76935-76-7

Basic information

• Product Name: 3-ETHOXYPHENETHYLAMINE
• Synonyms: 3-ETHOXYPHENETHYLAMINE;RARECHEM AL BW 0363
• CAS NO: 76935-76-7
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.23
• Mol File: 76935-76-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 93°C 5mm
• Flash Point: 112.7°C
• Appearance: /
• Density: 1,01 g/cm3
• Vapor Pressure: 0.00961mmHg at 25°C
• Refractive Index: 1.52
• CAS DataBase Reference: 3-ETHOXYPHENETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHOXYPHENETHYLAMINE(76935-76-7)
• EPA Substance Registry System: 3-ETHOXYPHENETHYLAMINE(76935-76-7)

Safety Data

• Hazard Codes: Xi,C
• Statements: 34-41
• Safety Statements: 26-36/37/39-39
• RIDADR: 2734
• HazardClass: IRRITANT, CORROSIVE
• Hazardous Substances Data: 76935-76-7(Hazardous Substances Data)

Usage

General Description

3-Ethoxyphenethylamine, also known as 3-ethoxyphenethylamine, is a chemical compound that belongs to the family of phenethylamines. It is a psychoactive substance that has been reported to produce stimulant and entactogenic effects, although there is limited research on its pharmacology and effects. The chemical structure of 3-ethoxyphenethylamine includes an ethoxy group attached to the phenethylamine backbone, which makes it similar to other psychoactive compounds like MDMA and 2C-E. However, due to its limited research and lack of documented human use, there is little information available about its potential risks and benefits. It is important to note that the use of psychoactive substances like 3-ethoxyphenethylamine can be dangerous and illegal in many jurisdictions, and should not be used without proper medical supervision.

InChI:InChI=1/C10H15NO/c1-2-12-10-5-3-4-9(8-10)6-7-11/h3-5,8H,2,6-7,11H2,1H3

Upstream product

• 3159-51-1 1-ethoxy-3-(2-nitro-ethyl)-benzene 

Downstream Products

• 1372808-79-1 4-(aminosulfonyl)-N-[2-(3-ethoxyphenyl)ethyl]benzamide 
• 149488-31-3 N-[2-(3-ethoxyphenyl)ethyl]-N'-(2-thiazolyl)thiourea 
• 21581-46-4 (3-ethoxy-phenethyl)-methyl-amine 
• 630407-52-2 6-ethoxy-1,2,3,4-tetrahydro-isoquinoline 

Relevant articles and documents

COMPOUNDS

The invention provides compounds of formula (I): wherein A and B represent the groups -(CH2)m- and -(CH2)n- respectively;R1 represents hydrogen or C1-6alkyl;R2 represents hydrogen, halogen, hydroxy, cyano, nitro, hydroxyC1-6alkyl, trifluoromethyl, trifluoromethoxy, C1-6alkyl, C1-6alkoxy, C1-6fluoroalkoxy, -(CH2)pC3-6cycloalkyl, -(CH2)pOC3-6cycloalkyl, -COC1-6alkyl, -SO2C1-6alkyl, -SOC1-6alkyl, -S-C1-6alkyl, -CO2C1-6alkyl, -CO2NR5R6, -SO2NR5R6, -(CH2)pNR5R6, -(CH2)pNR5COR6, optionally substituted aryl ring, optionally substituted heteroaryl ring or optionally substituted heterocyclyl ring;R3 represents optionally substituted aryl ring or optionally substituted heteroaryl ring;R4 represents hydrogen, hydroxy, C1-6alkyl, C1-6alkoxy, trifluoromethyl, trifluoromethoxy, halogen, -OSO2CF3, -(CH2)pC3-6cycloalkyl, -(CH2)qOC1-6alkyl or -(CH2)pOC3-6cycloalkyl;R5 and R6 each independently represent hydrogen, C1-6alkyl or, together with the nitrogen or other atoms to which they are attached, form an azacycloalkyl ring or an oxo-substituted azacycloalkyl ring;Z represents -(CH2)rX- wherein the -(CH2)r- group is attached to R3, or -X(CH2)r- wherein X is attached to R3, and wherein any of the -CH2- groups may be optionally substituted by one or more C1-6alkyl groups;X represents oxygen, -NR7 or -CH2- wherein the -CH2- group may be optionally substituted by one or more C1-6alkyl groups;R7 represents hydrogen or C1-6alkyl;m and n independently represent an integer selected from 1 and 2;p independently represents an integer selected from 0, 1, 2 and 3; q independently represents an integer selected from 1, 2 and 3; r independently represents an integer selected from 0, 1, and 2; or a pharmaceutically acceptable salt or solvate thereof.The compounds are useful in therapy, in particular as antipsychotic agents.

Phenethylthiazolethiourea (PETT) compounds, a new class of HIV-1 reverse transcriptase inhibitors. 1. Synthesis and basic structure-activity relationship studies of PETT analogs

A novel series of potent specific HIV-1 inhibitory compounds is described. The lead compound in the series, N-(2-phenethyl)-N'-(2-thiazolyl)thiourea (1), inhibits HIV-1 RT using rCdG as the template with an IC50 of 0.9 μM. In MT-4 cells, compound 1 inhibits HIV-1 with an ED50 of 1.3 μM. The 50% cytotoxic dose in cell culture is >380 μM. The chemical structure-activity relationship (SAR) was developed by notionally dividing the lead compound in four quadrants. The SAR strategy had two phases. The first phase involved optimization of antiviral activity through independent variation of quadrants 1-4. The second phase involved the preparation of hybrid structures combining the best of these substituents. Further SAR studies and pharmacokinetic considerations led to the identification of N-(2-pyridyl)-N'-(5-bromo-2- pyridyl)-thiourea (62; LY300046 · HCl) as a candidate for clinical evaluation. LY300046 · HCl inhibits HIV-1 RT with an IC50 of 15 nM and in cell culture has an ED50 of 20 nM.