cas 122555-91-3, TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA | Articles data ｜lookchem

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122555-91-3

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Development of hypoxia-sensitive Gd3+-based MRI contrast agents
Hypoxia occurs in various diseases, including cancer, ischemia, and acute and chronic vascular diseases. Here we describe the design and synthesis of the first hypoxia-sensitive MRI contrast agents, SAGds. SAGds showed a pH-dependent r1 relaxivity change associated with intramolecular chelation of the nitrogen atom of the sulfonamide moiety to the Gd3+ center. There was a correlation between the pKa of the r1 relaxivity change and the sum of the Hammett σ constants of substituents on the aromatic ring. Among the synthesized compounds, 4NO22MeOSAGd was selectively reduced to the amine by rat liver microsomes under hypoxic conditions, resulting in a 1.8-fold increment of the r1 relaxivity owing to the change in pKa of the arylsulfonamide moiety. This enhancement of the r 1 relaxivity could be clearly detected in T1-weighted MR images. Thus, 4NO22MeOSAGd is a 'smart' MRI contrast agent for the detection of hypoxia under physiological conditions.
Iwaki, Shimpei,Hanaoka, Kenjiro,Piao, Wen,Komatsu, Toru,Ueno, Tasuku,Terai, Takuya,Nagano, Tetsuo
supporting information; experimental part
p. 2798 - 2802
(2012/06/01)

SYNTHESIS OF TRIS N-ALKYLATED 1,4,7,10-TETRAAZACYCLODODECANES
A directly synthetic method for preparing tris-alkylated 1,4,7,10-tetraazacyclododecanes by the reactions of 1,4,7,10-tetraazacyclododecane (cyclen) and appropriate electrophiles is accomplished in high yield. The method provides operational convenience,
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Page/Page column 6

(2008/06/13)

A selective one-step synthesis of tris N-alkylated cyclens
A general one-step synthesis for tris N-alkylated cyclens with good yield and unprecedented selectivity is presented. Tris and 1,4-bis N-alkylated cyclens, as the only two major products are isolated. Furthermore, according to the single crystal X-ray str
Li, Cong,Wong, Wing-Tak
p. 5595 - 5601
(2007/10/03)

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Chemical Properties

Melting Point: 181-183℃
Boiling Point: 561.6 °C at 760 mmHg
Flash Point:293.4 °C
Density: 1.022 g/cm³
Storage Temp.:under inert gas (nitrogen or Argon) at 2–8 °C
Vapor Pressure: 1.22E-12mmHg at 25°C
Refractive Index: 1.467
PKA: 9.57±0.20(Predicted)
Sensitive: Hygroscopic
PSA: 100.65000
LogP: 1.66320

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