Meta-DOB

{{chembox

| verifiedrevid = 415699222

| ImageFile = Meta-DOB.png

| ImageSize = 200px

| PIN = 1-(5-Bromo-2,4-dimethoxyphenyl)propan-2-amine

| OtherNames =

|Section1={{Chembox Identifiers

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

| ChemSpiderID = 126826

| InChI = 1/C11H16BrNO2/c1-7(13)4-8-5-9(12)11(15-3)6-10(8)14-2/h5-7H,4,13H2,1-3H3

| InChIKey = YFSLPSITQIUFQK-UHFFFAOYAU

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

| ChEMBL = 33867

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

| StdInChI = 1S/C11H16BrNO2/c1-7(13)4-8-5-9(12)11(15-3)6-10(8)14-2/h5-7H,4,13H2,1-3H3

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

| StdInChIKey = YFSLPSITQIUFQK-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 60917-67-1

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = SY5NJH58HC

| PubChem = 143750

| SMILES = Brc1cc(c(OC)cc1OC)CC(N)C

}}

|Section2={{Chembox Properties

| Formula = C₁₁H₁₆BrNO₂

| MolarMass = 274.154 g/mol

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility = }}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

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Meta-DOB, or 5-bromo-2,4-dimethoxyamphetamine, is a lesser-known psychedelic drug. It is similar in structure to DOB. Meta-DOB was first synthesized by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), the dosage range is listed as 50–100 mg, and the duration listed as 5–6 hours. Meta-DOB produces few to no effects. Very little data exists about the pharmacological properties, metabolism, and toxicity of Meta-DOB.