Timegadine

Base Information

• Chemical Name: Timegadine
• CAS No.: 71079-19-1
• Molecular Formula: C20H23N5S
• Molecular Weight: 365.502
• European Community (EC) Number: 275-184-0
• UNII: 1XR74J44UL
• DSSTox Substance ID: DTXSID90221282
• Nikkaji Number: J19.138H
• Wikidata: Q27253081
• NCI Thesaurus Code: C90909
• ChEMBL ID: CHEMBL276368
• Mol file: 71079-19-1.mol

Synonyms:N-cyclohexyl-N'-(2-methyl-4-quinolinyl)-N''-2-thiazolylguanidine;timegadine

Chemical Property of Timegadine

Chemical Property:

• Vapor Pressure: 1.25E-11mmHg at 25°C
• Refractive Index: 1.701
• Boiling Point: 537.6 °C at 760 mmHg
• PKA: 7.71±0.50(Predicted)
• Flash Point: 278.9 °C
• PSA: 90.44000
• Density: 1.31 g/cm³
• LogP: 5.48550
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 365.16741693
• Heavy Atom Count: 26
• Complexity: 479

Purity/Quality:

99% ^*data from raw suppliers

Timegadine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=C1)NC(=NC3CCCCC3)NC4=NC=CS4
• Uses: Timegadine, is an antiinflammatory drug, that has shown to act as prostaglandin synthetase inhibitor which also inhibits cyclo-oxygenase (COX) and lipo-oxygenase.

Technology Process of Timegadine

There total 3 articles about Timegadine 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: 76.0%

2-thiazolylamine (96-50-4) + N1-cyclohexyl-N2-(2-methyl-4-quinolyl)carbodiimide (71079-18-0) → N-cyclohexyl-N''-4-(2-methylquinolyl)-N'-2-thiazolylguanidine (71079-19-1)

Guidance literature:

In toluene; for 1h; Heating;

DOI:10.1021/jm00175a004

Reference yield:

N-cyclohexyl-N'-4-(2-methylquinolyl)urea (71070-70-7) → N-cyclohexyl-N''-4-(2-methylquinolyl)-N'-2-thiazolylguanidine (71079-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Ph₃P, Et₃N / CCl₄; CH₂Cl₂ / 2 h / Heating

2: 76 percent / toluene / 1 h / Heating

With triethylamine; triphenylphosphine; In tetrachloromethane; dichloromethane; toluene;

DOI:10.1021/jm00175a004

Reference yield:

→ N-cyclohexyl-N''-4-(2-methylquinolyl)-N'-2-thiazolylguanidine (71079-19-1)

Guidance literature:

S-Aethyl-isothioharnstoff B90A, 2-Aminothiazol;

upstream raw materials:

2-thiazolylamine

N¹-cyclohexyl-N²-(2-methyl-4-quinolyl)carbodiimide

N-cyclohexyl-N'-4-(2-methylquinolyl)urea

Refernces