8-Fluoro-1,3,4,5-tetrahydro-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one

Name: 8-Fluoro-1,3,4,5-tetrahydro-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one
Brand: ChemScene
Availability: InStock
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CAS No. 1408282-26-7
Cat. No. CS-0050202
Purity≥98%
MDL No.MFCD23381312

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8-Fluoro-1,3,4,5-tetrahydro-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one|CS-0050202

Structure of 1408282-26-7

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General Information

CAS No. 1408282-26-7
Cat. No. CS-0050202
Purity ≥98%
MDL No. MFCD23381312
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₉FN₂O
Molecular Weight 204.20
Synonym(s) 8-Fluoro-4,5-dihydro-1H-azepino[5,4,3-CD]indol-6(3H)-one
SMILES O=C(NCC1)C2=CC(F)=CC3=C2C1=CN3

Description

8-Fluoro-1,3,4,5-tetrahydro-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one features a fluorinated pyrrolobenzazepinone core with enhanced electron-withdrawing character from the fluoro substituent. This scaffold integrates readily into medicinal chemistry libraries, offering improved metabolic stability and targeted binding affinity in CNS-directed compound development.

Application

8-Fluoro-1,3,4,5-tetrahydro-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one serves as a structurally defined heterocyclic building block for medicinal chemistry campaigns targeting CNS-active compounds. The scaffold features a fluorinated indole-like core with a ketone functionality at C6, enabling downstream derivatization via nucleophilic addition or reductive amination. Bench-stable and compatible with standard synthetic workflows, it facilitates the construction of complex polycyclic architectures relevant to kinase inhibitor and receptor modulator development.

Synthesis

Route1
- 1408282-25-6
- ~91%
- In-stock
  
  1408282-26-7
References
- Gillmore, Adam T.; Badland, Matthew; Crook, Clare L.; Castro, Nieves M.; Critcher, Douglas J.; Fussell, Steven J.; Jones, Katherine J.; Jones, Matthew C.; Kougoulos, Eleftherios; Mathew, Jinu S.; McMillan, Lynne; Pearce, John E.; Rawlinson, Fiona L.; Sherlock, Alexandra E.; Walton, Robert Organic Process Research and Development, 2012 , vol. 16, # 12 p. 1897 - 1904

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 44.89
LogP 1.5929
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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8-Fluoro-1,3,4,5-tetrahydro-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one

CAS No. 1408282-26-7

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