Prosecution Insights
Last updated: April 19, 2026
Application No. 18/455,109

TARGETED COVALENT INHIBITORS FOR CARBONIC ANHYDRASES

Non-Final OA §102§103§112
Filed
Aug 24, 2023
Examiner
PAK, JOHN D
Art Unit
1699
Tech Center
1600 — Biotechnology & Organic Chemistry
Assignee
VILNIUS UNIVERSITY
OA Round
1 (Non-Final)
52%
Grant Probability
Moderate
1-2
OA Rounds
3y 1m
To Grant
90%
With Interview

Examiner Intelligence

Grants 52% of resolved cases
52%
Career Allow Rate
512 granted / 986 resolved
-8.1% vs TC avg
Strong +38% interview lift
Without
With
+37.7%
Interview Lift
resolved cases with interview
Typical timeline
3y 1m
Avg Prosecution
47 currently pending
Career history
1033
Total Applications
across all art units

Statute-Specific Performance

§101
0.6%
-39.4% vs TC avg
§103
58.3%
+18.3% vs TC avg
§102
6.2%
-33.8% vs TC avg
§112
11.6%
-28.4% vs TC avg
Black line = Tech Center average estimate • Based on career data from 986 resolved cases

Office Action

§102 §103 §112
Notice of Pre-AIA or AIA Status The present application, filed on or after March 16, 2013, is being examined under the first inventor to file provisions of the AIA . Claims 1-5 are pending in this application. Applicant is advised that the following claim language changes would improve clarity: Claim 1, line 10: R1[,] and R2 [is] are each independently selected from the group consisting of R4, R5, R6, and R7 ; Claim 1, line 21: R3 is selected from the group consisting of R8,8 R9, R10, and R11. 35 USC 112 The following is a quotation of 35 U.S.C. 112(b): (b) CONCLUSION.—The specification shall conclude with one or more claims particularly pointing out and distinctly claiming the subject matter which the inventor or a joint inventor regards as the invention. The following is a quotation of 35 U.S.C. 112 (pre-AIA ), second paragraph: The specification shall conclude with one or more claims particularly pointing out and distinctly claiming the subject matter which the applicant regards as his invention. Claims 1-5 are rejected under 35 U.S.C. 112(b) or 35 U.S.C. 112 (pre-AIA ), second paragraph, as being indefinite for failing to particularly point out and distinctly claim the subject matter which the inventor or a joint inventor (or for applications subject to pre-AIA 35 U.S.C. 112, the applicant), regards as the invention. (1) In claims 1 and 3, “carbonic anhydrase target” (emphasis added) is ambiguous. Does it mean different carbonic anhydrase types, e.g., CA-I, CA-VI, CA-IX, CA-XV? Or does it mean a target of carbonic anhydrase? The meaning is not clear. (2) In claim 1, the phrase “compound that irreversibly binds to a carbonic anhydrase target as part of a pharmaceutical formulation” (emphasis added) is confusing. If the phrase were shortened to “compound that irreversibly binds to a carbonic anhydrase target For these reasons, the claims are deemed indefinite. Dependent claims are included because they do not cure the deficiencies of independent claim 1. Claim interpretation in view of indefiniteness issues For the purpose of applying prior art, “carbonic anhydrase target” is interpreted to include carbonic anhydrase types such as, for example, CA-I, CA-VI, CA-IX, CA-XV. For the purpose of applying prior art, “compound that irreversibly binds to a carbonic anhydrase target as part of a pharmaceutical formulation” (emphasis added) is interpreted to include compound that has such binding property. 35 USC 102/103 In the event the determination of the status of the application as subject to AIA 35 U.S.C. 102 and 103 (or as subject to pre-AIA 35 U.S.C. 102 and 103) is incorrect, any correction of the statutory basis (i.e., changing from AIA to pre-AIA ) for the rejection will not be considered a new ground of rejection if the prior art relied upon, and the rationale supporting the rejection, would be the same under either status. The following is a quotation of the appropriate paragraphs of 35 U.S.C. 102 that form the basis for the rejections under this section made in this Office action: A person shall be entitled to a patent unless – (a)(1) the claimed invention was patented, described in a printed publication, or in public use, on sale, or otherwise available to the public before the effective filing date of the claimed invention. The following is a quotation of 35 U.S.C. 103 which forms the basis for all obviousness rejections set forth in this Office action: A patent for a claimed invention may not be obtained, notwithstanding that the claimed invention is not identically disclosed as set forth in section 102, if the differences between the claimed invention and the prior art are such that the claimed invention as a whole would have been obvious before the effective filing date of the claimed invention to a person having ordinary skill in the art to which the claimed invention pertains. Patentability shall not be negated by the manner in which the invention was made. Claims 1 and 3-5 are rejected under 35 U.S.C. 102(a)(1) as anticipated by or, in the alternative, under 35 U.S.C. 103 as obvious over Matulis et al. (US 2015/0266900; hereinafter, Matulis). Matulis (US 2015/0266900) exemplifies the following compound designated as “compound 2e” as an inhibitor of carbonic anhydrase: 2-{[4-aminosulfonyl)-2,3,5,6-tetrafluorophenyl]sulfonyl}ethyl acetate. See Example 4, page 11; claims 6-7. Structure of this compound is provided by the Examiner here: PNG media_image1.png 156 316 media_image1.png Greyscale . Solvent was removed and this compound was purified by two times crystallization from water (paragraph 190). Matulis’s claims 8-11 are directed to a composition for use in control of conditions where inhibition of carbonic anhydrase is necessary, such as glaucoma, obesity. Instant claim 1 recites the language, “composition comprising an effective amount of a fluorinated benzenesulfonamide compound that irreversibly binds to a carbonic anhydrase target as part of a pharmaceutical formulation …” Instant claim 3 recites the language, “compound forms a vinylsulfone group in the presence of a nucleophilic amino acid of the carbonic anhydrase target and wherein the vinylsulfone group covalently binds to the nucleophilic amino acid of the carbonic anhydrase target.” These are descriptions of the compound’s function or property. Matulis exemplifies a composition of the same compound (shown above) by disclosing said compound purified in water (paragraph 190). Matulis further discloses a medicinal composition of his compounds (claims 8-11). Because the same exact compound is disclosed by Matulis as claimed in the instant application, the same function or property would necessarily be possessed by Matulis’s compound and composition. In the alternative, it would have been obvious to obtain a composition or pharmaceutical