422280-34-0

Basic information

• Product Name: 1-(4-nitro-phenyl)-cyclopentanecarbonyl chloride
• Synonyms: 1-(4-nitro-phenyl)-cyclopentanecarbonyl chloride
• CAS NO: 422280-34-0
• Molecular Weight: 253.685
• Mol File: 422280-34-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(4-nitro-phenyl)-cyclopentanecarbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-nitro-phenyl)-cyclopentanecarbonyl chloride(422280-34-0)
• EPA Substance Registry System: 1-(4-nitro-phenyl)-cyclopentanecarbonyl chloride(422280-34-0)

Safety Data

• Hazardous Substances Data: 422280-34-0(Hazardous Substances Data)

Upstream product

• 135569-19-6 methyl 1-(p-nitrophenyl)cyclopentanecarboxylate 
• 2945-08-6 methyl (4-nitrophenyl)acetate 
• 104-03-0 4-nitrobenzeneacetic acid 
• 52648-77-8 1-(4-nitro-phenyl)-cyclopentanecarboxylic acid 

Downstream Products

• 422280-30-6 [1-(4-nitro-phenyl)-cyclopentyl]-acetic acid tert-butyl ester 
• 135569-27-6 2-(diethylamino)ethyl 1-(p-1-tetrazolylphenyl)cyclopentanecarboxylate 
• 135569-23-2 2-(diethylamino)ethyl 1-[p-(1-pyrrolidinyl)phenyl]cyclopentanecarboxylate 
• 135569-24-3 methyl 1-(p-1-tetrazolylphenyl)cyclopentanecarboxylate 
• 135569-36-7 ethyl 1-(p-1-pyrrolidinylphenyl)cyclopentanecarboxylate 
• 135569-25-4 1-(p-1-tetrazolylphenyl)cyclopentanecarboxylic acid 
• 135569-21-0 methyl 1-(p-1-pyrrolidinylphenyl)cyclopentanecarboxylate 
• 135569-35-6 ethyl 1-(p-aminophenyl)cyclopentanecarboxylate 
• 135569-20-9 methyl 1-(p-aminophenyl)cyclopentanecarboxylate 
• 135569-16-3 Nitrocaramiphen 
• 135569-34-5 ethyl 1-(p-nitrophenyl)cyclopentanecarboxylate 
• 135569-19-6 methyl 1-(p-nitrophenyl)cyclopentanecarboxylate 

Relevant articles and documents

Palladium(II)-Catalyzed C(sp2)-H Bond Activation/C-N Bond Cleavage Annulation of N-Methoxy Amides and Arynes

The Pd(II)-catalyzed C-H bond activation/C-N bond cleavage annulation reaction of N-alkyoxyamide aryne is developed to synthesize 9,10-dihydrophenanthrenone derivatives. This reaction exhibited good functional group compatibility with yields up to 92%. Detailed mechanistic studies showed that the key to C-N bond cleavage is the formed eight-membered palladacycle intermediate undergoing nucleophilic addition to the carbonyl group, which provides a new and practical way for N-alkoxyamide directed C-H bond activation.

Novel (4-Phenylpiperidinyl)- and (4-Phenylpiperazinyl)alkyl-Spaced Esters of 1-Phenylcyclopentanecarboxylic Acids as Potent ?-Selective Compounds

A series of novel 4-phenylpiperidinyl and (4-phenylpiperazinyl)alkyl 1-1-phenylcyclopentanecarboxylates was synthesized and evaluated for affinity at ?1 and ?2 sites by inhibition of -(+)-pentazocine (PENT) and -1,3-di(2-tolyl)guanidine (DTG) binding in guinea pig brain. The phenylpiperidines were more potent ? ligands than the corresponding piperazines. Structural modifications varying the optimal spatial distance between the piperidine nitrogen and ester functions led to the identification of the propyl compound 24 (PENT Ki = 0.50 nM; DTG Ki = 1.17 nM) and the butyl derivative 32 (PENT Ki = 0.51 nM; DTG Ki = 0.69 nM) as novel high-affinity ?-selective agents. An ethylene spacer was optimum with para-substituted analogs. A notable finding was the discovery of 2-(4-phenylpiperidinyl)ethyl 1-(4-nitrophenyl)cyclopentanecarboxylate hydrochloride (15) (RLH-033), which demonstrated potent affinity for the PENT-defined ? site with a Ki of 50 pM, selectivity for ?1 over muscarinic M1 (>17600-fold), M2 (>34200-fold), dopamine D1 (>58000-fold), and D2 (>7000-fold) receptors, and inactivity at phenylcyclidine, NMDA, and opioid receptors. RLH-033 is a valuable tool which will aid further in understanding the biology of the ? recognition site. Information from this research has further defined the topography of the ? recognition site, which may provide an explanation for the diverse structures which bind with relatively high affinity.