Isonipecotic acid

Synonym(s):4-Piperidinecarboxylic acid;Hexahydroisonicotinic acid

CAS NO.：498-94-2
Empirical Formula: C6H11NO2
Molecular Weight: 129.16
MDL number: MFCD00006004
EINECS: 207-872-3
SAFETY DATA SHEET (SDS)
Update Date: 2023-12-06 17:20:55

What is Isonipecotic acid?

Chemical properties

white to faint pink-beige powder

The Uses of Isonipecotic acid

A GABA-A receptor partial agonist

What are the applications of Application

Isonipecotic acid is a HDAC inhibitor

Synthesis Reference(s)

Synthesis, p. 623, 1984
Tetrahedron Letters, 35, p. 8783, 1994 DOI: 10.1016/S0040-4039(00)78497-8

Description

Piperidine-4-carboxylic acid (4-Piperidinecarboxylic acid, 4-Carboxypiperidine, Hexahydroisonicotinic acid, Isonipecotic acid) belongs to the class of organic compounds known as piperidinecarboxylic acids. Piperidinecarboxylic acids are compounds containing a piperidine ring with a carboxylic acid group. piperidine-4-carboxylic acid is a strong basic compound (based on its pKa).

Purification Methods

It crystallises from H2O or EtOH as needles. The hydrochloride recrystallises from H2O or aqueous HCl with m 293odec (also 298odec, 300odec). [Wibaut Recl Trav Chim Pays-Bas 63 141 1944, IR: Zacharius et al. J Am Chem Soc 76 2908 1954, Beilstein 22/1 V 244.]

Properties of Isonipecotic acid

Melting point:	>300 °C(lit.)
Boiling point:	239.22°C (rough estimate)
Density	1.1426 (rough estimate)
refractive index	1.4587 (estimate)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
solubility	Water
pka	pK1:3.73(+1);pK2:10.72(0) (25°C)
form	Powder
color	White to faint pink-beige
Water Solubility	soluble
Merck	14,5189
BRN	112553
CAS DataBase Reference	498-94-2(CAS DataBase Reference)
EPA Substance Registry System	4-Piperidinecarboxylic acid (498-94-2)

Safety information for Isonipecotic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P312:Call a POISON CENTER or doctor/physician if you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P403+P233:Store in a well-ventilated place. Keep container tightly closed.