Bpiq-i

Base Information

• Chemical Name: Bpiq-i
• CAS No.: 174709-30-9
• Molecular Formula: C₁₆H₁₂BrN₅
• Molecular Weight: 354.209
• DSSTox Substance ID: DTXSID60274366
• Nikkaji Number: J720.939H
• Wikidata: Q27075461
• Pharos Ligand ID: M59LUZXTUGAZ
• ChEMBL ID: CHEMBL174426
• Mol file: 174709-30-9.mol

Synonyms:8-((3-bromophenyl)amino)-3-methyl-3H-imidazo(4,5-g)quinazoline;BPIQ-I

Chemical Property of Bpiq-i

Chemical Property:

• PSA: 55.63000
• LogP: 4.09560
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 353.02761
• Heavy Atom Count: 22
• Complexity: 395

Purity/Quality:

97% ^*data from raw suppliers

BPIQ-I ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC2=C1C=C3C(=C2)C(=NC=N3)NC4=CC(=CC=C4)Br
• Description: BPIQ-I is a quinazoline that inhibits the tyrosine kinase activity of the epidermal growth factor receptor (IC50 = 0.025 nM). It can inhibit the growth of SKOV3 and MDA-468 tumor cell lines with EC50 values of 6.5 and 30 μM, respectively.

Technology Process of Bpiq-i

There total 4 articles about Bpiq-i 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: 52.0%

m-Bromoaniline (591-19-5) + 3-methyl-8-(methylthio)-3H-imidazo<4,5-g>quinazoline (174709-21-8) → BPIQ-1 (174709-30-9)

Guidance literature:

With m-bromoaniline hydrochloride; In isopropyl alcohol; for 1h; Heating;

DOI:10.1021/jm950692f

Reference yield:

3-methyl-3H-imidazo<4,5-g>quinazoline-8(7H)-one (105664-87-7) → BPIQ-1 (174709-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / P₂S₅, pyridine / 16 h / Heating

2: 82 percent / KOH / methanol; H₂O / 16 h / 20 °C

3: 52 percent / 3-bromoaniline hydrochloride / propan-2-ol / 1 h / Heating

With pyridine; potassium hydroxide; tetraphosphorus decasulfide; m-bromoaniline hydrochloride; In methanol; water; isopropyl alcohol;

DOI:10.1021/jm950692f

Reference yield:

3-methyl-3H-imidazo<4,5-g>quinazoline-8(7H)-thione (174709-20-7) → BPIQ-1 (174709-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / KOH / methanol; H₂O / 16 h / 20 °C

2: 52 percent / 3-bromoaniline hydrochloride / propan-2-ol / 1 h / Heating

With potassium hydroxide; m-bromoaniline hydrochloride; In methanol; water; isopropyl alcohol;

DOI:10.1021/jm950692f

upstream raw materials:

formic acid

6-amino-4-<(3-bromophenyl)amino>-7-(methylamino)quinazoline

m-Bromoaniline

3-methyl-8-(methylthio)-3H-imidazo<4,5-g>quinazoline