composition of Matulis’s compound 2e because Matulis teaches inhibition of carbonic anhydrase and treatment of conditions such as glaucoma and obesity. Compounds of instant application claims 1 and 3-5 read on Matulis’s compound 2e, which is encompassed by Matulis’s claim 6 and specifically recited in Matulis’s claim 7. Because Matulis’s fluorinated benzenesulfonamide compound is the same as Applicant’s fluorinated benzenesulfonamide compound, it would necessarily have the same function or property of irreversible binding to a carbonic anhydrase target or forming a vinylsulfone group in the presence of a nucleophilic amino acid of the carbonic anhydrase target, wherein the vinylsulfone group covalently binds to the nucleophilic amino acid of the carbonic anhydrase target. Therefore, the claimed invention, as a whole, would have been prima facie obvious to one of ordinary skill in the art before the effective filing date of the claimed invention, because every element of the invention and the claimed invention as a whole have been fairly disclosed or suggested by the teachings of the cited reference. 35 USC 103 Claims 1 and 3-5 are under 35 U.S.C. 103 as being unpatentable over Matulis (US 2015/0266900). Matulis (US 2015/0266900) exemplifies the following compound designated as “compound 2e” as an inhibitor of carbonic anhydrase: 2-{[4-aminosulfonyl)-2,3,5,6-tetrafluorophenyl]sulfonyl}ethyl acetate. See Example 4, page 11; claims 6-7. Structure of this compound is provided by the Examiner here: PNG media_image1.png 156 316 media_image1.png Greyscale . Solvent was removed and this compound was purified by two times crystallization from water (paragraph 190). Matulis’s claims 8-11 are directed to a composition for use in control of conditions where inhibition of carbonic anhydrase is necessary, such as glaucoma, obesity. Additionally, Matulis disclosed a genus of compounds wherein the acetate moiety can increase in chain length to propionate when n = 4, A is SO2R1, R1 is R5, R5 is CH2CH2 substituted by R8, R8 is R12, and R12 is methyl or ethyl. See Matulis’s claim 1. When R12 is ethyl, the resultant compound can be a variation of Matulis’s compound 2e, which is the first compound listed in Applicant’s claim 2, “2-((2,3,5,6-tetrafluoro-4-sulfamoylphenyl)sulfonyl)ethyl propionate.” Instant claim 1 recites the language, “composition comprising an effective amount of a fluorinated benzenesulfonamide compound that irreversibly binds to a carbonic anhydrase target as part of a pharmaceutical formulation …” Instant claim 3 recites the language, “compound forms a vinylsulfone group in the presence of a nucleophilic amino acid of the carbonic anhydrase target and wherein the vinylsulfone group covalently binds to the nucleophilic amino acid of the carbonic anhydrase target.” These are descriptions of the compound’s function or property. Matulis exemplifies a composition of the same compound (shown above) by disclosing said compound purified in water (paragraph 190). Matulis further discloses a medicinal composition of his compounds (claims 8-11). Because the same exact compound is disclosed by Matulis as claimed in the instant application, the same function or property would necessarily be possessed by Matulis’s compound and composition. It would have been obvious to obtain a composition or pharmaceutical composition of Matulis’s compound 2e or its propionate variation (as discussed above) because Matulis teaches inhibition of carbonic anhydrase and treatment of conditions such as glaucoma and obesity. Compounds of instant application claims 1-5 read on Matulis’s compound 2e and its propionate variation, which is encompassed by Matulis’s claim 6 and specifically recited in Matulis’s claim 7. Because Matulis’s fluorinated benzenesulfonamide compound is the same as Applicant’s fluorinated benzenesulfonamide compound, it would necessarily have the same function or property of irreversible binding to a carbonic anhydrase target or forming a vinylsulfone group in the presence of a nucleophilic amino acid of the carbonic anhydrase target, wherein the vinylsulfone group covalently binds to the nucleophilic amino acid of the carbonic anhydrase target. In this regard, it is well established that “[m]ere recognition of latent properties in the prior art does not render nonobvious an otherwise known invention.” In re Baxter Travenol Labs, 21 USPQ2d 1281, 1285 (Fed. Cir. 1991). In Baxter, the court held that even when the prior art did not expressly disclose hemolysis-suppression feature or property of a blood bag plasticizer, such unrecognized feature or property is insufficient for rebutting a prima facie case of obviousness over a prior art blood bag that utilized the same plasticizer. Id. Here, the facts are nearly identical in that ...... See also Ex parte Obiaya, 227 USPQ 58, 60 (Bd. Pat. App. & Int. 1985) (“The fact that appellant has recognized another advantage which would flow naturally from following the suggestion of the prior art cannot be the basis for patentability when the differences would otherwise be obvious”). Therefore, the claimed invention, as a whole, would have been prima facie obvious to one of ordinary skill in the art before the effective filing date of the claimed invention, because every element of the invention and the claimed invention as a whole have been fairly disclosed or suggested by the teachings of the cited reference. For these reasons, all claims are rejected at this time. No claim is allowed. Any inquiry concerning this communication or earlier communications from the Examiner should be directed to JOHN PAK whose telephone number is (571)272-0620. The Examiner can normally be reached on Monday to Friday from 8:30 AM to 5 PM. If attempts to reach the Examiner by telephone are unsuccessful, the Examiner's SPE, Fereydoun Sajjadi, can be reached on (571)272-3311. The fax phone number for the organization where this application or proceeding is assigned is (571)273-8300. Information regarding the status of an application may be obtained from Patent Center. Status information for published applications may be obtained from Patent Center. Status information for unpublished applications is available through Patent Center for authorized users only. Should you have questions about access to Patent Center, contact the Electronic Business Center (EBC) at 866-217-9197 (toll-free). Examiner interviews are available via telephone, in-person, and video conferencing using a USPTO supplied web-based collaboration tool. To schedule an interview, applicant is encouraged to use the USPTO Automated Interview Request (AIR) Form at https://www.uspto.gov/patents/uspto-automated- interview-request-air-form. /JOHN PAK/Primary Examiner, Art Unit 1699
Read full office action

