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Cyclen

CAS No.
294-90-6
Chemical Name:
Cyclen
Synonyms
1,4,7,10-TETRAAZACYCLODODECANE;1,4,7,10-Tetrazacyclododecane;Gm-D;CYCLEN;NSC 629374;Cyclen,97%;Cyclen(M-100);Cyclen, >=99%;Kryptofix 11 aza;Cyclen≥ 99% (GC)
CBNumber:
CB5158782
Molecular Formula:
C8H20N4
Molecular Weight:
172.27
MDL Number:
MFCD00066281
MOL File:
294-90-6.mol
MSDS File:
SDS
Last updated:2024-05-14 16:41:43

Cyclen Properties

Melting point 110-113 °C (lit.)
Boiling point 292.61°C (rough estimate)
Density 1.0415 (rough estimate)
vapor pressure 0.004Pa at 20℃
refractive index 1.5872 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
pka 10.53±0.20(Predicted)
form Crystalline Powder
color Almost white to slightly yellow
Water Solubility almost transparency
BRN 606114
Stability hygroscopic
InChIKey QBPPRVHXOZRESW-UHFFFAOYSA-N
LogP -0.63 at 20℃
CAS DataBase Reference 294-90-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 964584YO2O

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06,GHS09
Signal word  Danger
Hazard statements  H302-H311-H314-H410
Precautionary statements  P260-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/38-36/37/38
Safety Statements  26-36
RIDADR  1759
WGK Germany  3
RTECS  XA5253000
3-9-34
Hazard Note  Irritant
HazardClass  8
PackingGroup  II
HS Code  29339900
NFPA 704
0
3 0

Cyclen price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 339652 Cyclen 97% 294-90-6 250mg $224 2024-03-01 Buy
TCI Chemical T1874 1,4,7,10-Tetraazacyclododecane >97.0%(GC)(T) 294-90-6 1g $28 2024-03-01 Buy
TCI Chemical T1874 1,4,7,10-Tetraazacyclododecane >97.0%(GC)(T) 294-90-6 5g $83 2024-03-01 Buy
Strem Chemicals 07-1941 1,4,7,10-Tetraazacyclododecane, min. 98% CYCLEN 294-90-6 1g $69 2024-03-01 Buy
Strem Chemicals 07-1941 1,4,7,10-Tetraazacyclododecane, min. 98% CYCLEN 294-90-6 5g $209 2024-03-01 Buy
Product number Packaging Price Buy
339652 250mg $224 Buy
T1874 1g $28 Buy
T1874 5g $83 Buy
07-1941 1g $69 Buy
07-1941 5g $209 Buy

Cyclen Chemical Properties,Uses,Production

Chemical Properties

almost white to slightly yellow crystalline powder, soluble in methanol, ethanol, dmso and other organic solvents, derived from stephania cepharantha.

Uses

Cyclen is an azamocrocycle, which can be used in the development of fluorescent nanosensors for the detection of metal ions.

Application

Cyclen (1,4,7,10-tetraazacyclododecane) is a 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.

Definition

ChEBI: 1,4,7,10-tetraazacyclododecane is an azacycloalkane that is cyclododecane in which the carbon atoms at positions 1, 4, 7 and 10 are replaced by nitrogen atoms. It is a saturated organic heteromonocyclic parent, a crown amine and an azacycloalkane.

Synthesis Reference(s)

Journal of the American Chemical Society, 96, p. 2268, 1974 DOI: 10.1021/ja00814a056

General Description

Cyclen is a microcyclic tetramine that can be used as a ligand that forms a co-ordination linkage with the surface metal cations. It can be used as a synthetic precursor. It can be prepared by S-alkylation of dithiooxamide with an excess amount of bromoethane.

