{"Aliases":["4-Ethyl-3-methyl-2-phenyl-morpholine","Morpholine, 4-ethyl-3-methyl-2-phenyl-","Unii-6qlt9858qu","Phenmetetrazine","Schembl10123770","Dtxsid501342628"],"CAS":"92196-09-3","ChemicalClasses":["2-phenylmorpholine"],"Chirality":"racemic","Erowid Experience Reports":[],"Esters":[],"Formating":[],"HeavyAtomCount":15,"IUPACName":"4-ethyl-3-methyl-2-phenylmorpholine","InChI":"InChI=1S/C13H19NO/c1-3-14-9-10-15-13(11(14)2)12-7-5-4-6-8-12/h4-8,11,13H,3,9-10H2,1-2H3","InChIKey":"ZOMTUQAEMGCZPK-UHFFFAOYSA-N","MeSH Headers":[],"MolecularFormula":"C\u003csub\u003e13\u003c/sub\u003eH\u003csub\u003e19\u003c/sub\u003eNO","MolecularWeight":"205.30 g/mol","Opticalactivity":"( + / - )","PubChemId":14425810,"Record Description":["Wikipedia|List of designer drugs|Stimulants|Phenylmorpholines"],"Records":{"UNII":{"Impurities":[]}},"RefChem":"202149","RefCount":3,"RefCur":"","References":[{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/14425810","Name":"Phenmetetrazine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=92196-09-3","Name":"Phenmetetrazine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/6QLT9858QU","Name":"Phenmetetrazine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID501342628","Name":"Phenmetetrazine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 14425810, N-Ethylphenmetrazine. Accessed May 11, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/14425810\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/14425810\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Phenmetetrazine. UNII: 6QLT9858QU. Global Substance Registration System. Accessed May 11, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/6QLT9858QU\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/6QLT9858QU\u003c/a\u003e"],"SMILES":"CCN1CCOC(C1C)C2=CC=CC=C2","SaltData":[],"Salts":[],"StereoisomerData":[{"SMILES":"CCN1CCO[C@@H](C2=CC=CC=C2)[C@@H]1C","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 94.424 55.408\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h95v56H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m93.385 23.894-13.19 7.616M80.195 31.51l-10.038-5.795M67.005 20.044l.004-11.39M67.009 8.654 53.818 1.038M53.818 1.038 43.9 6.769M40.621 12.584l-.004 11.318\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m40.792 24.206-.35-.607M38.739 25.727l-.642-1.111M36.686 27.249l-.933-1.617M34.633 28.77l-1.225-2.122M32.58 30.292l-1.516-2.628M30.528 31.814l-1.809-3.133M28.475 33.335l-2.1-3.638\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M27.425 31.516 14.23 23.89M24.987 32.923l-10.758-6.217\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.23 23.89 1.038 31.503\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.503.003 15.24M3.477 32.911l.002 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.041 46.743 13.194 7.627\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.235 54.37 13.192-7.614M14.236 51.554l10.753-6.206\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.425 31.516.002 15.24M40.617 23.902l13.191 7.616M63.851 25.716l-10.043 5.802\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M54.158 31.518h-.7L51.71 46.75h4.201z\" class=\"bond\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M68.944 26.344h-.72l-2.619-4.066h-.03l.03.595q.023.357.023.732v2.739h-.565v-4.9h.714l2.608 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M42.881 8.659q0 .757-.256 1.328-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.751.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524t-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m70.157 25.715 5.019 2.898M67.005 20.044l.002-5.695\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m43.9 6.769 4.959-2.865M40.621 12.584l-.002 5.659\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.851 25.716-5.022 2.901\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(6S,7S)-Phenmetetrazine"},{"SMILES":"CCN1CCO[C@H](C2=CC=CC=C2)[C@@H]1C","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 94.424 55.408\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h95v56H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m93.385 23.894-13.19 7.616M80.195 31.51l-10.038-5.795M67.005 20.044l.004-11.39M67.009 8.654 53.818 1.038M53.818 1.038 43.9 6.769M40.621 12.584l-.004 11.318\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m40.792 24.206-.35-.607-15.266 6.618 2.249 1.299v2.597z\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M27.425 31.516 14.23 23.89M24.987 32.923l-10.758-6.217\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.23 23.89 1.038 31.503\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.503.003 15.24M3.477 32.911l.002 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.041 46.743 13.194 7.627\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.235 54.37 13.192-7.614M14.236 51.554l10.753-6.206\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.425 31.516.002 15.24M40.617 23.902l13.191 7.616M63.851 25.716l-10.043 5.802\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M54.158 31.518h-.7L51.71 46.75h4.201z\" class=\"bond\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M68.944 26.344h-.72l-2.619-4.066h-.03l.03.595q.023.357.023.732v2.739h-.565v-4.9h.714l2.608 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M42.881 8.659q0 .757-.256 1.328-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.751.