ChemicalBook > CAS DataBase List > (S)-(+)-Nipecotic acid

(S)-(+)-Nipecotic acid

Product Name
(S)-(+)-Nipecotic acid
CAS No.
59045-82-8
Chemical Name
(S)-(+)-Nipecotic acid
Synonyms
J423.228C;(S)-NIPECOTIC ACID;(+)-Nipecotic acid;L(+)-NIPECOTIC ACID;(+)-L-NIPECOTIC ACID;(S)-(+)-NIPECOTIC ACID;(S)-(-)-NIPECOTIC ACID;L-Nipecotic acid, 96+%;(S)-(+)-3-nipecotic acid;(S)-(+)-NIPECOTIC ACID 97%
CBNumber
CB9729252
Molecular Formula
C6H11NO2
Formula Weight
129.16
MOL File
59045-82-8.mol
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(S)-(+)-Nipecotic acid Property

Melting point:
254 °C (dec.)
Boiling point:
265.8±33.0 °C(Predicted)
Density 
1.125±0.06 g/cm3(Predicted)
refractive index 
4.5 ° (C=5, H2O)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Water Solubility 
almost transparency in Water
pka
3.88±0.20(Predicted)
form 
Powder
color 
White
optical activity
[α]/D 3.0 to 6.5°, c = 1 in H2O
CAS DataBase Reference
59045-82-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
656364
Product name
(S)-(+)-3-Piperidinecarboxylic acid
Purity
97%
Packaging
10g
Price
$134
Updated
2025/07/31
Sigma-Aldrich
Product number
656364
Product name
(S)-(+)-3-Piperidinecarboxylic acid
Purity
97%
Packaging
1g
Price
$45.9
Updated
2023/06/20
TCI Chemical
Product number
N0678
Product name
(S)-(+)-3-Piperidinecarboxylic Acid
Purity
>98.0%(T)
Packaging
1g
Price
$29
Updated
2025/07/31
TCI Chemical
Product number
N0678
Product name
(S)-(+)-3-Piperidinecarboxylic Acid
Purity
>98.0%(T)
Packaging
5g
Price
$91
Updated
2025/07/31
TRC
Product number
P475300
Product name
(S)-Piperidine-3-carboxylicAcid
Packaging
100mg
Price
$75
Updated
2021/12/16
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(S)-(+)-Nipecotic acid Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

(+)-Nipecotic acid ((+)-β-Homoproline) is a GABA transport inhibitor with potential antidepressant and anxiolytic activities. (+)-Nipecotic acid can increase the concentration of GABA in the synaptic cleft, thereby enhancing inhibitory neurotransmission. The research on (+)-Nipecotic acid provides a possible direction for the development of new inhibitory compounds for psychiatric diseases[1].

Definition

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

General Description

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

Synthesis

4138-26-5

88495-55-0

498-95-3

498-95-3

(S)-piperidine-3-carboxamide and 3-piperidinecarboxylic acid were synthesized from 3-piperidinecarboxamide by the following steps: Example 3: R-enantioselective hydrolysis of racemic 3-piperidinecarboxamide in Cupriavidus sp. strain KNK-J915 (FERM BP-10739) 1. Prepare a bacterial cell suspension by culturing strain KNK-J915 as in Example 1. 2. 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-piperidine carboxamide. 3. The reaction was carried out by shaking the mixture at 30°C for 35 hours. 4. After completion of the reaction, solids such as bacterial cells were removed by centrifugation. 5. The substrate and products in the reaction mixture were derivatized by reaction with benzyl chlorocarbonate. 6. The resulting derivatives were analyzed by high performance liquid chromatography (HPLC) to determine the conversion (%) and optical purity (ee%). The results were recorded in Table 3. HPLC analysis conditions: - Conversion rate analysis: - Chromatographic 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: - Chromatographic column: CHIRALPAK AD-RH (4.6 mm × 150 mm, manufactured by Daicel Chemical Industries, Ltd.) - Elution: 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] Inhibition of the uptake of GABA and related amino acids in rat brain slices by the optical isomers of nipecotic acid

(S)-(+)-Nipecotic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(+)-Nipecotic acid Suppliers

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View Lastest Price from (S)-(+)-Nipecotic acid manufacturers

Career Henan Chemical Co
Product
(S)-(+)-Nipecotic acid 59045-82-8
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2020-01-02

59045-82-8, (S)-(+)-Nipecotic acidRelated Search:

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  • 59045-82-8
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Carboxylic Acids (Chiral)
  • Heterocyclic Building Blocks
  • Piperidines
  • Carboxylic Acids (Chiral)
  • Chiral Building Blocks
  • Synthetic Organic Chemistry
  • Chiral Reagent
  • Piperidine Series
  • Piperidine
  • Nitrogen cyclic compounds