ChemicalBook > CAS DataBase List > Cyclen

Cyclen

Product Name
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
Formula Weight
172.27
MOL File
294-90-6.mol
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Cyclen Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/38-36/37/38
Safety Statements 
26-36
RIDADR 
1759
WGK Germany 
3
RTECS 
XA5253000
F 
3-9-34
Hazard Note 
Irritant
HazardClass 
8
PackingGroup 
II
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H311Toxic in contact with skin

H314Causes severe skin burns and eye damage

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

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

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

Cyclen Preparation Products And Raw materials

Raw materials

Diethylenetriamine Diethanolamine Tosyl chloride Sodium Methoxide Ethyl acetate Hydrochloric acid Acetic acid Diisopropyl ether Pyridine Sulfuric acid

Preparation Products

TRI-TERT-BUTYL 1 4 7 10-TETRAAZACYCLODOD
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View Lastest Price from Cyclen manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Cyclen 294-90-6
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-29
hebei hongtan Biotechnology Co., Ltd
Product
Cyclen 294-90-6
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000kg
Release date
2024-05-14
Jinan Finer Chemical Co., Ltd
Product
Cyclen 294-90-6
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
100mt/year
Release date
2021-06-08

294-90-6, CyclenRelated Search:

N,N-Dimethyldodecylamine Dodecylbenzenesulphonic acid CYCLODODECANE Hexabromocyclododecane Dodecane 4-DODECYLPHENOL MIXTURE OF ISOMERS 1-Bromododecane PROCYAZINE DODECYLBENZENE CALCIUM DODECYLBENZENE SULFONATE CYCLEN TETRAHYDROCHLORIDE,CYCLEN-4HCL,1,4,7,10-Tetraazacyclododecane (Cyclen) tetrahydrochloride Gadoteric acid DOTA Gadoteridol HC TOXIN Gadobutrol CYCLEN-GLYOXAL 12-Crown-4

  • Cyclen,97%
  • Kryptofix 11 aza
  • 10-Tetraazacyclododecane
  • Cyclen(M-100)
  • Tetraaza-12-Crown-4 ( CYclen)
  • 1,4,7,10-tetrazacyclododecane {Cyclene)
  • 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 )
  • Gm-D
  • 1,4,7,10-Tetraazacyclododecane,98% CYCLEN
  • Cyclen, >=99%
  • Cyclen≥ 99% (GC)
  • 1,4,7,10-Tetraazacyclododecane, min. 98%
  • 1,4,7,10-TETRAAZACYCLODODECANE
  • CYCLEN
  • 1,4,7,10-Tetracyclododecane
  • 1,4,7,1-Tetraazacyclododecane
  • 1,4,7,10-Tetrazacyclododecane
  • 1,4,7,10-Tetraazacyclododecane,min.98%CYCLEN
  • 1,4,7,10-TETRAAZACYCLODODECANE(CYCLEN)
  • 1,4,7,10-Tetraazacyclododecane 98%
  • Tetraaza 12-crown-4
  • Gadobutrol Impurity 46
  • Gadobutrol Impurity 68
  • 1,4,7,10-tetraazacyc
  • Gadobutrol Impurity 39
  • CYCLEN wheel ring vine Ning
  • 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 39
  • Gadolinium Butanol Impurity 27
  • 294-90-6
  • C8H24N4
  • C8H20N4
  • Chelation/Complexation Compounds
  • Macrocycles for Host-Guest Chemistry
  • Crown Ethers
  • Synthetic Reagents
  • API
  • Crown Ethers
  • Functional Materials
  • organic amine
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Macrocycles for Host-Guest Chemistry
  • Ring Systems
  • Achiral Nitrogen