5349-24-6

Basic information

• Product Name: N-BUTYL-2-CHLORO-ACETAMIDE
• Synonyms: ASINEX-REAG BAS 02927056;N-BUTYL-2-CHLORO-ACETAMIDE;TIMTEC-BB SBB010319;N-butyl-2-chloro-ethanamide;N-BUTYL-2-CHLORACETAMIDE
• CAS NO: 5349-24-6
• Molecular Formula: C₆H₁₂ClNO
• Molecular Weight: 149.62
• Mol File: 5349-24-6.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 268.3 °C at 760 mmHg
• Flash Point: 116.1 °C
• Appearance: /
• Density: 1.032 g/cm³
• Vapor Pressure: 0.00775mmHg at 25°C
• Refractive Index: 1.441
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: N-BUTYL-2-CHLORO-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BUTYL-2-CHLORO-ACETAMIDE(5349-24-6)
• EPA Substance Registry System: N-BUTYL-2-CHLORO-ACETAMIDE(5349-24-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 5349-24-6(Hazardous Substances Data)

Usage

General Description

N-BUTYL-2-CHLORO-ACETAMIDE is a chemical compound with the molecular formula C6H12ClNO. It is an amide derivative that contains a butyl group and a chloro group attached to the acetamide functional group. N-BUTYL-2-CHLORO-ACETAMIDE is commonly used as an intermediate in the production of pharmaceuticals, agrochemicals, and other organic compounds. It is also utilized as a reactant in organic synthesis and as a solvent in various chemical processes. N-BUTYL-2-CHLORO-ACETAMIDE is known for its mild odor and is typically stored and handled in accordance with standard safety practices for handling organic chemicals.

InChI:InChI=1/C6H12ClNO/c1-2-3-4-8-6(9)5-7/h2-5H2,1H3,(H,8,9)

Upstream product

• 638-07-3 ethyl (2-chloroaceto)acetate 
• 109-73-9 N-butylamine 
• 38766-10-8 N-(α-Chloroacetoxy)succinimide 
• 227945-00-8 diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium 
• 7572-29-4 dichloroethyne 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 76810-32-7 C₁₃H₁₈N₂O₂ 
• 37468-43-2 5-Chlormethyl-1-butyl-tetrazol 
• 91802-77-6 <4-Chlor-phenylmercapto>-essigsaeure-butylamid 
• 92018-21-8 (2-Amino-phenylmercapto)-essigsaeure-butylamid 
• 92789-12-3 <2-Carbamoyl-phenylmercapto>-essigsaeure-butyl-amid 
• 1580053-47-9 4-butyl-7-((4-(2-fluorophenyl)piperazin-1-yl)methyl)-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 1580053-70-8 C₂₃H₂₉BrFN₃O₂ 
• 1580436-48-1 4-butyl-7-((4-(4-fluorophenyl)piperazin-1-yl)methyl)-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 1580436-49-2 C₂₃H₂₉BrFN₃O₂ 
• 1580053-55-9 C₁₇H₂₅BrN₂O₃ 
• 1580053-36-6 4-butyl-7-((4-phenylpiperazin-1-yl)methyl)-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 1580053-60-6 C₂₃H₃₀BrN₃O₂ 

Relevant articles and documents

Effect on pKa of metal-bound water molecules in lanthanide ion-induced cyclen "cavities"

(Chemical Equation Presented) The macrocyclic cyclen conjugates 1-4 were synthesized with the aim of forming lanthanide ion-based macrocyclic conjugates possessing deep cavities, formed upon complexation to various lanthanide ions. These complexes all possess metal-bound water molecules, where the pK a of the water molecules depends on the nature of the cavity.

Sequence-Defined Dithiocarbamate Oligomers via a Scalable, Support-free, Iterative Strategy

Precise control over the monomeric sequence on natural sequence-defined polymers (SDPs) leads to their structural diversity and functions. However, absolute control over the monomeric sequence on a synthetic polymer remains a challenging process. Herein, we describe a support-free, protection-deprotection-free, cost-effective, and fast iterative strategy for multigram production of a new class of SDP with a unique functional group, dithiocarbamate, a potential group for material and biomedical applications. The strategy is based on a unique monomer, named as amine-hydroxyl monomer, and a three-component reaction between the monomer, CS2, and terminal chloro group of the growing chain. The fast strategy allows us to synthesize a 5-mer sequence-defined oligomer in 6 h. For a proof of concept, a range of aliphatic and aromatic groups have been incorporated at different sequences in the sequence-defined oligomer. This SDP platform has further been advanced by two ways: (i) multiple approaches for postsynthetic modification of SDP and (ii) increasing the chain length in a single step.

Cink4T, a quinazolinone-based dual inhibitor of Cdk4 and tubulin polymerization, identified via ligand-based virtual screening, for efficient anticancer therapy

Inhibition of cyclin dependent kinase 4 (Cdk4) prevents cancer cells from entering the early G0/G1 phase of the cell division cycle whereas inhibiting tubulin polymerization blocks cancer cells’ ability to undergo mitosis (M) late in the cell cycle. We had reported earlier that two non-planar and relatively non-toxic fascaplysin derivatives, an indole and a tryptoline, inhibit Cdk4 with IC50 values of 6.2 and 10 μM, respectively. Serendipitously, we had also found that they inhibited tubulin polymerization. The molecules were efficacious in mouse tumor models. We have now identified Cink4T in a 59-compound quinazolinone library, designed on the basis of ligand-based virtual screening, as a compound that inhibits Cdk4 and tubulin. Its IC50 value for Cdk4 inhibition is 0.47 μM and >50 μM for inhibition of Cdk1, Cdk2, Cdk6, Cdk9. Cink4T inhibits tubulin polymerization with an IC50 of 0.6 μM. Molecular modelling studies on Cink4T with Cdk4 and tubulin crystal structures lend support to these observations. Cancer cell cycle analyses confirm that Cink4T blocks cells at both G0/G1 and M phases as it should if it were to inhibit both Cdk4 and tubulin polymerization. Our results show, for the very first time, that virtual screening can be used to design novel inhibitors that can potently block two crucial phases of the cell division cycle.

Synthesis of E/Z N-(1-Chlorovinyl)formamide Using Vilsmeier–Haack Reaction

Synthesis of a variety of novel Z/E N-(1-chlorovinyl)formamides through Vilsmeier–Haack reaction starting from 2-phenoxyethanamides with POCl3/DMF has been accomplished. The reactions introduced chlorine atom to the Cα-position and p