60106-90-3

Basic information

• Product Name: Cyclopropanamine, N-methyl-2-phenyl-, (1R,2S)-rel-
• CAS NO: 60106-90-3
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Mol File: 60106-90-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Cyclopropanamine, N-methyl-2-phenyl-, (1R,2S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanamine, N-methyl-2-phenyl-, (1R,2S)-rel-(60106-90-3)
• EPA Substance Registry System: Cyclopropanamine, N-methyl-2-phenyl-, (1R,2S)-rel-(60106-90-3)

Safety Data

• Hazardous Substances Data: 60106-90-3(Hazardous Substances Data)

Upstream product

• 155-09-9 trans-2-phenylcyclopropylamine 
• 1986-47-6 tranylcypromine hydrochloride 
• 74-88-4 methyl iodide 
• 22783-18-2 (+/-)-benzaldehyde-(trans-2-phenyl-cyclopropylimine) 

Downstream Products

• 23580-89-4 methyl-(3-phenyl-propyl)-amine 

Relevant articles and documents

Selective 5-hydroxytryptamine 2c receptor agonists derived from the lead compound tranylcypromine: Identification of drugs with antidepressant-like action

We report here the design, synthesis, and pharmacological properties of a series of compounds related to tranylcypromine (9), which itself was discovered as a lead compound in a high-throughput screening campaign. Starting from 9, which shows modest activity as a 5-HT2C agonist, a series of 1-aminomethyl-2- phenylcyclopropanes was investigated as 5-HT2C agonists through iterative structural modifications. Key pharmacophore feature of this new class of ligands is a 2-aminomethyl-trans-cyclopropyl side chain attached to a substituted be zene ring. Among the tested compounds, several were potent and efficacious 5-HT2C receptor agonists with selectivity over both 5-HT2A and 5-HT2B receptors in functional assays. The most promising compound is 37, with 120- and 14-fold selectivity over 5-HT 2A and 5-HT2B, respectively (EC50) 585, 65, and 4.8 nM at the 2A, 2B, and 2C subtypes, respectively). In animal studies, compound 37 (10-60 mg/kg) decreased immobility time in the mouse forced swim test.

New highly potent dipeptidic growth hormone secretagogues with low molecular weight

Based on NN703, low molecular weight growth hormone secretagouges (GHSs) with a reduced number of hydrogen binding sites were designed by removal of the C-terminal amide group. The compounds were highly potent in combination with high efficacy in a rat pituitary cell assay, being characterized with EC50 values down to 0.8 nM. Selected compounds were tested in in vivo animal models. The oral bioavailability in dogs was 16-44%. Also, the ED50 values of the compounds were determined both in dog and swine. (C) 2000 Editions scientifiques et medicales Elsevier SAS.