TC-N 22A

Base Information

• Chemical Name: TC-N 22A
• CAS No.: 1314140-00-5
• Molecular Formula: C14H13N5S
• Molecular Weight: 283.35
• Mol file: 1314140-00-5.mol

Synonyms:TC-N 22A

Chemical Property of TC-N 22A

Chemical Property:

• Boiling Point: 603.5±58.0 °C(Predicted)
• PKA: 11.98±0.20(Predicted)
• PSA: 97.96000
• Density: 1.435±0.06 g/cm3(Predicted)
• LogP: 2.58240

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

TC-N 22A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: TC-N 22A is a tricyclic thiazopyrazole derivative used as glutamate receptor 4 positive allosteric modulators used in the treatment of Parkinson’s disease, anxiety and pain.

Technology Process of TC-N 22A

There total 4 articles about TC-N 22A 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:

2-pyridylthiourea (14294-11-2) + 5,6,7,8-tetrahydro-2H-cycloheptapyrazol-4-one (115215-89-9,1314139-85-9) → pyridin-2-yl-(4,5,6,8-tetrahydro-3-thia-1,7,8-triaza-cyclopenta[e]azulen-2-yl)-amine (1235325-16-2,1314140-00-5)

Guidance literature:

5,6,7,8-tetrahydro-2H-cycloheptapyrazol-4-one; With potassium carbonate; p-methoxybenzyl chloride; In acetonitrile; at 60 ℃; for 2h; Inert atmosphere;

With copper(ll) bromide; In ethyl acetate; for 1h; Reflux; Inert atmosphere;

2-pyridylthiourea; Further stages;

DOI:10.1021/jm200290z

Reference yield:

cycloheptane-1,3-dione (1194-18-9) → pyridin-2-yl-(4,5,6,8-tetrahydro-3-thia-1,7,8-triaza-cyclopenta[e]azulen-2-yl)-amine (1235325-16-2,1314140-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1 h / Reflux; Inert atmosphere

2.1: hydrazine / tetrahydrofuran; methanol / 1.08 h / Inert atmosphere

3.1: potassium carbonate; p-methoxybenzyl chloride / acetonitrile / 2 h / 60 °C / Inert atmosphere

3.2: 1 h / Reflux; Inert atmosphere

With potassium carbonate; p-methoxybenzyl chloride; hydrazine; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/jm200290z

Reference yield:

2-((dimethylamino)methylene)cycloheptane-1,3-dione (499206-24-5) → pyridin-2-yl-(4,5,6,8-tetrahydro-3-thia-1,7,8-triaza-cyclopenta[e]azulen-2-yl)-amine (1235325-16-2,1314140-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrazine / tetrahydrofuran; methanol / 1.08 h / Inert atmosphere

2.1: potassium carbonate; p-methoxybenzyl chloride / acetonitrile / 2 h / 60 °C / Inert atmosphere

2.2: 1 h / Reflux; Inert atmosphere

With potassium carbonate; p-methoxybenzyl chloride; hydrazine; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/jm200290z

upstream raw materials:

2-pyridylthiourea

5,6,7,8-tetrahydro-2H-cycloheptapyrazol-4-one

cycloheptane-1,3-dione

2-((dimethylamino)methylene)cycloheptane-1,3-dione

Refernces

• 1、 -. "HETEROTRICYCLIC COMPOUNDS AS POSITIVE ALLOSTERIC MODULATORS OF METABOTROPIC GLUTAMATE RECEPTORS". Page/Page column 34. . Retrieved 2010/08/04.