# US 11,999,693 B2 · Synthetic sphingolipid-like molecules, drugs, methods of their synthesis and methods of treatment

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- Number: US 11,999,693 B2
- Document ID: US11999693B2
- Status: Granted
- Kind: B2
- Application number: 18/046,471
- Filed: 2022-10-13
- Published: 2023-04-20
- Granted: 2024-06-04
- Earliest claimed: 2015-09-24
- Assignees: The Regents of the University of California
- Applicants: The Regents of the University of California; The Université de Montréal
- Inventors: Aimee L. Edinger; Stephen Hanessian
- Web page: https://patentgrep.com/patent/US11999693B2

## CPC

- C07D 207/08: with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
- A61K 31/40: having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K 45/06: Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
- A61P 35/00: Antineoplastic agents
- C07D 207/06: with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
- 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

Small molecules comprised of azacyclic constrained sphingolipid-like compounds and methods of their synthesis are provided. Formulations and medicaments are also provided that are directed to the treatment of disease, such as, for example, neoplasms, cancers, and other diseases. Therapeutics are also provided containing a therapeutically effective dose of one or more small molecule compounds, present either as pharmaceutically effective salt or in pure form, including, but not limited to, formulations for oral, intravenous, or intramuscular administration.

## Claims

### Claim 1

A method for treating a cancer, comprising:
administering a pharmaceutical formulation to a human subject, the formulation containing:
or a pharmaceutically acceptable salt thereof.

### Claim 2 (depends on 1)

The method of claim 1, wherein the cancer is colon cancer.

### Claim 3 (depends on 1)

The method of claim 1, wherein the cancer is prostate cancer.

### Claim 4 (depends on 1)

The method of claim 1, wherein the cancer is lung cancer.

### Claim 5 (depends on 1)

The method of claim 1, wherein the cancer is pancreatic cancer.

### Claim 6 (depends on 1)

The method of claim 1, wherein the cancer is breast cancer.

### Claim 7 (depends on 1)

The method of claim 1, wherein the cancer is leukemia.

### Claim 8 (depends on 1)

The method of claim 1, wherein the pharmaceutical formulation is combined with methotrexate, gemcitabine, tamoxifen, taxol, docetaxel, enzalutamide, or a combination thereof.

### Claim 9 (depends on 1)

The method of claim 1, wherein the pharmaceutical formulation administration is oral, transdermal, transmucosal, or parenteral.