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Home> Encyclopedia >Organic Intermediate>Pharmaceutical Intermediates>Organic Intermediates
L(-)-Pipecolinic acid structure
L(-)-Pipecolinic acid structure

L(-)-Pipecolinic acid

Iupac Name:(2S)-piperidine-2-carboxylic acid
CAS No.: 3105-95-1
Molecular Weight:129.16
Modify Date.: 2022-10-31 16:30
Introduction: L-Pipecolinic acid is involved in synaptic transmission in the central nervous system. It is also used as pharmaceutical intermediate. It is a lysine metabolite; defect in its catabolism is involved in hyperpipecolic acidemia, cerebro-hepato-renal syndrome, neonatal onset adrenoleukodystrophy, and infantile Refsum disease. It can be associated with some forms of epilepsy. CRYM, a taxon-specific crystallin protein that also binds thyroid hormones, is involved in the pipecolic acid pathway. View more+
1. Names and Identifiers
1.1 Name
L(-)-Pipecolinic acid
1.2 Synonyms

(-)-Pipecolic acid (-)-Pipecolinic acid (2S)-2-Piperidinecarboxylic acid (2S)-Piperidin-1-ium-2-carboxylate (2S)-Piperidine-2-carboxylic acid (S)-(-)-2-PIPERIDINECARBOXYLIC ACID (S)-(-)-PIPECOLIC ACID (S)-(-)-Piperidine-2-carboxylic acid (S)-2-PIPERIDINECARBOXYLIC ACID (S)-PIPECOLIC ACID (S)-Pipecolinic acid (S)-PIPERIDINE-2-CARBOXYLIC ACID 2-Piperidinecarboxylic acid (2S)- 2-Piperidinecarboxylic acid, (2S)- 2-Piperidinecarboxylic acid, (S)- H-L-Pip-OH H-Pip-OH L-(-)-Pipecolic acid L-Homoproline L-Pipecolic acid L-Pipecolinic Acid L-Piperidine-2-carboxylic acid NSC 93089 Pipecolic acid, (S)-(-)- PIP-OH RARECHEM BK PT F201 S-(-)-PIPECOLINIC ACID

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C6H11NO2 (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
1.1426 (rough estimate)
2.1 Melting point
272 °C(lit.)
2.1 Boiling point
239.22°C (rough estimate)
2.1 Refractive index
-27 ° (C=4, H2O)
2.1 Flash Point
114.5 °C
2.1 PSA
2.1 logP
2.1 Appearance
white to light yellow crystal powde
2.2 Storage
Ambient temperatures.
2.3 Chemical Properties
white to light yellow crystal powde
2.4 Color/Form
White to Yellow Solid
2.5 pKa
2.28(at 25℃)
2.6 Water Solubility
Soluble in water
2.7 Stability
Stable under normal temperatures and pressures.
2.8 StorageTemp
Store at RT.
3. Use and Manufacturing
3.1 Definition
ChEBI: A pipecolate that is the conjugate acid of L--pipecolic acid.
3.2 Usage
Pipecolic acid is involved in synaptic transmission in the central nervous system. The l-form occurs in plants.
4. Safety and Handling
4.1 Hazard Codes
4.1 Risk Statements
4.1 Safety Statements
4.1 WGK Germany

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

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

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

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


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

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

P332+P313 If skin irritation occurs: Get medical advice/attention.

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

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

P337+P313 If eye irritation persists: Get medical advice/attention.

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

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.


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

P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


8. Other Information
8.0 Usage
L-Pipecolinic acid is involved in synaptic transmission in the central nervous system. It is also used as pharmaceutical intermediate.
9. Computational chemical data
  • Molecular Weight: 129.16g/mol
  • Molecular Formula: C6H11NO2
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 129.078978594
  • Monoisotopic Mass: 129.078978594
  • Complexity: 114
  • Rotatable Bond Count: 1
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Topological Polar Surface Area: 49.3
  • Heavy Atom Count: 9
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
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