DOTA
- Product Name
- DOTA
- CAS No.
- 60239-18-1
- Chemical Name
- DOTA
- Synonyms
- TETRAXETAN;1,4,7,10-TETRAAZACYCLODODECANE-1,4,7,10-TETRAACETIC ACID;2,2',2'',2'''-(1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetic acid;DOTA;TETRAAZA;98% DOTA;DOTADOTA;NSC 681107;DOTA, ≥97%;DOTA(M-140)
- CBNumber
- CB9398467
- Molecular Formula
- C16H28N4O8
- Formula Weight
- 404.42
- MOL File
- 60239-18-1.mol
DOTA Property
- Melting point:
- 267 °C
- Boiling point:
- 701.6±60.0 °C(Predicted)
- Density
- 1.321
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Water (Slightly, Heated), Methanol (Slightly)
- pka
- 2.16±0.10(Predicted)
- form
- Powder
- color
- white
- BRN
- 1186987
- Stability:
- Hygroscopic
- InChI
- InChI=1S/C16H28N4O8/c21-13(22)9-17-1-2-18(10-14(23)24)5-6-20(12-16(27)28)8-7-19(4-3-17)11-15(25)26/h1-12H2,(H,21,22)(H,23,24)(H,25,26)(H,27,28)
- InChIKey
- WDLRUFUQRNWCPK-UHFFFAOYSA-N
- SMILES
- N1(CC(O)=O)CCN(CC(O)=O)CCN(CC(O)=O)CCN(CC(O)=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.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 86734
- Product name
- 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid
- Purity
- ≥97.0% (CHN)
- Packaging
- 50mg
- Price
- $142
- Updated
- 2025/07/31
- Product number
- 86734
- Product name
- 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid
- Purity
- ≥97.0% (CHN)
- Packaging
- 250mg
- Price
- $153
- Updated
- 2025/07/31
- Product number
- 1652158
- Product name
- Tetraxetan
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 50mg
- Price
- $409
- Updated
- 2025/07/31
- Product number
- T1875
- Product name
- 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic Acid
- Purity
- >97.0%(T)
- Packaging
- 200mg
- Price
- $157
- Updated
- 2025/07/31
- Product number
- T1875
- Product name
- 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic Acid
- Purity
- >97.0%(T)
- Packaging
- 1g
- Price
- $552
- Updated
- 2025/07/31
DOTA Chemical Properties,Usage,Production
Chemical Properties
Colourless crystals
Uses
1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) is a macrocyclic complexing agent.
- It has been used for radiolabeling of carbon nanotube bioconjugates by chelating 64Cu radioisotope.
- DOTA can be activated with N-hydroxysulfosuccinimidyl for conjugation with monoclonal antibodies in clinical radioimmunotherapy.
- It can form complexes with gadolinium for application as MRI contrast agents.
- Metal complexes of DOTA-peptide conjugates can be used as therapeutic radiopharmaceuticals.
Uses
Bifunctional DOTA aconjugates to peptides and has become an established strategy for constructing target-specific metal containing agents including targeted MRI contrast agents and diagnostic and ther apeutic radiopharmaceuticals.
Definition
ChEBI: An azamacrocyle in which four nitrogen atoms at positions 1, 4, 7 and 10 of a twelve-membered ring are each substituted with a carboxymethyl group.
Synthesis
79-11-8
294-90-6
60239-18-1
To a three-necked flask, 1,4,7,10-tetraazacyclododecane (100 g, 0.58 mol) and 10 ml of deionized water were added and mixed with stirring. The pH of the reaction system was adjusted to 8.5 by slow dropwise addition of 30% potassium hydroxide solution.Subsequently, chloroacetic acid (263 g, 2.78 mol) was added and the pH was adjusted again to 8.5 using 30% potassium hydroxide solution.The reaction mixture was heated to 80 °C and kept for 24 h, during which time the pH was continually monitored and adjusted to maintain a pH value between 8.5 and 9. After completion of the reaction, it was cooled to room temperature and the pH was adjusted to 2 by adding concentrated hydrochloric acid, at which time a white precipitate was produced. The precipitate was collected by filtration and the filter cake was recrystallized from a mixed water-ethanol solution. The resulting crystals were washed with ethanol and ether in turn, and 183 g of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) crystals were obtained after drying with a yield of 78%.
References
[1] Journal of Labelled Compounds and Radiopharmaceuticals, 2003, vol. 46, # 3, p. 197 - 209
[2] Dalton Transactions, 2016, vol. 45, # 23, p. 9553 - 9564
[3] Patent: WO2014/114664, 2014, A1. Location in patent: Page/Page column 28-29
[4] Patent: WO2015/117911, 2015, A1. Location in patent: Paragraph 0081; 0082; 0083; 0084
[5] Patent: CN104447598, 2017, B. Location in patent: Paragraph 0096; 0098; 0099
DOTA Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from DOTA manufacturers
- Product
- 1,4,7,10-Tetraazacyclododecane- 1,4,7,10-tetraacetic-acid 60239-18-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2024-08-01
- Product
- DOTA 60239-18-1
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-29
- Product
- DOTA 60239-18-1
- Price
- US $35.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000kg/week
- Release date
- 2024-05-29