Pronetalol

Base Information

• Chemical Name: Pronetalol
• CAS No.: 54-80-8
• Molecular Formula: C₁₅H₁₉NO
• Molecular Weight: 229.322
• Hs Code.: 2922199090
• UNII: XBP4RT1IMQ
• DSSTox Substance ID: DTXSID8021193
• Nikkaji Number: J793E
• Wikipedia: Pronethalol
• Wikidata: Q6479083
• NCI Thesaurus Code: C82257
• Metabolomics Workbench ID: 67488
• ChEMBL ID: CHEMBL16476
• Mol file: 54-80-8.mol

Synonyms:naphthylisoproterenol;pronetalol;pronethalol

Chemical Property of Pronetalol

Chemical Property:

• Melting Point: 108°
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 322.4°Cat760mmHg
• PKA: 13.91±0.20(Predicted)
• Flash Point: 84.3°C
• PSA: 32.26000
• Density: 1.074g/cm³
• LogP: 3.26210
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 229.146664230
• Heavy Atom Count: 17
• Complexity: 229

Purity/Quality:

97% ^*data from raw suppliers

(+/-)-Pronethalol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(C1=CC2=CC=CC=C2C=C1)O
• Uses: A non-selective beta blocker, not yet used in treatment due to carcinogenic properties. Pronetalol is a kind of beta adrenergic agonist, antiarrhythmic.

Technology Process of Pronetalol

There total 12 articles about Pronetalol 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: 81.0%

2-(naphthalen-2-yl)oxirane (86457-71-8,146145-08-6,20861-99-8) + diisopropylamine (108-18-9) → pronethalol (54-80-8)

Guidance literature:

In water; at 55 ℃; for 12h;

DOI:10.1039/c5gc00184f

Reference yield:

2-(Benzyl-isopropyl-amino)-1-naphthalen-2-yl-ethanol; hydrochloride → pronethalol (54-80-8)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1021/jm00311a020

Reference yield:

2-amino-1-(naphthalen-2-yl)ethanone hydrobromide → pronethalol (54-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄

2: H₂ / PtO₂

With sodium tetrahydroborate; hydrogen; platinum(IV) oxide;

DOI:10.1021/jm00311a020

upstream raw materials:

Isopropylaminomethyl-2-naphthyl-keton-hydrobromid

2-naphthylglyoxal

isopropylamine

2-bromo-1-(naphthalen-2-yl)ethan-1-ol

Downstream raw materials:

N-<2-Chloro-2-(2-naphthyl)ethyl>isopropylamin

Refernces

One-pot synthesis of fused 2-thiouracils: Pyrimidopyrimidines, pyridopyrimidines and imidazolopyrimidines

10.1515/znb-2008-0709

The research focuses on the one-pot synthesis of fused 2-thiouracils, including pyrimidopyrimidines, pyridopyrimidines, and imidazolopyrimidines, which are potentially significant as chemotherapeutic agents. The study aims to expand the knowledge of 2-thiopyrimido[4,5-d]pyrimidines, a class of compounds not previously reported in the literature, and to contribute to the synthesis of biologically active compounds with potential applications in various therapeutic areas. The researchers synthesized several 6-substituted-1-methyl-2,5,7,8-tetrahydro-2-thiopyrimido[4,5-d]pyrimidine-4-ones and ethyl 7-amino-5-aryl-1-methyl-4-oxo-1,2,3,4-tetrahydro-2-thiopyrido[2,3-d]pyrimidines-6-carboxylates by treating 6-amino-1-methyl-2-thiouracil with primary amines and formalin, and with ethyl 3-aryl-2-cyanoacrylate, respectively. Additionally, 8-substituted-7-hydroxy-3methyl-2-thioxanthines were synthesized by treating 6-amino-1-methyl-5-nitroso-2-thiouracil with benzylidene-anilines. The newly synthesized compounds were subjected to elemental and spectral analyses to confirm their structures and properties. The chemicals used in the process include various primary amines, formalin, ethyl 3-aryl-2-cyanoacrylates, and benzylidene-anilines, among others. The study successfully yielded a series of new compounds with potential biological activities, contributing to the development of novel therapeutic agents.

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