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524t-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m70.157 25.715 5.019 2.898M67.005 20.044l.002-5.695\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m43.9 6.769 4.959-2.865M40.621 12.584l-.002 5.659\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.851 25.716-5.022 2.901\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(6R,7S)-Phenmetetrazine"},{"SMILES":"CCN1CCO[C@@H](C2=CC=CC=C2)[C@H]1C","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 94.424 55.408\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h95v56H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m93.385 23.894-13.19 7.616M80.195 31.51l-10.038-5.795M67.005 20.044l.004-11.39M67.009 8.654 53.818 1.038M53.818 1.038 43.9 6.769M40.621 12.584l-.004 11.318\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m40.792 24.206-.35-.607M38.739 25.727l-.642-1.111M36.686 27.249l-.933-1.617M34.633 28.77l-1.225-2.122M32.58 30.292l-1.516-2.628M30.528 31.814l-1.809-3.133M28.475 33.335l-2.1-3.638\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M27.425 31.516 14.23 23.89M24.987 32.923l-10.758-6.217\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.23 23.89 1.038 31.503\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.503.003 15.24M3.477 32.911l.002 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.041 46.743 13.194 7.627\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.235 54.37 13.192-7.614M14.236 51.554l10.753-6.206\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.425 31.516.002 15.24M40.617 23.902l13.191 7.616M63.851 25.716l-10.043 5.802\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M54.158 31.518h-.7M54.45 34.057h-1.283M54.742 36.595l-1.867.001M55.034 39.134h-2.45M55.326 41.672l-3.033.001M55.618 44.211h-3.617M55.911 46.749l-4.201.001\"/\u003e\u003c/g\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M68.944 26.344h-.72l-2.619-4.066h-.03l.03.595q.023.357.023.732v2.739h-.565v-4.9h.714l2.608 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath stroke=\"none\" d=\"M42.881 8.659q0 .757-.256 1.328-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.751.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524t-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m70.157 25.715 5.019 2.898M67.005 20.044l.002-5.695\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m43.9 6.769 4.959-2.865M40.621 12.584l-.002 5.659\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.851 25.716-5.022 2.901\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(6S,7R)-Phenmetetrazine"},{"SMILES":"CCN1CCO[C@H](C2=CC=CC=C2)[C@H]1C","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 94.424 55.408\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h95v56H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m93.385 23.894-13.19 7.616M80.195 31.51l-10.038-5.795M67.005 20.044l.004-11.39M67.009 8.654 53.818 1.038M53.818 1.038 43.9 6.769M40.621 12.584l-.004 11.318\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m40.792 24.206-.35-.607-15.266 6.618 2.249 1.299v2.597z\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M27.425 31.516 14.23 23.89M24.987 32.923l-10.758-6.217\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.23 23.89 1.038 31.503\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.503.003 15.24M3.477 32.911l.002 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.041 46.743 13.194 7.627\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.235 54.37 13.192-7.614M14.236 51.554l10.753-6.206\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.425 31.516.002 15.24M40.617 23.902l13.191 7.616M63.851 25.716l-10.043 5.802\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M54.158 31.518h-.7M54.45 34.057h-1.283M54.742 36.595l-1.867.001M55.034 39.134h-2.45M55.326 41.672l-3.033.001M55.618 44.211h-3.617M55.911 46.749l-4.201.001\"/\u003e\u003c/g\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M68.944 26.344h-.72l-2.619-4.066h-.03l.03.595q.023.357.023.732v2.739h-.565v-4.9h.714l2.608 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M42.881 8.659q0 .757-.256 1.328-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.751.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524t-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m70.157 25.715 5.019 2.898M67.005 20.044l.002-5.695\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m43.9 6.769 4.959-2.865M40.621 12.584l-.002 5.659\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.851 25.716-5.022 2.901\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(6R,7R)-Phenmetetrazine"}],"StereoisomerType":"diastereomer","Stereoisomers":["(6S,7S)-Phenmetetrazine","(6R,7S)-Phenmetetrazine","(6S,7R)-Phenmetetrazine","(6R,7R)-Phenmetetrazine"],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 94.424 55.408\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h95v56H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m93.385 23.894-13.19 7.616M80.195 31.51l-10.038-5.795M67.005 20.044l.004-11.39M67.009 8.654 53.818 1.038M53.818 1.038 43.9 6.769M40.621 12.584l-.004 11.318M40.617 23.902l13.191 7.616M63.851 25.716l-10.043 5.802M53.808 31.518l.002 15.232M40.617 23.902l-13.192 7.614\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M27.425 31.516 14.23 23.89M24.987 32.923l-10.758-6.217\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.23 23.89 1.038 31.503\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.503.003 15.24M3.477 32.911l.002 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.041 46.743 13.194 7.627\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.235 54.37 13.192-7.614M14.236 51.554l10.753-6.206\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.425 31.516.002 15.24\" class=\"bond\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M68.944 26.344h-.72l-2.619-4.066h-.03l.03.595q.023.357.023.732v2.739h-.565v-4.9h.714l2.608 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath stroke=\"none\" d=\"M42.881 8.659q0 .757-.256 1.328-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.751.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524t-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m70.157 25.715 5.019 2.898M67.005 20.044l.002-5.695\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m43.9 6.769 4.959-2.865M40.621 12.584l-.002 5.659\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.851 25.716-5.022 2.901\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"Phenmetetrazine","UNII":"6QLT9858QU","XLogP":2.2}