Chemistry Heterocyclic Building Blocks Piperidines

Piperidines

Piperidine has the molecular formula (CH2)5NH and is classified as an organic compound. This heterocyclic amine is composed of a six-membered ring that incorporates five methylene bridges (–CH2–) and one amine bridge (–NH–).

Piperidine is a clear, colorless liquid that emits a smell reminiscent of pepper. It has a lower density than water, but it can be mixed with water and will float on its surface. This liquid has a flash point of 37 °F, a melting point of -15.8 °F (-9 °C), and a boiling point of 222.8 °F (106 °C).

Piperidine, like cyclohexane, exhibits a preference for a chair conformation. However, unlike cyclohexane, piperidine displays two distinct chair conformations characterized by the N–H bond occupying either an axial or an equatorial position.

Piperidine serves both as a solvent and a base, and this is also the case for specific derivatives. For instance, N-formylpiperidine acts as a polar aprotic solvent, exhibiting superior hydrocarbon solubility when compared to other amide solvents.

Piperidine, a nitrogen-containing azacycloalkane, serves various functions including that of a reagent, a protic and non-polar solvent, a base, a catalyst, and a metabolite in both humans and plants. It is essentially a cyclohexane in which one carbon atom is substituted with a nitrogen atom.

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Framework+−

(9H-fluoren-9-yl)methyl piperidine-1-carboxylate (E)-N-(3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide (R)-2-phenylpiperidine (R)-3-aminopiperidin-2-one (R)-N-(piperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (S)-2-phenylpiperidine (S)-N-phenylpiperidine-2-carboxamide 1,3-dihydrospiro[indene-2,4'-piperidine] 1,4'-bipiperidine 1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid 1-((benzyloxy)carbonyl)piperidine-3-carboxylic acid 1-(methylsulfonyl)piperidine 1-(phenylsulfonyl)piperidine 1-(piperidin-1-yl)ethan-1-one 1-(piperidin-4-yl)piperazine 1-benzyl 3-methyl piperidine-1,3-dicarboxylate 1-benzyl-N-methylpiperidin-3-amine 1-benzylpiperidin-3-one 1-benzylpiperidin-4-amine 1-benzylpiperidin-4-one 1-isopropylpiperidine 1-methyl-4-phenylpiperidine 1-methylpiperidin-2-one 1-oxa-8-azaspiro[4.5]decane 1-phenylpiperidin-2-one 2,2-dimethylpiperidin-4-one 2,2-dimethylpiperidine 2,7-diazaspiro[3.5]nonane 2,8-diazaspiro[4.5]decan-3-one 2,8-diazaspiro[4.5]decane 2-(piperidin-1-yl)ethan-1-amine 2-(piperidin-1-yl)ethan-1-ol 2-(piperidin-1-yl)pyridine 2-(piperidin-1-yl)pyrimidine 2-(piperidin-2-yl)ethan-1-ol 2-(piperidin-4-yl)ethan-1-ol 2-(piperidin-4-yl)pyridine 2-methylpiperidin-4-one 2-methylpiperidine 2-phenylpiperidine 3,3-difluoropiperidin-4-one 3,3-difluoropiperidine 3,3-dimethylpiperidin-4-one 3,3-dimethylpiperidine 3-(1-oxoisoindolin-2-yl)piperidine-2,6-dione 3-(piperidin-1-yl)pyridine 3-(piperidin-4-yl)-1H-indazole 3-(piperidin-4-yl)-1H-indole 3-(piperidin-4-yl)pyridine 3-fluoropiperidin-4-one 3-fluoropiperidine 3-methoxypiperidine 3-methylpiperidin-4-one 3-methylpiperidine 3-phenylpiperidine 4,4-difluoropiperidine 4-(1H-pyrazol-1-yl)piperidine 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine 4-(azetidin-1-yl)piperidine 4-(benzyloxy)piperidine 4-(piperidin-1-yl)pyrimidine 4-(pyrrolidin-1-yl)piperidine 4-benzylpiperidine 4-hydrazineylpiperidine 4-hydroxypiperidin-2-one 4-methyl-1-phenylpiperidine 4-methylenepiperidine 4-oxopiperidine-2-carboxylic acid 4-phenylpiperidin-4-ol 5-hydroxypiperidin-2-one 6-azaspiro[2.5]octane 6-oxopiperidine-2-carboxylic acid 7-azaspiro[3.5]nonane azepane benzyl (R)-3-aminopiperidine-1-carboxylate benzyl 3-hydroxypiperidine-1-carboxylate benzyl 4-oxopiperidine-1-carboxylate benzyl piperidin-4-ylcarbamate benzyl piperidine-1-carboxylate benzyl-3-aminopiperidine-1-carboxylate ethyl piperidine-1-carboxylate ethyl piperidine-2-carboxylate ethyl piperidine-3-carboxylate ethyl piperidine-4-carboxylate methyl 4-oxopiperidine-2-carboxylate methyl piperidine-2-carboxylate methyl piperidine-3-carboxylate N-benzylpiperidin-4-amine N-methylpiperidin-3-amine N-phenylpiperidin-4-amine N-phenylpiperidine-2-carboxamide phenyl(piperidin-1-yl)methanone phenyl(piperidin-4-yl)methanone piperidin-2-ylmethanamine piperidin-2-ylmethanol piperidin-3-amine piperidin-3-ol piperidin-3-one piperidin-3-ylmethanamine piperidin-3-ylmethanol piperidin-4-amine piperidin-4-ol piperidin-4-ylmethanamine piperidin-4-ylmethanol piperidine-2,4-dione piperidine-2,6-dione piperidine-2-carboxylic acid piperidine-3-carboxamide piperidine-3-carboxylic acid piperidine-4-carboxylic acid quinuclidine spiro[benzo[d][1,3]oxazine-4,4'-piperidin]-2(1H)-one spiro[chromane-2,4'-piperidin]-4-one spiro[indene-2,4'-piperidin]-1(3H)-one spiro[indoline-3,4'-piperidin]-2-one spiro[indoline-3,4'-piperidine] tert-butyl (2-oxopiperidin-3-yl)carbamate tert-butyl (6-oxopiperidin-3-yl)carbamate tert-butyl (piperidin-3-ylmethyl)carbamate tert-butyl 2-oxopiperidine-1-carboxylate tert-butyl 3-bromopiperidine-1-carboxylate tert-butyl 4-oxopiperidine-1-carboxylate tert-butyl 4-phenoxypiperidine-1-carboxylate tert-butyl 4-phenylpiperidine-1-carboxylate tert-butyl piperidin-3-ylcarbamate

