1,4,8,11-TETRAAZACYCLOTETRADECANE

1,4,8,11-TETRAAZACYCLOTETRADECANE Basic information
Product Name:1,4,8,11-TETRAAZACYCLOTETRADECANE
Synonyms:1,4,8-Tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecane;1,4,8-Tris(trifluoroacetyl)cyclaM;cyclaM, Methanol adduct;1,4,8,11-Tetraazacyclotetradecane 98% (GC);jm1498;CYCLAM;Cyclam, 98+%;1,4,8,11-TETRAAZACYCLOTETRADECANE
CAS:295-37-4
MF:C10H24N4
MW:200.32
EINECS:206-039-1
Product Categories:Ring Systems;organic amine;Azacrown Ethers;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry;Achiral Nitrogen;Cy-N
Mol File:295-37-4.mol
1,4,8,11-TETRAAZACYCLOTETRADECANE Structure
1,4,8,11-TETRAAZACYCLOTETRADECANE Chemical Properties
Melting point 184-186 °C (lit.)
Boiling point 328.07°C (rough estimate)
density 1.0203 (rough estimate)
refractive index 1.5200 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Dichloromethane, Methanol
pka10.90±0.20(Predicted)
form Fluffy Needle-Like Crystalline Powder
color White
Water Solubility Soluble in water.
Sensitive Air Sensitive
BRN 111811
InChIKeyMDAXKAUIABOHTD-UHFFFAOYSA-N
CAS DataBase Reference295-37-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS XA5254800
3-9-34
HS Code 29339900
ToxicityLD50 intraperitoneal in mouse: 371mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
1,4,8,11-TETRAAZACYCLOTETRADECANE Usage And Synthesis
Chemical Propertieswhite fluffy needle-like crystalline powder
UsesReagent used in the preparation of Plerixafor derivatives.
Uses1,4,8,11-Tetraazacyclotetradecane is macrocyclic ligand that is used as an antioxidant in rubber and has been shown to suppress oxidation catalyzed by some metal ions.
Uses1,4,8,11-Tetraazacyclotetradecane is used in the synthesis of molecules with electroactive cavities. It acts as a nitrogen crown ether analogue and as an antioxidant in rubber. It is also used in the preparation of plerixafor derivatives.
DefinitionChEBI: 1,4,8,11-tetraazacyclotetradecane is a saturated organic heteromonocyclic parent, a crown amine and an azacycloalkane. It derives from a hydride of a cyclotetradecane.
General Description1,4,8,11-Tetraazacyclotetradecane is an azamacrocycle that forms more stable metal complexes as compared to open chain ligands.
Purification MethodsPurify cyclam by recrystallisation from dioxane (white needles), and it sublimes above 120o. It has been distilled, b 132-140o/4-8mm. It forms complexes with metals and gives a sparingly soluble nitrate salt, m 205o(dec), which crystallises from H2O and is dried at 150o. [UV: Bosnich et al. Inorg Chem 4 1102 1963, van Alphen Recl Trav Chim Pays-Bas 56 343 1937, Beilstein 26 III/IV 1647.]
1,4,8,11-TETRAAZACYCLOTETRADECANE Preparation Products And Raw materials
Preparation Products1-[4,8-bis-(2,2,2-trifluoroacetyl)-1,4,8,11-tetraazacyclotetradec-1-yl]-2,2,2-trifluoroethanone, 1,4,8-tris(2,2,2-trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecane, 1,4,8-tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecane, N,N',N''-tris(trifluoroace-->4-((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)benzaldehyde trihydrochloride
1,4,8,11-Tetrakis(diethylaminocarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane 1,4,8,11-Tetrakis(aminocarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane,1,4,8,11-Tetraazacyclotetradecane-N,N',N'',N'''-tetraacetamide, min. 98% 1,4,8,11-TETRAAZA-CYCLOTETRADECANE-5,12-DIONE PLERIXAFOR CIS-1,4,8,11-PERHYDROTETRAAZAPYRENE 1-(9,10-ANTHRAQUINON-2-YL-METHYL)-1,4,8,11-TETRAAZACYCLOTETRADECANE 1,4,8,11-Tetrakis(dimethylaminocarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane 1,4,8,11-TETRAAZACYCLOTETRADECANE-5,7-DIONE 1,4,8,11-TETRAAZACYCLOTETRADECANE 1,4,8,11-Tetramethyl-1,4,8,11-tetraazacyclotetradecane,98%,1,4,8,11-TETRAMETHYL-1,4,8,11-TETRAAZACYCLOTETRADECANE 1 8-DIMETHYL-1 4 8 11-TETRAAZACYLCO- 1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane CYCLO(-BETA-ALA-GLY-BETA-ALA-GLY) 1-DODECYL-1,4,8,11-TETRAAZA-CYCLOTETRADECANE 1,8-Dibenzyl-1,4,8,11-tetraazacyclotetradecane 1-Benzyl-1,4,8,11-tetraazacyclotetradecane,N-Benzyl-1,4,8,11-tetraazacyclotetradecane, min. 98% 1,1'-[1,3-PHENYLENEBIS-(METHYLENE)]-BIS-(1,4,8,11-TETRAAZACYCLOTETRADECANE) OCTAHYDROCHLORIDE 1,4,8,11-TETRAAZACYCLOTETRADECANE-1,4,8,11-TETRAACETIC ACID TETRAHYDROCHLORIDE HYDRATE

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