104-77-8

Basic information

• Product Name: 3-DIETHYLAMINOPROPYL CHLORIDE
• Synonyms: 3-DIETHYLAMINOPROPYL CHLORIDE;3-chloropropyl(diethyl)amine;3-CHLORO-1-DIETHYLAMINOPROPANE;N-(3-Chloropropyl)diethylamine, maleate salt;3-Chloro-N,N-diethyl-1-propanamine;3-chloro-N,N-diethyl-propan-1-amine;3-chloro-N,N-diethylpropan-1-amine;1-Chloro-3-diethylaminopropane
• CAS NO: 104-77-8
• Molecular Formula: C₇H₁₆ClN
• Molecular Weight: 149.66
• EINECS: 203-235-9
• Mol File: 104-77-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 169-171℃
• Flash Point: 56.9±22.6℃
• Appearance: /
• Density: 0.919±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.47mmHg at 25°C
• Refractive Index: 1.4541 (589.3 nm 20℃)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.10±0.25(Predicted)
• CAS DataBase Reference: 3-DIETHYLAMINOPROPYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-DIETHYLAMINOPROPYL CHLORIDE(104-77-8)
• EPA Substance Registry System: 3-DIETHYLAMINOPROPYL CHLORIDE(104-77-8)

Safety Data

• Hazardous Substances Data: 104-77-8(Hazardous Substances Data)

Usage

Uses

3-Chloro-N,N-diethylpropan-1-amine is used in the synthesis of propanamine antidepressants with similar efficacy to imipramine. Also used in the synthesis of inhibitors of fibroblast growth and endothelial growth based on substituted morpholines.

Synthesis Reference(s)

Journal of the American Chemical Society, 67, p. 1472, 1945 DOI: 10.1021/ja01225a018

InChI:InChI=1/C7H16ClN/c1-3-9(4-2)7-5-6-8/h3-7H2,1-2H3

Upstream product

• 6940-76-7 1-iodo-3-chloro-propane 
• 109-89-7 diethylamine 
• 28226-88-2 3-chloro-N,N-diethylpropanamide 
• 227945-00-8 diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium 
• 5666-17-1 N,N-diethylallylamine 
• 622-93-5 3-diethylamino-propan-1-ol 
• 7647-01-0 hydrogenchloride 
• 109-70-6 1.3-chlorobromopropane 

Downstream Products

• 47205-14-1 chlorproethazine 
• 109472-29-9 1-(3-diethylamino-propyl)-5-ethyl-5-phenyl-pyrimidine-2,4,6-trione 
• 725690-31-3 5-diethylamino-2-(3-diethylamino-propyl)-2-phenyl-valeronitrile 
• 110799-18-3 N,N-bis-(3-diethylamino-propyl)-toluene-4-sulfonamide 
• 22268-51-5 N,N,N'-triethylpropylenediamine 
• 5626-91-5 N-(3-diethylamino-propyl)-sulfanilic acid amide 
• 700350-65-8 benzilic acid-(3-diethylamino-propyl ester) 
• 67465-67-2 10-<3-Diaethylamino-propyl>-4-aza-phenothiazin 
• 94431-81-9 4-(5-diethylamino-2-phenyl-pentanoyl)-morpholine 
• 642-57-9 diethyl-(4,4-diphenyl-butyl)-amine 
• 412323-35-4 5-diethylamino-2-(3-diethylamino-propyl)-2-phenyl-valeric acid 
• 348-04-9 4-diethylamino-1-(4-fluoro-phenyl)-butan-1-one 

Relevant articles and documents

Discovery and Structural Optimization of Acridones as Broad-Spectrum Antimalarials

Malaria remains one of the deadliest diseases in the world today. Novel chemoprophylactic and chemotherapeutic antimalarials are needed to support the renewed eradication agenda. We have discovered a novel antimalarial acridone chemotype with dual-stage activity against both liver-stage and blood-stage malaria. Several lead compounds generated from structural optimization of a large library of novel acridones exhibit efficacy in the following systems: (1) picomolar inhibition of in vitro Plasmodium falciparum blood-stage growth against multidrug-resistant parasites; (2) curative efficacy after oral administration in an erythrocytic Plasmodium yoelii murine malaria model; (3) prevention of in vitro Plasmodium berghei sporozoite-induced development in human hepatocytes; and (4) protection of in vivo P. berghei sporozoite-induced infection in mice. This study offers the first account of liver-stage antimalarial activity in an acridone chemotype. Details of the design, chemistry, structure-activity relationships, safety, metabolic/pharmacokinetic studies, and mechanistic investigation are presented herein.

Design, synthesis and biological evaluation of novel podophyllotoxin derivatives bearing 4β-disulfide/trisulfide bond as cytotoxic agents

A novel series of C-4β-disulfide/trisulfide-containing podophyllotoxin derivatives were designed, synthesized, and biologically evaluated for their cytotoxic activities against human cancer cell lines, including KB (Mouth Epidermal Carcinoma Cells) and KB/VCR (Vincristine-resistant Mouth Epidermal Carcinoma Cells). Most of these compounds exhibited promising moderate to good cytotoxic activities. In particular, some of them displayed even superior activities to that of etoposide, especially for KB/VCR cell lines, indicating that introduction of the disulfide/trisulfide moiety would be beneficial for overcoming the multi-drug resistant limitation of etoposide. Moreover, the metabolic evaluation of the most promising compound was further performed to reveal that disulfide bond can be stable in human plasma over 8 hours, indicating good potential of these compounds for in vivo anti-cancer activities.

3- Or 4-monosubstituted phenol derivatives useful as H3 ligands

The invention relates to 3- or 4-monosubstituted phenol derivatives and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. Said 3- or 4-monosubstituted phenol derivatives are H3 ligands and are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions.