Prazobind

Base Information

• Chemical Name: Prazobind
• CAS No.: 107021-36-3
• Molecular Formula: C₂₃H₂₇N₅O₃
• Molecular Weight: 421.499
• DSSTox Substance ID: DTXSID80910214
• Nikkaji Number: J228.126K
• ChEMBL ID: CHEMBL429379
• Mol file: 107021-36-3.mol

Synonyms:1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-bicyclo(2.2.2)octa-2,5-dienylcarbonyl)piperazine;SZL 49;SZL-49

Chemical Property of Prazobind

Chemical Property:

• Vapor Pressure: 8.22E-20mmHg at 25°C
• Melting Point: 245-247°C
• Boiling Point: 706.6°Cat760mmHg
• PKA: 6.53±0.50(Predicted)
• Flash Point: 381.1°C
• PSA: 93.81000
• Density: 1.323g/cm³
• LogP: 2.98430
• Storage Temp.: −20°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 421.21138974
• Heavy Atom Count: 31
• Complexity: 735

Purity/Quality:

≥95% ^*data from raw suppliers

Prazobind ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=NC(=N2)N3CCN(CC3)C(=O)C4=CC5CCC4C=C5)N)OC
• Uses: a1-Adrenoceptor alkylating reagent α1-Adrenoceptor alkylating reagent. A Prazosin analog α1-Adrenoceptor alkylating reagent. A Prazosin analog. An antihypertensive.

Technology Process of Prazobind

There total 3 articles about Prazobind 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: 85.0%

2-(chlorocarbonyl)bicyclo<2.2.2>octa-2,5-diene (117040-22-9) + 4-amino-6,7-dimethoxy-2-piperazin-1-ylquinazoline (60547-97-9) → 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(bicyclo[2,2,2]octa-2,5-diene-2-carbonyl)piperazine (107021-36-3)

Guidance literature:

In dichloromethane; ethyl acetate; for 2h;

DOI:10.1021/jm00121a020

Reference yield:

bicyclo<2.2.2>octa-2,5-diene-2-carboxylic acid (102589-30-0) → 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(bicyclo[2,2,2]octa-2,5-diene-2-carbonyl)piperazine (107021-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 2 h / Heating

2: 85 percent / CH₂Cl₂; ethyl acetate / 2 h

With thionyl chloride; In dichloromethane; ethyl acetate;

DOI:10.1021/jm00121a020

Reference yield:

cyclohexa-1,3-diene (1165952-91-9) → 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(bicyclo[2,2,2]octa-2,5-diene-2-carbonyl)piperazine (107021-36-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / 168 h / Ambient temperature

2: SOCl₂ / 2 h / Heating

3: 85 percent / CH₂Cl₂; ethyl acetate / 2 h

With thionyl chloride; In dichloromethane; ethyl acetate;

DOI:10.1021/jm00121a020

upstream raw materials:

2-(chlorocarbonyl)bicyclo<2.2.2>octa-2,5-diene

4-amino-6,7-dimethoxy-2-piperazin-1-ylquinazoline

bicyclo<2.2.2>octa-2,5-diene-2-carboxylic acid

cyclohexa-1,3-diene

Refernces