4-Piperidinecarboxamide (HCID 3772)

Names & identifiers

Preferred name: 4-Piperidinecarboxamide
IUPAC: piperidine-4-carboxamide
English name: Isonipecotamide
Molecular formula: C6H12N2O
Molecular weight: 128.17

Names & synonyms

Piperidine-4-carboxamideIsonipecotamide39546-32-24-Piperidinecarboxamide4-carbamoylpiperidine4-piperidine carboxamideCZE2810T4X4-carboxamidopiperidinePiperidine-4-carboxylic acid amideEINECS 254-501-6NSC 82318NSC-82318

Show more names

PIPERIDINE-4-CARBALDEHYDEIsonipectoamideIsonepicotamideIsonipecotinamideIsonipecotamide>

4-(aminocarbonyl)piperidine4-PIPERIDYLCARBOXAMIDEDTXSID7068182RefChem:526499DTXCID0039643HexahydroisonicotinamideMFCD00038012iso-nipecotamide

Database identifiers

CAS: 39546-32-2
PubChem CID: 3772
DTXSID: DTXSID7068182
ChEMBL: CHEMBL184430
ChEBI: CHEBI:166563
UNII: CZE2810T4X
EC Number: 254-501-6
Nikkaji: J208.629H

Properties

Computed structural properties

XLogP: -1.4
Topological polar surface area: 55.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 9
Formal charge: 0
Complexity: 108

Physicochemical properties

Melting point: 145 · 145-148 °C(lit.)
Boiling point: 237.61 °C · 237.61°C (rough estimate)
Density: 1.0754 · 1.0754 (rough estimate)
refractive index: 1.488 · 1.4880 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: DMSO (Sparingly), Methanol (Slightly)
form: Crystalline Powder
pka: 16.48 · 16.48±0.20(Predicted)
color: White to light yellow
Water Solubility: Soluble in water.
Sensitive: Hygroscopic
BRN: 112554 · 112554
Stability: Hygroscopic
InChI: 1S/C6H12N2O/c7-6(9)5-1-3-8-4-2-5/h5,8H,1-4H2,(H2,7,9)
InChIKey: DPBWFNDFMCCGGJ-UHFFFAOYSA-N
SMILES: NC(=O)C1CCNCC1
LogP: -0.88 · -0.88
CAS DataBase Reference: 39546 · 39546-32-2(CAS DataBase Reference)
FDA UNII: 2810 T4X · CZE2810T4X
EPA Substance Registry System: 4 · 4-Piperidinecarboxamide (39546-32-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39-36
WGK Germany: 3 · 3
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (98.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 53 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationStatus: Active Update: 21-12-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21793

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (98.1%)

Regulatory information

Regulatory InformationStatus: Active Update: 21-12-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21793

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information4-Piperidinecarboxamide: ACTIVE

Applications · 3 items

UsesReactant for synthesis of:• ;Survival motor neuron (SMN) protein modulators1• ;Diaminotriazine hNav1.7 inhibitors2• ;Heteroalicyclic carboxamidines as inhibitors of inducible nitric oxide synthase3• ;Orally available naphthyridine protein kinase D inhibitors4• ;Phosphodiesterase 5 inhibitors5Reactant for identification of small molecular inhibitors of importin-β mediated nublear import6

UsesIsonipecotamide is used as a reactant for the preparation of Survival motor neuron (SMN) protein modulators, orally available naphthyridine protein kinase D inhibitors and heteroalicyclic carboxamidines as inhibitors of inducible nitric oxide synthase. It is also used to prepare phosphodiesterase 5 inhibitors. It is also used as a reactant for identification of small molecular inhibitors of importin-beta mediated nuclear import. It is also used as a fluorenylmethyloxycarbonyl - deprotection agent in organic synthesis.

UsesAnesthetic, analgesic, antimicrobial and cooling agent for prevention or treatment of skin irritation.

Upstream & downstream products

Downstream products

tert-Butyl 4-(4-formyl-1,3-thiazol-2-yl)tetrahydro-1(2H)-pyridinecarboxylate 4-Amino-1-benzylpiperidine tert-Butyl 4-(5-formyl-4-methyl-1,3-thiazol-2-yl)piperidine-1-carboxylate 1-Methyl-piperidine-4-carbonitrile (1-Methyl-4-piperidinyl)methanamine 1-Boc-4-cyanopiperidine tert-Butyl 4-(aminocarbothioyl)tetrahydropyridine-1(2H)-carboxylate 4-(Aminomethyl)piperidine 4-(Boc-Aminomethyl)piperidine tert-Butyl 4-(aminocarbonyl)tetrahydropyridine-1(2H)-carboxylate 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide 1-(2-Hydroxy-ethyl)-piperidine-4-carboxylic acid amide

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: 4-Piperidine carboxamide is a piperidinecarboxamide.

Related reactions

209 records

New reaction record

HRID 297As reactant750 AstraZeneca ELN dataset

HRID 1075As reactantuspto-grants-1998_03

HRID 21027As reactantuspto-grants-2010_06

HRID 27058As reactantuspto-grants-1980_09

HRID 34210As reactantuspto-grants-2008_09

HRID 47329As reactantuspto-grants-2004_03

HRID 80902As reactantuspto-grants-2014_09

HRID 98137As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

Linked notes

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Basic information