By Key Group+−

acetylpiperidine aminopiperidine benzoylpiperidine benzylpiperidine bipiperidine boc-piperidine boronate-piperidine-carboxylate bromopiperidine carbamoylpiperidine chloropiperidine cyanopiperidine cyclopropylpiperidin difluoromethyl-piperidine difluoropiperidine dimethylpiperidine dioxaborolane-piperidine dioxopiperidine ethylpiperidine ethynylpiperidine fluoropiperidine formylpiperidine hydroxyethyl-piperidine-carboxylate hydroxymethyl-piperidine-carboxylate hydroxypiperidine indazole-piperidine-carboxylate indoline-piperidine isopropylpiperidine methoxypiperidine methylenepiperidine methylpiperidine oxoethyl-piperidine-carboxylate oxopiperidine pentamethylpiperidin phenoxypiperidine phenyl-sulfonyl-piperidine phenylpiperidine piperidin-amine piperidin-imidazolyl piperidine-benzimidazole piperidine-benzofuran piperidine-carboxylate piperidine-carboxylate-hydrochloride piperidine-carboxylic acid piperidine-ethanol piperidine-hydrochloride piperidine-indole piperidine-methanamine piperidine-methanone piperidine-nitrile piperidine-piperidine piperidine-propanol piperidine-pyrimidine piperidine-triazole piperidineacetic piperidinecarboxylate piperidinecarboxylic piperidinemethanol piperidinone piperidinyl-phenyl-boronic acid piperidinyl-phenyl-boronic acid/ester piperidinyl-phenyl-boronic-acid propylpiperidine pyrazole-piperidine pyridin-piperidine spiro-benzofuran-piperidine tetrahydropyrazolopyridine tetramethylpiperidine trifluoromethyl-phenyl-piperidine trifluoromethyl-piperidine

By Parent Nucleus+−

Aliphatic Heterocycles Aromatic Heterocycles Azetidines Benzimidazoles Benzisoxazoles Benzofurans Benzoxazoles Dioxolanes Epoxides Furans Guanidines Imidazoles Imidazolidines Imidazolines Indazoles Indoles Indolines Isoxazoles Morpholines Other Aliphatic Heterocycles Other Aromatic Heterocycles Oxadiazoles Oxazines Oxazolidines Oxazolines Oxetanes Piperazines Pyrazines Pyrazoles Pyridazines Pyridines Pyrimidines Pyrrolidines Quinazolines Spiroes Tetrahydrofurans Tetrahydroisoquinolines Tetrahydropyrans Thiophenes Triazoles

By Functional Group+−

Acyl Chlorides Alcohols Aldehydes Aliphatic Chain Hydrocarbons Aliphatic Cyclic Hydrocarbons Alkenyls Alkyls Alkynyls Amides Amines Aryls Azoes Benzyl Chlorides Bromides Carboxylic Acids Chiral Building Blocks Chlorides Difluoromethyls Esters Ethers Fluorinated Building Blocks Hydrazides Hydrazines Hydroxylamines Iodides Ketones Nitriles Nitroes Oximes Phenols Phosphoruses Sulfamides Sulfonates Sulfones Sulfonic Acids Sulfonyl Chlorides Thioureas Trifluoromethyls Ureas

