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(R)-(-)-Nipecotic acid

CAS No.
25137-00-2
Chemical Name:
(R)-(-)-Nipecotic acid
Synonyms
(R)-(-)-Nipecotic ac;(R)-(-)-Nipecotic acid;Ethyl (R)-nipecotate, 95+%;(R)-(-)-NIPECOTIC ACID 97%;(R)-(-)-NIPECOTIC ACID HCL;D-Piperidine-3-carboxylic acid;(3R)-(-)-Piperidine-3-carboxyL;3-Piperidinecarboxylic acid, (R)-;R-(-)-Piperidine-3-carboxylic acid;(3R)-Piperidine-3α-carboxylic acid
CBNumber:
CB7362361
Molecular Formula:
C6H11NO2
Molecular Weight:
129.16
MDL Number:
MFCD01630787
MOL File:
25137-00-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:39:22

(R)-(-)-Nipecotic acid Properties

Melting point 251-255 °C
alpha -5 º (c=1, H2O)
Boiling point 265.8±33.0 °C(Predicted)
Density 1.02g/cm
refractive index -4.5 ° (C=5, H2O)
RTECS TM6125390
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Methanol (Very Slightly), Water (Sparingly)
pka 3.88±0.20(Predicted)
form Solid
color White to Beige
optical activity [α]22/D 5°, c = 1 in H2O
Major Application peptide synthesis
InChI 1S/C6H11NO2/c8-6(9)5-2-1-3-7-4-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1
InChIKey XJLSEXAGTJCILF-RXMQYKEDSA-N
SMILES OC(=O)[C@@H]1CCCNC1
CAS DataBase Reference 25137-00-2(CAS DataBase Reference)
FDA UNII J4Z8PAL7EZ
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-22
Safety Statements  26-36
WGK Germany  3
HS Code  29339900
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

(R)-(-)-Nipecotic acid price More Price(78)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 656356 (R)-(–)-3-Piperidinecarboxylic acid 97% 25137-00-2 10g $399 2026-04-30 Buy
Sigma-Aldrich 656356 (R)-(–)-3-Piperidinecarboxylic acid 97% 25137-00-2 1g $41.1 2023-06-20 Buy
TCI Chemical N0654 (R)-(-)-3-Piperidinecarboxylic Acid >98.0%(T) 25137-00-2 1g $33 2026-04-30 Buy
TCI Chemical N0654 (R)-(-)-3-Piperidinecarboxylic Acid >98.0%(T) 25137-00-2 5g $91 2026-04-30 Buy
Usbiological 285855 (R)-(-)-nipecotic acid Asreported 25137-00-2 2g $333 2026-06-03 Buy
Product number Packaging Price Buy
656356 10g $399 Buy
656356 1g $41.1 Buy
N0654 1g $33 Buy
N0654 5g $91 Buy
285855 2g $333 Buy

(R)-(-)-Nipecotic acid Chemical Properties, Uses, Production

Chemical Properties

White solid

Uses

peptide synthesis

Definition

ChEBI: (R)-nipecotic acid is the (R)-enantiopmer of nipecotic acid. It is an enantiomer of a (S)-nipecotic acid. It is a tautomer of a (R)-nipecotic acid zwitterion.

General Description

(R)-(-)-3-Piperidinecarboxylic acid is an inhibitor of GABA (γ-aminobutyric acid) uptake.

