52200-18-7

Basic information

• Product Name: 2-[(DIMETHYLAMINO)METHYLENE]-3-(4-BROMOPHENYL)-3-OXO-PROPANENITRILE
• Synonyms: 2-[(DIMETHYLAMINO)METHYLENE]-3-(4-BROMOPHENYL)-3-OXO-PROPANENITRILE;2-(4-BROMOBENZOYL)-3-(DIMETHYLAMINO)ACRYLONITRILE;2-[(Dimethylamino)methylene]-3-(4-bromophenyl)-3-oxo-propanenitrile 95%;2-[(DIMETHYLAMINO)METHYLENE]-3-(4-BROMOPHENYL)-3-OXO-PROPANENITRILE, 95+%;Zinc02507519;2-[(4-Bromophenyl)carbonyl]-3-(dimethylamino)prop-2-enenitrile
• CAS NO: 52200-18-7
• Molecular Formula: C₁₂H₁₁BrN₂O
• Molecular Weight: 279.13
• EINECS: 604-604-1
• Mol File: 52200-18-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 452.017 °C at 760 mmHg
• Flash Point: 227.172 °C
• Appearance: /
• Density: 1.415g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-[(DIMETHYLAMINO)METHYLENE]-3-(4-BROMOPHENYL)-3-OXO-PROPANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(DIMETHYLAMINO)METHYLENE]-3-(4-BROMOPHENYL)-3-OXO-PROPANENITRILE(52200-18-7)
• EPA Substance Registry System: 2-[(DIMETHYLAMINO)METHYLENE]-3-(4-BROMOPHENYL)-3-OXO-PROPANENITRILE(52200-18-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 52200-18-7(Hazardous Substances Data)

Usage

General Description

2-[(Dimethylamino)methylene]-3-(4-bromophenyl)-3-oxo-propanenitrile, also known as BOC-L-Asparagine-4-Nitrophenyl Ester, is a chemical compound with the molecular formula C13H13BrN2O2. It is a yellow solid that is commonly used in organic chemistry as a reagent for the synthesis of peptides and other organic compounds. It is known for its ability to act as a strong base and can participate in various reactions such as the Wittig reaction and Michael addition. 2-[(DIMETHYLAMINO)METHYLENE]-3-(4-BROMOPHENYL)-3-OXO-PROPANENITRILE is considered to be hazardous and should be handled with care due to its potential health and environmental risks.

InChI:InChI=1/C12H11BrN2O/c1-15(2)8-10(7-14)12(16)9-3-5-11(13)6-4-9/h3-6,8H,1-2H3/b10-8+

Upstream product

• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 4592-94-3 3-(4-bromophenyl)-3-oxopropanenitrile 
• 5762-56-1 tris(dimethylamino)methane 

Downstream Products

• 1167450-65-8 C₁₂H₁₀BrN₃O 
• 618091-10-4 (5-amino-1-phenyl-1H-pyrazol-4-yl)-(4-bromo-phenyl)-ketone 

Relevant articles and documents

Novel tricyclic pyrazole BRAF inhibitors with imidazole or furan central scaffolds

V-RAF murine sarcoma viral oncogene homolog B1 (BRAF) is a serine/threonine-specific protein kinase that is mutated with high frequency in cutaneous melanoma, and many other cancers. Inhibition of mutant BRAF is an attractive therapeutic approach for the treatment of melanoma. A triarylimidazole BRAF inhibitor bearing a phenylpyrazole group (dimethyl-[2-(4-{5-[4-(1H-pyrazol-3-yl)-phenyl]-4-pyridin-4-yl-1H-imidazol-2-yl} -phenoxy)-ethyl]-amine, 1a) was identified as an active BRAF inhibitor. Based on this starting point, we synthesized a series of analogues leading to the discovery of 6-{2-[4-(4-methyl-piperazin-1-yl)-phenyl]-5-pyridin-4-yl-3H- imidazol-4-yl}-2,4-dihydro-indeno[1,2-c]pyrazole (1j), with nanomolar activity in three assays: inhibition of purified mutant BRAF activity in vitro; inhibition of oncogenic BRAF-driven extracellular regulated kinase (ERK) activation in BRAF mutant melanoma cell lines; and inhibition of proliferation in these cells.