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

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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

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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.

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N-Bromosuccinimide Price

TRC

Product number: D447910
Product name: DOTAM
Packaging: 250mg
Price: $140
Updated: 2021/12/16

Ark Pharm

Product number: AK103029
Product name: 2,2',2'',2'''-(1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetamide
Purity: 97%
Packaging: 100mg
Price: $11
Updated: 2021/12/16

AK Scientific

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

Matrix Scientific

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

AK Scientific

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

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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

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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

Xian confluore Biological Technology Co., Ltd.

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

157599-02-5, 1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecaneRelated Search:

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1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacyclododecane

1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetamide

2,2',2'',2'''-(1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetamide

DOTAM

DOTA-Amide

1,4,7,10-Tetrakis(aminocarbonylmethyl)-1,4,7,10-tetraazacycl

TCMC

157599-02-5

C16H32N8O4