1186-67-0

Basic information

• Product Name: 2-Bromomalonamide
• Synonyms: 2-Bromomalonamide;2-bromopropanediamide
• CAS NO: 1186-67-0
• Molecular Formula: C₃H₅BrN₂O₂
• Molecular Weight: 180.99
• Mol File: 1186-67-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Bromomalonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromomalonamide(1186-67-0)
• EPA Substance Registry System: 2-Bromomalonamide(1186-67-0)

Safety Data

• Hazardous Substances Data: 1186-67-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-Bromomalonamide is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides. Its role in these industries is crucial for the production of effective and safe products.
Used in Organic Synthesis:
As a reagent in organic synthesis, 2-Bromomalonamide is used for the preparation of heterocycles and other complex organic molecules. Its properties make it a valuable component in the creation of diverse chemical structures.
Used in Material Science and Medicinal Chemistry:
2-Bromomalonamide is a versatile building block in the production of fine chemicals, with potential applications in material science and medicinal chemistry. Its use in these fields can lead to advancements in material properties and the discovery of new therapeutic agents.
Used in Research and Development:
In research and development settings, 2-Bromomalonamide is utilized for exploring new chemical reactions and syntheses, further expanding its applications and understanding of its chemical behavior.

Upstream product

• 108-13-4 malonodiamide 
• 107-91-5 cyanoacetic acid amide 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 

Downstream Products

• 93512-83-5 2-(4-nitrobenzyl)aminopropanediamide 
• 88100-28-1 2-Benzylamino-malonamide 
• 108-13-4 malonodiamide 
• 7726-95-6 bromine 
• 50599-22-9 phenylhydrazono-malonic acid diamide 
• 6961-38-2 [4-(dicarbamoylmethyl-amino)-phenyl]-arsonic acid 

Relevant articles and documents

Enols of 2-nitro- and related 2-substituted malonamides

The structures of 2-substituted malonamides, YCH(CONR1R 2)CONR3R4 (Y=Br, SO2Me, CONH 2, COMe, and NO2) were investigated. When Y=Br, R 1R2=R3R4=HEt; Y=SO2Me, R1-R4=H and for Y=CONH2 or CONHPh, R 1-R4=Me, the structure in solution is that of the amide tautomer. X-ray crystallography shows solid-state amide structures for Y=SO 2Me or CONH2, R1-R4=H. Nitromalonamide displays an enol structure in the solid state with a strong hydrogen bond (O. . .O distance=2.3730 A at 100 K) and d(OH) 6≠d(O. . .H). An apparently symmetric enol was observed in solution, even in appreciable percentages in highly polar solvents such as DMSO-d6, but Kenol values decrease on increasing the solvent polarity. The N,N′-dimethyl derivative is less enolic. Acetylmalonamides display a mixture of enol on the acetyl group and amide in non-polar solvents, and only the amide in DMSO-d6. DFT calculations gave the following order of pKenol values for Y: H > CONH 2 > COMe ≥ COMe (on acetyl) ≥ MeSO2>CN> NO2 in the gas phase, CHCl3, and DMSO. The enol on the C=O group is preferred to the aci-nitro compound, and theN-O-H. . .O=C is less favored than the C=O-H. . .O=C hydrogen bond. Copyright

USE OF AMPK-ACTIVATING IMIDAZOLE DERIVATIVES, PREPARATION PROCESS THEREFOR AND PHARMACEUTICAL COMPOSITIONS COMPRISING THEM

The invention relates to the use of imidazole derivatives of the formula (I): in which A, R'1, R'2 and R'3 are as defined in the description, as AMPK activators. The invention also relates to processes for the preparation of the said compounds, to their uses for the preparation of medicaments for the treatment of insulin resistance, diabetes and related pathologies, and also obesity, and to the pharmaceutical compositions comprising them. Certain compounds of the formula (I) are novel and, in this respect, also form part of the invention.

Substituted pyrazole derivatives condensed with six-membered heterocyclic rings

The present invention relates to novel substituted pyrazole derivatives of the general formula (I) in which R1, R2, R3and A are each as defined, and to processes for their preparation and to their use as medicaments, in pa

Electrophilic Substitution in Malonamide. Evidence for Reaction via the Enol Tautomer

The kinetics of the nitrosation, bromination and iodination of malonamide have been studied in water at 25 deg C.Throughout, reaction was first order in .At low acidity and relatively high , reactions were fully zero-order in and acid-catalysed.At higher acidity and lower reaction was first-order in and not now acid-catalysed.Similar first-order behaviour was found for bromination and nitrosation (by BrNO and ONSCN generated in situ).It was not possible by changing the reaction conditions to achieve the zero-order pattern with either bromination or nitrosation.The results are consistent with a mechanism involving reaction of the electrophile with an intermediate derived from MA which we suggest is the enol tautomer.For iodination either enolisation or reaction of the enol can be made rate-limiting.For enolisation the value of the rate constant ke (in Rate = ke+>) was found to be 3.3 * 10-3 dm3 mol-1 s-1.The results also suggest that I2, Br2, BrNO and ONSCN react with the enol at or close to the encounter controlled limit, enabling a value for KE (the equilibrium constant for enolisation) of (4 +/- 2) * 1010 to be obtained.The methylene protons in MA are readily exchanged with D from the solvent in an acid catalysed process.The enolisation of CD2(COND2)2 is slower than that of CH2(CONH2)2 by a factor of 2.3 and the deuterium solvent isotope effect is close to 1.The mechanism of enolisation of MA is discussed.