Bupicomide

Base Information

• Chemical Name: Bupicomide
• CAS No.: 22632-06-0
• Molecular Formula: C10H14 N2 O
• Molecular Weight: 178.234
• Hs Code.: 2933399090
• European Community (EC) Number: 245-143-1
• NSC Number: 329138
• UNII: 0X3H76N0HY
• DSSTox Substance ID: DTXSID80177168
• Nikkaji Number: J11.489H
• Wikipedia: Bupicomide
• Wikidata: Q4998025
• NCI Thesaurus Code: C166439
• ChEMBL ID: CHEMBL2106646
• Mol file: 22632-06-0.mol

Synonyms:bupicamide;bupicomide;Sch 10595

Chemical Property of Bupicomide

Chemical Property:

• Vapor Pressure: 9.71E-05mmHg at 25°C
• Melting Point: 128 °C
• Boiling Point: 338.6°Cat760mmHg
• PKA: 15.28±0.50(Predicted)
• Flash Point: 158.6°C
• PSA: 55.98000
• Density: 1.066g/cm³
• LogP: 2.22340
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.110613074
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

5-butylpyridine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CN=C(C=C1)C(=O)N
• Uses: Antihypertensive.
• Therapeutic Function: Antihypertensive

Technology Process of Bupicomide

There total 5 articles about Bupicomide 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: 25.0%

Toluene-4-sulfonic acid (1S,6S)-5-butyl-2,2-dicyano-6-ethoxy-3,6-dihydro-2H-pyridin-1-yl ester (117615-71-1) → 5-butyl-pyridine-2-carboxylic acid amide (22632-06-0)

Guidance literature:

With potassium hydroxide; In tert-butyl alcohol; for 0.5h; Heating;

DOI:10.1055/s-1988-27663

Reference yield:

2-(n-butyl)-1-ethoxy-1,3-butadiene (100507-80-0) → 5-butyl-pyridine-2-carboxylic acid amide (22632-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / tetrahydrofuran; H₂O / 72 h / Ambient temperature

2: 25 percent / KOH / 2-methyl-propan-2-ol / 0.5 h / Heating

With potassium hydroxide; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.1055/s-1988-27663

Reference yield:

Fusaric acid (536-69-6) → 5-butyl-pyridine-2-carboxylic acid amide (22632-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

With diethyl ether;

DOI:10.1002/hlca.19560390126

upstream raw materials:

Toluene-4-sulfonic acid (1S,6S)-5-butyl-2,2-dicyano-6-ethoxy-3,6-dihydro-2H-pyridin-1-yl ester

fusaric acid methyl ester

2-(n-butyl)-1-ethoxy-1,3-butadiene

Fusaric acid

Downstream raw materials:

5-butyl-[2]pyridylamine