cyclen (1,4,7,10-tetraazacyclododecane)
Cyclen
CAS: 294-90-6
Molecular Formula: C8H20N4
cyclen (1,4,7,10-tetraazacyclododecane) - Names and Identifiers
| Name | Cyclen |
| Synonyms | Gm-D Cyclen Cyclen(M-100) Kryptofix 11 aza 10-Tetraazacyclododecane Tetraaza-12-Crown-4 ( CYclen) 1,4,7,10-Tetraazacyclododecane Tetraazacyclododecane (Cyclen) 1,4,7,10-tetraazoniacyclododecane cyclen (1,4,7,10-tetraazacyclododecane) 1,4,7,10-tetrazacyclododecane {Cyclene) |
| CAS | 294-90-6 |
| EINECS | 202-928-3 |
| InChI | InChI=1/C8H20N4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h9-12H,1-8H2/p+4 |
| InChIKey | QBPPRVHXOZRESW-UHFFFAOYSA-N |
cyclen (1,4,7,10-tetraazacyclododecane) - Physico-chemical Properties
| Molecular Formula | C8H20N4 |
| Molar Mass | 172.27 |
| Density | 1.0415 (rough estimate) |
| Melting Point | 110-113 °C (lit.) |
| Boling Point | 292.61°C (rough estimate) |
| Flash Point | 129.5°C |
| Water Solubility | almost transparency |
| Solubility | Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc. |
| Vapor Presure | 0.004Pa at 20℃ |
| Appearance | Powder |
| Color | Almost white to slightly yellow |
| BRN | 606114 |
| pKa | 10.53±0.20(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Stability | hygroscopic |
| Refractive Index | 1.5872 (estimate) |
| MDL | MFCD00066281 |
| Physical and Chemical Properties | White Crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the head of the flower (money hanging Turtle) root, the anti-hexaceae plant gold thread hanging turtle Stephania cepharana tha Hayata root caulis tenregard Cissampelos pareira L. The leaves of the non-floriferous stephena, Stephania glabra Miers, Umbelliferae, Von Willebrand Heracleum wallichii DC. The root of the South round of the ring Vine cycleatonsis Gagnep. Roots and rhizomes.. |
cyclen (1,4,7,10-tetraazacyclododecane) - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/38 - Irritating to eyes and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| UN IDs | 1759 |
| WGK Germany | 3 |
| RTECS | XA5253000 |
| FLUKA BRAND F CODES | 3-9-34 |
| HS Code | 29339900 |
| Hazard Note | Irritant |
| Hazard Class | 8 |
| Packing Group | II |
cyclen (1,4,7,10-tetraazacyclododecane) - Reference Information
| LogP | -0.63 at 20℃ |
| Introduction | Ari-tengning, whose chemical name is 1,4,7,10-tetraazacyclodecane, is an organic synthesis intermediate, especially a precursor compound for synthetic metal ion macrocyclic chelating agent. For example, rote tengning is used to synthesize the contrast agent Gadbutol, magnetic resonance imaging of the brain and spinal cord, which can accurately determine the exact location of tumors and other lesions. There is great potential in the field of medical research. |
| use | rostrinine is a very important intermediate for the synthesis of diagnostic reagents and therapeutic drugs. It has a wide range of uses, such as: used to remove stones in the human body, inhibit the loss caused by myocardial ischemia reperfusion, especially in the manufacture of magnetic resonance imaging (MRI), X-ray CT, ultrasound imaging and other medical imaging technology In terms of contrast agents and radiotherapy drugs for malignant tumors, Ribingin and its derivatives have shown extremely important application value. As the precursor of the macrocyclic chelating agent for the synthesis of metal ions, it can form a very stable complex with ions, especially with paramagnetic metal ions, such as the complex formed with gadolinium ions, which is used in the field of medical diagnosis. High toxicity caused by free ions is its safety feature. Rizantenin can be used to control blood pressure and lower blood pressure during anesthesia. |
| synthesis of | intermediate: in a drying reaction kettle, add DMF1600kg, diethylenetriamine 100kg, diethanolamine 100.2kg, potassium carbonate 1382kg, stir at 20-25 ℃ for 30min, start dropping benzenesulfonyl chloride, drop 1070kg at 20-25 ℃ for 3h, raise the temperature to 30 ℃ for reaction and stir for 3h, continue to raise the temperature to 110-115 ℃ for heat preservation reaction for 12h, DMF solvent is recovered under reduced pressure until it is dry, 2800kg of hot water is added into the reaction kettle, stirred at 80 ℃ for 2 hours, filtered while hot, the filter cake is washed with water until neutral, and dried to obtain 650kg of gray-white or light yellow solid intermediate with a yield of 91% (calculated by diethylenetriamine). Synthesis of carrica tengning: 650kg of intermediate and 3250kg of concentrated sulfuric acid are put into a drying reactor, heated to 90 ℃, reacted for 60h, kept warm, cooled to 20 ℃, began to drop 3000kg of anhydrous ethanol, stirred to precipitate a large amount of gray-white solid, rinsed with a small amount of anhydrous ethanol, the filter cake is put into a reactor filled with 2000kg of toluene, and 30% liquid alkali is added dropwise to adjust until the pH of the feed-liquid water layer is ≥ 11, and the pH, filter to remove the solid, then divide the aqueous phase of the lower layer of the liquid, start to concentrate the toluene liquid to 1/4, freeze to -2 ℃, filter out the solid crystals, and dry to obtain 104kg of carrica tengning product with a yield of 73%. |
| Biological activity | Cyclen is an analog of azacrown ether, which is a precursor for the preparation of magnetic resonance contrast agents and an effective intermediate for the preparation of macrocyclic chelates. |
Last Update：2024-04-09 20:52:54
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