Pipecolic Acid (HCID 849)

Overview

Pipecolic acid is a piperidinemonocarboxylic acid in which the carboxy group is located at position C-2. It is a conjugate acid of a pipecolate.

Names & identifiers

Preferred name: Pipecolic Acid
IUPAC: piperidine-2-carboxylic acid
English name: DL-Pipecolinic acid
Molecular formula: C6H11NO2
Molecular weight: 129.16

Names & synonyms

piperidine-2-carboxylic acidPipecolic acid535-75-1Pipecolinic acid2-PIPERIDINECARBOXYLIC ACIDDL-Pipecolic acidDihydrobaikianePiperolinic acidH254GW7PVVNSC-17125CHEBI:17964DTXSID40862144

Show more names

H-DL-Pip-OHH-DL-HOPRO-OHCAS:4043-87-2DL-HOMOPROLINEH-DL-PIC(2)-OHDL-Pipecolinic

piperidin-1-ium-2-carboxylateRefChem:863379DTXCID70810951208-616-3223-737-1DL-Pipecolinic acid4043-87-2pipecolate

Database identifiers

CAS: 3105-95-1、4043-87-2、535-75-1
PubChem CID: 849
DTXSID: DTXSID40862144
ChEMBL: CHEMBL308408
ChEBI: CHEBI:17964
UNII: H254GW7PVV
EC Number: 208-616-3、223-737-1
Nikkaji: J1.592J

Properties

Computed structural properties

XLogP: -2.3
Topological polar surface area: 49.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 9
Formal charge: 0
Complexity: 114

Experimental & physicochemical properties

LogP-2.31

Solubility314 mg/mL

Melting Point264 °C

Physical DescriptionSolid

Collision Cross Section · 2 items

128 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

129.3 Å² [M-H]-

Physicochemical properties

Melting point: 282 °C · 282 °C (dec.)(lit.)
Boiling point: 239.22 °C · 239.22°C (rough estimate)
Density: 1.1426 · 1.1426 (rough estimate)
refractive index: 1.43 · 1.4300 (estimate)
storage temp.: Store at RT.
solubility: Methanol (Slightly), Water (Slightly)
form: Solid
color: White to Off-White
InChI: InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)
InChIKey: HXEACLLIILLPRG-UHFFFAOYSA-N
SMILES: C1(C(=O)O)NCCCC1
CAS DataBase Reference: 4043 · 4043-87-2(CAS DataBase Reference)
FDA UNII: 254 GW7PVV · H254GW7PVV
NIST Chemistry Reference: Pipecolic acid(4043-87-2)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319-H315
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Hazard Note: Irritant

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/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 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

Hazard information

Hazard Classes and Categories · 2 items

Skin Irrit. 2 (100%)

Safety data

wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
Hazard statements: H319-H315
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Pharmacology

Tissue LocationsIntestine

Cellular LocationsCytoplasm

Uses & manufacturing

General Manufacturing Information2-Piperidinecarboxylic acid: INACTIVE

Applications

UsesPipecolic acid is involved in synaptic transmission in the central nervous system.

Upstream & downstream products

Downstream products

2-(Boc-aminomethyl)-piperidine C-(1-METHYL-PIPERIDIN-2-YL)-METHYLAMINE Benzothiazole, 2-(2-piperidinyl)- (9CI)N-CBZ-2-cyanopiperidine 1-ETHYL-PIPERIDINE-2-CARBOXYLIC ACID 3-(TRIFLUOROMETHYL)-7,8,9,10-TETRAHYDRO-5H-PYRIDO[1,2-A]QUINOXALIN-6(6AH)-ONE 1-Acetyl-piperidine-2-carboxylic acid Methyl ester METHYL 3-BROMO-4,5,6,7-TETRAHYDROPYRAZOLO[1,5-A]PYRIDINE-2-CARBOXYLATE N-Boc-2-piperidinecarboxylic acid

Suppliers50 total

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

上海将来实业股份有限公司400-0066400 13621662912 · [email protected]

上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]

北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]

武汉易泰科技有限公司上海分公司18930552037 · [email protected]

Additional notes

DefinitionChEBI: Pipecolic acid is a piperidinemonocarboxylic acid in which the carboxy group is located at position C-2. It is a conjugate acid of a pipecolate.