N,N-Diethylbutane-1,4-diamine

Base Information

• Chemical Name: N,N-Diethylbutane-1,4-diamine
• CAS No.: 27431-62-5
• Molecular Formula: C8H20N2
• Molecular Weight: 144.26
• Hs Code.: 29212900
• European Community (EC) Number: 248-456-1
• UNII: 8LT9SA85Z9
• DSSTox Substance ID: DTXSID30181851
• Nikkaji Number: J250.508H
• Wikidata: Q72469082
• Mol file: 27431-62-5.mol

Synonyms:1,4-BEP;N(1),N(4)-bis(ethyl)putrescine;N(1),N(4)-diethylputrescine

Chemical Property of N,N-Diethylbutane-1,4-diamine

Chemical Property:

• Vapor Pressure: 0.466mmHg at 25°C
• Melting Point: 156-158 °C
• Boiling Point: 193.4 °C at 760 mmHg
• PKA: 10.48±0.25(Predicted)
• Flash Point: 70.8 °C
• PSA: 29.26000
• Density: 0.841 g/cm₃
• LogP: 1.76740
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 144.162648646
• Heavy Atom Count: 10
• Complexity: 60.3

Purity/Quality:

99% ^*data from raw suppliers

4-(Diethylamino)butylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 34-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCCCN
• Uses: 4-(Diethylamino)butylamine has been used on prostatic cancer cells and has been found to reduce the putrescine uptake inhibitory activity.

Technology Process of N,N-Diethylbutane-1,4-diamine

There total 13 articles about N,N-Diethylbutane-1,4-diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

3-cyano-N,N-diethylpropanamide (663176-28-1) → 4-(diethylamino)butylamine (27431-62-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 1h;

DOI:10.1080/00397919809458707

Reference yield: 63.0%

tert-butyl 4-(diethylamino)butylcarbamate (1262500-36-6) → 4-(diethylamino)butylamine (27431-62-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm101383f

Reference yield: 61.0%

N-(4-(N’,N’-diethylamino)butyl)phthalimide (97020-69-4) → 4-(diethylamino)butylamine (27431-62-5)

Guidance literature:

With hydrazine hydrate; In ethanol; water; for 12h; Reflux;

DOI:10.1016/j.ejmech.2018.08.060

upstream raw materials:

4-(diethylamino)butyronitrile

3-cyano-N,N-diethylpropanamide

ethanol

2-Chloro-N,N-diethylacetamide

Downstream raw materials:

3,4,5-trimethoxy-benzoic acid-(4-diethylamino-butylamide)

N-(4-Diethylaminobutyl)-dithiocarbaminsaeure

3-bromo-N-(4-chloro-2-((4-(diethylamino)butyl)carbamoyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((4-(diethylamino)butyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide

Refernces

• 1、 Mizzoni et al.. "-". . p. 2414,2417. Retrieved 1954.
• 2、 Ghedira, Donia,Voissière, Aurélien,Peyrode, Caroline,Kraiem, Jamil,Gerard, Yvain,Maubert, Elise,Vivier, Magali,Miot-Noirault, Elisabeth,Chezal, Jean-Michel,Farhat, Farhat,Weber, Valérie. "Structure-activity relationship study of hypoxia-activated prodrugs for proteoglycan-targeted chemotherapy in chondrosarcoma". supporting information. p. 51 - 67. Retrieved 2018/09/13.
• 3、 Lavrado, Jo?o,Cabal, Ghislain G.,Prudêncio, Miguel,Mota, Maria M.,Gut, Jiri,Rosenthal, Philip J.,Díaz, Cecília,Guedes, Rita C.,Dos Santos, Daniel J. V. A.,Bichenkov?, Elena,Dougla?, Kenneth T.,Moreira, Rui,Paulo, Alexandra. "Incorporation of basic side chains into cryptolepine scaffold: Structure-antimalarial activity relationships and mechanistic studies". experimental part. p. 734 - 750. Retrieved 2011/04/15.