# US 11,897,893 B2 · Molecular containers and methods of making and using same

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- Number: US 11,897,893 B2
- Document ID: US11897893B2
- Status: Granted
- Kind: B2
- Application number: 17/121,241
- Filed: 2020-12-14
- Published: 2021-07-08
- Granted: 2024-02-13
- Earliest claimed: 2010-10-13
- Assignees: University of Maryland, College Park
- Applicants: University of Maryland, College Park
- Inventors: Lyle David Isaacs; Volker Briken; Gaya Hettiarachchi; Da Ma; Duc M. Nguyen
- Web page: https://patentgrep.com/patent/US11897893B2

## CPC

- C07D 487/22: in which the condensed system contains four or more hetero rings
- A61K 31/122: having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
- A61K 31/787: containing heterocyclic rings having nitrogen as a ring hetero atom
- A61K 47/22: Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
- A61P 35/00: Antineoplastic agents
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

Acyclic CB[n]-type compounds, methods of making such compounds, and uses of the compounds. For example, these compounds can be used as nanocontainers to solubilize pharmaceutical agents. Also provided are compositions and methods of using them for therapy or prophylaxis of a wide variety of conditions for which therapy or prophylaxis is desirable.

## Claims

### Claim 1

A composition comprising a compound having the following structure:
or a salt, a partial salt, a hydrate, or a stereoisomer thereof,
wherein each R is independently hydrogen, C1 to C20 alkyl group, C3 to C20 carbocyclic group, C1 to C20 heterocyclic group, carboxylic acid group, ester group, amide group, hydroxy, or ether group;
wherein, optionally, adjacent R groups form a C3 to C20 carbocyclic ring or heterocyclic ring;
wherein each
is independently a C5 to C20 carbocyclic ring system or C2 to C20 heterocyclic ring system, wherein the ring system comprises one or more rings;
wherein at least one ring system has at least one solubilizing group selected from sulfonic acid group, sulfonate salt group, phosphonic acid group, phosphonate salt group, and polyethylene glycol group;
wherein, optionally, the ring system has a targeting group;
wherein n is 1 to 5,
wherein the composition is in the form of a powder for reconstitution.

### Claim 2 (depends on 1)

The composition of claim 1,
wherein each
in the compound is independently a C5 to C20 carbocyclic ring system having one of the following structures:
wherein at each occurrence of
R1 to R16 is independently hydrogen, C1 to C20 alkyl group, halo group, hydroxyl group, nitro group, carboxylic acid group, ester group, amide group, ether group, C3 to C20 carbocyclic group, or C1 to C20 heterocyclic group, provided that at least one of R1 to R16 in the compound has the following structure:
wherein LG is a linking group and X is the solubilizing group; and
wherein optionally one or more adjacent R1 to R16 groups are connected forming a carbocyclic ring or heterocyclic ring.

### Claim 3 (depends on 2)

The composition of claim 2, wherein in the compound
has the following structure:
wherein each I is 1 to 20.

### Claim 4 (depends on 2)

The composition of claim 2, wherein in the compound at least one of the R1 to R16 groups in the structure has the following structure:
and wherein LG is a linking group and wherein TG is the targeting group.

### Claim 5 (depends on 2)

The composition of claim 2, wherein in the compound the
groups are the same.

### Claim 6 (depends on 3)

The composition of claim 3, wherein the compound in the composition has one of the following structures:
wherein Z is a poly(ethylene glycol) (PEG) group having a molecular weight of 200 to 10,000.

### Claim 7 (depends on 3)

The composition of claim 3, wherein the compound in the composition has one of the following structures:
wherein A+ is H+, Na+, K+, Ca2+, Mg2+, Zn2+, H4N+, Et3NH+, Me4N+, (HOCH2CH2)3NH+, or a cationic form of ethylenediamine, piperazine, and trishydroxymethyl aminomethane (TRIS).

### Claim 8 (depends on 3)

The composition of claim 3, wherein the compound has the following structure:
wherein A+ is H+, Na+, K+, Ca2+, Mg2+, Zn2+, H4N+, Et3NH+, Me4N+, (HOCH2CH2)3NH+, or a cationic form of ethylenediamine, piperazine, and trishydroxymethyl aminomethane (TRIS).

### Claim 9 (depends on 8)

The composition of claim 8, wherein A+ is Na+.

### Claim 10 (depends on 3)

The composition of claim 3, wherein the compound has the following structure:
wherein A+ is H+, Na+, K+, Ca2+, Mg2+, Zn2+, H4N+, Et3NH+, Me4N+, (HOCH2CH2)3NH+, or a cationic form of ethylenediamine, piperazine, and trishydroxymethyl aminomethane (TRIS).

### Claim 11 (depends on 10)

The composition of claim 10, wherein A+ is Na+.

### Claim 12 (depends on 7)

The composition of claim 7, wherein A+ is Na+.