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US4454107A Expired / Lapsed US ⏱️ 0.0 years remaining

Tc99m-Phenida, radioscintigraphic agent for diagnosis of hepatoniliary disease

Assignee: Merck Frosst Canada and Co
•
Filing: 1982-08-30
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Granted: 1984-06-12
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Expires: 2002-08-30
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Abstract

Abstract This invention relates to novel derivatives of imino diacetic acid of the formula: <IMAGE> wherein R1 is selected from the group consisting of: <IMAGE> <IMAGE> +TR <IMAGE> wherein X is halo (chloro, bromo or iodo) and R2 is lower alkyl of from 1-5 carbon atoms. It also relates to a novel diagnostic kit for hepatobiliary imaging comprising ingredients employed in the intravenous injection of a complex of technetium 99m, and an imino diacetic acid of the above formula. It also relates to a process for preparing said compounds by reaction of nitrilotriacetic acid anhydride and an amine of the formula R1NH2 wherein R1 is as defined hereinabove.

Inventors

  • 👤 Richard E. Rolleston

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 14:47
CPC Classifications
A; A61; A61K; A61K51/00; A61K51/02; A61K51/04; A61K51/0404; A61K51/0406; A61K51/0474; A61K51/0478; C; C07; C07D; C07D265/00; C07D265/28; C07D265/30; C07D265/32; C07D277/00; C07D277/60; C07D277/62; C07D277/68; C07D277/82; A61K2123/00

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 33 words
An imino-diacetic acid compound of the formula: ##STR9## wherein R 1 is selected from the group consisting of: ##STR10## wherein X is halo and R 2 is loweralkyl of from 1-5 carbon atoms.
Claim 2
Dependent Claim 33 words
An imino-diacetic acid compound of the formula: ##STR9## wherein R 1 is selected from the group consisting of: ##STR10## wherein X is halo and R 2 is loweralkyl of from 1-5 carbon atoms.
Claim 3
Dependent Claim 9 words
A compound of claim 1 which is N-[N'-(4-chlorobenzothiazol-2-yl)carbamoylmethyl]iminodiacetic acid.
Claim 4
Dependent Claim 9 words
A compound of claim 1 which is N-[N'-(6-ethoxybenzothiazol-2-yl)carbamoylmethyl]iminodiacetic acid.
Claim 5
Dependent Claim 9 words
A compound of claim 1 which is N-[N'-{4-(6-methylbenzothiazol-2-yl)phenyl}carbamoylmethyl]iminodiacetic acid.
Claim 6
Dependent Claim 9 words
A compound of claim 1 which is N-[N'-{2-(2-chlorobenzoyl-4-chlorophenyl}carbamoylmethyl]iminodiacetic acid.
Claim 7
Dependent Claim 14 words
A compound according to claim 1 of the formula ##STR11## wherein X is halogen.
Claim 8
Dependent Claim 10 words
A compound according to claim 6 of the formula ##STR12##
Claim 9
Dependent Claim 20 words
A molecular complex comprising a mixture of technetium 99m, a compound of claim 1 and a water soluble stannous salt.
Claim 10
Dependent Claim 33 words
A diagnostic kit for the preparation of an injectable solution incorporating technetium 99m which comprises a container of a lyophilized mixture of a compound of claim 1 and a water soluble tin salt.
Claim 11
Dependent Claim 30 words
A diagnostic kit for the preparation of an injectable solution incorporating technetium 99m which comprises a container of a freeze-dried mixture of the compound of claim 1 and stannous chloride.
Claim 12
Dependent Claim 33 words
A diagnostic kit according to claim 9 in which the weight ratio of the components is from 10-100 parts by weight of N-[N'-(2-benzoyl-4-chlorophenyl)carbamoylmethyl]iminodiacetic acid and 1 part of tin as stannous chloride dihydrate.
Claim 13
Dependent Claim 23 words
A method for imaging the hepatobiliary system which comprises the intravenous administration of a sterile solution of a molecular complex of claim 8.

References Cited (Backward Citations)

GB1308793A Cited
US4017596A Cited
GB1545427A Cited
US4316883A Cited
US4318898A Cited
US4350674A Cited
GB2090252A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-06-12 1987-12-12 1988-06-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-06-12 1991-12-12 1992-06-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-06-12 1995-12-12 1996-06-12 $7700.00 Window Closed / Lapsed

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