Sarcophagine

Names
Preferred IUPAC name

3,6,10,13,16,19-Hexazabicyclo[6.6.6]icosane

Other names

Sar chelate

Identifiers

CAS Number

* 64189-50-0 Y[ChemSpider]

3D model (JSmol)

* Interactive image

ChemSpider |

* 4908238

PubChem CID

* 6394006

CompTox Dashboard (EPA)

* DTXSID30214390

InChI

* InChI=1S/C14H32N6/c1-2-16-8-14-11-19-5-3-17-9-13(7-15-1)10-18-4-6-20-12-14/h13-20H,1-12H2

Key: NVOVSXGZALWAFS-UHFFFAOYSA-N

SMILES

* C1CNCC2CNCCNCC(CN1)CNCCNC2

Properties

Chemical formula

| C14H32N6
Molar mass | 284.452 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Chemical compound

Sarcophagine (Sar) is a bicyclic cage-like metal chelator molecule[1] derived from cyclam. Chemical formula of sarcophagine is 3,6,10,13,16,19-hexaazabicyclo(6,6,6)icosane[2] and additional functional groups are often linked to this structure, such as in DiAmSar (1,8-diamino-Sar). This and many related hexadentate clathrochelates are prepared by template reactions.[3]

Chemical structure of DiAmSar

Sarcophagine derivatives are used, for example, as ligands in radiopharmaceuticals that require incorporating a radioactive metal cation into an organic and/or biological structure, such as an antibody.[4]

## References

[edit]

1. ^ Liu, Shuanglong; Li, Dan; Huang, Chiun-Wei; Yap, Li-Peng; Park, Ryan; Shan, Hong; Li, Zibo; Conti, Peter S. (2012). "The Efficient Synthesis and Biological Evaluation of Novel Bi-Functionalized Sarcophagine for 64Cu Radiopharmaceuticals". Theranostics. 2 (6): 589–596\. doi:10.7150/thno.4295. PMC 3381345. PMID 22737194. Retrieved 2017-10-06.
2. ^ Pubchem. "Diamsar chelate". pubchem.ncbi.nlm.nih.gov. Retrieved 2017-10-06.
3. ^ Gahan, L. R.; Harrowfield, J. M. (2015). "Sepulchrate: Four decades on". Polyhedron. 94: 1–51\. doi:10.1016/j.poly.2015.03.036.
4. ^ Liu, Shuanglong; Li, Zibo; Conti, Peter S. (2014-04-03). "Development of Multi-Functional Chelators Based on Sarcophagine Cages". Molecules. 19 (4): 4246–4255\. doi:10.3390/molecules19044246. PMC 6270798. PMID 24705567.

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency