26378-53-0

Basic information

• Product Name: 2-(2-CHLOROPHENOXY)ETHYLAMINE
• Synonyms: 1-ETHANAMINE, 2-(2-CHLOROPHENOXY)-;2-(2-CHLOROPHENOXY)ETHYLAMINE;2-(2-CHLOROPHENOXY)-1-ETHANAMINE;2-CHLOROPHENOXY-2-ETHANEAMINE;AURORA KA-7595;BUTTPARK 97\57-77;RARECHEM AL BW 0341;[2-(2-chlorophenoxy)ethyl]amine hydrochloride
• CAS NO: 26378-53-0
• Molecular Formula: C₈H₁₀ClNO
• Molecular Weight: 171.62
• EINECS: 26378-53-0
• Mol File: 26378-53-0.mol

Chemical Properties

• Melting Point: 39-40°C
• Boiling Point: 115-117°C 5mm
• Flash Point: 150-153°C/18mm
• Appearance: /
• Density: 1.178 g/cm³
• Vapor Pressure: 0.00879mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 8.32±0.10(Predicted)
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 2-(2-CHLOROPHENOXY)ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-CHLOROPHENOXY)ETHYLAMINE(26378-53-0)
• EPA Substance Registry System: 2-(2-CHLOROPHENOXY)ETHYLAMINE(26378-53-0)

Safety Data

• Hazard Codes: Xi
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 2735
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 26378-53-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-CHLOROPHENOXY)ETHYLAMINE is utilized as a key intermediate in the synthesis of various pharmaceuticals for its ability to readily react with other compounds, facilitating the creation of new medications to treat different medical conditions.
Used in Organic Chemistry:
In the field of organic chemistry, 2-(2-CHLOROPHENOXY)ETHYLAMINE is employed as a versatile building block for the assembly of complex organic molecules, leveraging its reactivity to form a wide array of chemical structures.
Used in Medicinal Chemistry Research:
2-(2-CHLOROPHENOXY)ETHYLAMINE is used as a research compound in medicinal chemistry to explore its potential as a precursor for developing new therapeutic agents, given its unique structural features and reactivity profile.

InChI:InChI=1/C8H10ClNO/c9-7-3-1-2-4-8(7)11-6-5-10/h1-4H,5-6,10H2

Upstream product

• 18800-26-5 1-(2-bromoethoxy)-2-chlorobenzene 
• 66443-61-6 1-(2-azidoethoxy)-2-chlorobenzene 
• 95-57-8 2-monochlorophenol 
• 1448366-55-9 tert-butyl (2-(2-chlorophenoxy)ethyl)carbamate 
• 727368-76-5 2-[2-(2-chloro-phenoxy)-ethyl]-isoindole-1,3-dione 

Downstream Products

• 68306-60-5 3-[2-(2-chloro-phenoxy)-ethyl]-2-(4-chloro-phenyl)-thiazolidin-4-one 
• 68250-80-6 3-[2-(2-chloro-phenoxy)-ethyl]-2-(2-chloro-phenyl)-thiazolidin-4-one 
• 68250-62-4 3-[2-(2-chloro-phenoxy)-ethyl]-2-phenyl-thiazolidin-4-one 
• 68250-72-6 3-[2-(2-chloro-phenoxy)-ethyl]-2-(4-methoxy-phenyl)-thiazolidin-4-one 
• 68250-99-7 3-[2-(2-chloro-phenoxy)-ethyl]-2-(2,4-dichloro-phenyl)-thiazolidin-4-one 
• 138803-34-6 1-[2-(2-Chloro-phenoxy)-ethylamino]-3-(6-chloro-pyridazin-3-yloxy)-propan-2-ol 
• 76210-86-1 1-[2-(2-Chloro-phenoxy)-ethylamino]-3-(4-nitro-phenoxy)-propan-2-ol 
• 64502-63-2 1-[2-(2-Chloro-phenoxy)-ethylamino]-3-phenoxy-propan-2-ol 
• 46322-18-3 N-[2-(2-Chlor-phenoxy)-aethyl]-guanidin 
• 5735-53-5 1,4-benzoxazine 
• 113295-60-6 5-[2-(2-Chloro-phenoxy)-ethylamino]-2-isopropyl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile 
• 69323-96-2 [2-(2-chloro-phenoxy)-ethyl]-(6-chloro-quinazolin-4-yl)-amine 
• 1450608-10-2 3-(1H-imidazol-4-yl)propyl 2-(2-chlorophenoxy)ethylcarbamate hydrogen maleate 

Relevant articles and documents

Design, synthesis, crystal structure, and herbicidal activity of novel pyrrolidine-2,4-dione derivatives incorporating an alkyl ether pharmacophore with natural tetramic acids as lead compounds

In order to discover green herbicides with novel molecular scaffolds, natural tetramic acids were used as lead compounds to design and synthesize four pyrrolidine-2,4-dione derivatives incorporating a chainlike alkoxyalkyl moiety (4a-4d) and nineteen pyrrolidine-2,4-dione derivatives incorporating a substituted phenoxyethyl moiety (10a-10s)viasubstitution, acylation, cyclization, and acidification reactions. The synthesized target compounds were confirmed by FT-IR,1H NMR,13C NMR and HRMS spectral analyses. The single-crystal structure of compound10awas analyzed by X-ray diffraction, which revealed that the 1-hydroxyethylidene group links the third position of the pyrrolidine heterocycle through a double bond with theZ-configuration. The herbicidal activity was evaluated using barnyard grass (Echinochloa crus-galli) and rape (Brassica campestris) as model plants by a Petri dish culture method. Most target compounds were found to possess moderate to good inhibitory activities against the plant growth at 100 μg mL?1. Among them, the compounds10qand10nshowed the highest herbicidal activities against the roots of barnyard grass and rape seedlings with the corresponding inhibition rates of 65.6% and 84.0%, respectively. This result indicated that pyrrolidine-2,4-dione derivatives incorporating a substituted phenoxyethyl moiety are worthy of further structural optimization.

Synthesis and Antichlamydial Activity of Molecules Based on Dysregulators of Cylindrical Proteases

Chlamydia trachomatis is the most common sexually transmitted bacterial disease globally and the leading cause of infertility and preventable infectious blindness (trachoma) in the world. Unfortunately, there is no FDA-approved treatment specific for chlamydial infections. We recently reported two sulfonylpyridines that halt the growth of the pathogen. Herein, we present a SAR of the sulfonylpyridine molecule by introducing substituents on the aromatic regions. Biological evaluation studies showed that several analogues can impair the growth of C. trachomatis without affecting host cell viability. The compounds did not kill other bacteria, indicating selectivity for Chlamydia. The compounds presented mild toxicity toward mammalian cell lines. The compounds were found to be nonmutagenic in a Drosophila melanogaster assay and exhibited a promising stability in both plasma and gastric fluid. The presented results indicate this scaffold is a promising starting point for the development of selective antichlamydial drugs.

Novel synthetic strategy of N-arylated heterocycles via sequential palladium-catalyzed intra- and inter-arylamination reactions

The use of an in situ generated Pd(0) catalyst associated to N,N′-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene (SIPr) as a ligand and t-BuONa as the base for sequential intra- followed by intermolecular aryl animation is described. The method has been applied to the synthesis of N-arylated five-, six- and seven-membered nitrogen heterocycles.

Synthesis, Screening, and Molecular Modeling of New Potent and Selective Antagonists at the α1d Adrenergic Receptor

In the present study, more than 75 compounds structurally related to BMY 7378 have been designed and synthesized. Structural variations of each part of the reference molecule have been introduced, obtaining highly selective ligands for the α1d adrenergic receptor. The molecular determinants for selectivity at this receptor are essentially held by the phenyl substituent in the phenylpiperazine moiety. The integration of an extensive SAR analysis with docking simulations using the rhodopsin-based models of the three α1-AR subtypes and of the 5-HT1A receptor provides significant insights into the characterization of the receptor binding sites as well as into the molecular determinants of ligand selectivity at the α1d-AR and the 5-HT1A receptors. The results of multiple copies simultaneous search (MCSS) on the substituted phenylpiperazines together with those of manual docking of compounds BMY 7378 and 69 into the putative binding sites of the α1a-AR, α1b-AR, α1d-AR, and the 5-HT1A receptors suggest that the phenylpiperazine moiety would dock into a site formed by amino acids in helices 3, 4, 5, 6 and extracellular loop 2 (E2), whereas the spirocyclic ring of the ligand docks into a site formed by amino acids of helices 1, 2, 3, and 7. This docking mode is consistent with the SAR data produced in this work. Furthermore, the binding site of the imide moiety does not allow for the simultaneous involvement of the two carbonyl oxygen atoms in H-bonding interactions, consistent with the SAR data, in particular with the results obtained with the lactam derivative 128. The results of docking simulations also suggest that the second and third extracellular loops may act as selectivity filters for the substituted phenylpiperazines. The most potent and selective compounds for α1d adrenergic receptor, i.e., 69 (Rec 26D/038) and 128 (Rec 26D/073), are characterized by the presence of the 2,5-dichlorophenylpiperazine moiety.

Phenoxypropanol connected with phenylpiperazine and phenoxyalkylamine terminal in its side chain

The invention disclosed some 1,4-dihydropiridine derivative chemically have pharmacologically with adrenoceptor blocking and calcium channel blocker is now emerging. The compound of 1,4-dihydropiridine derivative wherein has the formula I, wherein R selected from four group as follow whetherin R present R1 selected from halogen(X), hydrogen(H), saturated C1-C6 alkyl chain, saturated C1-C6 alkyoxyl chain, R2 selected from R3 selected from halogen(X), hydrogen(H), saturated C1-C6 alkyl chain, saturated C1-C6 alkyoxyl chain, and O—(C1-C3)—CF3.