivation: A critical revisitation". . p. 62 - 72. Retrieved 2008/09/17.