In re Wiggins

488 F.2d 538
CourtCourt of Customs and Patent Appeals
DecidedOctober 11, 1973
DocketPatent Appeal No. 8806
StatusPublished
Cited by26 cases

This text of 488 F.2d 538 (In re Wiggins) is published on Counsel Stack Legal Research, covering Court of Customs and Patent Appeals primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
In re Wiggins, 488 F.2d 538 (ccpa 1973).

Opinion

ALMOND, Senior Judge.

This is an appeal from the decision of the Patent Office Board of Appeals sustaining the examiner’s rejection of claims 1, 2 and 10 of appellants’ application1 directed to compounds use[539]*539ful for treating Parkinson’s disease. All these claims were rejected under 35 U. S.C. § 102(b) and claims 1 and 10 were rejected under 35 U.S.C. § 112. We reverse in part and affirm in part.

Invention

Appellants’ invention is most broadly set forth in claim 1 reproduced below:

1. A compound having anti-Par-kinsonism activity selected from the class consisting of compounds of the formula:

and pharmaceutically acceptable salts thereof, in which formula X is selected from the group consisting of oxygen and sulphur, Ri is selected from the group consisting of:

Rx represents lower alkyl and A represents a group selected from the class consisting of unsubstituted and methyl-substituted straight-chain alkylene of two to three chain carbon atoms;

represents a saturated hetero-cyclic group of five to seven ring atoms, from one to two nitrogen atoms, and up to one oxygen atom, and A represents a group selected from the class consisting of unsubstituted and methyl-substituted straight-chain alkylene of two to three chain carbon atoms; and

(C) R5 — (CH2)n—, wherein n is a positive whole number up to 2 and R5 is a saturated heterocyclic group of five to seven ring atoms, up to one oxygen atom and from one to two nitrogen atoms, said hetero-cyclic group containing a member selected from the group consisting'of unsubstituted and lower-alkyl-substituted basic ring nitrogen atoms spaced away from the adjacent carbonyl groups in the barbituric acid ring by from three to five carbon atoms;

and R2 is selected, when X is oxygen, from the group consisting of:

•(D) phenyl, halogenophenyl, hydroxy-phenyl, lower alkylphenyl and lower alkoxyphenyl; and when X is sulphur, from the group consisting of:

(E) phenyl, halogenophenyl, hydroxy-phenyl, lower alkylphenyl, lower alkoxyphenyl, cyclohexyl, benzyl and straight-chain and branched chain alkyls having from three to seven carbon atoms.

Dependent claim 2 is somewhat narrower in scope than claim 1 in its definition of Ri and R2. Claim 10 is directed to the “acid addition salt form” of the compound of claim 1.

When X is oxygen, the compounds embraced by claim 1 are referred to as “ox-obarbituric acids.” Similarly, when X is sulfur, the compounds are referred to as “thiobarbituric acids.” According to appellants’ specification, these compounds are useful for the treatment of Parkinson’s disease (paralysis agitans), a disease of the nervous system sometimes referred to as “shaking palsy.”

The compounds encompassed by the claims can, for the most part, be prepared by a process well known to the prior art involving the condensation of urea or thiourea with a disubstituted malonic ester in the presence of a refluxing solution of sodium in an alcohol [540]*540(a sodium alcohólate). The disubstitut-ed malonic ester has the formula:

wherein R is a lower alkyl group, preferably ethyl. Appellants term this process a “high temperature condensation.”

Appellants found that certain oxo- and thiobarbituric acids could not be prepared this way because the malonic ester required for the synthesis was unstable and decomposed in the refluxing solvent. The malonic esters susceptible to this decomposition are described by appellants as those having the formula:

group and A represents an unsubstituted or methyl-substituted straight-chain alkylene radical having 2 or 3 chain carbon atoms; or

represents a heterocyclic group containing from five to seven ring atoms and A represents an unsubstituted or methyl-substituted straight-chain alkylene radical having 2 or 3 chain carbon atoms; or

(C) R5 - (CH2) n wherein n is 1 or 2 and R5 represents 2-pyridyl or N-methyl-2-piperidinyl; and

Z represents hydrogen or at least one halogen, lower alkyl or lower alkoxy substituent, provided that when R represents a dimethylaminoalkyl group which is not substituted by methyl in the alpha position of the alkyl group, Z cannot represent hydrogen, but must be at least one halogen, lower alkyl or lower alkoxy substituent.

Appellants discovered that decomposition of the malonic ester could be avoided by carrying out the condensation at or below 30° C. However, at this temperature only the thiobarbituric acids could be obtained since urea, unlike thiourea, would not undergo condensation. Therefore, in order to obtain oxobarbituric acids which could not be prepared by the prior art process, appellants added yet another refinement to their process. First, they prepared the thiobarbituric acid analogue of the desired oxobarbitu-ric acid which was then oxidized by a known process to the corresponding oxo-barbituric acid. Appellants refer to this process as a “low temperature condensation.”

Opinion

Rejection Under § 112

In support of the rejection of claims 1 and 10 under § 112, the examiner, in his “Supplemental Examiner’s Answer On Remand,” made the following observations :

The definitions of “B Ñ —” and “Rs” are indefinite and too broad.

The definitions particularly point out the nature of only one, two, or three, of the five to seven ring atoms. The claims are indefinite as to what other ring atoms can be present. The claims are also indefinite as to what and how [541]*541many substituents the heterocyclic groups can have, if any. The claims are too broad in that there is no proper support for such rings as pyrazolid-inyl, isoxazolidinyl, oxadiazolidinyl, etc. — i. e. rings wherein the hetero-atoms are not separated by carbon atoms,.

* -X' * *x* * *

Re the rejection as failing to properly define the invention, appellants argue first that “a saturated hetero-cyclic group of . . . from one to two nitrogen atoms, and up to one oxygen atom” means “a saturated het-erocyclic group in which the hetero-atoms are all selected from the group consisting of from one to two nitrogen atoms and up to one oxygen atom”. Concededly, this is a possible construction of the language, but the language is open to other interpretations. * * Support for appellants’ construction may be found in the fact that the specification discloses only heterocyclic groups containing nitrogen or nitrogen and oxygen.

It would appear that the examiner was of the opinion that appellants were claiming an invention that was broader than any described in their specification (a 1st paragraph, § 112 rejection) and were not distinctly claiming that which they regarded as their invention (a 2nd paragraph, § 112 rejection). The board agreed with the examiner’s rejection, commenting, in part, as follows:

Appellants’ arguments do not persuade us of error in the Examiner’s rejection. The terminology employed is so loose as to be indefinite and to be entirely speculative as to the inclusion of groups forming final products having the therapeutic activity herein required. * * *
*- * * * ■» fl-

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Bluebook (online)
488 F.2d 538, Counsel Stack Legal Research, https://law.counselstack.com/opinion/in-re-wiggins-ccpa-1973.