349092-70-2

Basic information

• Product Name: 2-BROMO-N,N-DIBUTYLBENZAMIDE
• Synonyms: 2-Bromo-N,N-dibutylbenzamide97%;2-BROMO-N,N-DIBUTYLBENZAMIDE;N,N-DIBUTYL 2-BROMOBENZAMIDE;2-Bromo-N,N-dibutylbenzamide 97%
• CAS NO: 349092-70-2
• Molecular Formula: C15H22BrNO
• Molecular Weight: 312.24528
• Product Categories: blocks;Bromides;Carboxes
• Mol File: 349092-70-2.mol

Chemical Properties

• Boiling Point: 403.2 °C at 760 mmHg
• Flash Point: 197.7 °C
• Appearance: /
• Density: 1.201 g/cm³
• Vapor Pressure: 1.03E-06mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: Keep Cold
• PKA: -1.42±0.70(Predicted)
• CAS DataBase Reference: 2-BROMO-N,N-DIBUTYLBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-N,N-DIBUTYLBENZAMIDE(349092-70-2)
• EPA Substance Registry System: 2-BROMO-N,N-DIBUTYLBENZAMIDE(349092-70-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 349092-70-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-N,N-DIBUTYLBENZAMIDE is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows for the creation of a wide range of medicinal compounds, enhancing the therapeutic potential of pharmaceutical products.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-N,N-DIBUTYLBENZAMIDE is utilized as an intermediate in the synthesis of agrochemicals, contributing to the development of effective pesticides and other agricultural chemicals. Its role in this industry is crucial for enhancing crop protection and yield.
Used in Organic Synthesis:
2-BROMO-N,N-DIBUTYLBENZAMIDE serves as a building block in organic synthesis, enabling the creation of complex organic molecules. Its structural features make it a versatile component in the synthesis of a variety of organic compounds, broadening its applications in chemical research and development.
Used in Research and Development:
As a reagent in research and development, 2-BROMO-N,N-DIBUTYLBENZAMIDE is instrumental in advancing scientific understanding and innovation. Its unique properties facilitate experiments and studies that can lead to breakthroughs in various fields of chemistry and related sciences.

InChI:InChI=1/C15H22BrNO/c1-3-5-11-17(12-6-4-2)15(18)13-9-7-8-10-14(13)16/h7-10H,3-6,11-12H2,1-2H3

Upstream product

• 111-92-2 dibutylamine 
• 88-65-3 2-bromobenzoic-acid 
• 6141-82-8 N,N-dibutylchlorothiophosphoramidate 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 1616609-93-8 2-(benzo[d][1,3]dioxol-5-yl)-N,N-dibutylbenzamide 

Relevant articles and documents

Efficient modulation of γ-aminobutyric acid type a receptors by piperine derivatives

Piperine activates TRPV1 (transient receptor potential vanilloid type 1 receptor) receptors and modulates γ-aminobutyric acid type A receptors (GABAAR). We have synthesized a library of 76 piperine analogues and analyzed their effects on GABAAR by means of a two-microelectrode voltage-clamp technique. GABAAR were expressed in Xenopus laevis oocytes. Structure-activity relationships (SARs) were established to identify structural elements essential for efficiency and potency. Efficiency of piperine derivatives was significantly increased by exchanging the piperidine moiety with either N,N-dipropyl, N,N-diisopropyl, N,N-dibutyl, p-methylpiperidine, or N,N-bis(trifluoroethyl) groups. Potency was enhanced by replacing the piperidine moiety by N,N-dibutyl, N,N-diisobutyl, or N,N-bistrifluoroethyl groups. Linker modifications did not substantially enhance the effect on GABAAR. Compound 23 [(2E,4E)-5-(1,3-benzodioxol-5-yl)-N,N-dipropyl-2,4-pentadienamide] induced the strongest modulation of GABAA (maximal GABA-induced chloride current modulation (IGABA-max = 1673% ± 146%, EC 50 = 51.7 ± 9.5 μM), while 25 [(2E,4E)-5-(1,3-benzodioxol- 5-yl)-N,N-dibutyl-2,4-pentadienamide] displayed the highest potency (EC 50 = 13.8 ± 1.8 μM, IGABA-max = 760% ± 47%). Compound 23 induced significantly stronger anxiolysis in mice than piperine and thus may serve as a starting point for developing novel GABA AR modulators.

An easy access to tertiary amides from aldehydes and N,N- dialkylchlorothiophosphoramidates

A mechanistically unprecedented approach for the formation of tertiary amides from N,N-dialkylchlorothiophosphoramidates and aldehydes has been developed. The reaction occurred via the activation of aldehydes with N,N-dialkylchlorothiophosphoramidates followed by amidation with dialkylamine pendent of the same phosphoramidate.