3-Quinolinecarboxamide, N-(1,3-benzodioxol-5-ylmethyl)-1,2-dihydro-7-methoxy-2-oxo-8-(pentyloxy)-

Base Information

• Chemical Name: 3-Quinolinecarboxamide, N-(1,3-benzodioxol-5-ylmethyl)-1,2-dihydro-7-methoxy-2-oxo-8-(pentyloxy)-
• CAS No.: 282089-49-0
• Molecular Formula: C₂₄H₂₆N₂O₆
• Molecular Weight: 438.48
• European Community (EC) Number: 683-684-9
• UNII: DAV3Q7SNOL
• DSSTox Substance ID: DTXSID001010010
• Nikkaji Number: J1.496.265D
• Wikipedia: JTE-907
• Wikidata: Q11072164
• Pharos Ligand ID: Y7P2H99T7W2Z
• ChEMBL ID: CHEMBL178372
• Mol file: 282089-49-0.mol

Synonyms:JTE 907;JTE-907

Chemical Property of 3-Quinolinecarboxamide, N-(1,3-benzodioxol-5-ylmethyl)-1,2-dihydro-7-methoxy-2-oxo-8-(pentyloxy)-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.59
• Boiling Point: 704.223 °C at 760 mmHg
• Flash Point: 379.701 °C
• PSA: 98.88000
• Density: 1.267 g/cm³
• LogP: 4.15530
• Storage Temp.: Store at RT
• Solubility.: DMSO: ≥10mg/mL
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 438.17908655
• Heavy Atom Count: 32
• Complexity: 698

Purity/Quality:

98%,99%, ^*data from raw suppliers

JTE 907 ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCOC1=C(C=CC2=C1NC(=O)C(=C2)C(=O)NCC3=CC4=C(C=C3)OCO4)OC
• Description: JTE-907 is a selective peripheral cannabinoid (CB2) receptor agonist with Kd values of 25 and 2,370, 1.55 and 1,060, and 0.38 and 1,050 nM for human, mouse, and rat CB2 and CB1 receptors, respectively. It increases forskolin-stimulated cAMP production in CHO cells expressing human and mouse CB2 in a dose-dependent manner. In vivo, JTE-907 inhibits carrageenin-induced edema in mouse paws with an ED50 value of 0.05 mg/kg. JTE-907 also inhibits spontaneous scratching in a mouse model of chronic dermatitis at doses of 1 and 10 mg/kg.
• Uses: Potent and selective ligands for cannabinoid type 2 receptors (CB2Rs) may have therapeutic potential for treating CB2Rs related inflammatory diseases (1). JTE 907 is a selective cannabinoid CB2 receptor inverse agonist with anti-inflammatory properties (2,3). Synthetic cannabinoids

Technology Process of 3-Quinolinecarboxamide, N-(1,3-benzodioxol-5-ylmethyl)-1,2-dihydro-7-methoxy-2-oxo-8-(pentyloxy)-

There total 8 articles about 3-Quinolinecarboxamide, N-(1,3-benzodioxol-5-ylmethyl)-1,2-dihydro-7-methoxy-2-oxo-8-(pentyloxy)- 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: 65.4%

→ N-(benzo[1,3]dioxol-5-ylmethyl)-7-methoxy-2-oxo-8-pentyloxy-1,2-dihydroquinoline-3-carboxamide (282089-49-0)

Guidance literature:

Reference yield:

7-methoxy-2-oxo-8-pentyloxy-1,2-dihydroquinoline-3-carboxylic acid chloride + 1,3-benzodioxol-5-ylmethyl amine (2620-50-0) → N-(benzo[1,3]dioxol-5-ylmethyl)-7-methoxy-2-oxo-8-pentyloxy-1,2-dihydroquinoline-3-carboxamide (282089-49-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm050879z

Reference yield:

2-amino-4-methoxy-3-pentyloxybenzaldehyde (219607-44-0) → N-(benzo[1,3]dioxol-5-ylmethyl)-7-methoxy-2-oxo-8-pentyloxy-1,2-dihydroquinoline-3-carboxamide (282089-49-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / piperidine; AcOH / Heating

2: 82 percent / aq. HCl / ethanol / 60 °C

3: thionyl chloride / toluene / 3 h / Heating

4: 165 mg / Et₃N / CH₂Cl₂ / 20 °C

With piperidine; hydrogenchloride; thionyl chloride; acetic acid; triethylamine; In ethanol; dichloromethane; toluene;

DOI:10.1021/jm050879z

upstream raw materials:

1,3-benzodioxol-5-ylmethyl amine

2-amino-4-methoxy-3-pentyloxybenzaldehyde

4-methoxy-2-nitro-3-pentyloxybenzaldehyde

7-methoxy-2-oxo-8-pentyloxy-1,2-dihydroquinoline-3-carboxylic acid