| Identification | More | [Name]
Nipecotic acid | [CAS]
498-95-3 | [Synonyms]
(+/-)-3-PIPERIDINE CARBOXYLIC ACID
3-PIPERIDINECARBOXYLIC ACID
(3R)-(-)-PIPERIDIN-3-YLCARBOXYLIC ACID
D-3-PIPERIDINECARBOXYLIC ACID
DL-3-PIPERIDINECARBOXYLIC ACID
DL-NIPECOTIC ACID
(-)-D-NIPECOTIC ACID
D(-)-NIPECOTIC ACID
D-NIPECOTIC ACID
D-Piperidine-3-carboxylic acid
H-DL-NIPC-OH
H-DL-PIC(3)-OH
H-D-NIPC-OH
H-NIP-OH
LABOTEST-BB LT00233199
L-NIPECOTIC ACID
(+/-)-NIPECOTIC ACID
NIPECOTIC ACID
PIPERIDIN-3-CARBOXYLIC ACID
(+/-)-PIPERIDINE-3-CARBOXYLIC ACID | [EINECS(EC#)]
207-873-9 | [Molecular Formula]
C6H11NO2 | [MDL Number]
MFCD00005992 | [Molecular Weight]
129.16 | [MOL File]
498-95-3.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to pale yellow-beige powder | [Melting point ]
261 °C (dec.) (lit.) | [Boiling point ]
239.22°C (rough estimate) | [density ]
1.1426 (rough estimate) | [refractive index ]
1.4587 (estimate) | [storage temp. ]
Store at 0-5°C | [solubility ]
water: soluble50mg/mL, clear, colorless to faintly yellow | [form ]
Solid | [pka]
pK1:3.35(+1);pK2:10.64(0) (25°C) | [color ]
White | [Water Solubility ]
Soluble in water | [Merck ]
14,6561 | [BRN ]
81096 | [InChI]
InChI=1S/C6H11NO2/c8-6(9)5-2-1-3-7-4-5/h5,7H,1-4H2,(H,8,9) | [InChIKey]
XJLSEXAGTJCILF-UHFFFAOYSA-N | [SMILES]
N1CCCC(C(O)=O)C1 | [CAS DataBase Reference]
498-95-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
TM6125380 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white to pale yellow-beige powder | [Uses]
(+/-)-Nipecotic Acid (cas# 498-95-3) is a compound useful in organic synthesis. | [Definition]
ChEBI: A piperidinemonocarboxylic acid that is piperidine in which one of the hydrogens at position 3 is substituted by a carboxylic acid group. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 28, p. 602, 1963 DOI: 10.1021/jo01037a531 | [General Description]
R(?)-Nipecotic acid is a potential inhibitor of uptake of γ-aminobutyric acid (GABA) in rat brain slices. Lipophilic derivatives of nipecotic acid are used as drugs for the treatment of epilepsy. | [Synthesis]
The general procedure for the synthesis of 3-piperidinecarboxylic acid from methyl nicotinate was as follows: 0.25 g of methyl nicotinate with HRO/Na-β catalyst (50 mg) in 40 mL of deionized water was added to the reactor. Subsequently, the reactor was subjected to hydrogen pressure of 15 bar and heated at 120 °C for 1 h of reaction. Upon completion of the reaction, the catalyst was separated by centrifugation and the resulting mixture of clarified products was analyzed using GC-MS. The reaction achieved 100% conversion of methyl nicotinate and gave 3-piperidinecarboxylic acid in 100% yield. | [storage]
Store at RT | [References]
[1] Patent: WO2017/60922, 2017, A1. Location in patent: Page/Page column 15; 22 |
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