4078-13-1

Usage

Uses

Used in Pharmaceutical Synthesis:
N-Acetyl-1,3-propanediamine is utilized as a protected intermediate in the synthesis of analogs of Spermidine (S680400), which is an antineoplastic agent. This application underscores its importance in the development of cancer therapeutics, where it contributes to the creation of compounds that can potentially combat neoplastic growth.
Used in Biochemical Research:
As a polyamine, N-Acetyl-1,3-propanediamine is also used in biochemical research for analyzing its presence and concentration in biological fluids. This is crucial for understanding its role as a biochemical marker in the diagnosis and monitoring of various pathophysiological conditions, including cancer.

Upstream product

• 1119-50-2 N-acetyl-2-cyanoethylamine 
• 141-78-6 ethyl acetate 
• 109-76-2 Trimethylenediamine 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 79-20-9 acetic acid methyl ester 
• 156-87-6 propan-1-ol-3-amine 
• 75-05-8 acetonitrile 

Downstream Products

• 7597-14-0 N-(7-chloroquinolin-4-yl)propane-1,3-diamine 
• 5053-43-0 2-methylpyrimidine 
• 1040100-94-4 (3-acetylamino-propyl)-carbamic acid 4-(1-amino-ethyl)-phenyl ester 
• 1040104-67-3 (3-acetylamino-propyl)-carbamic acid 4-(1-tert-butoxycarbonylamino-ethyl)-phenyl ester 
• 128651-77-4 3-Acetylamino-N-(2-bromobenzylidene)propylamine 
• 34670-62-7 1-Acetamido-3-(diphenylphosphinylamino)propan 
• 128651-82-1 3-Acetylamino-N-(2-cyanobenzylidene)propylamine 

Relevant academic research and scientific papers

The spectroscopic and photophysical effects of the position of methyl substitution. II. 2-methylpyrimidine

Laser-induced fluorescence excitation and dispersed fluorescence spectra of the first n-?* transition of jet-cooled 2-methylpyrimidine have been recorded and analyzed.This work extends our earlier study of the spectroscopic and photophysical effects of methyl substitution in 4- and 5-methylpyrimidine.An unusual Fermi resonance invovlving the 6a0n progression forms the focus of the present study.The 6a01 vibronic transition is observed to be split into a triad of transitions.Dispersed fluorescence spectra are used to identify the dark background state responsible for the Fermi resonance coupling as the 16b1(3a''2) vibration/internal rotation combination level.This level is selectively coupled by symmetry constraints to 6a1(0a'1), leaving the 6a1(1e'') level unperturbed.The positions and intensities of the triad of peaks in the excitation spectrum allow a quantitative determination of the 6a1(0a'1) 16b1(3a''2) coupling matrix element of V = 4.1 cm-1.This vibration/internal rotation Fermi resonance is thus typical of the new types of routes to vibrational state mixing which are opened by methyl substitution.Higher members of the 6a0n progression are also involved in Fermi resonance mixing.However, in addition, these levels experience weaker, less state-specific coupling to a bath of same-symmetry states at that energy.The excitation spectrum provides an estimate of the average coupling matrix element of this second tier coupling of ca. 1 cm-1.

A new asymmetric diamide from the seed cake of Jatropha curcas L.

A new asymmetric diamide (E)-N-(3-acetamidopropyl)-cinnamamide named curcamide (1) has been isolated from the ethanol extract of the seed cake of Jatropha curcas L. along with 7 known compounds identified as isoamericanin (2), isoprincepin (3), caffeoylaldehyde (4), isoferulaldehyde (5), glycerol monooleate (6), syringaldehyde (7), and β-ethyl-d-glucopyranoside (8). The synthesis and antibacterial activity of the new compound have been also studied.

Monoacylation of Symmetrical Diamines in Charge Microdroplets

Monoacylation of symmetrical diamine is achieved when the primary α,ω-diamines (carbon numbers n = 3, 5 and 12) are diluted in ethyl acetate, and the resultant mixture is electrosprayed across a 10 mm distance in ambient air toward a mass spectrometer. The N-acylated product is formed in charged microdroplets without acidifying and activating agents and in the absence of heat. This result provided an insight into the orientation of the amines in the droplets, suggesting that the ester is activated to react with the amine at the droplet surface due to the high abundance of protons at the air-droplet interface.

