4-(piperidin-1-yl)piperidine-1-carbonyl chloride

• ChemBase ID: 143591
• Molecular Formular: C11H19ClN2O
• Molecular Mass: 230.73436
• Monoisotopic Mass: 230.11859092
• SMILES: C1CCN(CC1)C1CCN(CC1)C(=O)Cl
• Canonical SMILES: ClC(=O)N1CCC(CC1)N1CCCCC1
• InChI: InChI=1S/C11H19ClN2O/c12-11(15)14-8-4-10(5-9-14)13-6-2-1-3-7-13/h10H,1-9H2
• InChIKey: YDNSNQRKIINKPV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(piperidin-1-yl)piperidine-1-carbonyl chloride
• IUPAC Traditional name: 4-(piperidin-1-yl)piperidine-1-carbonyl chloride
• Synonyms: 1,4′-Bipiperidinyl-1′-carbonyl chloride; 1-Chlorocarbonyl-4-piperidinopiperidine; [1,4′-Bipiperidine]-1′-carbonyl chloride; 4-Piperidinopiperidine-1-carbonyl chloride

Database IDs

• CAS Number: 103816-19-9
• MDL Number: MFCD08445612
• PubChem SID: 162237809
• PubChem CID: 9813375

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.7528653
• LogD (pH = 7.4): -0.06031005
• Log P: 1.3009628
• Molar Refractivity: 62.5654 cm^3
• Polarizability: 24.143396 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 60-64 °C

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34
• Safety Statements: 26-27-36/37/39-45
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• RID/ADR: UN 3261 8/PG 3

Product Information

• Empirical Formula (Hill Notation): C11H19ClN2O

DETAILS

Sigma Aldrich - 720844

Packaging
1 g in glass bottle
Application
Reactant for synthesis of:
• Macrocyclic ureas as selective Chk1 inhibitors1
• Etoposide prodrug for dual prodrug-enzyme antitumor therapy2,3
• Phosphodiesterase 4 inhibitors4
• Camptothecin analogs5,6