Tasosartan

Base Information

• Chemical Name: Tasosartan
• CAS No.: 145733-36-4
• Molecular Formula: C23H21N7O
• Molecular Weight: 411.466
• UNII: 48G92V856H
• DSSTox Substance ID: DTXSID40163148
• Nikkaji Number: J578.440I
• Wikipedia: Tasosartan
• Wikidata: Q1317131
• NCI Thesaurus Code: C152517
• Pharos Ligand ID: R2HQ1SFFKSAX
• Metabolomics Workbench ID: 43511
• ChEMBL ID: CHEMBL432162
• Mol file: 145733-36-4.mol

Synonyms:5,8-dihydro-2,4-dimethyl-8-((2'-(1H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)pyrido(2,3-d)pyrimidin-7(6H)-one;ANA 756;ANA-756;ANA756;taso-sartan;tasosartan

Chemical Property of Tasosartan

Chemical Property:

• Vapor Pressure: 5.87E-23mmHg at 25°C
• Melting Point: 197-199°
• Refractive Index: 1.665
• Boiling Point: 759.4 °C at 760 mmHg
• PKA: 4.16±0.10(Predicted)
• Flash Point: 413.1 °C
• PSA: 100.55000
• Density: 1.328 g/cm³
• LogP: 3.48490
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 411.18075832
• Heavy Atom Count: 31
• Complexity: 625

Purity/Quality:

99% ^*data from raw suppliers

Tasosartan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2CCC(=O)N(C2=NC(=N1)C)CC3=CC=C(C=C3)C4=CC=CC=C4C5=NNN=N5
• Uses: Antihypertensive. Tasosartan is an angiotensin II receptor antagonist.

Technology Process of Tasosartan

There total 7 articles about Tasosartan 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: 73.0%

5,8-dihydro-2,4-dimethyl-8-<(2'-(2-tert-butyl-2H-tetrazol-5-yl)<1,1'-biphenyl>-4-yl)methyl>pyrido<2,3-d>pyrimidin-7(6H)-one (153042-17-2) → tasosartan (145733-36-4)

Guidance literature:

With methanesulfonic acid; In toluene; for 24h; Heating;

DOI:10.1021/jm00030a013

Reference yield:

2,4-dimethyl-5,6,8-trihydro-8-[[2'-(1-tert-butyl-1H-tetrazol-5-yl)[1,1-biphenyl]-4-yl]methyl]-7H-pyrido[2,3-d]pyrimidin-7-one (149049-80-9) → tasosartan (145733-36-4)

Guidance literature:

With potassium hydroxide; methanesulfonic acid; In water; toluene;

Reference yield:

diethyl 2-acetylglutarate (1501-06-0) → tasosartan (145733-36-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 51 percent / EtONa / ethanol / 22 h / Heating

2: 72 percent / POCl₃, N,N-dimethylaniline / 2 h / Heating

3: 69 percent / NaHCO₃ / butan-1-ol / 48 h / Heating

4: 83 percent / aq. Na₂CO₃, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / ethanol; toluene / 16 h / Heating

5: 73 percent / methanesulfonic acid / toluene / 24 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; sodium ethanolate; sodium hydrogencarbonate; sodium carbonate; N,N-dimethyl-aniline; trichlorophosphate; In ethanol; toluene; butan-1-ol;

DOI:10.1021/jm00030a013

upstream raw materials:

5,8-dihydro-2,4-dimethyl-8-<(2'-(2-tert-butyl-2H-tetrazol-5-yl)<1,1'-biphenyl>-4-yl)methyl>pyrido<2,3-d>pyrimidin-7(6H)-one

diethyl 2-acetylglutarate

ethyl 3-(4-chloro-2,6-dimethylpyrimidin-5-yl)propionate

ethyl 3-(2,6-dimethyl-4-oxo-3H-pyrimidin-5-yl)propionate

Downstream raw materials:

(2S,3S,4S,5R,6R)-6-{5-[4'-(2,4-Dimethyl-7-oxo-6,7-dihydro-5H-pyrido[2,3-d]pyrimidin-8-ylmethyl)-biphenyl-2-yl]-tetrazol-2-yl}-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

(2S,3S,4S,5R,6R)-3,4,5-Triacetoxy-6-{5-[4'-(2,4-dimethyl-7-oxo-6,7-dihydro-5H-pyrido[2,3-d]pyrimidin-8-ylmethyl)-biphenyl-2-yl]-tetrazol-2-yl}-tetrahydro-pyran-2-carboxylic acid methyl ester

2-methyl-7-oxo-8-<(2'-(1H-tetrazol-5-yl)<1,1'-biphenyl>-4-yl)methyl>-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidine-4-carbaldehyde

Refernces

• 1、 -. "SUBSTITUTED PYRROLOPYRIMIDINES, AZEPINOPYRIMIDINES AND PYRIDOPYRIMIDINES USEFUL AS ANGIOTENSIN II ANTAGONISTS". . . Retrieved 2008/06/13.