{"Abbreviation":["25C-NBOH"],"Aliases":["2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine","25C-NBOH","2-(((4-chloro-2,5-dimethoxyphenethyl)amino)methyl)phenol","2-(((2-(4-Chloro-2,5-dimethoxyphenyl)ethyl)amino)methyl)phenol","4-Chloro-2,5-dimethoxy-(N-(2-hydroxybenzyl))phenethylamine","2-({[2-(4-Chloro-2,5-dimethoxyphenyl)ethyl]amino}methyl)phenol","2-[[[2-(4-Chloro-2,5-dimethoxyphenyl)ethyl]amino]methyl]phenol","RefChem:89919"],"CAS":"1391488-16-6","ChemicalClasses":["N-(2-hydroxybenzyl)phenethylamine"],"Chirality":"achiral","Classes":["Psychedelic"],"Esters":[],"Formating":[],"HeavyAtomCount":22,"IUPACName":"2-[[2-(4-chloro-2,5-dimethoxyphenyl)ethylamino]methyl]phenol","InChI":"InChI=1S/C17H20ClNO3/c1-21-16-10-14(18)17(22-2)9-12(16)7-8-19-11-13-5-3-4-6-15(13)20/h3-6,9-10,19-20H,7-8,11H2,1-2H3","InChIKey":"VHWXICYYQMMZCW-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e17\u003c/sub\u003eH\u003csub\u003e20\u003c/sub\u003eClNO\u003csub\u003e3\u003c/sub\u003e","MolecularWeight":"321.8 g/mol","PD":"PD046898","PubChemId":125181419,"Record Description":["Wikipedia|List of designer drugs|Psychedelics|NBxx"],"RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/25C-NBOH","Name":"2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/125181419","Name":"2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine","Sub":false}]},{"Name":"Probes \u0026 Drugs","Urls":[{"Link":"https://www.probes-drugs.org/compound/PD046898","Name":"2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=1391488-16-6","Name":"2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/P8BP3X5EBR","Name":"2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID601017252","Name":"2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 125181419, 2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine. Accessed October 7, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/125181419\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/125181419\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine. UNII: P8BP3X5EBR. Global Substance Registration System. Accessed October 7, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/P8BP3X5EBR\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/P8BP3X5EBR\u003c/a\u003e","Anvisa. RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. July 24, 2023. Accessed October 7, 2025. \u003ca href=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451\u003ehttps://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451\u003c/a\u003e"],"SMILES":"COC1=CC(=C(C=C1CCNCC2=CC=CC=C2O)OC)Cl","SaltData":[],"Salts":[],"Scheduling":[{"gov":"Brazil","ref":["3"],"schedule":"F2 substance"},{"act":"Neue-psychoaktive-Stoffe-Gesetz (NpSG)","gov":"Germany","ref":[],"schedule":"Neuer-Psychoaktiver-Stoff"},{"gov":"United Kingdom","ref":[],"schedule":"Class A substance"}],"StereoisomerData":[],"Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 138.404 78.308\"\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 0h139v79H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m18.568 1.07 9.915 5.724M31.767 12.611V23.93\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m31.767 23.93-13.208 7.62M31.767 26.745l-10.77 6.213\"/\u003e\u003c/g\u003e\u003cpath d=\"M18.559 31.55v15.24\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m18.559 46.79 13.208 7.62M20.997 45.382l10.77 6.213\"/\u003e\u003c/g\u003e\u003cpath d=\"m31.767 54.41 13.208-7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M44.975 46.79V31.55M42.536 45.382V32.958\"/\u003e\u003c/g\u003e\u003cpath d=\"m31.767 23.93 13.208 7.62M44.975 31.55l13.197-7.622M58.172 23.928l13.199 7.618M71.371 31.546l10.044-5.801M87.721 25.744l10.046 5.798M97.767 31.542l13.197-7.623\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M110.964 8.671v15.248M113.403 10.078v12.433\"/\u003e\u003c/g\u003e\u003cpath d=\"m110.964 8.671 13.201-7.633\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m137.366 8.654-13.201-7.616M134.927 10.062l-10.761-6.208\"/\u003e\u003c/g\u003e\u003cpath d=\"M137.366 8.654v15.248\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m124.165 31.535 13.201-7.633M124.164 28.719l10.763-6.223\"/\u003e\u003c/g\u003e\u003cpath d=\"m110.964 23.919 13.201 7.616M124.165 31.535l.006 11.319M31.767 54.41v11.319M35.042 71.541l9.923 5.729M18.559 46.79 6.875 53.538\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M34.026 8.687q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.757 0-1.263-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.733 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.459.393.529 1.221.529.839 0 1.22-.529.387-.536.387-1.459 0-.929-.387-1.453-.381-.523-1.209-.523-.833 0-1.226.523-.393.524-.393 1.453\" class=\"atom\"/\u003e\u003cg fill=\"#3050f8\" stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M86.509 26.373h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566v-4.899h.715l2.607 4.054h.03l-.018-.327-.024-.477q-.006-.262-.006-.482v-2.768h.578zM86.372 20.912h-.619v-2.286H83.24v2.286h-.613v-4.899h.613v2.072h2.513v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M126.432 46.772q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.245.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.309.25-.566.756-.881t1.274-.316q.733 0 1.233.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.452M130.738 49.225h-.619v-2.286h-2.512v2.286h-.614v-4.9h.614v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"none\" d=\"M34.026 69.647q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.757 0-1.263-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.733 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.459.393.529 1.221.529.839 0 1.22-.529.387-.536.387-1.459 0-.929-.387-1.453-.381-.523-1.209-.523-.833 0-1.226.523-.393.524-.393 1.453\" class=\"atom\"/\u003e\u003cpath fill=\"#1ff01f\" stroke=\"none\" d=\"M2.906 52.596q-.786 0-1.239.53-.452.524-.452 1.447 0 .911.417 1.446.422.53 1.268.53.321 0 .607-.053.292-.06.565-.143v.536q-.273.101-.565.148-.292.054-.697.054-.744 0-1.25-.31-.5-.309-.75-.875-.25-.571-.25-1.339 0-.744.268-1.31.274-.565.804-.881.529-.321 1.279-.321.78 0 1.352.285l-.244.524q-.226-.101-.506-.184-.274-.084-.607-.084m2.756 4.424h-.601v-5.215h.601z\" class=\"atom\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m28.483 6.794-4.957-2.862M31.767 12.611v5.659\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m81.415 25.745-5.022 2.9M81.415 25.745l-5.022 2.9M87.721 25.744l5.023 2.899M87.721 25.744l5.023 2.899\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m124.171 42.854-.003-5.66M31.767 65.729v-5.66M35.042 71.541l4.962 2.864\" class=\"hi\"/\u003e\u003cpath stroke=\"#1ff01f\" d=\"m6.875 53.538 5.842-3.374\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Subjective Effects":null,"Title":"2,5-Dimethoxy-4-chloro-N-(2-hydroxybenzyl)phenethylamine","UNII":"P8BP3X5EBR","Wikipedia":"25C-NBOH","XLogP":4}
