1,4,7,10-tetraazacyclododecane

• ChemBase ID: 92456
• Molecular Formular: C8H20N4
• Molecular Mass: 172.2712
• Monoisotopic Mass: 172.16879666
• SMILES: N1CCNCCNCCNCC1
• Canonical SMILES: N1CCNCCNCCNCC1
• InChI: InChI=1S/C8H20N4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h9-12H,1-8H2
• InChIKey: QBPPRVHXOZRESW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4,7,10-tetraazacyclododecane
• IUPAC Traditional name: cyclen
• Synonyms: Cyclen; 1,4,7,10-Tetraazacyclododecane; Cyclen; 1,4,7,10-Tetrazacyclododecane; NSC 629374; Tetraaza-12-crown-4; 1,4,7,10-Tetraazacyclododecane; Cyclen; 1,4,7,10-Tetraazacyclododecane 98%; 1,4,7,10-四氮环十二烷; 轮环藤宁

Database IDs

• CAS Number: 294-90-6
• MDL Number: MFCD00066281
• Beilstein Number: 606114
• PubChem SID: 162079154; 24860658
• PubChem CID: 64963
• CHEBI ID: 37391
• CHEMBL: 19880
• Chemspider ID: 58488
• Wikipedia Title: Cyclen

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -8.282568
• LogD (pH = 7.4): -5.984462
• Log P: -1.4576137
• Molar Refractivity: 50.8976 cm^3
• Polarizability: 20.854433 Å^3
• Polar Surface Area: 48.12 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid; White Solid
• Melting Point: 110-112°C; 110-113 °C(lit.); 110-113°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Irritant
• RTECS: XA5253000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26-36
• GHS Pictograms: GHS05; GHS07; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H314-H410
• GHS Precautionary statements: P273-P280-P305 + P351 + P338-P310-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C8H20N4

DETAILS

Sigma Aldrich - 339652

Packaging
250 mg in glass bottle

Toronto Research Chemicals - C987745

Macrocyclic aza analogue of the crown ether 12-crown-4. Cyclen compounds are capable of selectively binding cations and are used as a ligand with chemicals used in MRI contrast (as well ass other imaging) agents.

REFERENCES

• Jeon, J.W. et al.: Bioorg. Med. Chem., 11, 2901 (2003)