10563-23-2

Basic information

• Product Name: N-Ethyl-1,3-propanediamine
• Synonyms: RARECHEM AL BW 1207;N-ETHYL TRIMETHYLENE DIAMINE;N-ETHYL-1 3-PROPANEDIAMINE;3-ETHYLAMINOPROPYLAMINE;N-ethylpropane-1,3-diamine;N-(2-aminoethyl)-3-aminopropane;N1-Ethyl-1,3-propanediamine;3-aminopropyl(ethyl)amine
• CAS NO: 10563-23-2
• Molecular Formula: C₅H₁₄N₂
• Molecular Weight: 102.18
• EINECS: 234-146-3
• Product Categories: Polyamines
• Mol File: 10563-23-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 146.6 °C at 760 mmHg
• Flash Point: 44.4 °C
• Appearance: Colorless to light yellow liquid
• Density: 0.826 g/cm³
• Vapor Pressure: 4.59mmHg at 25°C
• Refractive Index: 1.436
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 10.74±0.10(Predicted)
• CAS DataBase Reference: N-Ethyl-1,3-propanediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Ethyl-1,3-propanediamine(10563-23-2)
• EPA Substance Registry System: N-Ethyl-1,3-propanediamine(10563-23-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 10563-23-2(Hazardous Substances Data)

Usage

Uses

N-Ethylpropylenediamine used as a antibacterial nanogel in dental practices.

InChI:InChI=1/C5H14N2/c1-2-7-5-3-4-6/h7H,2-6H2,1H3

Upstream product

• 1111644-29-1 N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine 
• 61345-84-4 N₁,N₁₂-diethylspermine 
• 21539-47-9 3-ethylamino propionitrile 

Downstream Products

• 5898-37-3 1-ethyl-2-methyl-[1,3,2]diazaborinane 
• 124-40-3 dimethyl amine 
• 6063-73-6 2-butyl-1-ethyl-[1,3,2]diazaborinane 
• 6129-30-2 1-ethyl-2-phenyl-[1,3,2]diazaborinane 
• 66639-75-6 1-ethyltetrahydropyrimidin-2(1 H)-one 
• 1006700-15-7 C₁₉H₂₄N₄O₂ 
• 1006699-48-4 (E)-3-{3-[6-(3-Ethylamino-propylamino)-pyrazin-2-yl]-phenyl}-acrylic acid 
• 6029-61-4 1-Ethyl-10b-phenyl-1,3,4,10b-tetrahydro-pyrimido[2,1-a]isoindol-6(2H)-one 
• 77869-72-8 N-<2-(3-ethylhexahydropyrimidino)ethyl>propionanilide 
• 77869-60-4 N-<2-(3-ethylhexahydropyrimidino)ethyl>aniline 
• 77869-73-9 N-[2-(3-Ethyl-tetrahydro-pyrimidin-1-yl)-ethyl]-N-phenyl-propionamide; compound with oxalic acid 
• 41715-14-4 1-ethyl-2-phenyl-3,4,5,6-tetrahydropyrimidine 
• 206991-62-0 (E)-3,7,12,16-tetrakis(mesitylenesulfonyl)-3,7,12,16-tetraazaoctadec-9-ene 
• 206991-63-1 (Z)-3,7,12,16-tetrakis(mesitylenesulfonyl)-3,7,12,16-tetraazaoctadec-9-ene 

Relevant articles and documents

Metabolism of N-alkylated spermine analogues by polyamine and spermine oxidases

N-alkylated polyamine analogues have potential as anticancer and antiparasitic drugs. However, their metabolism in the host has remained incompletely defined thus potentially limiting their utility. Here, we have studied the degradation of three different spermine analogues N,N′-bis-(3-ethylaminopropyl)butane-1,4-diamine (DESPM), N-(3-benzyl-aminopropyl)-N′-(3-ethylamino-propyl)butane-1,4-diamine (BnEtSPM) and N,N′-bis-(3-benzylaminopropyl)butane-1,4-diamine (DBSPM) and related mono-alkylated derivatives as substrates of recombinant human polyamine oxidase (APAO) and spermine oxidase (SMO). APAO and SMO metabolized DESPM to EtSPD [Km(APAO) = 10 μM, kcat(APAO) = 1.1 s -1 and Km(SMO) = 28 μM, kcat(SMO) = 0.8 s-1, respectively], metabolized BnEtSPM to EtSPD [Km(APAO) = 0.9 μM, kcat(APAO) = 1.1 s-1 and Km(SMO) = 51 μM, kcat(SMO) = 0.4 s-1, respectively], and metabolized DBSPM to BnSPD [Km(APAO) = 5.4 μM, k cat(APAO) = 2.0 s-1and Km(SMO) = 33 μM, kcat(SMO) = 0.3 s-1, respectively]. Interestingly, mono-alkylated spermine derivatives were metabolized by APAO and SMO to SPD [EtSPM Km(APAO) =16 μM, kcat(APAO) = 1.5 s -1; Km(SMO) = 25 μM, kcat(SMO) = 8.2 s -1; BnSPM Km(APAO) = 6.0 μM, kcat(APAO) = 2.8 s-1; Km(SMO) =19 μM, kcat(SMO) = 0.8 s-1, respectively]. Surprisingly, EtSPD [Km(APAO) = 37 μM, kcat(APAO) = 0.1 s-1; Km(SMO) =48 μM, kcat(SMO) = 0.05 s-1] and BnSPD [Km(APAO) = 2.5 μM, kcat(APAO) = 3.5 s-1; Km(SMO) =60 μM, kcat(SMO) = 0.54 s-1] were metabolized to SPD by both the oxidases. Furthermore, we studied the degradation of DESPM, BnEtSPM or DBSPM in the DU145 prostate carcinoma cell line. The same major metabolites EtSPD and/or BnSPD were detected both in the culture medium and intracellularly after 48 h of culture. Moreover, EtSPM and BnSPM were detected from cell samples. Present data shows that inducible SMO parallel with APAO could playanimportant roleinpolyamine based drug action, i.e. degradation of parent drug and its metabolites, having significant impact on efficiency of these drugs, and hence for the development of novel N-alkylated polyamine analogues. Springer-Verlag 2009.