Unusual formation of imidazooxazolone in the reaction of 1-[(2-Acetylamino)ethyl]imidazolone with KSCN in the presence of AcOH

1-[(2-Acetylamino)ethyl]imidazolone was introduced for the first time in the condensation with KSCN in the presence of AcOH and imidazooxazolone was unexpectedly obtained. This result was possible only because of the unique character of 1-((2-Acetylamino)ethyl)imidazolone, which has an intramolecular N-H...O-H hydrogen bond and, therefore, reacts with the NCS anion to give only imidazooxazolone.

Unusual formation of imidazooxazolone in the reaction of 1-[(2-acetylamino)ethyl]imidazolone with KSCN in the presence of AcOH

1-[(2-Acetylamino)ethyl]imidazolone was introduced for the first time in the condensation with KSCN in the presence of AcOH and imidazooxazolone was unexpectedly obtained. This result was possible only because of the unique character of 1-((2-acetylamino)ethyl)imidazolone, which has an intramolecular N-H O-H hydrogen bond and, therefore, reacts with the NCS anion to give only imidazooxazolone.

POLYFLUOROSULFONAMIDO AMINE AND INTERMEDIATE

Current methods for making polyfluorosulfonamido amines, which involve the use of a diamine reactant, provide low yields and produce an undesirable fluorine containing bis-sulfonamide by-product representing an economic loss. The bis-sulfonamide by-product is particularly undesirable because it shares very similar physical properties with the desired monoamine product thus making isolation of the desired polyfluorosulfonamido amine product difficult and costly. Furthermore, instead of the efficient incorporation of fluorine to make the desired polyfluorosulfonamido amine product, the bis-sulfonamide by-product constitutes a substantial loss of costly fluorinated starting material. The bis-sulfonamide by-product also constitutes an undesirable impurity that can worsen surfactancy, repellency, or other performance characteristics of the desired polyfluorosulfonamido amine product. The present invention provides a method of making a polyfluorosulfonamido amine without the production of a bis-sulfonamide by-product by reacting a polyfluoroalkylsulfonic compound with a monoamino amide rather than with a diamine reactant as in previously known methods.

Mono-acylation of symmetric diamines in the presence of water

Simply reacting equal equivalents of symmetric diamines with esters or carbonates in the presence of a suitable amount of water gave mono-acylated products in good to quantitative yields.

Synthesis of 3-hydroxypyrid-2-ones from furfural for treatment against iron overload and iron deficiency

Derivatives of 3-hydroxypyrid-2-ones, which posses very high affinity for iron and have anomalous applications in iron overload and iron deficiency, were prepared from furfural in simple reaction conditions.

Synthesis of new bis-imidazole derivatives

The reaction of aldimines with α-(hydroxyimino) ketones of type 10 (1,2-diketone monooximes) was used to prepare 2-unsubstituted imidazole 3-oxides 11 bearing an alkanol chain at N(1) (Scheme 2, Table 1). These products were transformed into the corresponding 2H-imidazol-2-ones 13 and 2H-imidazole-2-thiones 14 by treatment with Ac2O and 2,2,4,4-tetramethylcyclobutane-l,3-dithione, respectively (Scheme 3). The three-component reaction of 10, formaldehyde, and an alkane-1,ω-diamine 15 gave the bis[1H-imidazole 3-oxides] 16 (Scheme 4, Table2). With Ac 2O, 2,2,4,4-tetramethylcyclobutane-1,3-dithione or Raney-Ni, the latter reacted to give the corresponding bis[2H-imidazol-2-ones] 19 and 20, bis[2H-imidazol-2-thione] 21, and bis[imidazole] 22, respectively (Schemes 5 and 6). The structures of 11a and 16b were established by X-ray crystallography.

Synthesis and some first-row transition-metal complexes of the 1,2,4-triazole-based bis(terdentate) ligands TsPMAT and PMAT

The employment of a strategy based on nucleophilic substitution, rather than Schiff base condensation, for the preparation of 1,2,4-triazole-based ligands has been investigated and has led to the synthesis of two new ligands, 4-amino-3,5-bis{[N-(2-pyridyl