Olodanrigan

Base Information

• Chemical Name: Olodanrigan
• CAS No.: 1316755-16-4
• Molecular Formula: C₃₂H₂₉NO₅
• Molecular Weight: 507.586
• UNII: P0FN522VTO
• DSSTox Substance ID: DTXSID101031601
• Nikkaji Number: J3.529.092C
• Wikipedia: EMA401
• Wikidata: Q18388936
• NCI Thesaurus Code: C174823
• Pharos Ligand ID: KS3JR8QJFLZ9
• ChEMBL ID: CHEMBL34124
• Mol file: 1316755-16-4.mol

Synonyms:EMA400;EMA401

Chemical Property of Olodanrigan

Chemical Property:

• Boiling Point: 745.3±60.0 °C(Predicted)
• Density: 1.256±0.06 g/cm3(Predicted)
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 507.20457303
• Heavy Atom Count: 38
• Complexity: 752

Purity/Quality:

98%,99%, ^*data from raw suppliers

Olodanrigan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C2=C(CN(C(C2)C(=O)O)C(=O)C(C3=CC=CC=C3)C4=CC=CC=C4)C=C1)OCC5=CC=CC=C5
• Isomeric SMILES: COC1=C(C2=C(CN([C@@H](C2)C(=O)O)C(=O)C(C3=CC=CC=C3)C4=CC=CC=C4)C=C1)OCC5=CC=CC=C5
• Recent ClinicalTrials: Dose Response Study of EMA401 in Patients With Post-herpetic Neuralgia (PHN)
• Recent EU Clinical Trials: A double-blind, placebo-controlled, randomized trial to determine the safety and efficacy of EMA401 100 mg b.i.d. in reducing 24-hour average pain intensity score in patients with painful diabetic neuropathy (EMPADINE).
• Recent NIPH Clinical Trials: Dose Response Study of EMA401 in Patients With Post-herpetic Neuralgia (PHN) (EMPHENE)
• Uses: Olodanrigan is an intermediate used in the prepation of enantiopure angiotensin II type 2 receptor [AT2R] antagonist EMA401.

Technology Process of Olodanrigan

There total 35 articles about Olodanrigan 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: 100.0%

(S)-2-(diphenylacetyl)-1,2,3,4-tetrahydro-6-methoxy-5-(phenylmethoxy)-3-isoquinolinecarboxylic acid sodium salt (1316755-17-5) → PD 126055 (1316755-16-4)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate;

Reference yield: 98.0%

C32H29NO5*C10H15NO2S → PD 126055 (1316755-16-4)

Guidance literature:

With hydrogenchloride; In dichloromethane; water;

DOI:10.1016/j.tet.2015.07.018

Reference yield: 84.0%

5-(benzyloxy)-2-(2,2-diphenylacetyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid ethyl ester (152362-59-9) → 5-(benzyloxy)-2-(2,2-diphenylacetyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (1316755-16-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 60 ℃; for 12h;

DOI:10.1016/j.tet.2015.07.018

upstream raw materials:

3-methoxy-2-hydroxybenzaldehyde

2-benzyloxy-3-methoxybenzaldehyde

benzyl bromide

5-(benzyloxy)-2-(2,2-diphenylacetyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid ethyl ester