isomescaline

{{one source|date=July 2019}}

{{chembox

| Verifiedfields = changed

| verifiedrevid = 461780646

| ImageFile1 = Isomescaline.svg

| ImageSize1 = 200px

| ImageFile2 =

| ImageSize2 = 200px

| PIN = 2-(2,3,4-Trimethoxyphenyl)ethan-1-amine

| OtherNames = 2,3,4-Trimethoxyphenethylamine
2,3,4-Trimethoxy-1-ethaneamine

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 366878

| InChI1 = 1/C11H17NO3/c1-13-9-5-4-8(6-7-12)10(14-2)11(9)15-3/h4-5H,6-7,12H2,1-3H3

| InChIKey1 = PVLFQRLVSMMSQK-UHFFFAOYAK

| CASNo_Ref = {{cascite|correct|PubChem}}

| CASNo = 3937-16-4

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 280797

| PubChem = 414332

| UNII = Y5A6OUU263

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C11H17NO3/c1-13-9-5-4-8(6-7-12)10(14-2)11(9)15-3/h4-5H,6-7,12H2,1-3H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = PVLFQRLVSMMSQK-UHFFFAOYSA-N

| SMILES = O(c1ccc(c(OC)c1OC)CCN)C

}}

|Section2={{Chembox Properties

| C=11

| H=17

| N=1

| O=3

| Appearance =

| Density =

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|Section3={{Chembox Hazards

| MainHazards =

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Isomescaline (2,3,4-trimethoxyphenethylamine) is a lesser-known compound based on a well-known psychedelic drug. It is an isomer of mescaline, as well as an analog of TIM-2, TIM-3, and TIM-4. Isomescaline was first synthesized by Alexander Shulgin. In his book PIHKAL, it is suggested that any potentially active dose would be "greater than 400 mg".{{Cite web |title=Erowid Online Books : "PIHKAL" - #91 IM |url=https://www.erowid.org/library/books_online/pihkal/pihkal091.shtml |archive-url=http://web.archive.org/web/20240812101306/https://www.erowid.org/library/books_online/pihkal/pihkal091.shtml |archive-date=2024-08-12 |access-date=2025-03-12 |website=www.erowid.org}} Despite its structural similarity to mescaline, isomescaline has produced no effects in humans. Very little data exists about the pharmacological properties, metabolism, and toxicity of isomescaline.