4'-Hydroxypapaverine

Base Information

• Chemical Name: 4'-Hydroxypapaverine
• CAS No.: 18813-60-0
• Molecular Formula: C19H19 N O4
• Molecular Weight: 325.364
• Hs Code.: 2933499090
• NSC Number: 273753
• DSSTox Substance ID: DTXSID70172162
• Nikkaji Number: J1.259.971D
• Wikidata: Q83042297
• Mol file: 18813-60-0.mol

Synonyms:4'-hydroxypapaverine

Chemical Property of 4'-Hydroxypapaverine

Chemical Property:

• Boiling Point: 504.8°Cat760mmHg
• Flash Point: 259.1°C
• PSA: 60.81000
• Density: 1.22g/cm³
• LogP: 3.55700
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 325.13140809
• Heavy Atom Count: 24
• Complexity: 394

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)O
• Uses: A metabolite of Papaverine (P190500).

Technology Process of 4'-Hydroxypapaverine

There total 9 articles about 4'-Hydroxypapaverine 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: 49.0%

1-(4-(benzyloxy)-3-methoxybenzyl)-6,7-dimethoxyisoquinoline (18694-14-9) → 4-((6,7-dimethoxyisoquinolin-1-yl)methyl)-2-methoxyphenol (18813-60-0)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 2h; Reflux; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.05.072

Reference yield: 8.0%

Papaverine (58-74-2) → Bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisochinolin-2-oxid] (33520-96-6) + 4-((6,7-dimethoxyisoquinolin-1-yl)methyl)-2-methoxyphenol (18813-60-0) + papaverinol (482-76-8)

Guidance literature:

With human P₄₅₀ 3A₄ monooxygenase; In methanol; aq. phosphate buffer; dimethyl sulfoxide; at 28 ℃; for 24h; pH=7.4; Enzymatic reaction;

DOI:10.1002/cctc.202101564

Reference yield:

Papaverine (58-74-2) → 4-((6,7-dimethoxyisoquinolin-1-yl)methyl)-2-methoxyphenol (18813-60-0)

Guidance literature:

With dipotassium hydrogenphosphate; D-glucose; sodium chloride; In water; acetone; Microbiological reaction;

DOI:10.1016/j.phytochem.2020.112598

upstream raw materials:

5-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-methoxyphenol

4-(6,7-dimethoxy-3,4-dihydro-[1]isoquinolylmethyl)-2-methoxy-phenol; hydrochloride

2-(4-(benzyloxy)-3-methoxyphenyl)-N-(2-(3,4-dimethoxyphenyl)-2-hydroxyethyl)acetamide

1-(4-(benzyloxy)-3-methoxybenzyl)-6,7-dimethoxyisoquinoline

Downstream raw materials:

1-(4-(2-fluoroethoxy)-3-methoxybenzyl)-6,7-dimethoxyisoquinoline

1-(4-(2-(2-fluoroethoxy)ethoxy)-3-methoxybenzyl)-6,7-dimethoxyisoquinoline

1-(4-(2-fluoroethoxy)-3-methoxybenzyl)-6,7-dimethoxyisoquinoline oxalate

1-(4-(2-(2-fluoroethoxy)ethoxy)-3-methoxybenzyl)-6,7-dimethoxyisoquinoline oxalate

Refernces

• 1、 Eliwa, Duaa,Albadry, Mohamed A.,Ibrahim, Abdel-Rahim S.,Kabbash, Amal,Meepagala, Kumudini,Khan, Ikhlas A.,El-Aasr, Mona,Ross, Samir A.. "Biotransformation of papaverine and in silico docking studies of the metabolites on human phosphodiesterase 10a". . . Retrieved 2020/12/29.