Heterocyclic related+−

Metal Catalysts Piperidines

By Chemical Elements+−

    Bx
    Cx
    Nx
    Ox
    Fx
    Six
    Px
    Sx
    Clx
    Brx
    Ix

    Formula Weight+−

    cLogP+−

    H-Acceptors+−

    H-Donors+−

    Polar Surface Area+−

    Druglikeness+−

    NNCH/NNH+−

    sp3-Atoms+−

    Non-Aromatic Rings+−

    Aromatic Rings+−

    Rotatable Bonds+−

    By Configuration+−

    Piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate hydrochloride

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    A14478421205552-76-697%

    Piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate hydrochloride

    $34.00/1g

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    1-(Piperidin-4-ylmethyl)-2,5-dihydro-1H-pyrrole-2,5-dione hydrochloride

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    A10297981432680-58-498%

    1-(Piperidin-4-ylmethyl)-2,5-dihydro-1H-pyrrole-2,5-dione hydrochloride

    $75.00/50mg

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    (S)-3-(Piperidin-2-yl)pyridine dihydrochloride

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    A10197231945-06-997%

    (S)-3-(Piperidin-2-yl)pyridine dihydrochloride

    $186.00/100mg

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    tert-Butyl 3-(oxiran-2-yl)piperidine-1-carboxylate

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    A1058526405087-74-395%

    tert-Butyl 3-(oxiran-2-yl)piperidine-1-carboxylate

    $25.00/50mg

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    1-(tert-Butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate

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    A14962051872262-73-197%

    1-(tert-Butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate

    $259.00/5g

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    N-Ethyl-1-(pyridin-4-yl)piperidin-4-amine

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    A10692471094514-08-595%

    N-Ethyl-1-(pyridin-4-yl)piperidin-4-amine

    $164.00/250mg

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    5-Bromo-2-(piperidin-2-yl)pyridine

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    A8115001270356-25-695%

    5-Bromo-2-(piperidin-2-yl)pyridine

    $180.00/100mg

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    4-(Oxolan-3-yl)piperidine hydrochloride

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    A8467531461708-70-297%

    4-(Oxolan-3-yl)piperidine hydrochloride

    $824.00/1g

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    (2S,5R)-1-tert-Butyl 2-ethyl 5-((benzyloxy)amino)piperidine-1,2-dicarboxylate

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    A9885431463501-46-398%

    (2S,5R)-1-tert-Butyl 2-ethyl 5-((benzyloxy)amino)piperidine-1,2-dicarboxylate

    $75.00/1g

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    1-(Cyclohexylcarbonyl)piperidine-3-carboxylic acid

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    A778824436093-18-495%

    1-(Cyclohexylcarbonyl)piperidine-3-carboxylic acid

    $108.00/5g

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    2-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)piperidine hydrochloride

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    A13730552411635-23-798%

    2-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)piperidine hydrochloride

    $862.00/1g

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    (R)-tert-Butyl 4-(2-oxo-2-(2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

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    A10015391159845-42-797%

    (R)-tert-Butyl 4-(2-oxo-2-(2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

    $138.00/100mg

    Detail
    (S)-2-Ethoxy-4-(2-oxo-2-((2-phenyl-1-(2-(piperidin-1-yl)phenyl)ethyl)amino)ethyl)benzoic acid

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    A14922561803084-79-898%

    (S)-2-Ethoxy-4-(2-oxo-2-((2-phenyl-1-(2-(piperidin-1-yl)phenyl)ethyl)amino)ethyl)benzoic acid

    $761.00/50mg

    Detail
    4-(Piperidin-4-yl)benzamide hydrochloride

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    A12201472244085-33-298%

    4-(Piperidin-4-yl)benzamide hydrochloride

    $234.00/1g

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    1,2-Di(piperidin-1-yl)ethane-1,2-dithione

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    A24026224528-76-595%

    1,2-Di(piperidin-1-yl)ethane-1,2-dithione

    $132.00/100mg

    Detail
    tert-Butyl 3-methylpiperidine-1-carboxylate

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    A493860146337-18-097%

    tert-Butyl 3-methylpiperidine-1-carboxylate

    $364.00/1g

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    1-Benzylpiperidine-2-carboxylic acid

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    A10242221319-53-997%

    1-Benzylpiperidine-2-carboxylic acid

    $47.00/5g

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    8-tert-Butyl 3-ethyl 1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3,8-dicarboxylate

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    A113747479636-65-297%

    8-tert-Butyl 3-ethyl 1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3,8-dicarboxylate

    $176.00/1g

    Detail
    4-(4-Fluorophenyl)piperidine

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    A11386137656-48-797%

    4-(4-Fluorophenyl)piperidine

    $22.00/250mg

    Detail
    N,N'-(Hexane-1,6-diyl)bis(N-(2,2,6,6-tetramethylpiperidin-4-yl)formamide)

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    A124269124172-53-897%

    N,N'-(Hexane-1,6-diyl)bis(N-(2,2,6,6-tetramethylpiperidin-4-yl)formamide)

    $25.00/100g

    Detail
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