24566-95-8

Usage

Uses

Used in Textile Industry:
N-(3-Aminopropyl)-EPSILON-caprolactam is used as a monomer in the production of nylon-6, which is widely used in the textile industry for its high strength, durability, and resistance to various environmental factors.
Used in Automotive Industry:
N-(3-Aminopropyl)-EPSILON-caprolactam is used as a building block in the production of polymers for automotive applications, where its high strength and durability contribute to the performance and longevity of automotive components.
Used in Packaging Industry:
N-(3-Aminopropyl)-EPSILON-caprolactam is used in the production of polymers for packaging materials, where its properties contribute to the strength and durability of the packaging, ensuring the protection and preservation of the products inside.
Used in Polymer Production:
N-(3-Aminopropyl)-EPSILON-caprolactam is used as a monomer in the production of various polymers, where it undergoes ring-opening polymerization to form long chains of the polymer. This allows for the creation of a wide range of polymers with different properties and applications.
Used in Organic Synthesis:
N-(3-Aminopropyl)-EPSILON-caprolactam is used as a building block in organic synthesis, where it can be incorporated into more complex molecules for various applications in the chemical industry.

InChI:InChI=1/C9H18N2O/c10-6-4-8-11-7-3-1-2-5-9(11)12/h1-8,10H2

Upstream product

• 7336-15-4 hexahydro-1-(2'-cyanoethyl)-2H-azepin-2-one 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 
• 105-60-2 caprolactam 
• 123-38-6 propionaldehyde 

Downstream Products

• 1082008-29-4 4-{2-[(3-chlorophenyl)amino]pyrimidin-4-yl}-N-[3-(2-oxoazepan-1-yl)propyl]pyridine-2-carboxamide 
• 1197209-33-8 C₃₂H₃₆N₄O₄ 
• 1197209-34-9 C₄₅H₃₈N₄O₅ 
• 1270171-56-6 N,N-diethylaminopropyl-4-[N-(3'-aminopropyl)-2-azepanone]-3-nitrobenzoate 
• 1270171-53-3 N,N-dimethylaminopropyl-4-[N-(3'-aminopropyl)-2-azepanone]-3-nitrobenzoate 
• 1270171-48-6 4-[N-(3'-aminopropyl)-2-azepanone]-3-nitrobenzenesulfonic acid 
• 1270171-45-3 4-[N-(3′-aminopropyl)-2-azepanone]-3-nitrobenzenesulfonic acid 
• 1427783-68-3 (Z)-1-(propyl-2-azepanone)-2-benzoyl-3-(4-bromophenyl)guanidine 
• 1427783-68-3 (E)-1-(propyl-2-azepanone)-2-benzoyl-3-(4-bromophenyl)guanidine 
• 1427783-78-5 (Z)-1-(3-(2-oxoazepan-1-yl)propyl)-2-benzoyl-3-(4-chlorophenyl)guanidine 
• 1427783-78-5 (E)-1-(3-(2-oxoazepan-1-yl)propyl)-2-benzoyl-3-(4-chlorophenyl)guanidine 
• 3437-33-0 N-(3-aminopropyl)hexamethyleneimine 

Relevant academic research and scientific papers

A facile synthesis of the intermediates of the bicyclic organic bases: DBU and TBD

Intermediates of DBU and TBD, N-(3-aminoproply) - ε -caprolactam and bis- (3-aminopropyl)-amine were prepared by the hydrogenolysis of N-(2-cyanoethyl) - ε - caprolactam and di- (β-cyanoethyl)-amine respectively over Raney-Ni in the presence of NaBH4 under atmospheric pressure with mild condition and good yield.

PHENYLAMINOPYRIMIDINE AMIDE AUTOPHAGY INHIBITORS AND METHODS OF USE THEREOF

Described herein are compounds that are inhibitors of autophagy and their use in the treatment of disorders such as cancers.

HETEROARYLAMINOPYRIMIDINE AMIDE AUTOPHAGY INHIBITORS AND METHODS OF USE THEREOF

Described herein are compounds that are inhibitors of autophagy and their use in the treatment of disorders such as cancers. (I)

Investigating the Underappreciated Hydrolytic Instability of 1,8-Diazabicyclo[5.4.0]undec-7-ene and Related Unsaturated Nitrogenous Bases

The widespread use of amidine and guanidine bases in synthetic chemistry merits a thorough understanding of their chemical properties. The propensity of these reagents to hydrolyze under mild conditions and generate aminolactams and aminoureas, respectively, has not been adequately described previously. During the synthesis of uprifosbuvir (MK-3682), we became aware of this liability for 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) by observing the formation of an unexpected reaction impurity and traced the root cause to low levels of N-(3-aminopropyl)-?-caprolactam present in the commercial bottle. A controlled stability study over a period of two months at 25 °C demonstrated that, above a threshold water content, DBU steadily hydrolyzed over time. Rates of hydrolysis for DBU, 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), and N,N,N′,N′-tetramethylguanidine (TMG) in organic, aqueous, and mixed solvent systems were then measured to gain a more general appreciation of what conditions to avoid in order to maintain their integrity. Our findings indicate that these bases are hydrolytically unstable in unbuffered and very basic solutions but become significantly more stable in buffered solutions at pH values below 11.6.

N-Heterocyclic Olefin Catalysis for the Ring Opening of Cyclic Amidine Compounds: A Pathway to the Synthesis of ?-Caprolactam- and γ-Lactam-Derived Amines

For the first time, 1,2-dimethyl-3-ethylimidazolium iodide (1a) catalyzes the ring opening of the bicyclic amidine system of DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) or DBN (1,5-diazabicyclo[4.3.0]non-5-ene) on reaction with aldehydes. The mechanism here

Unexpected reactivity of graphene oxide with DBU and DMF

An unusual reaction between GO, DBU and DMF, that typically uses base and solvent, has been thoroughly analyzed providing valuable basic knowledge about the reactivity of GO, which is essential to control functionalization and therefore the properties of

Synthesis of potentially bioactive PABA-related N-(aminoalkyl)lactamic amino acids and esters via selective SNAr reactions

Potentially bioactive N-(aminoalkyl)lactamic amino acids and esters were synthesized in satisfactory to good yields by SNAr reactions of aromatic acids with N-(3-aminopropyl)lactams followed by esterification with tertiary amino alcohols. The addition-elimination SNAr mechanism was confirmed by NMR and MS measurements. Graphical Abstract: [Figure not available: see fulltext.]

Branched non-covalent complexes between carboxylic acids and two tris(amidines)

Carboxylic acids and two tris(amidine) bases formed branched 3:1 complexes with high solubility in chlorinated and aromatic solvents, particularly when aromatic carboxylic acids with suitable solubilising substituents were used. Whereas N,N′-diethylamidine complexes 10 proved to be difficult to isolate, the respective imidazoline complexes 14 were easily purified by crystallisation. Association constants were determined for model bis(imidazoline) complexes to be about 103 dm3 mol-1 in the competitive solvent mixture CDCl3-CD3OD (97:3).

Amidine als Zwischenprodukte bei Umamidierungsreaktionen

By loss of water in the presence of p-toluenesulfonic acid/xylol N-aminoalkyl-lactames form bicyclic amidines.The corresponding N-alkylaminoalkyl-lactames react to bicyclic amidinium salts or to transamidated products, ring-enlarged by the N-alkylamino re