38073-22-2

Basic information

• Product Name: 3,4,5,6-tetrahydro-1H-azepino<5,4,3-cd>indol-6-one
• Synonyms: 3,4,5,6-tetrahydro-1H-azepino<5,4,3-cd>indol-6-one
• CAS NO: 38073-22-2
• Molecular Weight: 186.213
• Mol File: 38073-22-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 3,4,5,6-tetrahydro-1H-azepino<5,4,3-cd>indol-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5,6-tetrahydro-1H-azepino<5,4,3-cd>indol-6-one(38073-22-2)
• EPA Substance Registry System: 3,4,5,6-tetrahydro-1H-azepino<5,4,3-cd>indol-6-one(38073-22-2)

Safety Data

• Hazardous Substances Data: 38073-22-2(Hazardous Substances Data)

Upstream product

• 123883-35-2 methyl 3-(2-nitroethyl)-1H-indole-4-carboxylate 
• 830-96-6 Indole-3-propionic acid 
• 160320-10-5 1-(2,2-Dimethyl-propionyl)-3,4-dihydro-1H-benzo[cd]indol-5-one 
• 1028267-60-8 3-[1-(2,2-Dimethyl-propionyl)-1H-indol-3-yl]-propionyl chloride 
• 160320-11-6 3-(1-pivaloyl-1H-indol-3-yl)propanoic acid 
• 39830-66-5 methyl 1H-indole-4-carboxylate 
• 117719-66-1 3-(2-aminoethyl)-4-cyanoindole 
• 117719-63-8 4-cyano-3-(2-nitroethyl)indole 
• 117719-60-5 (E)-4-cyano-3-(2-nitrovinyl)indole 

Downstream Products

• 283173-02-4 2-(4-(N-methylamino)methylphenyl)-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-6-one 
• 1059129-36-0 1-[(2-chloro-6-methylphenyl)sulfonyl]-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole trifluoroacetate 
• 1059130-77-6 1-(phenylsulfonyl)-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-3-ol trifluoroacetate 
• 1059130-73-2 1-(phenylsulfonyl)-1,4,5,6-tetrahydro-3H-azepino[5,4,3-cd]indol-3-one trifluoroacetate 
• 1059131-27-9 tert-butyl 3-oxo-1-(phenylsulfonyl)-1,3,4,6-tetrahydro-5H-azepino[5,4,3-cd]indole-5-carboxylate 
• 1059129-21-3 5-methyl-1-(phenylsulfonyl)-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole 
• 1059129-19-9 1-(phenylsulfonyl)-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole 
• 283173-09-1 2-[4-(2-diethylamino-ethyl)-phenyl]-3,4,5,6-tetrahydro-azepino[5,4,3-cd]indol-6-one 
• 283173-00-2 2-[3-(4-fluoro-phenoxy)-phenyl]-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one 
• 283173-11-5 3-[2-(6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-2-yl)-phenyl]-propionic acid methyl ester 
• 283173-07-9 2-(4-chloro-3-trifluoromethyl-phenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one 
• 283173-12-6 2-[2-(3-hydroxy-propyl)-phenyl]-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one 
• 283173-01-3 N-[3-(6-Oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-2-yl)-phenyl]-acetamide 
• 283173-10-4 2-[3-(2-hydroxy-ethyl)-phenyl]-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one 

Relevant articles and documents

Copper-Mediated Radiosynthesis of [18F]Rucaparib

The poly(ADP-ribose) polymerase (PARP) inhibitor rucaparib is used in the clinic to treat BRCA-mutated cancers. Herein, we report two strategies to access the 18F-isotopologue of rucaparib by applying a copper-mediated nucleophilic 18F-fluorodeboronation. The most successful approach features an aldehydic boronic ester precursor that is subjected to reductive amination post-18F-labeling and affords [18F]rucaparib with an activity yield of 11% ± 3% (n = 3) and a molar activity (Am) up to 30 GBq/μmol. Preliminary in vitro studies are presented.

Poly(ADP-ribose) Polymerase in Neurodegeneration: Radiosynthesis and Radioligand Binding in ARC-SWE tg Mice

We report the synthesis, radiosynthesis, and characterization of a radioligand for poly(ADP-ribose) polymerase (PARP). PARP is of central importance in cell homeostasis, neuroplasticity, and neurodegeneration in the brain. A radiolabeled PARP inhibitor was developed and used for autoradiographic quantification of PARP protein concentration in wild-type and transgenic rodent brains ex vivo in high resolution. The binding of [3H]rucaparib was found to be confined to PARP-expressing domains, for example, cerebellar cortex or hippocampal regions in both models. Saturation binding experiments confirmed selective and reversible binding to a single site (Kd = 1.1 ± 0.2 nM).

Synthesis of analogs of the ergot alkaloids

A number of 3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole derivatives have been synthesized starting with methyl indole-4-carboxylate functionalized at the 3 position.