Tanaproget

Base Information

• Chemical Name: Tanaproget
• CAS No.: 304853-42-7
• Molecular Formula: C₁₆H₁₅N₃OS
• Molecular Weight: 297.381
• European Community (EC) Number: 689-978-3
• UNII: W9F9H8GXWR
• DSSTox Substance ID: DTXSID00184556
• Nikkaji Number: J2.214.847H
• Wikipedia: Tanaproget
• Wikidata: Q18211583
• NCI Thesaurus Code: C66578
• Pharos Ligand ID: 95YUKQ7WGHXD
• Metabolomics Workbench ID: 149218
• ChEMBL ID: CHEMBL539163
• Mol file: 304853-42-7.mol

Synonyms:tanaproget

Chemical Property of Tanaproget

Chemical Property:

• Melting Point: 225-228℃
• Boiling Point: 441.3±55.0 °C(Predicted)
• PKA: 11.84±0.40(Predicted)
• PSA: 89.11000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 3.18198
• Solubility.: Soluble in DMSO
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 297.09358328
• Heavy Atom Count: 21
• Complexity: 483

Purity/Quality:

99% ^*data from raw suppliers

Tanaproget ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=C(C=CC(=C2)C3=CC=C(N3C)C#N)NC(=S)O1)C
• Uses: Oral contraception; nonsteroidal ligand for the progesterone receptor.

Technology Process of Tanaproget

There total 5 articles about Tanaproget 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: 77.8%

→ tanaproget (304853-42-7)

Guidance literature:

In acetone; toluene; for 3h; Purification / work up;

Reference yield: 74.0%

tanaproget (304854-00-0) → tanaproget (304853-42-7)

Guidance literature:

With Lawessons reagent; acetonitrile; In 1,2-dimethoxyethane; Heating / reflux;

Reference yield:

C16H14N3OS(1-)*Na(1+) → tanaproget (304853-42-7)

Guidance literature:

With hydrogenchloride; In water; acetone; at 5 ℃; for 0.5h; pH=3 - 4; Purification / work up;

upstream raw materials:

tanaproget

5-(4,4-dimethyl-2-oxo-2,4-dihydro-1H-benzo[d][1,3]oxazin-6-yl)-1H-pyrrole-2-carbonitrile

1-methyl-1H-pyrrole-2-carbonitrile

Refernces

• 1、 -. "Purified form of tanaproget". Page/Page column 6. . Retrieved 2008/06/13.
• 2、 Fensome, Andrew,Bender, Reinhold,Chopra, Rajiv,Cohen, Jeff,Collins, Mark A.,Hudak, Valerie,Malakian, Karl,Lockhead, Susan,Olland, Andrea,Svenson, Kristine,Terefenko, Eugene A.,Unwalla, Ray J.,Wilhelm, James M.,Wolfrom, Scott,Zhu, Yuan,Zhang, Zhiming,Zhang, Puwen,Winneker, Richard C.,Wrobel, Jay. "Synthesis and structure-activity relationship of novel 6-aryl-1,4- dihydrobenzo[d][1,3]oxazine-2-thiones as progesterone receptor modulators leading to the potent and selective nonsteroidal progesterone receptor agonist tanaproget". . p. 5092 - 5095. Retrieved 2007/10/03.