1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane
- CAS No.
- 157599-02-5
- Chemical Name:
- 1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane
- Synonyms
- DOTAM;TCMC;1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetamide;DOTA-Amide;1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacycl;1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane;2,2',2'',2'''-(1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetamide
- CBNumber:
- CB91569701
- Molecular Formula:
- C16H32N8O4
- Molecular Weight:
- 400.48
- MDL Number:
- MFCD09263318
- MOL File:
- 157599-02-5.mol
- MSDS File:
- SDS
| Melting point | >236°C (dec.) |
|---|---|
| Boiling point | 767.4±60.0 °C(Predicted) |
| Density | 1.211±0.06 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | Water (Slightly, Heated, Sonicated) |
| form | Solid |
| pka | 15.76±0.40(Predicted) |
| color | White to Off-White |
| Sensitive | Hygroscopic |
| InChI | InChI=1S/C16H32N8O4/c17-13(25)9-21-1-2-22(10-14(18)26)5-6-24(12-16(20)28)8-7-23(4-3-21)11-15(19)27/h1-12H2,(H2,17,25)(H2,18,26)(H2,19,27)(H2,20,28) |
| InChIKey | FQIHLPGWBOBPSG-UHFFFAOYSA-N |
| SMILES | N1(CC(N)=O)CCN(CC(N)=O)CCN(CC(N)=O)CCN(CC(N)=O)CC1 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| NFPA 704 |
|
1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane price More Price(27)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 43657 | DOTAM ≥98% | 157599-02-5 | 25mg | $25 | 2026-04-30 | Buy |
| Cayman Chemical | 43657 | DOTAM ≥98% | 157599-02-5 | 50mg | $38 | 2026-04-30 | Buy |
| Cayman Chemical | 43657 | DOTAM ≥98% | 157599-02-5 | 100mg | $55 | 2026-04-30 | Buy |
| Cayman Chemical | 43657 | DOTAM ≥98% | 157599-02-5 | 250mg | $125 | 2026-04-30 | Buy |
| ChemScene | CS-0128882 | DOTA-amide ≥97% | 157599-02-5 | 1g | $27 | 2026-06-04 | Buy |
1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane Chemical Properties,Uses,Production
Uses
DOTAM, can be used in the prepataion of Gadolinium(III) Complexes for Magnetic Resonance Imaging (MRI).
Synthesis
683-57-8
294-90-6
157599-02-5
General procedure for the synthesis of 2,2',2'',2''-(1,4,7,10-tetraazacyclododecane-1,4,7,10-tetra)tetraacetamide from 2-bromoacetamide and rotenone: In a 100 mL round-bottomed flask fitted with a reflux condenser and stirring bar, 1.4696 g of rotenone (8.5 mmol) was added. A mixture of 5.44 g 2-bromoacetamide (39.4 mmol, 4.6 eq.) and 4.5748 g triethylamine (44.9 mmol, 5.3 eq.) dissolved in 30 mL of anhydrous ethanol was subsequently added. The reaction mixture was refluxed at 80 °C for 4 h. A white precipitate gradually formed in the flask during the reaction. Upon completion of the reaction, the reaction was cooled to room temperature, the precipitate was decanted and transferred to a 250 mL round bottom flask. The precipitate was dissolved in 200 mL of hot 80% ethanol/20% water solvent mixture. The volume of the solution was concentrated to approximately 30% of the original volume using a rotary evaporator and the concentrate was subsequently placed in a refrigerator overnight to precipitate white crystals. The crystals were separated by filtration, transferred to a 50 mL round bottom flask and dried under vacuum on a Schlenk line for several hours to give the target product in 66% yield. The product was characterized by ESI-MS and NMR (1H NMR and 13C NMR): ESI-MS: m/z = 401.3 (100%), 402.3 (15%) [M + H]+; 423.4 (25%), 424.4 (<10%) [M + Na]+. 1H NMR (500 MHz, D2O), δ (ppm): 3.02 (s, amide side chain CH2, 8H), 2.57 (s, rotary tannin ring CH2, 16H).13C NMR (125 MHz, D2O), δ (ppm): 174.07 (carbonyl carbon), 55.86 (amide CH2), 50.42 (cyclic CH2).
References
[1] Patent: WO2015/38943, 2015, A1. Location in patent: Page/Page column 51; 52
[2] Angewandte Chemie, 1994, vol. 106, # 7, p. 824 - 826
[3] Helvetica Chimica Acta, 2005, vol. 88, # 5, p. 923 - 935
1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane Preparation Products And Raw materials
1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Chengrui Biotechnology Co., Ltd | 17316456674 15316859367 | 2472126714@qq.com | China | 312 | 58 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| T&W GROUP | 021-61551611 13296011611 | contact@trustwe.com | China | 9884 | 58 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Quzhou synpartner PharmaTech co.,ltd | 0570-3856196 13615701454 | Bella@synpartner.com | China | 67 | 65 |
| HangZhou YuHao Chemical Technology Co., Ltd. | 0571-82693216 | info@yuhaochemical.com | China | 1999 | 58 |
| Cool Pharm, Ltd | 021-60455363 18019463053 | sales@coolpharm.com | China | 8455 | 58 |
| Shanghai Send Pharmaceutical Technology Co., Ltd. | 021-58088081 18317173152 | Hailey@shsendpharm.com | China | 845 | 55 |
View Lastest Price from 1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-06-07 | DOTA-Amide
157599-02-5
|
10g | >95.00% | 10g | Xian confluore Biological Technology Co., Ltd. |
-
- DOTA-Amide
157599-02-5
- $0.00
- >95.00%
- Xian confluore Biological Technology Co., Ltd.
