(S)-(+)-3-Piperidinecarboxylic acid - 98%, high purity , CAS No.59045-82-8

  • ≥98%
Item Number
P119071
Grouped product items
SKUSizeAvailabilityPrice Qty
P119071-1g
1g
In stock
$24.90
P119071-5g
5g
In stock
$76.90
P119071-25g
25g
In stock
$346.90

Basic Description

Synonyms(S)-Piperidine-3-carboxylic acid | 59045-82-8 | (S)-(+)-Nipecotic acid | (S)-nipecotic acid | (3S)-piperidine-3-carboxylic acid | (S)-(+)-3-Piperidinecarboxylic acid | (+)-nipecotic acid | (3S)-nipecotic acid | S(+)-nipecotic acid | L(+)-NIPECOTIC ACID | Nipecotic acid, S(+)
Specifications & Purity≥98%
Shipped InNormal
Product Description

Product Introduction

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

Associated Targets(Human)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A1 Tclin GABA transporter 1 (308 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A11 Tchem GABA transporter 3 (176 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A12 Tchem Betaine transporter (274 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Slc6a13 GABA transporter 2 (37 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc6a11 GABA transporter 4 (930 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name (3S)-piperidine-3-carboxylic acid
INCHI InChI=1S/C6H11NO2/c8-6(9)5-2-1-3-7-4-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
InChi Key XJLSEXAGTJCILF-YFKPBYRVSA-N
Canonical SMILES C1CC(CNC1)C(=O)O
Isomeric SMILES C1C[C@@H](CNC1)C(=O)O
WGK Germany 3
PubChem CID 6575389
Molecular Weight 129.16
Beilstein 22(5)1,235
Reaxy-Rn 81098

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

10 results found

Lot NumberCertificate TypeDateItem
A2419562Certificate of AnalysisNov 23, 2023 P119071
A2419563Certificate of AnalysisNov 23, 2023 P119071
A2419564Certificate of AnalysisNov 23, 2023 P119071
G23051001Certificate of AnalysisApr 01, 2023 P119071
G23051004Certificate of AnalysisApr 01, 2023 P119071
G23051006Certificate of AnalysisApr 01, 2023 P119071
G23051010Certificate of AnalysisApr 01, 2023 P119071
G23051011Certificate of AnalysisApr 01, 2023 P119071
G23051000Certificate of AnalysisMar 14, 2023 P119071
G23051005Certificate of AnalysisMar 14, 2023 P119071

Chemical and Physical Properties

Specific Rotation[α]5.5° (C=5,H2O)
Melt Point(°C)254 °C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3
Reaxy-Rn 81098

