803712-71-2

Basic information

• Product Name: EthanaMine, N-[(5-broMo-3-Methoxy-2H-pyrrol-2-ylidene)Methyl]-N-ethyl-
• Synonyms: EthanaMine, N-[(5-broMo-3-Methoxy-2H-pyrrol-2-ylidene)Methyl]-N-ethyl-
• CAS NO: 803712-71-2
• Molecular Formula: C₁₀H₁₅BrN₂O
• Molecular Weight: 259.1429
• Mol File: 803712-71-2.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: EthanaMine, N-[(5-broMo-3-Methoxy-2H-pyrrol-2-ylidene)Methyl]-N-ethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: EthanaMine, N-[(5-broMo-3-Methoxy-2H-pyrrol-2-ylidene)Methyl]-N-ethyl-(803712-71-2)
• EPA Substance Registry System: EthanaMine, N-[(5-broMo-3-Methoxy-2H-pyrrol-2-ylidene)Methyl]-N-ethyl-(803712-71-2)

Safety Data

• Hazardous Substances Data: 803712-71-2(Hazardous Substances Data)

Upstream product

• 617-84-5 N-formyldiethylamine 
• 69778-83-2 4-methoxy-3-pyrrolin-2-one 
• 85153-60-2 C₆H₉ClO₃ 

Downstream Products

• 803712-70-1 tert-butyl 2-(5-formyl-4-methoxy-1H-pyrrol-2-yl)-1H-indole-1-carboxylate 
• 10476-41-2 4-methoxy-2,2'-bipyrrole-5-carboxaldehyde 
• 60658-98-2 3-methoxy-5-phenyl-1H-pyrrole-2-carbaldehyde 
• 896138-55-9 2-((3-methoxy-5-phenyl-2H-pyrrol-2-ylidene)methyl)-3,5-dimethyl-1H-pyrrole 
• 803712-67-6 obatoclax 
• 1314252-83-9 5'-[5-(4-bromo-benzyl)-3-(4-fluoro-benzyl)-1H-pyrrol-2-ylmethylene]-4'-methoxy-1H,5'H-[2,2']bipyrrolyl 
• 1314252-81-7 5'-[3-(4-chloro-benzyl)-5-(4-fluoro-benzyl)-1H-pyrrol-2-ylmethylene]-4'-methoxy-1H,5'H-[2,2']bipyrrolyl 
• 1314252-80-6 5'-[3,5-bis-(4-bromo-benzyl)-1H-pyrrol-2-ylmethylene]-4'-methoxy-1H,5'H-[2,2']bipyrrolyl 
• 1314252-71-5 5'-[3-(4-chloro-benzyl)-5-heptyl-1H-pyrrol-2-ylmethylene]-4'-methoxy-1H,5'H-[2,2']bipyrrolyl 
• 1314252-68-0 5'-[3-(4-chloro-benzyl)-5-ethyl-1H-pyrrol-2-ylmethylene]-4'-methoxy-1H,5'H-[2,2']bipyrrolyl 
• 1314252-61-3 5'-[3-(2-cyclohexyl-ethyl)-5-propyl-1H-pyrrol-2-ylmethylene]-4'-methoxy-1H,5'H-[2,2']bipyrrolyl 
• 1314253-94-5 5'-[3-(2-cyclohexyl-ethyl)-5-propyl-1H-pyrrol-2-ylmethylene]-4'-methoxy-1H,5'H-[2,2']bipyrrolyl hydrochloride 

Relevant articles and documents

Total Synthesis and Antimalarial Activity of 2-(p-Hydroxybenzyl)-prodigiosins, Isoheptylprodigiosin, and Geometric Isomers of Tambjamine MYP1 Isolated from Marine Bacteria

Highly efficient and straightforward synthetic routes toward the first total synthesis of 2-(p-hydroxybenzyl)-prodigiosins (2-5), isoheptylprodigiosin (6), and geometric isomers of tambjamine MYP1 ((E/Z)-7) have been developed. The crucial steps involved in these synthetic routes are the construction of methoxy-bipyrrole-carboxaldehydes (MBCs) and a 20-membered macrocyclic core and a regioselective demethylation of MBC analogues. These new synthetic routes enabled us to generate several natural prodiginines24-27in larger quantity. All of the synthesized natural products exhibited potent asexual blood-stage antiplasmodial activity at low nanomolar concentrations against a panel ofPlasmodium falciparumparasites, with a great therapeutic index. Notably, prodiginines6and24-27provided curative in vivo efficacy against erythrocyticPlasmodium yoeliiat 25 mg/kg × 4 days via oral route in a murine model. No overt clinical toxicity or behavioral change was observed in any mice treated with prodiginines and tambjamines.

Novel imidazopyridine suppresses STAT3 activation by targeting SHP-1

The unregulated activation of STAT3 has been demonstrated to occur in many cancers and enhances tumour growth, migration, and invasion. Stimulation by cytokines, growth factors, and hormones triggers this activation by phosphorylating STAT3 at tyrosine 705. Novel imidazopyridine compounds were synthesized to evaluate the inhibition of STAT3 at Y705. Among the tested compounds, 16 reduced the level of phospho-STAT3, inhibited the downstream signalling cascade and subsequently attenuated the survival of hepatocellular carcinoma (HCC) cells. Further assays showed that the reduction effects of compound 16 on tyrosine 705 of STAT3 were attributed to up-regulation of protein tyrosine phosphatase SHP-1.

Metal-Free and Versatile Synthetic Routes to Natural and Synthetic Prodiginines from Boron Dipyrrin

Prodiginines, as a family of bacterial alkaloids, possess a number of interesting biological activities. New, concise synthetic routes for the facile preparation of both synthetic and natural prodiginines in good yields have been developed, which use BODIPY functionalization reactions, such as condensation, nucleophilic substitution, and BF2 deprotection. This new metal-free synthetic method opens the door toward a wide variety of C-ring functionalized prodiginines, including those that are not possible to obtain through current synthetic methods, for their advanced biological activities.