100-35-6

Basic information

• Product Name: (2-CHLORO-ETHYL)-DIETHYL-AMINE
• Synonyms: N-(2-CHLORO ETHYL)DIETHYLAMINE;2-(DIETHYLAMINO)ETHYL CHLORIDE;(2-CHLORO-ETHYL)-DIETHYL-AMINE;AURORA KA-7583;2-(diethylamino)chloroethane;2-chloro-triethylamin;2-chlorotriethylamine;beta-(diethylamino)ethylchloride
• CAS NO: 100-35-6
• Molecular Formula: C₆H₁₄ClN
• Molecular Weight: 135.64
• EINECS: 202-843-1
• Mol File: 100-35-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 173-175 °C
• Boiling Point: 219.31°C (rough estimate)
• Flash Point: 22.8°C
• Appearance: /
• Density: 1.0013 (rough estimate)
• Vapor Pressure: 20.3mmHg at 25°C
• Refractive Index: 1.4530 (estimate)
• PKA: 9.37±0.25(Predicted)
• CAS DataBase Reference: (2-CHLORO-ETHYL)-DIETHYL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLORO-ETHYL)-DIETHYL-AMINE(100-35-6)
• EPA Substance Registry System: (2-CHLORO-ETHYL)-DIETHYL-AMINE(100-35-6)

Safety Data

• Hazardous Substances Data: 100-35-6(Hazardous Substances Data)

Usage

Carcinogenicity

No studies to assess carcinogenic potential were found. In addition, this chemical has not been evaluated for carcinogenicity potential by the IARC or ACGIH. However, its dimethyl analog produced lung tumors in strain A mice following intraperitoneal injection.

InChI:InChI=1/C6H14ClN.H2O4S/c1-3-8(4-2)6-5-7;1-5(2,3)4/h3-6H2,1-2H3;(H2,1,2,3,4)

Upstream product

• 14426-20-1 N,N-diethylethanolammonium chloride 
• 869-24-9 2-chloro-N,N-diethylethylamine hydrochloride 
• 2210-36-8 diethylaziridinium chloride 
• 100-37-8 2-(Diethylamino)ethanol 

Downstream Products

• 6312-05-6 diethyl-(3-[2]pyridyl-propyl)-amine 
• 72395-46-1 1-(2-diethylamino-ethyl)-indole 
• 785712-86-9 1-(2-diethylamino-ethyl)-hexahydro-azepine 
• 314-35-2 7-[2-(diethylamino)ethyl]theophylline 
• 95-27-2 Dimazole 
• 60-91-3 diethazine 
• 94915-46-5 4-(N,N-diethylamino)-2-phenyl-2-(2-pyridyl)butanenitrile 
• 107923-94-4 N,N-diethyl-N'-(4,6-dimethyl-pyrimidin-2-yl)-N'-phenyl-ethylenediamine 
• 24539-72-8 N,N-diethylaminoethyl xanthene-9-carboxylate 
• 100575-54-0 {2-[2-(4-chloro-benzyl)-benzoimidazol-1-yl]-ethyl}-diethyl-amine 
• 3569-84-4 1-(2-diethylamino-ethylamino)-4-methyl-xanthen-9-one 
• 479-50-5 lucanthone 
• 100-36-7 N,N-diethylethylenediamine 

Relevant articles and documents

Understanding the Alkylation Mechanism of 3-Chloropiperidines – NMR Kinetic Studies and Isolation of Bicyclic Aziridinium Ions

The present study describes the kinetic analysis of the 3-chloropiperidine alkylation mechanism. These nitrogen mustard-based compounds are expected to react via a highly electrophilic bicyclic aziridinium ion, which is readily attacked by nucleophiles. Halide abstraction using silver salts with weakly coordinating anions lead to the isolation of these proposed intermediates, whereas their structure was confirmed by single crystal XRD. Kinetic studies of the aziridinium ions also revealed notable reactivity differences of the C5 gem-methylated compounds and their unmethylated counterparts. The observed reactivity trends were also reflected by NMR studies in aqueous solution and DNA alkylation experiments of the related 3-chloropiperidines. Therefore, the underlying Thorpe-Ingold effect might be considered as another option to adjust the alkylation activity of these compounds.

Isoflavone amide type derivative, preparation method and medical application thereof

The invention relates to the field of medicinal chemistry, and relates to an isoflavone amide type derivative, a preparation method and a medical application thereof, in particular to an isoflavone amide type derivative with the general formula (I), a preparation method thereof, medicine compositions including the isoflavone amide type derivative and a medical application thereof, especially an application of the isoflavone amide type derivative as a medicine for preventing or curing hyperlipemia, obesity or type II diabetes. The general formula (I) is shown in the description.

Design, Synthesis, and Biological Evaluation of Scutellarein Derivatives Based on Scutellarin Metabolic Mechanism in Vivo

Three series of scutellarein derivatives have been designed and synthesized based on metabolic mechanism of scutellarin (1) in vivo. Their thrombin inhibition activities were tested through the analyzation of prothrombin time (PT), activated partial thromboplastin time (APTT), thrombin time (TT), and fibrinogen (FIB). The antioxidant activities of these target products were assessed by 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) assay and the ability to protect PC12 cells against H2O2-induced cytotoxicity, and their solubilities were evaluated by ultraviolet (UV) spectrophotometer. The results showed that the two isopropyl groups substituted derivative (18c) demonstrated stronger anticoagulant activity, better water solubility, and good antioxidant activity compared with scutellarein (2), which warrants further development of 18c as a promising agent for ischemic cerebrovascular disease treatment. Three series of scutellarein derivatives have been designed and synthesized based on metabolic mechanism of scutellarin (1) in vivo. The results of the biological evaluation showed that the two isopropyl groups substituted derivative (18c) demonstrated stronger anticoagulant activity, better water solubility, and good antioxidant activity compared with scutellarein (2), which warrants further development of 18c as a promising agent for ischemic cerebrovascular disease treatment.

