5345-68-6

Basic information

• Product Name: 2-Bromo-N-decyl-acetamide
• Synonyms: 2-Bromo-N-decyl-acetamide;Acetamide, 2-bromo-N-decyl-;N-bromoacetyl-n-decylamine;2-Bromo-N-decyl-acetamide 97% (GC)
• CAS NO: 5345-68-6
• Molecular Formula: C₁₂H₂₄BrNO
• Molecular Weight: 278.22906
• Product Categories: Amides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 5345-68-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 41-45 °C
• Boiling Point: 369.3°Cat760mmHg
• Flash Point: 177.2°C
• Appearance: /
• Density: 1.132g/cm³
• Vapor Pressure: 1.2E-05mmHg at 25°C
• Refractive Index: 1.473
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Bromo-N-decyl-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-N-decyl-acetamide(5345-68-6)
• EPA Substance Registry System: 2-Bromo-N-decyl-acetamide(5345-68-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 5345-68-6(Hazardous Substances Data)

Usage

General Description

2-Bromo-N-decyl-acetamide is an organic chemical compound with the molecular formula C12H24BrNO. It is an amide derivative of decylamine, with a bromine atom attached to the nitrogen atom in the amide group. 2-Bromo-N-decyl-acetamide is often used as an intermediate in the synthesis of other organic compounds, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals. It is also used as an antimicrobial agent and preservative in a variety of personal care and household products. 2-Bromo-N-decyl-acetamide is a white solid with a characteristic odor, and it is known for its low solubility in water and high solubility in organic solvents. Due to its chemical properties, it is recommended to handle this compound with the appropriate safety precautions.

InChI:InChI=1/C12H24BrNO/c1-2-3-4-5-6-7-8-9-10-14-12(15)11-13/h2-11H2,1H3,(H,14,15)

Upstream product

• 2016-57-1 1-aminodecane 
• 598-21-0 2-Bromoacetyl bromide 
• 22118-09-8 2-bromoacetyl chloride 

Relevant articles and documents

Vancomycin Derivative Inactivates Carbapenem-Resistant Acinetobacter baumannii and Induces Autophagy

Vancomycin is a standard drug for the treatment of multidrug-resistant Gram-positive bacterial infections. Albeit, development of resistance (VRE, VRSA) and its inefficacy against persistent infections is a demerit. It is also intrinsically inactive against Gram-negative bacteria. Herein, we report a vancomycin derivative, VanQAmC10, that addresses these challenges. VanQAmC10 was rapidly bactericidal against carbapenem-resistant A. baumannii (6 log10 CFU/mL reduction in 6 h), disrupted A. baumannii biofilms, and eradicated their stationary phase cells. In MRSA infected macrophages, the compound reduced the bacterial burden by 1.3 log10 CFU/mL while vancomycin exhibited a static effect. Further investigation indicated that the compound, unlike vancomycin, promoted the intracellular degradative mechanism, autophagy, in mammalian cells, which may have contributed to its intracellular activity. The findings of the work provide new perspectives on the field of glycopeptide antibiotics.

Alkyl-Aryl-Vancomycins: Multimodal Glycopeptides with Weak Dependence on the Bacterial Metabolic State

Resistance to last-resort antibiotics such as vancomycin for Gram-positive bacterial infections necessitates the development of new therapeutics. Furthermore, the ability of bacteria to survive antibiotic therapy through formation of biofilms and persiste

Antibacterial and Antibiofilm Activity of Cationic Small Molecules with Spatial Positioning of Hydrophobicity: An in Vitro and in Vivo Evaluation

More than 80% of the bacterial infections are associated with biofilm formation. To combat infections, amphiphilic small molecules have been developed as promising antibiofilm agents. However, cytotoxicity of such molecules still remains a major problem. Herein we demonstrate a concept in which antibacterial versus cytotoxic activities of cationic small molecules are tuned by spatial positioning of hydrophobic moieties while keeping positive charges constant. Compared to the molecules with more pendent hydrophobicity from positive centers (MIC = 1-4 μg/mL and HC50 = 60-65 μg/mL), molecules with more confined hydrophobicity between two centers show similar antibacterial activity but significantly less toxicity toward human erythrocytes (MIC = 1-4 μg/mL and HC50 = 805-1242 μg/mL). Notably, the optimized molecule is shown to be nontoxic toward human cells (HEK 293) at a concentration at which it eradicates established bacterial biofilms. The molecule is also shown to eradicate preformed bacterial biofilm in vivo in a murine model of superficial skin infection.