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US4565688A Expired / Lapsed US ⏱️ 0.0 years remaining

Quaternized phthalocyanin derivatives

Assignee: Bayer Corp
•
Filing: 1983-11-14
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Granted: 1986-01-21
•
Expires: 2003-11-14
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Abstract

Abstract New phthalocyanin derivatives which can be used to differentiate basophils from other blood cells are disclosed. The compounds to which the present invention are quaternary salts of a substituted phthalocyanin structure wherein the substitutions are each independently hydrogen, sulfonate, or a C1-C7 hydrocarbon, optionally containing at least one heteroatom, with the proviso that at least one of them is <IMAGE> in which R1-R3 are each independently lower alkyls, cycloalkyls or olefins of which at least one is C2-C4 and two may join to form a ring; R4 is hydrogen or a C1-C3 alkyl; n is an integer from 1 to 6; M is a polyvalent metal ion. It is preferred that at least two and especially at least three substitutions have the structure so set forth.

Inventors

  • 👤 Michael J. Malin
  • 👤 Bernard Loev
  • 👤 Deng R. Hwang

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 19:10
CPC Classifications
C; C09; C09B; C09B47/00; C09B47/04; C09B47/32; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/5005; G01N33/5094

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 160 words
A compound having the formula ##STR8## wherein each of A 1 -A 4 , same or different, is hydrogen, sulfonate, hydroxyl or a C 1 -C 7 hydrocarbon, optionally containing at least one heteroatom, selected from alkoxy, cyano, carbalkoxy, a linear or branched, saturated or unsaturated aliphatic or cycloaliphatic hydrocarbon, an unsubstituted or substituted aryl or heteroaryl group, a benzyl radical or a benzyl substituted by oxygen or a nonalkylatable nitrogen or sulfur atom with the proviso that at least one of A 1 -A 4 is ##STR9## in which each of R 1 -R 3 , same or different, is lower alkyl, cycloalkyl or alkenyl, wherein at least one is C 2 -C 4 and two of R 1 -R 3 may join to form a ring; R 4 is hydrogen or a C 1 -C 3 alkyl; n is an integer from 2 to 6; M is a polyvalent metal ion; and X - is a water-soluble anion.
Claim 2
Dependent Claim 160 words
A compound having the formula ##STR8## wherein each of A 1 -A 4 , same or different, is hydrogen, sulfonate, hydroxyl or a C 1 -C 7 hydrocarbon, optionally containing at least one heteroatom, selected from alkoxy, cyano, carbalkoxy, a linear or branched, saturated or unsaturated aliphatic or cycloaliphatic hydrocarbon, an unsubstituted or substituted aryl or heteroaryl group, a benzyl radical or a benzyl substituted by oxygen or a nonalkylatable nitrogen or sulfur atom with the proviso that at least one of A 1 -A 4 is ##STR9## in which each of R 1 -R 3 , same or different, is lower alkyl, cycloalkyl or alkenyl, wherein at least one is C 2 -C 4 and two of R 1 -R 3 may join to form a ring; R 4 is hydrogen or a C 1 -C 3 alkyl; n is an integer from 2 to 6; M is a polyvalent metal ion; and X - is a water-soluble anion.
Claim 3
Dependent Claim 72 words
The compound of claim 1 wherein at least two of A 1 -A 4 are ##STR10## in which R 1 -R 3 are each independently lower alkyls of which at least one is a C 2 -C 4 alkyl; R 4 is hydrogen or a C 1 -C 3 alkyl; n is an integer from 2 to 6; M is a polyvalent metal ion; and X - is a water soluble anion.
Claim 4
Dependent Claim 72 words
The compound of claim 1 wherein at least three of A 1 -A 4 are ##STR11## in which R 1 -R 3 are each independently lower alkyls of which at least one is a C 2 -C 4 alkyl; R 4 is hydrogen or a C 1 -C 3 alkyl; n is an integer from 2 to 6; M is a polyvalent metal ion; and X - is a water soluble anion.
Claim 5
Dependent Claim 39 words
The compound of any one of claims 1, 2 or 3 wherein one of R 1 -R 3 is C 2 -C 4 and the other two are identical; R 4 is hydrogen; and n is 2 or 3.
Claim 6
Dependent Claim 26 words
The compound of any of claims 1, 2 or 3 wherein M is a polyvalent cation of copper, nickel, zinc, cobalt, magnesium, iron, manganese or chromium.
Claim 7
Dependent Claim 19 words
The compound of any of claims 1, 2 or 3 wherein X - is bromide, chloride, iodide or sulfate.
Claim 8
Dependent Claim 23 words
The compound of any of claims 1, 2 or 3 wherein at least one of R 1 -R 3 is ethyl or propyl.
Claim 9
Dependent Claim 78 words
A compound of claim 1 in which R 1 -R 3 are each independently lower alkyls of which at least one is ethyl, propyl or allyl and the other two are the same as each other; R 4 is hydrogen; n is 2 or 3; M is a polyvalent metal ion selected from cupric, nickel, zinc, cobalt, magnesium, ferric, ferrous, manganese or chromium; and X - is a water soluble anion selected from bromide, chloride, iodide or sulfate.
Claim 10
Dependent Claim 35 words
A composition for the determination of basophils in a sample, which composition comprises the compound of any of claims 1, 2, 3 or 8, lanthanum chloride and a surfactant effective to lyse red blood cells.

References Cited (Backward Citations)

US3210345A Cited
US3954392A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-01-20 1989-07-22 1990-01-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-01-20 1993-07-22 1994-01-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-01-20 1997-07-22 1998-01-21 $7700.00 Window Closed / Lapsed

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