{"Abbreviation":["3-MPM"],"Aliases":["3-Mpm","PAL-773","3-Methyl-2-(3-tolyl)morpholine","Morpholine, 3-methyl-2-(3-methylphenyl)-","RefChem:198377"],"CAS":"1350768-41-0","ChemicalClasses":["phenylmorpholine"],"Chirality":"racemic","Esters":[],"Formating":[],"HeavyAtomCount":14,"IUPACName":"3-methyl-2-(3-methylphenyl)morpholine","InChI":"InChI=1S/C12H17NO/c1-9-4-3-5-11(8-9)12-10(2)13-6-7-14-12/h3-5,8,10,12-13H,6-7H2,1-2H3","InChIKey":"QEDQZYNGDXULGO-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e12\u003c/sub\u003eH\u003csub\u003e17\u003c/sub\u003eNO","MolecularWeight":"191.27 g/mol","Opticalactivity":"( + / - )","PubChemId":54673867,"Record Description":["Wikipedia|List of designer drugs|Stimulants|Phenylmorpholines"],"RefCount":3,"RefCur":"","References":[{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/54673867","Name":"3-Methylphenmetrazine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=1350768-41-0","Name":"3-Methylphenmetrazine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/H89C83TZ9M","Name":"3-Methylphenmetrazine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID001343176","Name":"3-Methylphenmetrazine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 54673867, 3-Methylphenmetrazine. Accessed September 1, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/54673867\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/54673867\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 3-Methylphenmetrazine. UNII: H89C83TZ9M. Global Substance Registration System. Accessed September 1, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/H89C83TZ9M\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/H89C83TZ9M\u003c/a\u003e"],"SMILES":"CC1C(OCCN1)C2=CC=CC(=C2)C","SaltData":[],"Salts":[],"StereoisomerData":[{"Aliases":null,"PubChemId":null,"SMILES":"CC1=CC([C@H]2OCCN[C@@H]2C)=CC=C1","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 73.809 70.518\"\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=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h74v71H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m14.236 69.608.003-15.232\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M14.239 54.376 27.43 46.76M14.239 51.56l10.752-6.207\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.43 46.76-.005-15.24\" class=\"bond\"/\u003e\u003cpath fill=\"#000\" stroke=\"none\" d=\"m40.791 24.208-.35-.607-15.265 6.62 2.249 1.299v2.597z\" class=\"bond\"/\u003e\u003cpath d=\"m40.616 23.905.002-11.319M43.896 6.77l9.917-5.732M53.813 1.038l13.192 7.614M67.005 8.652l-.002 11.39M63.849 25.714l-10.041 5.804M40.616 23.905l13.192 7.613\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M54.158 31.518h-.7M54.45 34.057h-1.283M54.743 36.595l-1.867.001M55.035 39.134h-2.45M55.328 41.672l-3.034.001M55.621 44.211l-3.618.001M55.913 46.749l-4.201.001\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.425 31.52-13.196-7.624M24.987 32.928l-10.758-6.216\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.229 23.896 1.038 31.512\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.512.005 15.24M3.477 32.919l.004 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.239 54.376 1.043 46.752\" class=\"bond\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M42.877 8.662q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.31.756.875.256.566.256 1.328m-3.863 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M68.943 26.342h-.72l-2.62-4.066h-.029l.029.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.608 4.054h.029l-.018-.327-.023-.476q-.006-.262-.006-.483v-2.768h.577zM73.249 26.342h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m40.618 12.586-.001 5.659M43.896 6.77l4.959-2.866\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m67.003 20.042.001-5.695M63.849 25.714l-5.021 2.902\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(1R,2R)-3-Methylphenmetrazine","UNII":null},{"Aliases":null,"PubChemId":null,"SMILES":"CC1=CC([C@H]2OCCN[C@H]2C)=CC=C1","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 73.809 70.518\"\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 0h74v71H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m14.236 69.608.003-15.232\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M14.239 54.376 27.43 46.76M14.239 51.56l10.752-6.207\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.43 46.76-.005-15.24\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m40.791 24.208-.35-.607-15.265 6.62 2.249 1.299v2.597z\" class=\"bond\"/\u003e\u003cpath d=\"m40.616 23.905.002-11.319M43.896 6.77l9.917-5.732M53.813 1.038l13.192 7.614M67.005 8.652l-.002 11.39M63.849 25.714l-10.041 5.804M40.616 23.905l13.192 7.613\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M54.158 31.518h-.7L51.712 46.75h4.201z\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.425 31.52-13.196-7.624M24.987 32.928l-10.758-6.216\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.229 23.896 1.038 31.512\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.512.005 15.24M3.477 32.919l.004 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.239 54.376 1.043 46.752\" class=\"bond\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M42.877 8.662q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.31.756.875.256.566.256 1.328m-3.863 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg fill=\"#3050f8\" stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M68.943 26.342h-.72l-2.62-4.066h-.029l.029.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.608 4.054h.029l-.018-.327-.023-.476q-.006-.262-.006-.483v-2.768h.577zM73.249 26.342h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m40.618 12.586-.001 5.659M43.896 6.77l4.959-2.866\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m67.003 20.042.001-5.695M63.849 25.714l-5.021 2.902\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(1S,2R)-3-Methylphenmetrazine","UNII":null},{"Aliases":null,"PubChemId":null,"SMILES":"CC1=CC([C@@H]2OCCN[C@@H]2C)=CC=C1","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 73.809 70.518\"\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=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h74v71H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m14.236 69.608.003-15.232\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M14.239 54.376 27.43 46.76M14.239 51.56l10.752-6.207\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.43 46.76-.005-15.24\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m40.791 24.208-.35-.607M38.738 25.73l-.642-1.112M36.686 27.252l-.934-1.617M34.633 28.773l-1.225-2.122M32.58 30.295l-1.517-2.627M30.528 31.817l-1.809-3.132M28.475 33.339l-2.1-3.638\"/\u003e\u003c/g\u003e\u003cpath d=\"m40.616 23.905.002-11.319M43.896 6.77l9.917-5.732M53.813 1.038l13.192 7.614M67.005 8.652l-.002 11.39M63.849 25.714l-10.041 5.804M40.616 23.905l13.192 7.613\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M54.158 31.518h-.7M54.45 34.057h-1.283M54.743 36.595l-1.867.001M55.035 39.134h-2.45M55.328 41.672l-3.034.001M55.621 44.211l-3.618.001M55.913 46.749l-4.201.001\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.425 31.52-13.196-7.624M24.987 32.928l-10.758-6.216\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.229 23.896 1.038 31.512\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.512.005 15.24M3.477 32.919l.004 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.239 54.376 1.043 46.752\" class=\"bond\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M42.877 8.662q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.31.756.875.256.566.256 1.328m-3.863 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M68.943 26.342h-.72l-2.62-4.066h-.029l.029.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.608 4.054h.029l-.018-.327-.023-.476q-.006-.262-.006-.483v-2.768h.577zM73.249 26.342h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m40.618 12.586-.001 5.659M43.896 6.77l4.959-2.866\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m67.003 20.042.001-5.695M63.849 25.714l-5.021 2.902\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(1R,2S)-3-Methylphenmetrazine","UNII":null},{"Aliases":null,"PubChemId":null,"SMILES":"CC1=CC([C@@H]2OCCN[C@H]2C)=CC=C1","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 73.809 70.518\"\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=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h74v71H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m14.236 69.608.003-15.232\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M14.239 54.376 27.43 46.76M14.239 51.56l10.752-6.207\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.43 46.76-.005-15.24\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m40.791 24.208-.35-.607M38.738 25.73l-.642-1.112M36.686 27.252l-.934-1.617M34.633 28.773l-1.225-2.122M32.58 30.295l-1.517-2.627M30.528 31.817l-1.809-3.132M28.475 33.339l-2.1-3.638\"/\u003e\u003c/g\u003e\u003cpath d=\"m40.616 23.905.002-11.319M43.896 6.77l9.917-5.732M53.813 1.038l13.192 7.614M67.005 8.652l-.002 11.39M63.849 25.714l-10.041 5.804M40.616 23.905l13.192 7.613\" class=\"bond\"/\u003e\u003cpath fill=\"#000\" stroke=\"none\" d=\"M54.158 31.518h-.7L51.712 46.75h4.201z\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.425 31.52-13.196-7.624M24.987 32.928l-10.758-6.216\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.229 23.896 1.038 31.512\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.512.005 15.24M3.477 32.919l.004 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.239 54.376 1.043 46.752\" class=\"bond\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M42.877 8.662q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.31.756.875.256.566.256 1.328m-3.863 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M68.943 26.342h-.72l-2.62-4.066h-.029l.029.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.608 4.054h.029l-.018-.327-.023-.476q-.006-.262-.006-.483v-2.768h.577zM73.249 26.342h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m40.618 12.586-.001 5.659M43.896 6.77l4.959-2.866\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m67.003 20.042.001-5.695M63.849 25.714l-5.021 2.902\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(1S,2S)-3-Methylphenmetrazine","UNII":null}],"StereoisomerType":"diastereomer","Stereoisomers":["(1R,2R)-3-Methylphenmetrazine","(1S,2R)-3-Methylphenmetrazine","(1R,2S)-3-Methylphenmetrazine","(1S,2S)-3-Methylphenmetrazine"],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 73.809 70.518\"\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=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h74v71H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m53.813 46.75-.005-15.232M53.808 31.518l-13.192-7.613M40.616 23.905l.002-11.319M43.896 6.77l9.917-5.732M53.813 1.038l13.192 7.614M67.005 8.652l-.002 11.39M53.808 31.518l10.041-5.804M40.616 23.905 27.425 31.52\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.425 31.52-13.196-7.624M24.987 32.928l-10.758-6.216\"/\u003e\u003c/g\u003e\u003cpath d=\"M14.229 23.896 1.038 31.512\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 31.512.005 15.24M3.477 32.919l.004 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.043 46.752 13.196 7.624\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M14.239 54.376 27.43 46.76M14.239 51.56l10.752-6.207\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.425 31.52.005 15.24M14.239 54.376l-.003 15.232\" class=\"bond\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M42.877 8.662q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.31.756.875.256.566.256 1.328m-3.863 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M68.943 26.342h-.72l-2.62-4.066h-.029l.029.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.608 4.054h.029l-.018-.327-.023-.476q-.006-.262-.006-.483v-2.768h.577zM73.249 26.342h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m40.618 12.586-.001 5.659M43.896 6.77l4.959-2.866\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m67.003 20.042.001-5.695M63.849 25.714l-5.021 2.902\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"3-Methylphenmetrazine","UNII":"H89C83TZ9M","XLogP":1.7}