3-Phenyl-1H-benzofuro[3,2-c]pyrazole

Base Information

• Chemical Name: 3-Phenyl-1H-benzofuro[3,2-c]pyrazole
• CAS No.: 34823-86-4
• Molecular Formula: C15H10N2O
• Molecular Weight: 234.257
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10188363
• Nikkaji Number: J1.952.206G
• Wikidata: Q27077928
• Pharos Ligand ID: 6929NKMS9JTV
• ChEMBL ID: CHEMBL406375
• Mol file: 34823-86-4.mol

Synonyms:GTP 14564;GTP-14564;GTP14564

Chemical Property of 3-Phenyl-1H-benzofuro[3,2-c]pyrazole

Chemical Property:

• Vapor Pressure: 3.56E-08mmHg at 25°C
• Melting Point: 222-223 °C
• Refractive Index: 1.738
• Boiling Point: 459.1 °C at 760 mmHg
• PKA: 12.72±0.30(Predicted)
• Flash Point: 240.7 °C
• PSA: 41.82000
• Density: 1.321 g/cm³
• LogP: 3.97610
• Storage Temp.: Store at +4°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 234.079312947
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

99% ^*data from raw suppliers

GTP 14564 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NNC3=C2OC4=CC=CC=C43
• Description: GTP 14564 is an inhibitor of class III receptor tyrosine kinases (IC50s = 0.3 μM for c-Fms, c-Kit, ITD-FLT3 and 1 μM for PDGFRβ). It is without effect against a panel of non-receptor tyrosine and serine/threonine kinases. GTP 14564 blocks the proliferation of leukemia cells stimulated with FLT3 ligand by preventing the activation of STAT5.
• Uses: GTP 14564 is a class III receptor tyrosine kinase (RTK) inhibitor.

Technology Process of 3-Phenyl-1H-benzofuro[3,2-c]pyrazole

There total 8 articles about 3-Phenyl-1H-benzofuro[3,2-c]pyrazole 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: 99.0%

3-phenyl-8b-p-toluenesulfonylamido-3a,8b-dihydro-1H-benzofuro<3,2-c>pyrazole (94511-17-8) → benzenesulfonamide (98-10-2) + GTP-14564 (34823-86-4)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 2h; Yields of byproduct given; Heating;

DOI:10.1002/jhet.5570210401

Reference yield: 92.0%

(3-hydroxybenzofuran-2-yl)(phenyl)methanone (5067-18-5) → GTP-14564 (34823-86-4)

Guidance literature:

With hydrazine hydrate; acetic acid; for 24h; Reflux;

DOI:10.1248/cpb.59.1057

Reference yield: 67.0%

2-benzoyl-3-p-toluenesulfonylamidobenzofuran (94511-13-4) → GTP-14564 (34823-86-4) + 3(5)-(2-hydroxyphenyl)-5(3)-phenylpyrazole (19726-12-6)

Guidance literature:

With hydrazine; In 2-methoxy-ethanol; for 1h; Heating;

DOI:10.1002/jhet.5570210401

upstream raw materials:

2-benzoyl-3-p-toluenesulfonylamidobenzofuran

3-phenyl-8b-p-toluenesulfonylamido-3a,8b-dihydro-1H-benzofuro<3,2-c>pyrazole

(3-aminobenzo[b]furan-2-yl)phenylmethanone

(Z)-hydrazone of 2-benzoyl-3-p-toluenesulfonylamidobenzofuran

Refernces

• 1、 -. "NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS". Page/Page column 46. . Retrieved 2010/03/02.
• 2、 Gatta,Settimj. "Reaction of 2-acyl-3-aminobenzofurans with hydrazines". . p. 937 - 943. Retrieved 2007/10/02.