Isonipecotic acid

Names

[ CAS No. ]:
498-94-2

[ Name ]:
Isonipecotic acid

[Synonym ]:
Isonipecotic acid
4-Hexahydroisonicotinic acid
Piperidine-4-carboxylic acid
UNII-M5TZP1RWIE
4-Piperidinecarboxylic acid
Hexahydroisonicotinic acid
EINECS 207-872-3
MFCD00006004
Isonipecoticacid

Biological Activity

[Description]:

Isonipecotic acid is a GABAA receptor partial agonist[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

GABAA Receptor[1]

[In Vitro]

Isonipecotic acid inhibits [3H]GABA binding (2°C) with an IC50 of 0.33 μM[2].

[References]

[1]. Krehan D, et al. Phosphinic, phosphonic and seleninic acid bioisosteres of isonipecotic acid as novel and selective GABA(C) receptor antagonists. Neurochem Int. 2003 Jun;42(7):561-5.

[2]. Falch E, et al. GABA-mimetic activity and effects on diazepam binding of aminosulphonic acids structurally related to piperidine-4-sulphonic acid. J Neurochem. 1985 Jan;44(1):68-75.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
265.8±33.0 °C at 760 mmHg

[ Melting Point ]:
>300 °C(lit.)

[ Molecular Formula ]:
C₆H₁₁NO₂

[ Molecular Weight ]:
129.157

[ Flash Point ]:
114.5±25.4 °C

[ Exact Mass ]:
129.078979

[ PSA ]:
49.33000

[ LogP ]:
-0.08

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.479

[ Storage condition ]:
Store at 0-5°C

[ Water Solubility ]:
soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NS5150000

CHEMICAL NAME :: Isonipecotic acid

CAS REGISTRY NUMBER :: 498-94-2

BEILSTEIN REFERENCE NO. :: 0112553

LAST UPDATED :: 199709

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C6-H11-N-O2

MOLECULAR WEIGHT :: 129.18

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 23,1343,1968

Safety Information

[ Symbol ]:

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-S36-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
NS5150000

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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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