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US4996312A Expired / Lapsed US ⏱️ 0.0 years remaining

Porphyrin derivatives, and their production and use

Assignee: Photochemical Co Ltd
•
Filing: 1989-04-19
•
Granted: 1991-02-26
•
Expires: 2009-04-19
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Abstract

Abstract A porphyrin compound of the formula:wherein R<sub>1</sub> and R<sub>2</sub> are each -CH=CH<sub>2</sub>, -CH<sub>2</sub>CH<sub>3</sub>, -CH(O-lower alkanoyl)CH<sub>3</sub>, -CH(OR)CH<sub>3</sub> or -CH(O-lower alkylene-OR)CH<sub>3</sub>; R<sub>3</sub> is -H, -COOH, -COO-lower alkyl, -COO-lower alkylene-OR or -COO-lower alkylene -OOC-Z; R<sub>4</sub> is -H, -lower alkyl or -lower alkylene-OR; R is -H, -lower alkyl or a residue of a polyfunctional carboxyl compound exluding a hydrogen atom therefrom; Z is a residue of the compound of the formula (I) excluding R<sub>3</sub> therefrom; A is -CH<sub>2</sub>- or-CO-; and the dotted line from the gamma-position indicates no bonding or a single direct bond; and the dotted line between the 7- and 8-positions indicates the presence of a single bond or a double bond; and its complexes with a metal(s) in the porphine skeleton and/or at the residue of the polyfunctional carboxyl compound, at least one of R<sub>1</sub>, R<sub>2</sub>, R<sub>3</sub> and R<sub>4</sub> being a group containing R which represents the residue of the polyfunctional carboxyl compound and R<sub>1</sub> being capable of representing 1-iodoethyl in addition to said meanings when R<sub>3</sub> is -COO-lower alkylene-OOC-Z, which shows a high accumulation in the locus of cancer with quick excretion from normal tissues.

Inventors

  • 👤 Isao Sakata
  • 👤 Susumu Nakajima
  • 👤 Koichi Koshimizu
  • 👤 Natsuki Samejima
  • 👤 Kazumi Inohara
  • 👤 Hiroyuki Takata
  • 👤 Hirohiko Yamauchi
  • 👤 Nobuo Ueda
  • 👤 Masaaki Hazue

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 19:16
CPC Classifications
C; C07; C07D; C07D403/00; C07D403/14; C07D487/00; C07D487/22

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 224 words
A condensation product of (a) a porphyrin compound of the formula: ##STR4## wherein R 1 and R 2 are each --CH═CH 2 , --CH 2 CH 3 , --CH(O-lower alkanoyl)CH 3 , --CH(OR)CH 3 or --CH(O-lower alkylene-OR)CH 3 ; R 3 is --H, --COOH, --COO-lower alkyl, --COO-lower alkylene-OR or --COO-lower alkylene-OOC-Z; R 4 is --H, -lower alkyl or -lower alkylene-OR; R is --H or -lower alkyl; Z is a residue of the compound of the formula (I) excluding R 3 therefrom; A is --CH 2 or --CO; and the dotted line from the gamma-position indicates no bonding or a single direct bond; the dotted line between the 7- and 8-positions indicates the presence of a single bond or a double bond; when R 3 is other than --COOH, at least one of R 1 , R 2 , R 3 and R 4 being a group containing R=--H; and when R 3 is --COO-lower alkylene-OOC-Z, R 1 being capable of representing 1-iodoethyl in addition to said meanings; with (b) a polyfunctional carboxyl compound, wherein the compound (b) is condensed with the side chain at the 6- or 7-position of the compound (a), the compound (b) is an amino acid and the condensation is made between a carboxyl group in the compound (a) and an amino group in the compound (b) through a carbonamide linkage.
Claim 2
Dependent Claim 224 words
A condensation product of (a) a porphyrin compound of the formula: ##STR4## wherein R 1 and R 2 are each --CH═CH 2 , --CH 2 CH 3 , --CH(O-lower alkanoyl)CH 3 , --CH(OR)CH 3 or --CH(O-lower alkylene-OR)CH 3 ; R 3 is --H, --COOH, --COO-lower alkyl, --COO-lower alkylene-OR or --COO-lower alkylene-OOC-Z; R 4 is --H, -lower alkyl or -lower alkylene-OR; R is --H or -lower alkyl; Z is a residue of the compound of the formula (I) excluding R 3 therefrom; A is --CH 2 or --CO; and the dotted line from the gamma-position indicates no bonding or a single direct bond; the dotted line between the 7- and 8-positions indicates the presence of a single bond or a double bond; when R 3 is other than --COOH, at least one of R 1 , R 2 , R 3 and R 4 being a group containing R=--H; and when R 3 is --COO-lower alkylene-OOC-Z, R 1 being capable of representing 1-iodoethyl in addition to said meanings; with (b) a polyfunctional carboxyl compound, wherein the compound (b) is condensed with the side chain at the 6- or 7-position of the compound (a), the compound (b) is an amino acid and the condensation is made between a carboxyl group in the compound (a) and an amino group in the compound (b) through a carbonamide linkage.
Claim 3
Dependent Claim 38 words
The condensation product according to claim 1 wherein A is --CH 2 --, the dotted line from the gamma-position indicates no bonding and the dotted line between the 7- and 8-positions indicates the presence of a double bond.
Claim 4
Dependent Claim 38 words
The condensation product according to claim 1 wherein A is --CO--, the dotted line from the gamma-position indicates a single direct bond and the dotted line between the 7- and 8-positions indicates the presence of a single bond.
Claim 5
Dependent Claim 13 words
The condensation product according to claim 1, wherein the amino acid is glycine.
Claim 6
Dependent Claim 14 words
The condensation product according to claim 1, wherein the amino acid is glutamic acid.

References Cited (Backward Citations)

US4649151A Cited
US4604241A Cited
US4634557A Cited
US4675338A Cited
US4849207A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-02-25 1994-08-27 1995-02-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-02-25 1998-08-27 1999-02-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-02-25 2002-08-27 2003-02-26 $7700.00 Window Closed / Lapsed

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