Synthesis of scutellarein derivatives to increase biological activity and water solubility

In order to improve the biological activity and water solubility of scutellarin (1), some derivatives of its main metabolite (scutellarein) were designed and synthesized. All the compounds were tested for their thrombin inhibition activity through the analyzation of thrombin time (TT), activated partial thromboplastin time (APTT), prothrombin time (PT) and fibrinogen (FIB). Their antioxidant activities were assessed by measuring their scavenging capacities toward 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and the ability to protect PC12 cells against H2O2-induced cytotoxicity, their water solubility were also assessed by ultraviolet (UV) spectrophotometer. The results showed that compound 8b demonstrated stronger anticoagulant and antioxidant activity, better water solubility compared with scutellarein (2), which warrants it as a promising agent for the treatment of ischemic cerebrovascular disease.

Receptor ligands

Use of a compound selected from the group consisting of 3,5-diiodo-4-(2-N, N-diethylaminoethoxy)phenyl-(2-butylbenzofur-3-yl)methanol hydrochloride (001), 2-methyl-3-(3,5-diiodo-4-(2-N,N-diethylaminoethoxy)-benzoyl)benzofuran hydrochloride (003), 2-n-butyl-3-(3,5-diiodo-4-carboxymethoxybenzoyl)benzofuran (005), 2-methyl-3-(3,5-diiodo-4-hydroxy-benzoyl)benzofuran (011), 2-methyl-3-(3,5-diiodo-4-carboxymethoxybenzyl)benzofuran (015), 4'-hydroxy-3'-iodo-3,5-diiodo-4-(2-N,N-diethylaminoethoxy)benzophenon hydrochloride (024), 2-butyl-3-(3-iodo-4-hydroxy-benzoyl)benzofuran (029), 4'4'-dihydroxy-3'3,5-triiododiphenylmethan (032), which compound is a 3,5,3'-triiodothyronine (T-3) receptor ligand, for the preparation of a medicament for the therapeutic or prophylactic treatment of a disorder which depends on the expression of T-3 regulated genes, and pharmaceutical preparations comprising said compounds, are disclosed. Further, a method of prophylactically or therapeutically treating a patient having a disorder which depends on the expression of 3,5,3"-triiodo-thyronine (T-3) regulated genes is also disclosed. The invention additionally comprises product protection for all the above listed compounds, except the compound (011).

KINETIC STUDIES OF THE REACTIONS OF 2-DIETHYLAMINOETHYLCHLORIDE WITH NUCLEOPHILIC REAGENTS IN N,N-DIMETHYLFORMAMIDE

The kinetics of the reactions of 2-diethylaminoethylchloride with nucleophilic reagents have been studied in N,N-dimethylformamide from 33 to 80 deg C.An ethyleneimmonium ion is easily formed from 2-diethylaminoethylchloride by the participation of the ne

Fragmentation of 2-(dialkylamino)ethyl phosphate derivatives. Mechanism change as a function of substituents at phosphorus

The products and the first-order rate constants for the fragmentation of six phosphonic diesters (2) and two phosphonic monester chlorides (3), all containing the 2-(dialkylaminoethyl) group as one of the ester functions, have been determined.On the basis

Facile and General Synthesis of 2-, 3-, or 4-pyridines and -piperidines

Reaction of (dialkylamino)alkyl chloride with picolyllithiums provides the corresponding pyridine derivatives from which the piperidines are obtained by catalytic hydrogenation.Key Words: Pyridines / Piperidines

Fused pyridazine compounds and their pharmaceutical use

Fused pyridazine compounds STR1 wherein R1, R2, R3 and R4 are the same or different and respectively hydrogen, a halogen, hydroxy, nitro, amino, cyano, trifluoromethyl, and alkyl, an alkoxy or an alkanoylamino; one of Ra and Rb is a group of the formula wherein R5 and R6 are the same or different and respectively hydrogen, an alkyl, a phenylalkyl or a substituted phenylalkyl or a group forming a heterocycle together with the adjacent nitrogen atom and Y stands for a straight- or branched-chain alkylene which may have hydroxy group as a substituent on the chain, and the other is hydrogen, or both of Ra and Rb are the same or different and respectively a group of the formula wherein R5 and R6 are of the same meanings as defined above; W is =CH-- or =N; X is CH2, S, SO, SO2 or O; and the bond designated by a broken line in its part stands for a single bond or a double bond, or their pharmaceutically acceptable salts or hydrates and their pharmaceutical use. Said compounds possess stimulating effects on phagocytosis of leukocytes and macrophages, restorative effects on leukopenia, protective effects against infection, antitumor actions and the like and thus they are useable for the prophylaxis or therapy of human diseases accompanied by immunodeficiency.

3-phenyl-1-propanones, process of preparing thereof and method of treating arrhythmias

Therapeutically useful 1-[3-(2-dialkylaminoethoxy)-2-thienyl]-3-phenyl-1-propanones of the formula STR1 and acid addition salts thereof, wherein R and R1 each are hydrogen or methyl, R2 and R3, which are the same or differ