1-acetylpiperidine-4-carboxylic acid

• ChemBase ID: 11760
• Molecular Formular: C8H13NO3
• Molecular Mass: 171.19372
• Monoisotopic Mass: 171.08954328
• SMILES: CC(=O)N1CCC(CC1)C(=O)O
• Canonical SMILES: OC(=O)C1CCN(CC1)C(=O)C
• InChI: InChI=1S/C8H13NO3/c1-6(10)9-4-2-7(3-5-9)8(11)12/h7H,2-5H2,1H3,(H,11,12)
• InChIKey: WFCLWJHOKCQYOQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-acetylpiperidine-4-carboxylic acid
• IUPAC Traditional name: 1-acetylpiperidine-4-carboxylic acid
• Synonyms: 1-ACETYL-4-PIPERIDINECARBOXYLIC ACID; 1-Acetylpiperidine-4-carboxylic acid; Acetylisonipecotic acid; N-Acetylisonipecotic acid; 1-Acetylpiperidine-4-carboxylic acid; 1-Acetyl-4-piperidinecarboxylic Acid; 4-Acetylpiperidine-1-carboxylic Acid; N-Acetylisonipecotinic acid; N-Acetylpiperidine-4-carboxylic Acid; 1-Acetylisonipecotic Acid; Ac-DL-Inp-OH; N-乙酰基-4-哌啶羧酸; 1-乙酰基-4-哌啶甲酸; 1-乙酰基哌啶-4-羧酸

Database IDs

• CAS Number: 25503-90-6
• EC Number: 247-049-6
• MDL Number: MFCD00023706
• Beilstein Number: 389577
• PubChem SID: 160975067; 24883546
• PubChem CID: 117255

CALCULATED PROPERTIES

• Acid pKa: 4.426341
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.6171569
• LogD (pH = 7.4): -3.3773835
• Log P: -0.5098255
• Molar Refractivity: 42.6412 cm^3
• Polarizability: 16.539392 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; Water
• Apperance: White Solid
• Melting Point: 180°C; 180-182°C; 180-183°C; 180-184 °C(lit.); 180-184°C
• Partition Coefficient: -0.278

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-36/37/38-43; 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H317-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95+%; 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C8H13NO3

DETAILS

MP Biomedicals - 05221567

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 647756

Packaging
5, 25 g in glass bottle
Application
Reactant for synthesis of:
• Triazole derivatives1
• Antiproliferative agents2
• CDK inhibitors3
• CCR5 antagonists for HIV treatment4
• nhNK1 antagonists5
• Piperidine derivatives6

Toronto Research Chemicals - A179540

Metabolite fingerprinting in transgenic Nicotiana tabacum altered by the Escherichia coli glutamate dehydrogenase gene. A synthetic intermediate in the preparation of CNS depressants.

REFERENCES

• Mungur, R., et al.: J. Biomed. Biotechnol., 2, 198 (2005)
• Young, J., et al.: Bioorg. Med. Chem. Lett., 17, 5310 (2005)