Nipecotic acid

Modify Date: 2024-01-02 17:22:14

Nipecotic acid Structure
Nipecotic acid structure
 Common Name Nipecotic acid
CAS Number 498-95-3 Molecular Weight 129.157
Density 1.1±0.1 g/cm3 Boiling Point 265.8±33.0 °C at 760 mmHg
Molecular Formula C6H11NO2 Melting Point 261ºC (dec.)
MSDS USA Flash Point 114.5±25.4 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Nipecotic acid


Nipecotic acid ((±)-β-Homoproline) is a potent inhibitor of neuronal and glial-aminobutyric acid (GABA) uptake in vitro. Nipecotic acid can also directly activate GABAA-like chloride channels, with an EC50 of approximately 300 μM[1][2].

 Names

Name nipecotic acid
Synonym More Synonyms

 Nipecotic acid Biological Activity

Description Nipecotic acid ((±)-β-Homoproline) is a potent inhibitor of neuronal and glial-aminobutyric acid (GABA) uptake in vitro. Nipecotic acid can also directly activate GABAA-like chloride channels, with an EC50 of approximately 300 μM[1][2].
Related Catalog
Target

GABA Receptor[1]

In Vitro Nipecotic acid (1 mM) activated inward unitary currents when applied to outside-out patches of paraventricular neurones[1].
In Vivo Nipecotic acid does not readily cross the blood-brain barrier (BBB)[2].
References

[1]. Barrett-Jolley R, et, al. Nipecotic acid directly activates GABA(A)-like ion channels. Br J Pharmacol. 2001 Jul;133(5):673-8.

[2]. Dhanawat M, et, al. Design, Synthesis and Enhanced BBB Penetration Studies of L-serine-Tethered Nipecotic Acid-Prodrug. Drug Res (Stuttg). 2021 Feb;71(2):94-103.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 265.8±33.0 °C at 760 mmHg
Melting Point 261ºC (dec.)
Molecular Formula C6H11NO2
Molecular Weight 129.157
Flash Point 114.5±25.4 °C
Exact Mass 129.078979
PSA 49.33000
LogP -0.04
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.479
Storage condition Store at 0-5°C

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS TM6125380
HS Code 2933399090

 Synthetic Route

 Customs

HS Code 2933399090
Summary 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

hexahydronicotinic acid
MFCD00005992
(±)-Nipecotic acid
(±)-Piperidine-3-carboxylic acid
Nipecotic acid
UNII:1U1QTN40SY
Piperidine-3-carboxylic acid
EINECS 207-873-9
(±)-3-Piperidine carboxylic acid
3-Piperidinecarboxylic acid
H-DL-Nip-OH
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