D(+)-Pipecolinic acid
Synonym(s):(R)-(+)-2-Piperidinecarboxylic acid;(R)-Piperidine-2-carboxylic acid;(S)-(−)-2-Piperidinecarboxylic acid;D -Homoproline;L -Homoproline
- CAS NO.:1723-00-8
- Empirical Formula: C6H11NO2
- Molecular Weight: 129.16
- MDL number: MFCD00064346
- EINECS: 217-024-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-19 18:11:36
What is D(+)-Pipecolinic acid?
Chemical properties
white to light yellow crystal powder
The Uses of D(+)-Pipecolinic acid
Pipecolic acid is involved in synaptic transmission in the central nervous system.
Definition
ChEBI: D-pipecolic acid is the D-enantiomer of pipecolic acid. It has a role as a human metabolite. It is a conjugate base of a D-pipecolate. It is an enantiomer of a L-pipecolic acid.
Purification Methods
D-Pipecolinic acid recrystallises as platelets from EtOH and is soluble in H2O. The hydrochloride has m 256-257o(dec) from H2O and [] D25 +10.8o (c 2, H2O). [cf p 422, Lukés et al. Collect Czech Chem Commun 22 286 1957, Bayerman Recl Trav Chim Pays-Bas 78 134 1959, Asher et al. Tetrahedron Lett 22 141 1981, Beilstein 22/1 V 220.]
Properties of D(+)-Pipecolinic acid
| Melting point: | 272 °C(lit.) |
| Boiling point: | 239.22°C (rough estimate) |
| alpha | 26.5 º (c=5,water 25 ºC) |
| Density | 1.1426 (rough estimate) |
| refractive index | 1.4300 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly) |
| form | Crystalline Powder |
| pka | 2.28(at 25℃) |
| color | White to off-white |
| optical activity | [α]25/D +27°, c = 1 in H2O |
| Water Solubility | soluble |
| BRN | 81094 |
| CAS DataBase Reference | 1723-00-8(CAS DataBase Reference) |
Safety information for D(+)-Pipecolinic 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. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for D(+)-Pipecolinic acid
| InChIKey | HXEACLLIILLPRG-RXMQYKEDSA-N |
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