# US 8,772,475 B2 · AZA compounds and production method thereof, and metal complexes as MRI contrast agents

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- Number: US 8,772,475 B2
- Document ID: US8772475B2
- Status: Granted
- Kind: B2
- Application number: 12/743,777
- Filed: 2008-11-28
- Published: 2011-02-03
- Granted: 2014-07-08
- Earliest claimed: 2007-11-29
- Assignees: Canon Kabushiki Kaisha
- Applicants: Teruyuki Kondo; Hiroshi Tsujita; Zainul Abedin Siddique; Shingo Matsuki; Hiroki Miura; Hidehito Tochio; Tetsuya Matsuda; Michiko Narazaki; Hidetoshi Tsuzuki; Katsuaki Kuge; Yoshinori Tomida; Kimihiro Yoshimura; Tetsuya Yano
- Inventors: Teruyuki Kondo; Hiroshi Tsujita; Zainul Abedin Siddique; Shingo Matsuki; Hiroki Miura; Hidehito Tochio; Tetsuya Matsuda; Michiko Narazaki; Hidetoshi Tsuzuki; Katsuaki Kuge; Yoshinori Tomida; Kimihiro Yoshimura; Tetsuya Yano
- Web page: https://patentgrep.com/patent/US8772475B2

## CPC

- C07F 5/003: {without C-Metal linkages}
- A61K 49/106: {the complex-forming compound being cyclic, e.g. DOTA}
- C07D 255/02: not condensed with other rings
- C07D 257/02: not condensed with other rings
- C07D 259/00: Heterocyclic compounds containing rings having more than four nitrogen atoms as the only ring hetero atoms
- C07D 405/14: containing three or more hetero rings
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

A core of a cyclic structure represented by (—N—(CH2)n—)k is bonded to a dendrimer-type side chain with a specific branched structure at all nitrogen atoms in the core to produce a compound with a specific structure for producing a metal complex that exhibits a T1-reducing effect, and the resulting compound is coordinated to a metal ion that has a T1-reducing effect to obtain a metal complex that exhibits an excellent T1-reducing effect which is useful as an effective component of an MRI contrast agent and an MRI contrast agent using the same.

## Claims

### Claim 1

A metal complex compound represented by formula (1), which is coordinated to a metal ion selected from the group consisting of a lanthanoid ion, a manganese ion, a chromium ion, and an iron ion:
wherein φ represents a phenylene group.

### Claim 2 (depends on 1)

The metal complex compound according to claim 1, wherein the metal ion is a gadolinium ion.

### Claim 3 (depends on 1)

The metal complex compound according to claim 1, which comprises a chloride ion as a counter ion.