Flammability and Explosibility

Not classified

Synthesis

Some syntheses exploit the Thorpe-Ingold effect to facilitate ring-formation. Illustrative is the reaction of the deprotonated tosylamides with ditosylates:
TsN(CH2CH2NTsNa)2 + TsN(CH2CH2OTs)2 → (TsNCH2CH2)4
The resulting macrocycle can be deprotected with strong acid. Base gives the tetramine.
High dilution conditions result in a low reaction rate penalty and this disadvantage is removed in an alternative procedure starting from triethylenetetraamine and dithiooxamide to a bisamidine – also a bis(imidazoline) – followed by reduction and ring expansion with DIBAL.
Synthesis of Cyclen
In one study cyclen is covalently bonded through a propylene molecular spacer to adenine and chelated with zinc diperchlorate. This complex is able to selectively bind uracil and uridine in a 1:2 ratio both through the adenine part and cyclen part of the molecule as evidenced by mass spectrometry.
wiki/Cyclen

10045-25-7
294-90-6
Synthesis of Cyclen from 1,4,7,10-TETRAAZACYCLODODECANE TETRAHYDROCHLORIDE
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View Lastest Price from Cyclen manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cyclen pictures 2024-05-17 Cyclen
294-90-6
US $30.00 / kg 1kg 99% 2000kg hebei hongtan Biotechnology Co., Ltd
Cyclen pictures 2024-05-17 Cyclen
294-90-6
US $0.00 / Kg/Drum 1KG 99% 100mt/year Jinan Finer Chemical Co., Ltd
	Cyclen pictures 2024-04-08 Cyclen
294-90-6
US $8.00-0.80 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
  • Cyclen pictures
  • Cyclen
    294-90-6
  • US $30.00 / kg
  • 99%
  • hebei hongtan Biotechnology Co., Ltd
  • Cyclen pictures
  • Cyclen
    294-90-6
  • US $0.00 / Kg/Drum
  • 99%
  • Jinan Finer Chemical Co., Ltd
  • 	Cyclen pictures
  • Cyclen
    294-90-6
  • US $8.00-0.80 / kg
  • 99%
  • Henan Fengda Chemical Co., Ltd
Cyclen,97% Kryptofix 11 aza 10-Tetraazacyclododecane Cyclen(M-100) Tetraaza-12-Crown-4 ( CYclen) Tetraazacyclododecane (Cyclen) Cyclen, 97% 250MG NSC 629374 Cyclen,1,4,7,10-Tetrazacyclododecane Cyclen ( 1,4,7,10-Tetraaza Cyclododecane) 1,4,7,10-TETRAAZACYCLODODECANE, 98.5% 1,4,7,10-TETRAAZACYCLODODECANEHCL 1,4,7,10-Tetraazacyclododecane( Cyclenine ) 1,4,7,10-Tetraazacyclododecane,98% CYCLEN Cyclen, >=99% Cyclen≥ 99% (GC) 1,4,7,10-Tetraazacyclododecane, min. 98% CYCLEN 1,4,7,10-Tetracyclododecane 1,4,7,1-Tetraazacyclododecane 1,4,7,10-Tetraazacyclododecane,min.98%CYCLEN 1,4,7,10-TETRAAZACYCLODODECANE(CYCLEN) 1,4,7,10-Tetraazacyclododecane 98% Tetraaza 12-crown-4 1,4,7,10-tetrazacyclododecane {Cyclene) Gm-D Gadobutrol Impurity 46 Gadobutrol Impurity 68 1,4,7,10-tetraazacyc Gadobutrol Impurity 39 CYCLEN wheel ring vine Ning 1,4,7,10-TETRAAZACYCLODODECANE 1,4,7,10-Tetrazacyclododecane Ring rattan, ning Gadobutrol Impurity 12 4HCl POTASSIUM SULFITE 10117-38-1 1,4,7,10-Tetraazacyclododecane (6CI, 8CI, 9CI, ACI) Gadobutrol Impurity 39 (Cyclen) 10-[(1SR,2RS)-2,3-dihydroxy-1- hydroxymethylpropyl]-1,4,7,10- tetraazacyclododecane-1,4,7-triacetic acid Gadolinium Butanol Impurity 27 Gadolinium Butanol Impurity 39 294-90-6 C8H20N4 C8H24N4 Chelation/Complexation Compounds Macrocycles for Host-Guest Chemistry Crown Ethers Synthetic Reagents Achiral Nitrogen Cy-N Other APIs API Crown Ethers Functional Materials organic amine Heterocycles Intermediates & Fine Chemicals Pharmaceuticals