Related Documents

References

1. Dodd JR, Christie DL.  (2007)  Selective amino acid substitutions convert the creatine transporter to a gamma-aminobutyric acid transporter..  J Biol Chem,  282  (21): (15528-33).  [PMID:17400549]
2. Herd MB et al..  (2013)  Extrasynaptic GABA(A) receptors couple presynaptic activity to postsynaptic inhibition in the somatosensory thalamus..  J Neurosci,  33  (37): (14850-68).  [PMID:24027285]
3. G A Johnston,P Krogsgaard-Larsen,A L Stephanson,B Twitchin.  (1976-05-01)  Inhibition of the uptake of GABA and related amino acids in rat brain slices by the optical isomers of nipecotic acid..  Journal of neurochemistry,  26  ((5)): (1029-1032).  [PMID:1271062]
4. O Kakinohana,M P Hefferan,S Nakamura,M Kakinohana,J Galik,Z Tomori,J Marsala,T L Yaksh,M Marsala.  (2006-06-27)  Development of GABA-sensitive spasticity and rigidity in rats after transient spinal cord ischemia: a qualitative and quantitative electrophysiological and histopathological study..  Neuroscience,  141  ((3)): (1569-1583).  [PMID:16797137]
5. Sayumi Fujimori,Eiichi Hinoi,Takeshi Takarada,Mika Iemata,Yoshifumi Takahata,Yukio Yoneda.  (2006-10-07)  Possible expression of a particular gamma-aminobutyric acid transporter isoform responsive to upregulation by hyperosmolarity in rat calvarial osteoblasts..  European journal of pharmacology,  550  ((1-3)): (24-32).  [PMID:17022965]
6. C J Watson,R Lydic,H A Baghdoyan.  (2006-10-24)  Sleep and GABA levels in the oral part of rat pontine reticular formation are decreased by local and systemic administration of morphine..  Neuroscience,  144  ((1)): (375-386).  [PMID:17055662]
7. José Luiz Liberato,Alexandra Olimpio Siqueira Cunha,Márcia Renata Mortari,Erica Aparecia Gelfuso,René de Oliveira Beleboni,Joaquim Coutinho-Netto,Wagner Ferreira dos Santos.  (2006-11-11)  Anticonvulsant and anxiolytic activity of FrPbAII, a novel GABA uptake inhibitor isolated from the venom of the social spider Parawixia bistriata (Araneidae: Araneae)..  Brain research,  1124  ((1)): (19-27).  [PMID:17094952]
8. Khashayar Nassery,Victor Marino,David A S Parker.  (2007-02-06)  Uptake and release of [(3)H]GABA in human dental pulp..  Archives of oral biology,  52  ((7)): (607-613).  [PMID:17276385]
9. Jiange Zhang,Pei Zhang,Xianbo Liu,Kai Fang,Guoqiang Lin.  (2007-05-23)  Synthesis and biological evaluation of (R)-N-(diarylmethylthio/sulfinyl)ethyl/propyl-piperidine-3-carboxylic acid hydrochlorides as novel GABA uptake inhibitors..  Bioorganic & medicinal chemistry letters,  17  ((13)): (3769-3773).  [PMID:17517506]
10. Clarissa De Sampaio Schitine,Regina Célia Cussa Kubrusly,Ricardo Augusto De Melo Reis,Edna Nanami Yamasaki,Maria Christina Fialho De Mello,Fernando Garcia De Mello.  (2007-10-31)  GABA uptake by purified avian Müller glia cells in culture..  Neurotoxicity research,  12  ((2)): (145-153).  [PMID:17967738]
11. Moslem Mohammadi,Esmaeel Ghani,Asghar Ghasemi,Ali Khoshbaten,Alireza Asgari.  (2007-12-07)  Synaptosomal GABA uptake decreases in paraoxon-treated rat brain..  Toxicology,  244  ((1)): (42-48).  [PMID:18055092]
12. Ryo Shintani,Masataka Murakami,Tamio Hayashi.  (2008-12-17)  Stereoselective synthesis of nipecotic acid derivatives via palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with imines..  Organic letters,  11  ((2)): (457-459).  [PMID:19072063]
13. Sabrina S Jedlicka,Maria Dadarlat,Travis Hassell,Yanzhu Lin,Aaron Young,Min Zhang,Pedro Irazoqui,Jenna L Rickus.  (2009-07-04)  Calibration of neurotransmitter release from neural cells for therapeutic implants..  International journal of neural systems,  19  ((3)): (197-212).  [PMID:19575508]
14. Carmela Napolitano,Martina Scaglianti,Emanuela Scalambra,Stefano Manfredini,Luca Ferraro,Sarah Beggiato,Silvia Vertuani.  (2009-09-29)  Carnitine conjugate of nipecotic acid: a new example of dual prodrug..  Molecules (Basel, Switzerland),  14  ((9)): (3268-3274).  [PMID:19783924]
