4-fluoro-N-(1H-indol-5-yl)benzamide

Base Information

• Chemical Name: 4-fluoro-N-(1H-indol-5-yl)benzamide
• CAS No.: 182564-41-6
• Molecular Formula: C15H11FN2O
• Molecular Weight: 254.25900
• European Community (EC) Number: 820-304-4
• DSSTox Substance ID: DTXSID901347694
• ChEMBL ID: CHEMBL1541216
• Mol file: 182564-41-6.mol

Synonyms:182564-41-6;4-fluoro-N-(1H-indol-5-yl)benzamide;OAC3;N-(4-fluorobenzoyl)-5-amino-1H-indole;Oct4 inducer-1;Maybridge4_001749;Oprea1_105474;MLS000860667;SCHEMBL7487151;CHEMBL1541216;RQJUZWRDCVBOMH-UHFFFAOYSA-N;DTXSID901347694;HMS1525P11;HMS2785I21;5-(4-fluoro-benzoyl)amino-1H-indole;AKOS010083319;benzamide,4-fluoro-n-1h-indol-5-yl-;IDI1_032331;MS-23579;SMR000458751;HY-119672;CS-0077799;F81742;EN300-1696616;BRD-K01636615-001-01-0;Z799946392

Chemical Property of 4-fluoro-N-(1H-indol-5-yl)benzamide

Chemical Property:

• PSA: 44.89000
• LogP: 3.63230
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 254.08554114
• Heavy Atom Count: 19
• Complexity: 328

Purity/Quality:

97% ^*data from raw suppliers

N-(4-Fluorobenzoyl)-5-amino-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NC2=CC3=C(C=C2)NC=C3)F
• Uses: N-(4-Fluorobenzoyl)-5-amino-1H-indole is a octamer-binding transcription factor 4 activating compound that activated Oct4 and Nanog promoters, which are essential regulators of embryonic stem cell (ESC) pluripotency and key to the reprogramming process. Octamer-binding transcription factor 4 (Oct4) is a transcription factor which, with Sox2, Klf4, and c-Myc, is involved in the reprogramming of somatic cells to produce pluripotent stem cells. OAC3 is an Oct4-activating compound which activates expression through the Oct4 gene promoter. In cells expressing Oct4 with Sox2, Klf4, and c-Myc, OAC3 (1 μM) enhances reprogramming efficiency by increasing the rate of production of induced pluripotent stem cells from embryonic fibroblasts.[Cayman Chemical]

Technology Process of 4-fluoro-N-(1H-indol-5-yl)benzamide

There total 2 articles about 4-fluoro-N-(1H-indol-5-yl)benzamide 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:

5-amino-1H-indole (5192-03-0) + 4-fluorobenzoyl chloride (403-43-0) → 5-(4-fluorobenzoyl)amino-1H-indole (182564-41-6)

Guidance literature:

With triethylamine; In tetrahydrofuran;

Reference yield:

→ 5-(4-fluorobenzoyl)amino-1H-indole (182564-41-6)

Guidance literature:

Reference yield:

piperidin-4-one (41661-47-6) + 5-(4-fluorobenzoyl)amino-1H-indole (182564-41-6) → 5-(4-fluorobenzoyl)amino-3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole (182564-19-8)

Guidance literature:

With potassium hydroxide; In methanol; at 75 ℃;

DOI:10.1021/jm7011722

upstream raw materials:

5-amino-1H-indole

4-fluorobenzoyl chloride

Downstream raw materials:

5-(4-fluorobenzoyl)amino-3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole