{"Abbreviation":"","Aliases":["Nornicotine","3-(pyrrolidin-2-yl)pyridine","637-353-0","3-pyrrolidin-2-yl-pyridine","1'-Demethylnicotine","3-(2-Pyrrolidyl)pyridine","3-(2-Pyrrolidinyl)pyridine","( inverted exclamation markA)-Nornicotine","3-Pyrrolidin-2-yl-pyridine","13450-58-3","3-[(2RS)-Pyrrolidin-2-yl]pyridine ((RS)-Nornicotine)","Smr000449277","(R,S)-Nornicotine","2-(3-Pyridyl)pyrrolidine","2-(Pyridin-3-yl)pyrrolidine","Norcitine","nornicotine","Nicotine, 1'-demethyl-, (+-)-","Nornicotine, 97%","β-dl-Nornicotine","Pyridine, 3-(2-pyrrolidinyl)-, (+-)-","(.+/-.)-Nornicotine","Mls000758240","Mls001424032","1'-demethyl-Nicotine"],"Boiling Point":"260 °C","CAS":"5746-86-1","ChEMBL":"CHEMBL1132","ChemicalClasses":["pyrrolidine"],"Chirality":"racemic","Color/Form":"Hygroscopic, somewhat viscous liquid","Decomposition":"When heated to decomposition it emits very toxic fumes of /oxides of nitrogen and hydrochloric acid/.","Density":"1.0737 at 20 °C/4 °C g/cm\u003csup\u003e3\u003c/sup\u003e","Erowid Experience Reports":null,"Esters":[],"European Community (EC) Number":"637-353-0","Formating":[],"HMDB ID":"HMDB0001126","HeavyAtomCount":11,"IUPACName":"3-pyrrolidin-2-ylpyridine","InChI":"InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2","InChIKey":"MYKUKUCHPMASKF-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e9\u003c/sub\u003eH\u003csub\u003e12\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"148.20 g/mol","Odor":"Develops a slight amine odor, less pungent than that of nicotine","Physical Description":"Hygroscopic liquid; Develops a mild amine odor; [Merck Index] Colorless or pale yellow liquid; Hygroscopic; [Alfa Aesar MSDS]","PubChemId":412,"RefCount":2,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Nornicotine","Name":"Nornicotine","Sub":false},{"Link":"https://en.wikipedia.org/wiki/Prymnesin-1","Name":"(R)-Nornicotine","Sub":true}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/412","Name":"Nornicotine","Sub":false},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/93047","Name":"(S)-Nornicotine","Sub":true},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/91462","Name":"(R)-Nornicotine","Sub":true}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1132","Name":"Nornicotine","Sub":false},{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL264213","Name":"(S)-Nornicotine","Sub":true},{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL6200","Name":"(R)-Nornicotine","Sub":true}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=5746-86-1","Name":"Nornicotine","Sub":false},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=7076-23-5","Name":"(S)-Nornicotine","Sub":true},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=494-97-3","Name":"(R)-Nornicotine","Sub":true}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0001126","Name":"Nornicotine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C06524","Name":"Nornicotine","Sub":false},{"Link":"https://www.kegg.jp/entry/C11360","Name":"(S)-Nornicotine","Sub":true}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID50862034","Name":"Nornicotine","Sub":false},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID501317087","Name":"(S)-Nornicotine","Sub":true},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID7075420","Name":"(R)-Nornicotine","Sub":true}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 412, Nornicotine. Accessed July 19, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/412\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/412\u003c/a\u003e"],"SMILES":"C1CC(NC1)C2=CN=CC=C2","SaltData":[],"Salts":[],"Solubility":"Miscible in water; Very soluble in alcohol, chloroform, ether, petr ether, kerosene, oils","StereoisomerData":[{"Aliases":["(R)-3-(Pyrrolidin-2-yl)pyridine","(R)-Nornicotine","3-[(2r)-pyrrolidin-2-yl]pyridine","AC1Q4WWH","l-Nornicotine hydrochloride","AC1L3PE1","d-Nornicotine","Pyridine, 3-(2R)-2-pyrrolidinyl-","Pyridine, 3-(2-pyrrolidinyl)-, (R)-","(R)-(+)-Nornicotine","(+)-1'-Demethylnicotine","SureCN7197292","3-(2R)-2-Pyrrolidinylpyridine","(+)-2-(3'-Pyridyl)pyrrolidine","Nicotine, 1'-demethyl-, (+)-","CS3564","AS-46643","CS-0455096","En300-2960232","Q27105207"],"PubChemId":93047,"SMILES":"C1C[C@@H](NC1)C2=CN=CC=C2","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 70.191 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