Synthesis

NIPECOTAMIDE

4138-26-5

(3S)-3-Piperidinecarboxamide

88495-55-0

Nipecotic acid

498-95-3

Nipecotic acid

498-95-3

The general procedure for the synthesis of (S)-piperidine-3-carboxamide and 3-piperidinecarboxylic acid from 3-piperidinecarboxamide is as follows: Example 3: Selective hydrolysis of the R-enantiomer of racemic 3-piperidinecarboxamide in Cupriavidus sp. strain KNK-J915 (FERM BP-10739). Bacterial cell suspensions were prepared by culturing strain KNK-J915 as in Example 1. 0.1 mL of bacterial cell suspension was mixed with 100 mM phosphate buffer (0.1 mL, pH 7.0) containing 1.0-5.0% racemic 3-piperidinecarboxamide and the mixture was reacted by shaking at 30°C for 35 hours. Upon completion of the reaction, solids such as bacterial cells were removed by centrifugation. Subsequently, the substrates and products in the reaction mixture were derivatized by reaction with benzyl chlorocarbonate. The resulting derivatives were analyzed by high performance liquid chromatography (HPLC) to determine conversion (percentage) and optical purity (ee percentage). The results are listed in Table 3. HPLC analysis conditions: - Conversion rate analyzing column: YMC-A303 (4.6 mm × 250 mm, manufactured by YMC Inc.), eluent: 20 mM aqueous phosphoric acid (pH 2.5)/acetonitrile = 7/3, flow rate: 1.0 mL/min, column temperature: 35 °C, detection wavelength: 210 nm. - Optical purity analysis column: CHIRALPAK AD-RH (4.6 mm × 150 mm, manufactured by Daicel Chemical Industries, Ltd.), eluent: 20 mM phosphate buffer (pH 2.5)/acetonitrile = 7/3, flow rate: 0.5 mL/min, column temperature: room temperature, detection wavelength: 210 nm.

References

[1] Patent: US2010/105917, 2010, A1. Location in patent: Page/Page column 15

(R)-(-)-Nipecotic acid Preparation Products And Raw materials

Raw materials

Preparation Products

(R)-(-)-Nipecotic acid Suppliers

Global Suppliers ( 220)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TAIYUAN RHF CO.,LTD. +86 351 7031519 sales@RHFChem.com China 2334 56
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Wuhan Chemwish Technology Co., Ltd 86-027-67849912 sales@chemwish.com China 35884 56
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Beijing Ouhe Technology Co., Ltd 13552068683 13522913783 2355560935@qq.com China 11777 60

View Latest Price from (R)-(-)-Nipecotic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(R)-(-)-Nipecotic acid pictures 2025-06-27 (R)-(-)-Nipecotic acid
25137-00-2
1KG 99% 500000kg Hebei Chuanghai Biotechnology Co., Ltd
(R)-(-)-Nipecotic acid pictures 2021-07-02 (R)-(-)-Nipecotic acid
25137-00-2
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
(R)-(-)-Nipecotic acid pictures 2019-07-06 (R)-(-)-Nipecotic acid
25137-00-2
$1.00 1KG 98% 1kg,5kg,100kg Career Henan Chemical Co

(R)-(-)-Nipecotic acid Spectrum

(R)-(-)-NIPECOTIC ACID HCL (R)-(-)-Nipecotic acid, (3R)-(-)-3-Carboxypiperidine (R)-(-)-3-Piperidinecarboxylic acid 97% Ethyl (R)-nipecotate, 95+% (R)-(-)-3-Piperidinecarboxylic acid (R)-(-)-3-PIPERIDINECARBOXYLIC ACID HYDROCHLORIDE (R)-PIPERIDINE-3-CARBOXYLIC ACID HCL (R)-(-)-PIPERIDINE-3-CARBOXYLIC ACID HYDROCHLORIDE (R)-(-)-NIPECOTIC ACID HYDROCHLORIDE (R)-3-Piperidine-3-Carboxylic Acid HCl D-Piperidine-3-carboxylic acid R-(-)-Piperidine-3-carboxylic acid (R)-(-)-NIPECOTIC ACID 97% (R)-(-)-Nipecotic acid (3R)-Piperidine-3α-carboxylic acid (R)-(-)-Nipecotic ac (R)-(-)-3-PiperidinecarboxylicAcid> (3R)-(-)-Piperidine-3-carboxyL 3-Piperidinecarboxylic acid, (3R)- 3-Piperidinecarboxylic acid, (R)- R-(-)-PIPERIDINE-3-CARBOXYLIC ACID 98%BATCH NO# AO/RNA/008/23 R-(-)-PIPERIDINE-3-CARBOXYLIC ACID 98% NITROGEN(R-(-)PIPERIDINE-3-CARBOXYLIC) (R)-(–)-3-Piperidinecarboxylic acid, 98% (R)-Piperidine-3-carboxylic acid - [P12310] 25137-00-2 C8H11N2 Chiral Building Blocks Asymmetric Synthesis Piperidines Heterocyclic Building Blocks Carboxylic Acids (Chiral) Chiral Building Blocks Synthetic Organic Chemistry Chiral Reagent Piperidine Piperidine Series Nitrogen cyclic compounds Beta amino acids