122555-91-3

Basic information

• Product Name: TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA
• Synonyms: TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA;TRI-T-BUTYL 1,4,7,10-TETRAAZACYCLODODECANE-1,4,7-TRIACETATE;1,4,7-Tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane;1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic Acid Tri-tert-butyl Ester;1,4,7,10-Tetraazacyclododecane-1,4,7-tris(t-butyl acetate)(DO3A-t-Butyl ester);DO3A-t-Bu-ester(M-130);1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic acid, tris(1,1-diMethylethyl) ester;1,4,7,10-TETRAAZACYCLODODECANE-1,4,7-TRIACETATE
• CAS NO: 122555-91-3
• Molecular Formula: C₂₆H₅₀N₄O₆
• Molecular Weight: 514.6984
• EINECS: 1592732-453-0
• Mol File: 122555-91-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 181-183℃
• Boiling Point: 561.6 °C at 760 mmHg
• Flash Point: 293.4 °C
• Appearance: /
• Density: 1.022
• Vapor Pressure: 1.22E-12mmHg at 25°C
• Refractive Index: 1.467
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.57±0.20(Predicted)
• Sensitive: Hygroscopic
• CAS DataBase Reference: TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA(CAS DataBase Reference)
• NIST Chemistry Reference: TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA(122555-91-3)
• EPA Substance Registry System: TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA(122555-91-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 122555-91-3(Hazardous Substances Data)

Usage

Uses

Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate with amide ligands bearing positively charged terbium complexes are used for sensitive detection of NADPH-dependent enzyme activities.

InChI:InChI=1/C26H50N4O6/c1-24(2,3)34-21(31)18-28-12-10-27-11-13-29(19-22(32)35-25(4,5)6)15-17-30(16-14-28)20-23(33)36-26(7,8)9/h27H,10-20H2,1-9H3

Upstream product

• 5292-43-3 bromoacetic acid tert-butyl ester 
• 294-90-6 1,4,7,10-tetraazacyclododecan 
• 1370451-46-9 C₉H₁₀N₂O₅S 
• 1370451-47-0 C₉H₁₀N₂O₅S 
• 1370451-48-1 C₁₁H₁₄N₂O₄S 
• 99055-45-5 1-(3-nitro-benzenesulfonyl)-aziridine 
• 43090-97-7 1-(4-nitro-benzenesulfonyl)-aziridine 
• 344951-08-2 1-[(2-Nitrophenyl)sulfonyl]aziridine 

Downstream Products

• 308124-45-0 1,4,7-tris(tert-butoxycarbonylmethyl)-10-{3-(N-methyl-N-tert-butoxycarbonylcarbamoylmethoxy)-4-[N,N-bis(ethoxycarbonylmethyl)amino]phenylcarbamoylmethyl}-1,4,7,10-tetraazacyclododecane 
• 405296-85-7 1-(4'-dimethylamino-2-acetophenone)-4,7,10-tris(tert-butoxycarboxymethyl)-1,4,7,10-tetraazacyclododecane 
• 405296-87-9 1-(2-oxo-2-phenylethyl)-4,7,10-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane 
• 405296-86-8 1-(2-(4-methoxyphenyl)-2-oxoethyl)-4,7,10-tris-(t-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane 
• 607706-70-7 4-nitrobenzyl DO₃A tert-butyl ester 
• 869286-20-4 [4,7-bis-tert-butoxycarbonylmethyl-10-({3-methoxy-4-[13-(2-methoxyphenyl)-1,4,10-trioxa-7,13-diazacyclopentadec-7-yl]phenylcarbamoyl}methyl)-1,4,7,10-tetraazacyclododec-1-yl]-acetic acid tert-butyl ester 
• 869286-21-5 [4,7-bis-tert-butoxycarbonylmethyl-10-({3-methoxy-4-[16-(2-methoxyphenyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]phenylcarbamoyl}methyl)-1,4,7,10-tetraazacyclododec-1-yl]acetic acid tert-butyl ester 
• 686289-96-3 benzoic acid 2-[3-(4,7,10-tris-tert-butoxycarbonylmethyl-1,4,7,10tetraaza-cyclododec-1-yl)-propyl]-phenyl ester 
• 686777-04-8 1,4,7-tris(tert-butylacetate)-1,4,7,10-tetraazacyclododecane-10-N-ε-acetylamide-N-α-carbobenzyloxy-L-lysine benzyl ester 
• 686777-00-4 1,4,7-tris(tert-butylacetate)-1,4,7,10-tetraazacyclododecane-10-N-α-carbobenzyloxy-p-bromoacetylamide-L-phenylalanine benzyl ester 
• 853130-40-2 10-{2-{[(4-methylphenyl)sulfonyl]amino}-2-oxoethyl}-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid tri(tert-butyl) ester 
• 853130-39-9 10-{2-{[(4-nitrophenyl)sulfonyl]amino}-2-oxoethyl}-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid tri(tert-butyl) ester 
• 114873-37-9 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid 
• 845962-50-7 4-(4,7,10-tris-tert-butoxycarbonylmethyl-1,4,7,10tetraaza-cyclododec-1-ylmethyl)-benzoic acid methyl ester 

Relevant articles and documents

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.

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