Tazarotenic acid

Base Information

• Chemical Name: Tazarotenic acid
• CAS No.: 118292-41-4
• Molecular Formula: C19H17NO2S
• Molecular Weight: 323.415
• UNII: 85FDJ14553
• DSSTox Substance ID: DTXSID60152094
• Nikkaji Number: J390.105J
• Wikidata: Q27140328
• Metabolomics Workbench ID: 66269
• ChEMBL ID: CHEMBL1201375
• Mol file: 118292-41-4.mol

Synonyms:6-(2-(4,4-dimethylthiochroman-6-yl)ethynyl)nicotinic acid;AGN 190299;AGN-190299

Chemical Property of Tazarotenic acid

Chemical Property:

• Vapor Pressure: 5.87E-12mmHg at 25°C
• Refractive Index: 1.67
• Boiling Point: 527.5 °C at 760 mmHg
• PKA: 3.30±0.10(Predicted)
• Flash Point: 272.9 °C
• PSA: 75.49000
• Density: 1.31g/cm³
• LogP: 3.95300
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 323.09799996
• Heavy Atom Count: 23
• Complexity: 518

Purity/Quality:

98%min ^*data from raw suppliers

Tazarotenic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCSC2=C1C=C(C=C2)C#CC3=NC=C(C=C3)C(=O)O)C
• Uses: Tazarotenic acid is the major active metabolite The principle active metabolite Tazarotenic acid is the major active metabolite of Tazarotene (T010050).

Technology Process of Tazarotenic acid

There total 3 articles about Tazarotenic acid 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:

6-[2-(4,4-Dimethylthiochroman-6-yl)ethynyl]nicotinonitrile (952294-17-6) → 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl]nicotinic acid (118292-41-4)

Guidance literature:

6-[2-(4,4-Dimethylthiochroman-6-yl)ethynyl]nicotinonitrile; With sodium hydroxide; In ethanol; at 85 - 95 ℃;

With sodium carbonate; In water;

Reference yield:

tazarotene (118292-40-3) → 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl]nicotinic acid (118292-41-4)

Guidance literature:

With methanol; potassium carbonate; Reflux;

Reference yield:

→ 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl]nicotinic acid (118292-41-4)

Guidance literature:

upstream raw materials:

6-[2-(4,4-Dimethylthiochroman-6-yl)ethynyl]nicotinonitrile

tazarotene

Downstream raw materials:

tazarotene

Refernces

• 1、 -. "Process for the preparation of tazarotene intermediates and use thereof for the preparation of tazarotene". Page/Page column 6. . Retrieved 2010/11/28.
• 2、 -. "Disubstituted acetylenes bearing heteroaromatic and heterobicyclic groups having retinoid like activity". . . Retrieved 2008/06/13.