1,4,8,11-TETRAAZACYCLOTETRADECANE
- CAS No.
- 295-37-4
- Chemical Name:
- 1,4,8,11-TETRAAZACYCLOTETRADECANE
- Synonyms
- CYCLAM;jm1498;Cyclam, 98+%;otetradecane;Compound PDK0168;Valine Impurity 134;1,4,8,11-TetraazacycL;Plerixafor Impurity 67;cyclaM, Methanol adduct;Plerixafor intermediate
- CBNumber:
- CB3136889
- Molecular Formula:
- C10H24N4
- Molecular Weight:
- 200.32
- MDL Number:
- MFCD00005105
- MOL File:
- 295-37-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| 1,4,8,11-Tetraazacyclotetradecane 98% (GC) | 259160 | 1g | $87.6 |
| 1,4,8,11-Tetraazacyclotetradecane 98% (GC) | 259160 | 5g | $213 |
| 1,4,8,11-Tetraazacyclotetradecane >98.0%(T) | T1597 | 1g | $69 |
| 1,4,8,11-Tetraazacyclotetradecane >98.0%(T) | T1597 | 5g | $234 |
| 1,4,8,11-Tetraazacyclotetradecane, min. 98% CYCLAM | 07-1959 | 250mg | $44 |
| More product size | |||
| 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 |
| pka | 10.90±0.20(Predicted) |
| form | Fluffy Needle-Like Crystalline Powder |
| color | White |
| Water Solubility | Soluble in water. |
| Sensitive | Air Sensitive |
| BRN | 111811 |
| InChI | InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2 |
| InChIKey | MDAXKAUIABOHTD-UHFFFAOYSA-N |
| SMILES | N1CCCNCCNCCCNCC1 |
| CAS DataBase Reference | 295-37-4(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | EP5AZ544VP |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | XA5254800 | |||||||||
| F | 3-9-34 | |||||||||
| HS Code | 29339900 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 |
|||||||||
| Toxicity | LD50 intraperitoneal in mouse: 371mg/kg | |||||||||
| NFPA 704 |
|
1,4,8,11-TETRAAZACYCLOTETRADECANE price More Price(54)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 259160 | 1,4,8,11-Tetraazacyclotetradecane 98% (GC) | 295-37-4 | 1g | $87.6 | 2026-03-19 | Buy |
| Sigma-Aldrich | 259160 | 1,4,8,11-Tetraazacyclotetradecane 98% (GC) | 295-37-4 | 5g | $213 | 2026-03-19 | Buy |
| TCI Chemical | T1597 | 1,4,8,11-Tetraazacyclotetradecane >98.0%(T) | 295-37-4 | 1g | $69 | 2026-03-19 | Buy |
| TCI Chemical | T1597 | 1,4,8,11-Tetraazacyclotetradecane >98.0%(T) | 295-37-4 | 5g | $234 | 2026-03-19 | Buy |
| Strem Chemicals | 07-1959 | 1,4,8,11-Tetraazacyclotetradecane, min. 98% CYCLAM | 295-37-4 | 250mg | $44 | 2024-03-01 | Buy |
1,4,8,11-TETRAAZACYCLOTETRADECANE Chemical Properties,Uses,Production
Chemical Properties
white fluffy needle-like crystalline powder
Uses
Reagent used in the preparation of Plerixafor derivatives.
Uses
1,4,8,11-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.
Uses
1,4,8,11-Tetraazacyclotetradecane is macrocyclic ligand that is used as an antioxidant in rubber and has been shown to suppress oxidation catalyzed by some metal ions.
Definition
ChEBI: 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 Description
1,4,8,11-Tetraazacyclotetradecane is an azamacrocycle that forms more stable metal complexes as compared to open chain ligands.
