CAS 295-37-4|Cyclam|cyclam|1,4,8,11-tetraazacyclotetradecane|1,4,8,11-Tetraazacyclotetradecane 98%|1,4,8,11-四氮杂环十四烷|1,4,8,11-Tetraazacyclotetradecane|1,4,8,11-四氮环十四烷|1,4,8,11-四氮环十四...

General Information

Structure

Molecular Formula

C₁₀H₂₄N₄

Molecular Mass

200.32436

Exact Mass

200.20009679

Charge

InChI

InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2

InChIKey

MDAXKAUIABOHTD-UHFFFAOYSA-N

Canonic Smiles

C1CNCCNCCCNCCNC1

Isomeric Smiles

N1CCNCCCNCCNCCC1

Calculated Properties

JChem

LogD (pH = 7.4)

-5.57

LogD (pH = 5.5)

-8.21

Log P

-1.34

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

10.00

Polar Surface Area

48.12

Polarizability

24.12

Molar Refractivity

60.63

LOG S

1.44

Data Source

Names and Identifiers

Synonyms

Cyclam1,4,8,11-Tetraazacyclotetradecane 98%1,4,8,11-四氮杂环十四烷1,4,8,11-Tetraazacyclotetradecane1,4,8,11-四氮环十四烷1,4,8,11-四氮环十四烷Cyclam1,4,8,11-Tetraazacyclotetradecane1,4,8,11-tetraazacyclo-tetradecane[14]aneN4cyclam1,4,8,11-tetraazacyclotetradecane

IUPAC Traditional name

cyclam

IUPAC name

1,4,8,11-tetraazacyclotetradecane

Names and Identifiers

Registration numbers

MDL Number

MFCD00005105

Beilstein Number

111811

EC Number

206-039-1

PubChem SID

2485568916207456517425183

CAS Number

Wikipedia Title

CHEBI ID

PubChem CID

CHEMBL

Chemspider ID

Patent number

US2007196284EP1741450US2004009904WO2006095234US2008038750

Gmelin ID

ACToR Database

SureChEMBL Database

CompTox Database

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

Cyclam

Sigma Aldrich

259160

General description
Metal complexes of azamacrocycles are often more stable in vitro alternatives to open chain ligands.
Packaging
1, 5 g in poly bottle

86725

Other Notes
Synthesis of aza-macrocycles with pendant arms1,2,3,4

Molecule Details

References

PubChem Literature

From Data Sources

• The Ni(II) complex catalyzes the novel electrochemical reaction of epoxides with carbon dioxide to give good yields of cyclic carbonates: J. Chem. Soc., Chem. Commun., 43 (1995). A similar system catalyzes the electrochemical intramolecular reductive cyclization of a series of o-halogenated aryl alkenes: Tetrahedron Lett., 36, 4429 (1995):

• Nitrogen analogue of the crown ethers (see Appendix 2), forming stable complexes with metal ions: Inorg. Chem., 4,1102, 1109 (1965); Can. J. Chem., 48, 1481 (1970). For examples of use as a versatile ligand in coordination chemistry, see: Acc. Chem. Res., 11, 392 (1978); J. Chem. Soc., Chem. Commun., 1322 (1986); 1075 (1987); 156 (1988); Inorg. Chem., 26, 908 (1987); J. Am. Chem. Soc., 110, 3679 (1988).

• Complex with iron(II) triflate is an effective epoxidation catalyst: J. Am. Chem. Soc., 113, 7052 (1991).

• For use in synthesis of molecules with electroactive cavities, see (Ferrocenylmethyl)trimethylammonium iodide, 39399.

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

cyclam

IUPAC name

1,4,8,11-tetraazacyclotetradecane

Registration numbers

MDL Number

MFCD00005105

Beilstein Number

111811

EC Number

206-039-1

PubChem SID

2485568916207456517425183

CAS Number

Wikipedia Title

CHEBI ID

PubChem CID

CHEMBL

Chemspider ID

Patent number

US2007196284EP1741450US2004009904WO2006095234US2008038750

Gmelin ID

ACToR Database

SureChEMBL Database

CompTox Database

Properties

Molecule Details

Wikipedia

Cyclam

Sigma Aldrich

259160

General description
Metal complexes of azamacrocycles are often more stable in vitro alternatives to open chain ligands.
Packaging
1, 5 g in poly bottle

86725

Other Notes
Synthesis of aza-macrocycles with pendant arms1,2,3,4

References

PubChem Literature

From Data Sources

• Complex with iron(II) triflate is an effective epoxidation catalyst: J. Am. Chem. Soc., 113, 7052 (1991).

• For use in synthesis of molecules with electroactive cavities, see (Ferrocenylmethyl)trimethylammonium iodide, 39399.

Bioactivity

PubChem BioAssay

Molecule

ID:87525