# US 12,760,010 B2 · 5-hydroxy-1,4-naphthalenedione for use in the treatment of cancer

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- Number: US 12,760,010 B2
- Document ID: US12760010B2
- Status: Granted
- Kind: B2
- Application number: 18/250,738
- Filed: 2021-10-26
- Published: 2024-01-18
- Granted: 2026-10-13
- Earliest claimed: 2020-10-26
- Assignees: Godavari Biorefineries Limited
- Applicants: Godavari Biorefineries Limited
- Inventors: Sandip Gavade; Sangeeta Srivastava; Prashant Kharkar; Maithili Athavale
- Web page: https://patentgrep.com/patent/US12760010B2

## CPC

- C07D 413/12: linked by a chain containing hetero atoms as chain links
- A61P 35/00: Antineoplastic agents
- C07C 217/24: the six-membered aromatic ring being part of a condensed ring system containing rings other than six-membered aromatic rings
- C07C 235/10: having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms not being part of nitro or nitroso groups
- C07D 265/30: not condensed with other rings
- C07D 317/64: Oxygen atoms
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The present invention discloses compounds for inhibition of uncontrolled cell proliferation particularly cancer stem cells. Particularly, the invention relates to compounds of Formula (I) to (IV) for the treatment of cancer.

## Claims

### Claim 1

A compound of Formula I:
wherein,
n is 1-6;
Q is O or -Q-(CH2)n-R is absent;
R1, R2, and R3 are each —H;
R4 is selected from —H,
R is selected from —COOH,
R6 is selected from —H,
represents point of attachment,
when R=—COOH, n=3 to 6 and R6 is selected from
wherein the compound is selected from any one of the following compounds:

### Claim 2 (depends on 1)

The compound as claimed in claim 1, wherein R6 is selected from,

### Claim 3 (depends on 1)

The compound as claimed in claim 1, wherein R6 is selected from

### Claim 4 (depends on 1)

The compound as claimed in claim 1, wherein R6 is

### Claim 5 (depends on 1)

A pharmaceutical composition for use in treatment of unregulated cell growth or cancer in combination with at least one standard therapy for treating cancer comprising the compound according to claim 1.

### Claim 6 (depends on 1)

A method of treating or inhibiting uncontrolled cell growth or cancer, the method comprising administering an effective amount of the compound as claimed in claim 1.

### Claim 7 (depends on 6)

The method as claimed in claim 6, wherein the cancer is breast, prostate, brain, blood, bone marrow, liver, pancreas, skin, kidney, colon, ovary, lung, testicle, penis, thyroid, parathyroid, pituitary, thymus, retina, uvea, conjunctiva, spleen, head, neck, trachea, gall bladder, rectum, salivary gland, adrenal gland, throat, esophagus, lymph nodes, sweat glands, sebaceous glands, muscle, heart, and stomach cancer.

### Claim 8

A pharmaceutical composition comprising a compound of Formula I:
wherein,
n is 1-6;
Q is O or -Q-(CH2)n-R is absent;
R1, R2, and R3 are each —H;
R4 is selected from —H,
R is selected from —COOH,
R6 is selected from —H,
* represents point of attachment,
when R=—COOH, n=3 to 6 and R6 is selected from
and at least one pharmaceutically acceptable excipient in the presence or absence of one or more active agent.

### Claim 9 (depends on 8)

A method of treating or inhibiting uncontrolled cell growth or cancer comprising administering an effective amount of the pharmaceutical composition as claimed in claim 8.

### Claim 10

A pharmaceutical composition for use in treatment of unregulated cell growth or cancer comprising a compound of Formula I:
wherein,
n is 1-6;
Q is O or -Q-(CH2)n-R is absent;
R1, R2, and R3 are each —H;
R4 is selected from —H,
R is selected from —COOH,
R6 is selected from —H,
* represents point of attachment,
when R=—COOH, n=3 to 6 and R6 is selected from