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EP0271064A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

7-Amino-3-(substituted isoindolinium)methyl-3-cephem derivatives and process for their production

Assignee: MSD KK
•
Filing: 1987-12-08
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Granted: —
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Expires: 2007-12-08
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Abstract

Abstract A compound having the formula: <CHEM> wherein R<1> is an amino group or a protected amino group, R<2> is a hydrogen atom or a protecting group for a hydroxyl group, R<3> represents negative charge, a hydrogen atom or a protecting group for a carboxyl group, and n is 0 or 1, and a salt thereof.

Inventors

  • 👤 Susumu Nakagawa
  • 👤 Ryosuke Ushijima
  • 👤 Fumio Nakano
  • 👤 Koji Yamada
  • 👤 Eiichi Mano

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-04 04:10
CPC Classifications
C; C07; C07D; C07D501/00; C07D501/14; C07D501/16; C07D501/18; C07D501/20; C07D501/24; C07D501/38; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 54 words
A compound having the formula: wherein R¹ is an amino group or a protected amino group, R² is a hydrogen atom or a protecting group for a hydroxyl group, R³ represents negative charge, a hydrogen atom or a protecting group for a carboxyl group, and n is 0 or 1, and a salt thereof.
Claim 2
Dependent Claim 54 words
A compound having the formula: wherein R¹ is an amino group or a protected amino group, R² is a hydrogen atom or a protecting group for a hydroxyl group, R³ represents negative charge, a hydrogen atom or a protecting group for a carboxyl group, and n is 0 or 1, and a salt thereof.
Claim 3
Dependent Claim 52 words
The compound according to Claim 1, wherein R¹ is an amino group, a p-chlorobenzylideneamino group, a p-nitrobenzylideneamino group, a formylamino group, a tert-butoxycarbonylamino group, a chloroacetylamino group, a benzyloxycarbonylamino group, a tritylamino group, a benzylamino group, an α-naphthylideneamino group, a β-naphthylideneamino group, a phenylacetylamino group, a benzylideneamino group or a salicylideneamino group.
Claim 4
Dependent Claim 19 words
The compound according to Claim 1, wherein R² is a hydrogen atom, an acetyl group or a trimethylsilyl group.
Claim 5
Dependent Claim 14 words
The compound according to Claim 1, which is in the form of a solvate.
Claim 6
Dependent Claim 13 words
The compound according to Claim 1, which is 7-amino-3-(5,6-dihydroxy-2-methyl-2-isoindolinio)methyl-­3-cephem-4-carboxylate or a salt thereof.
Claim 7
Dependent Claim 14 words
The compound according to Claim 1, which is 7-amino-3-(5,6-dihydroxy-2-methyl-2-isoindolinio)methyl-­3-cephem-4-carboxylate hydrochloride or a solvate thereof.
Claim 8
Dependent Claim 14 words
The compound according to Claim 1, which is 7-amino-3-(5,6-dihydroxy-2-methyl-2-isoindolinio)methyl-­3-cephem-4-carboxylate dihydrochloride or a solvate thereof.
Claim 9
Dependent Claim 11 words
The compound according to Claim 1, which is p-methoxybenzyl 7-benzylideneamino-3-[5,6-­di(trimethylsilyloxy)-2-methyl-2-isoindolinio]methyl-3-­cephem-4-carboxylate iodide.
Claim 10
Dependent Claim 11 words
The compound according to Claim 1, which is benzhydryl 7-benzylideneamino-3-[5,6-di(trimethylsilyloxy)-2-methyl-­2-isoindolinio]methyl-3-cephem-4-carboxylate iodide.
Claim 11
Dependent Claim 9 words
The compound according to Claim 1, which is 7-phenylacetamido-3-(5,6-dihydroxy-2-methyl-2-­isoindolinio)methyl-3-cephem-4-carboxylate.
Claim 12
Dependent Claim 11 words
The compound according to Claim 1, which is p-methoxybenzyl 7-formamido-3-(5,6-dihydroxy-2-methyl-2-­isoindolinio)methyl-3-cephem-4-carboxylate iodide.
Claim 13
Dependent Claim 173 words
A process for producing a compound having the formula: wherein R¹ is an amino group or a protected amino group, R² is a hydrogen atom or a protecting group for a hydroxyl group, R³ represents negative charge, a hydrogen atom or a protecting group for a carboxyl group, and n is 0 or 1, and a salt thereof, which comprises reacting a compound having the formula: wherein R¹ and n are as defined above, R⁴ is a hydrogen atom or a protecting group for a carboxyl group, and X is a leaving group, or a salt thereof, with a compound having the formula: wherein R² is as defined above, or a salt thereof, to obtain a compound having the formula: wherein R¹, R², R⁴ and n are as defined above, and X⊖ is an anion, and if necessary, reducing the sulfoxide group of the compound of the formula II when n is 1, removing the protecting group, and/or converting the compound of the formula II to an intramolecular salt or to another salt.
Claim 14
Dependent Claim 173 words
A process for producing a compound having the formula: wherein R¹ is an amino group or a protected amino group, R² is a hydrogen atom or a protecting group for a hydroxyl group, R³ represents negative charge, a hydrogen atom or a protecting group for a carboxyl group, and n is 0 or 1, and a salt thereof, which comprises reacting a compound having the formula: wherein R¹ and n are as defined above, R⁴ is a hydrogen atom or a protecting group for a carboxyl group, and X is a leaving group, or a salt thereof, with a compound having the formula: wherein R² is as defined above, or a salt thereof, to obtain a compound having the formula: wherein R¹, R², R⁴ and n are as defined above, and X⊖ is an anion, and if necessary, reducing the sulfoxide group of the compound of the formula II when n is 1, removing the protecting group, and/or converting the compound of the formula II to an intramolecular salt or to another salt.

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