1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane
- Product Name
- 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
- TCMC;DOTAM;DOTA-Amide;1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetamide;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
- Formula Weight
- 400.48
- MOL File
- 157599-02-5.mol
1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- D447910
- Product name
- DOTAM
- Packaging
- 250mg
- Price
- $140
- Updated
- 2021/12/16
- Product number
- 7902AA
- Product name
- 2,2',2'',2'''-(1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetamide
- Packaging
- 1g
- Price
- $126
- Updated
- 2021/12/16
- Product number
- 095984
- Product name
- 2,2',2'',2'''-(1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetamide
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $303
- Updated
- 2021/12/16
- Product number
- 7902AA
- Product name
- 2,2',2'',2'''-(1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetamide
- Packaging
- 10g
- Price
- $411
- Updated
- 2021/12/16
- Product number
- CHM0375150
- Product name
- 1,4,7,10-TETRAKIS(AMINOCARBONYLMETHYL)-1,4,7,10-TETRAAZACYCLODODECANE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $503.29
- Updated
- 2021/12/16
1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane Chemical Properties,Usage,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
Raw materials
Preparation Products
1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane Suppliers
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View Lastest Price from 1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane manufacturers
- Product
- DOTA-Amide 157599-02-5
- Price
- US $0.00/g
- Min. Order
- 10g
- Purity
- >95.00%
- Supply Ability
- 10g
- Release date
- 2024-04-01