Prosecution Timeline

Aug 24, 2023
Application Filed
Mar 07, 2026
Non-Final Rejection — §102, §103, §112 (current)

Precedent Cases

Applications granted by this same examiner with similar technology

Patent 12599136
SUBSTITUTED ISOPHTHALIC ACID DIAMIDES AND THEIR USE AS HERBICIDES
2y 5m to grant Granted Apr 14, 2026
Patent 12588680
AN INSECTICIDAL COMPOSITION BASED ON SAPONIFIED TALL OIL AND METHOD FOR PRODUCTION THEREOF
2y 5m to grant Granted Mar 31, 2026
Patent 12582119
FORMULATION AND COMPOSITION WHICH PROMOTE TARGETED POLLINATION BY BEES TOWARDS KIWI CROPS AND RELATED METHODS
2y 5m to grant Granted Mar 24, 2026
Patent 12582125
AN INSECTICIDAL COMPOSITION BASED ON SAPONIFIED TALL OIL AND METHOD FOR PRODUCTION THEREOF
2y 5m to grant Granted Mar 24, 2026
Patent 12568962
ADDITIVE INGREDIENTS OF SYNERGISTS AND SURFACTANTS PROVIDED IN A SINGLE-USE TRANSPORTER PREFERABLY FOR USE WITH WEED CONTROL, INSECT CONTROL AND MOLD REMOVAL COMPOSITIONS
2y 5m to grant Granted Mar 10, 2026
Study what changed to get past this examiner. Based on 5 most recent grants.

AI Strategy Recommendation

Get an AI-powered prosecution strategy using examiner precedents, rejection analysis, and claim mapping.
Powered by AI — typically takes 5-10 seconds

Prosecution Projections

1-2
Expected OA Rounds
52%
Grant Probability
90%
With Interview (+37.7%)
3y 1m
Median Time to Grant
Low
PTA Risk
Based on 986 resolved cases by this examiner. Grant probability derived from career allow rate.

Sign in with your work email

Enter your email to receive a magic link. No password needed.

Personal email addresses (Gmail, Yahoo, etc.) are not accepted.

Free tier: 3 strategy analyses per month