Synthesis
![1,4,8,11-Tetrakis[(4-methylphenyl)sulfonyl]-1,4,8,11-tetraazacyclotetradecane](/CAS2/GIF/71089-74-2.gif)
71089-74-2
295-37-4
The general procedure for the synthesis of 1,4,8,11-tetrakis[(4-methylphenyl)sulfonyl]-1,4,8,11-tetraazacyclotetradecane from 1,4,8,11-tetrakis(4-methylphenyl)sulfonyl]-1,4,8,11-tetraazacyclotetradecane is as follows: 1,4,8,11-tetra-tosyl-1,4,8,11-tetraazacyclotetradecane (13 mmol) was dissolved in 90% concentrated sulfuric acid, and the reaction was carried out at 100 °C The reaction was stirred for 48 hours at 100 °C. Upon completion of the reaction, the reaction mixture was cooled to 0°C. Subsequently, anhydrous ethanol (120 mL) and anhydrous ether (100 mL) were added dropwise to the reaction mixture to precipitate the solid product. The solid was collected by filtration and the filter cake was washed with a small amount of anhydrous ethanol and anhydrous ether, followed by vacuum drying. The resulting off-white solid was dissolved in 1 mol/L aqueous NaOH (90 mL) and extracted with chloroform (3 x 100 mL). The chloroform layers were combined and dried with anhydrous sodium sulfate overnight. Afterwards, the chloroform was removed by distillation under reduced pressure and the residue was vacuum dried to give a white solid product. Finally, the product was recrystallized from toluene to give 2.2 g of 1,4,8,11-tetraazacyclotetradecane in 85% yield. Mass spectral analysis of the product showed [M]+ = 200.3 m/e, 1H-NMR (400 MHz, CDCl3) δ ppm: 1.72 (t, 4H), 2.23 (s, 4H), 2.68 (s, 8H), 2.75 (t, 8H).
Purification Methods
Purify 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.]
References
[1] Patent: EP2163553, 2010, A1. Location in patent: Page/Page column 18-19
[2] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1987, vol. 36, # 2, p. 372 - 376
[3] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1987, # 2, p. 413 - 417
[4] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1990, vol. 26, # 3, p. 346 - 349
[5] Khimiya Geterotsiklicheskikh Soedinenii, 1990, # 3, p. 401 - 404
1,4,8,11-TETRAAZACYCLOTETRADECANE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| YiZheng HaiFan Chemical CO., LTD. | +86-13852506708 +86-13852506708 | zcw@yzhaifan.com | China | 55 | 58 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 13815 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21592 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29821 | 58 |
| Changzhou Ansciep Chemical Co., Ltd. | +86 519 86305871 | sales@ansciepchem.com | CHINA | 4241 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29795 | 58 |
| Shandong Hengshannuode Pharmaceutical Technology Co., Ltd. | +8615065888978 | admin@hsnordpharma.com | China | 92 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
View Lastest Price from 1,4,8,11-TETRAAZACYCLOTETRADECANE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-04-24 | 1,4,8,11-Tetraazacyclotetradecane
295-37-4
|
US $0.00 / kg/paper drum | 15kg/paper drum | 98% | 10 tons | YiZheng HaiFan Chemical CO., LTD. | |
 |
2023-11-13 | 1,4,8,11-Tetraazacyclotetradecane
295-37-4
|
US $3840.00 / Kg/Bag | 1Kg/Bag | 99% | 5 tons | Wuhan Boye Science And Technology Development Co., Ltd. | |
 |
2021-07-02 | 1,4,8,11-Tetraazacyclotetradecane 98% (GC)
295-37-4
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd |
-
- 1,4,8,11-Tetraazacyclotetradecane
295-37-4
- US $0.00 / kg/paper drum
- 98%
- YiZheng HaiFan Chemical CO., LTD.
-
- 1,4,8,11-Tetraazacyclotetradecane
295-37-4
- US $3840.00 / Kg/Bag
- 99%
- Wuhan Boye Science And Technology Development Co., Ltd.
-
- 1,4,8,11-Tetraazacyclotetradecane 98% (GC)
295-37-4
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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