15. Morteza Malakoutikhah,Roger Prades,Meritxell Teixidó,Ernest Giralt.  (2010-02-23)  N-methyl phenylalanine-rich peptides as highly versatile blood-brain barrier shuttles..  Journal of medicinal chemistry,  53  ((6)): (2354-2363).  [PMID:20170117]
16. Hong Gao,Bret N Smith.  (2010-03-17)  Zolpidem modulation of phasic and tonic GABA currents in the rat dorsal motor nucleus of the vagus..  Neuropharmacology,  58  ((8)): (1220-1227).  [PMID:20226798]
17. Philip M Duy,Luxi Xia,Donald Bartlett,J C Leiter.  (2010-04-27)  An adenosine A(2A) agonist injected in the nucleus of the solitary tract prolongs the laryngeal chemoreflex by a GABAergic mechanism in decerebrate piglets..  Experimental physiology,  95  ((7)): (774-787).  [PMID:20418346]
18. Søren Skovstrup,Olivier Taboureau,Hans Bräuner-Osborne,Flemming Steen Jørgensen.  (2010-05-22)  Homology modelling of the GABA transporter and analysis of tiagabine binding..  ChemMedChem,  ((7)): (986-1000).  [PMID:20491137]
19. Jana Mejía-Toiber,José Abraham Márquez-Ramos,Mauricio Díaz-Muñoz,Fernando Peña,Manuel B Aguilar,Magda Giordano.  (2010-06-25)  Glutamatergic excitation and GABA release from a transplantable cell line..  Cell transplantation,  19  ((10)): (1307-1323).  [PMID:20573306]
20. Michael P DeNinno,Stephen W Wright,Michael S Visser,John B Etienne,Dianna E Moore,Thanh V Olson,Benjamin N Rocke,Melissa P Andrews,Cynthia Zarbo,Michele L Millham,Brian P Boscoe,David D Boyer,Shawn D Doran,Karen L Houseknecht.  (2011-04-05)  1,5-Substituted nipecotic amides: selective PDE8 inhibitors displaying diastereomer-dependent microsomal stability..  Bioorganic & medicinal chemistry letters,  21  ((10)): (3095-3098).  [PMID:21459572]
21. Robert A Darnall,Robert W Schneider,Christine M Tobia,Benjamin M Zemel.  (2011-12-14)  Arousal from sleep in response to intermittent hypoxia in rat pups is modulated by medullary raphe GABAergic mechanisms..  American journal of physiology. Regulatory, integrative and comparative physiology,  302  ((5)): (R551-R560).  [PMID:22160541]
22. Chia-Hui Wu,Chia-Wen Pen,Pei-Yun Wang,Shau-Wei Tsai.  (2012-03-31)  An efficient lipase-catalyzed enantioselective hydrolysis of (R,S)-azolides derived from N-protected proline, pipecolic acid, and nipecotic acid..  Applied microbiology and biotechnology,  97  ((4)): (1581-1587).  [PMID:22460590]
23. Saori Ikeda,Masanori Tachikawa,Shin-ichi Akanuma,Jun Fujinawa,Ken-ichi Hosoya.  (2012-06-09)  Involvement of γ-aminobutyric acid transporter 2 in the hepatic uptake of taurine in rats..  American journal of physiology. Gastrointestinal and liver physiology,  303  ((3)): (G291-G297).  [PMID:22678999]
24. Søren Skovstrup,Laurent David,Olivier Taboureau,Flemming Steen Jørgensen.  (2012-06-28)  A steered molecular dynamics study of binding and translocation processes in the GABA transporter..  PloS one,  ((6)): (e39360-e39360).  [PMID:22737235]
25. Ulrich Arnold,Bayard R Huck,Samuel H Gellman,Ronald T Raines.  (2012-12-15)  Protein prosthesis: β-peptides as reverse-turn surrogates..  Protein science : a publication of the Protein Society,  22  ((3)): (274-279).  [PMID:23238807]
26. Erica A Gelfuso,José L Liberato,Alexandra O S Cunha,Márcia R Mortari,Renê O Beleboni,Norberto P Lopes,Wagner F Dos Santos.  (2013-04-09)  Parawixin2, a novel non-selective GABA uptake inhibitor from Parawixia bistriata spider venom, inhibits pentylenetetrazole-induced chemical kindling in rats..  Neuroscience letters,  543  (12-16).  [PMID:23562887]
27. Fulvia Bongianni,Donatella Mutolo,Furio Nardone,Tito Pantaleo.  (2006-04-25)  GABAergic and glycinergic inhibitory mechanisms in the lamprey respiratory control..  Brain research,  1090  ((1)): (134-145).  [PMID:16630584]
28. Anna-Lucia Koerling,Tanja Fuchsberger,Ole Paulsen,Y Audrey Hay.  (2018-11-26)  Partial restoration of physiological UP-state activity by GABA pathway modulation in an acute brain slice model of epilepsy..  Neuropharmacology,  148  (394-405).  [PMID:30472273]

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