Cyclen

Names

[ CAS No. ]:
294-90-6

[ Name ]:
Cyclen

[Synonym ]:
Tetraaza-12-crown-4
T-12-M DM GM JMTJ
Cyclen
1,4,7,10-tetrazacyclododecane
MFCD00066281
1,4,7,10-Tetraazacyclododecane
5-26-11-00023 (Beilstein Handbook Reference)
[12]aneN4
1,4,7,12-tetraazacyclodedecane
EINECS 202-928-3

Biological Activity

[Description]:

Cyclen is the aza analogue of crown ether, used as a precursor for MRI contrast agents, and is an intermediate for the preparation of effective macrocyclic chelates[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Rashid HU, et al. Cyclen-based Gd3+ complexes as MRI contrast agents: Relaxivity enhancement and ligand design. Bioorg Med Chem. 2016 Nov 15;24(22):5663-5684.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
283.8±8.0 °C at 760 mmHg

[ Melting Point ]:
110-113 °C(lit.)

[ Molecular Formula ]:
C₈H₂₀N₄

[ Molecular Weight ]:
172.27

[ Flash Point ]:
129.5±13.5 °C

[ Exact Mass ]:
172.168793

[ PSA ]:
48.12000

[ LogP ]:
-2.34

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.424

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XA5253000

CHEMICAL NAME :: 1,4,7,10-Tetraazacyclododecane

CAS REGISTRY NUMBER :: 294-90-6

BEILSTEIN REFERENCE NO. :: 0606114

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C8-H20-N4

MOLECULAR WEIGHT :: 172.32

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 388 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NATWAY Naturwissenschaften. (Springer-Verlag, Heidelberger Platz 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.1- 1913- Volume(issue)/page/year: 70,201,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 435 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 19,425,1984

Safety Information

[ Symbol ]:

GHS05, GHS07, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H312-H314-H410

[ Precautionary Statements ]:
P273-P280-P305 + P351 + P338-P310-P501

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
XA5253000

[ Packaging Group ]:
I; II; III

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Discovery of new small molecules that influence neuroblast cell migration from the subventricular zone.

Bioorg. Med. Chem. Lett. 18 , 169-74, (2008)

Using SVZ (subventricular zone) tissue explants from one-day-old mice, we investigated the activity of new amino aromatic disulfide analogues and polyazamacrocycles on the migration of SVZ cells (neur...

Monopicolinate cyclen and cyclam derivatives for stable copper(II) complexation.

Inorg. Chem. 51(12) , 6916-27, (2012)

The syntheses of a new 1,4,7,10-tetraazacyclododecane (cyclen) derivative bearing a picolinate pendant arm (HL1), and its 1,4,8,11-tetraazacyclotetradecane (cyclam) analogue HL2, were achieved by usin...

Copper and cobalt complexes of octadentate azamacrocycles: spectrophotometric titration, stopped-flow kinetics and crystallographic study.

Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 83(1) , 525-31, (2011)

Details of complex formation kinetics are reported for tetrakis(2-hydroxyethyl) substituted cyclen (L(1)) and cyclam (L(2)) with Cu(II) and Co(II). Stopped-flow kinetics and spectroscopic titration me...