1-Acetylpiperidine-4-carboxylic acid - ≥98% , CAS No.25503-90-6

CAS: 25503-90-6 Cat. No.: A117231 Molecular Weight: 171.19 Beilstein Registry Number: 22(5)1,249 EC Number: 247-049-6

GRADE & PURITY ≥98%

Synonyms

UNII-G4N4ECA9RB | 1-acetylpiperidin-4-carboxylic acid | 1-Acetyl-4-piperidinecarboxylic acid | G4N4ECA9RB | BRN 1907611 | n-acetyl-4-piperidinecarboxylic acid | N-acetylpiperidine-4-carboxylic acid | BP-10288 | l-acetyl-piperidine-4-carboxylic acid | NCGC

Storage

Room temperature

Shipped In

Normal

Overview

Reactant for synthesis of: Triazole derivatives Antiproliferative agents CDK inhibitors CCR5 antagonists for HIV treatment nhNK1 antagonists Piperidine derivatives

Specifications

Synonyms

UNII-G4N4ECA9RB | 1-acetylpiperidin-4-carboxylic acid | 1-Acetyl-4-piperidinecarboxylic acid | G4N4ECA9RB | BRN 1907611 | n-acetyl-4-piperidinecarboxylic acid | N-acetylpiperidine-4-carboxylic acid | BP-10288 | l-acetyl-piperidine-4-carboxylic acid | NCGC

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488187534
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187534
• Canonical Smiles: CC(=O)N1CCC(CC1)C(=O)O
• IUPAC Name: 1-acetylpiperidine-4-carboxylic acid
• InChIKey: WFCLWJHOKCQYOQ-UHFFFAOYSA-N
• INCHI: 1S/C8H13NO3/c1-6(10)9-4-2-7(3-5-9)8(11)12/h7H,2-5H2,1H3,(H,11,12)
• Isomeric SMILES: CC(=O)N1CCC(CC1)C(=O)O
• WGK Germany: 2
• Molecular Weight: 171.19
• Beilstein: 22(5)1,249
• Reaxy-Rn: 389577
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=389577&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Piperidines
      • Subclass Piperidinecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Piperidines
• Subclass: Piperidinecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Piperidinecarboxylic acids
• Alternative Parents: N-acylpiperidines Tertiary carboxylic acid amides Acetamides Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: N-acyl-piperidine - Piperidinecarboxylic acid - Tertiary carboxylic acid amide - Acetamide - Carboxamide group - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as piperidinecarboxylic acids. These are compounds containing a piperidine ring which bears a carboxylic acid group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 182-185°C
• Molecular Weight: 171.190 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.09 Da
• Monoisotopic Mass: 171.09 Da
• Topological Polar Surface Area: 57.600 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 194.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Luo Feifei, Tang Guirong, Hong Song, Gong Tianyu, Xin Xiu-Fang, Wang Chengshu.  (2022)  Promotion of Arabidopsis immune responses by a rhizosphere fungus via supply of pipecolic acid to plants and selective augment of phytoalexins.  Science China-Life Sciences,  66  (5): (1119-1133).  [PMID:36449213] [10.1007/s11427-022-2238-8]