1.0 2010-04-08 22:10:17 UTC 2020-09-17 15:30:15 UTC FDB012644 Piperidine Piperidine, named after the genus Piper, which is Latin for pepper, has the molecular formula (CH2)5NH. It is a heterocyclic amine which consists of a six-membered ring containing five methylene units and one nitrogen atom. Piperidine is a strong basic compound. It is a colorless fuming liquid with an ammoniacal and pepper-like odor. It is found in black pepper fruit, oil and seed (Piper nigrum), barley seeds, celery plant, bell pepper and tobacco ( http://www.thegoodscentscompany.com/data/rw1009201.html#tooccur). Piperidine was obtained from the plants Psilocaulon absimile (Aizoaceae) and in Petrosimonia monandra ( https://en.wikipedia.org/wiki/Piperidine#cite_note-17). Piperidine is metabolized by microbes and is potentially used as an anti-bacterial agent controlling bacterial populations within rhizomes (http//doi.org/10.1101/499731). Piperidine is a widely used building block and chemical reagent in the synthesis of organic compounds, including pharmaceuticals such as vasodilators and antipsychotic medications (PMID: 25255204). Piperidine is a widely used secondary amine and used to convert ketones to enamines. Enamines derived from piperidine can be used in the Stork enamine alkylation reaction. Piperidine is used as a solvent and as a base. The same is true for certain derivatives: N-formylpiperidine is a polar aprotic solvent with better hydrocarbon solubility than other amide solvents, and 2,2,6,6-tetramethylpiperidine is highly sterically hindered base, useful because of its low nucleophilicity and high solubility in organic solvents. Azacyclohexane Azinane Cyclopentimine Cypentil FEMA 2908 hexahydro-Pyridine Hexahydropyridine Hexazane Pentamethyleneamine Pentamethyleneimine Pentamethylenimine Perhydropyridine PIP Piperidin Piperidine [UN2401] [Corrosive] Piperidine on rasta resin Pyridine, hexahydro- C5H11N 85.1475 85.089149357 piperidine piperidine 110-89-4 C1CCNCC1 InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2 NQRYJNQNLNOLGT-UHFFFAOYSA-N belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms. Piperidines Organic compounds Organoheterocyclic compounds Piperidines Aliphatic heteromonocyclic compounds Azacyclic compounds Dialkylamines Hydrocarbon derivatives Organopnictogen compounds Aliphatic heteromonocyclic compound Amine Azacycle Hydrocarbon derivative Organic nitrogen compound Organonitrogen compound Organopnictogen compound Piperidine Secondary aliphatic amine Secondary amine azacycloalkane piperidines saturated organic heteromonocyclic parent secondary amine Liquid logp 0.97 ALOGPS logs 0.16 ALOGPS solubility 1.24e+02 g/l ALOGPS melting_point Mp -9° logp 0.66 ChemAxon pka_strongest_basic 10.4 ChemAxon iupac piperidine ChemAxon average_mass 85.1475 ChemAxon mono_mass 85.089149357 ChemAxon smiles C1CCNCC1 ChemAxon formula C5H11N ChemAxon inchi InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2 ChemAxon inchikey NQRYJNQNLNOLGT-UHFFFAOYSA-N ChemAxon polar_surface_area 12.03 ChemAxon refractivity 26.84 ChemAxon polarizability 10.43 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2564 Specdb::CMs 26853 Specdb::CMs 28071 Specdb::CMs 29387 Specdb::CMs 101608 Specdb::CMs 101609 Specdb::CMs 101610 Specdb::CMs 135753 Specdb::CMs 143487 Specdb::EiMs 1659 Specdb::MsMs 86916 Specdb::MsMs 86917 Specdb::MsMs 86918 Specdb::MsMs 149319 Specdb::MsMs 149320 Specdb::MsMs 149321 Specdb::MsMs 446724 Specdb::MsMs 446725 Specdb::MsMs 446726 Specdb::MsMs 446727 Specdb::MsMs 446728 Specdb::MsMs 448055 Specdb::MsMs 448267 Specdb::MsMs 448268 Specdb::MsMs 448269 Specdb::MsMs 448270 Specdb::MsMs 448271 Specdb::MsMs 448272 Specdb::MsMs 448273 Specdb::MsMs 448274 Specdb::MsMs 448275 Specdb::MsMs 448276 Specdb::MsMs 448277 Specdb::MsMs 448278 Specdb::MsMs 448279 Specdb::MsIr 6550 Specdb::MsIr 6551 Specdb::MsIr 6552 Specdb::NmrOneD 3795 Specdb::NmrOneD 4057 Specdb::NmrOneD 318631 Specdb::NmrOneD 318632 Specdb::NmrOneD 318633 Specdb::NmrOneD 318634 Specdb::NmrOneD 318635 Specdb::NmrOneD 318636 Specdb::NmrOneD 318637 Specdb::NmrOneD 318638 Specdb::NmrOneD 318639 Specdb::NmrOneD 318640 Specdb::NmrOneD 318641 Specdb::NmrOneD 318642 Specdb::NmrOneD 318643 Specdb::NmrOneD 318644 Specdb::NmrOneD 318645 Specdb::NmrOneD 318646 Specdb::NmrOneD 318647 Specdb::NmrOneD 318648 Specdb::NmrOneD 318649 Specdb::NmrOneD 318650 HMDB34301 18049 PIP #<Reference:0x000055ce32dd5f80> #<Reference:0x000055ce32dd5dc8> #<Reference:0x000055ce32dd5c10> #<Reference:0x000055ce32dd5a58> #<Reference:0x000055ce32dd58a0> #<Reference:0x000055ce32dd56c0> Barley Type 1 specific Hordeum vulgare 4513 0.1 0.1 0.1 mg/100 g Grape wine Type 2 specific 0.0 0.0 0.0 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 0.52 0.52 0.52 mg/100 g Herbs and Spices Unknown generic Milk (Cow) Type 2 specific Orange bell pepper Type 1 specific Capsicum annuum 4072 0.52 0.52 0.52 mg/100 g Pepper Type 1 specific Capsicum annuum 4072 0.52 0.52 0.52 mg/100 g Pepper (Spice) Type 1 specific Piper nigrum 13216 Red bell pepper Type 1 specific Capsicum annuum 4072 0.52 0.52 0.52 mg/100 g Soy bean Type 1 specific Glycine max 3847 Sweet bay Type 1 specific Laurus nobilis 85223 Wild celery Type 1 specific Apium graveolens 4045 Yellow bell pepper Type 1 specific Capsicum annuum 4072 0.52 0.52 0.52 mg/100 g animal bitter floral heavy sweet Anti enzymatic 264 Central nervous system depressant 812 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Diaphoretic 879 Hepatotropic 985 Insectifuge 1041 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Spinoconvulsant 1325 Urate-solvent 1393