# US 10,500,210 B2 · Compounds and methods for inducing chondrogenesis

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- Number: US 10,500,210 B2
- Document ID: US10500210B2
- Status: Granted
- Kind: B2
- Application number: 14/774,673
- Filed: 2014-03-13
- Published: 2016-02-18
- Granted: 2019-12-10
- Earliest claimed: 2013-03-15
- Assignees: The Scripps Research Institute
- Applicants: The Scripps Research Institute
- Inventors: Peter G. Schultz; Arnab K. Chatterjee; Shoutian Zhu; Joshua Payette; Hongchul Yoon; Baiyuan Yang
- Web page: https://patentgrep.com/patent/US10500210B2

## CPC

- A61K 31/54: having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K 31/18: Sulfonamides (compounds containing a para-N-benzene-sulfonyl-N- group A61K31/63)
- A61K 31/192: having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid {(cannabinoids A61K31/658)}
- A61K 31/194: having two or more carboxyl groups, e.g. succinic, maleic or phthalic acid
- A61K 31/196: the amino group being directly attached to a ring, e.g. anthranilic acid, mefenamic acid, diclofenac, chlorambucil
- A61K 31/24: having an amino or nitro group
- A61K 31/255: of sulfoxy acids or sulfur analogues thereof
- A61K 31/27: of carbamic or thiocarbamic acids, meprobamate, carbachol, neostigmine
- A61K 31/277: having a ring, e.g. verapamil
- A61K 31/357: having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
- A61K 31/36: Compounds containing methylenedioxyphenyl groups, e.g. sesamin
- A61K 31/365: Lactones
- A61K 31/402: 1-aryl substituted, e.g. piretanide
- A61K 31/4035: Isoindoles, e.g. phthalimide
- A61K 31/415: 1,2-Diazoles
- A61K 31/4164: 1,3-Diazoles
- A61K 31/42: Oxazoles
- A61K 31/426: 1,3-Thiazoles
- A61K 31/433: Thidiazoles
- A61K 31/44: Non condensed pyridines; Hydrogenated derivatives thereof
- A61K 31/495: having six-membered rings with two {or more} nitrogen atoms as the only ring heteroatoms, e.g. piperazine {or tetrazines}(A61K31/48 takes precedence {; with three nitrogen atoms A61K31/53})
- A61K 31/5375: 1,4-Oxazines, e.g. morpholine
- A61K 45/06: Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
- A61P 19/02: for joint disorders, e.g. arthritis, arthrosis
- A61P 29/02: without antiinflammatory effect
- A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C07C 233/66: having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
- C07C 233/69: of an acyclic saturated carbon skeleton
- C07C 233/73: of a carbon skeleton containing six-membered aromatic rings
- C07C 233/75: with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C 233/76: having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
- C07C 233/80: with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C 233/81: having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
- C07C 233/87: of a carbon skeleton containing six-membered aromatic rings
- C07C 235/52: having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
- C07C 235/60: having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C 235/84: with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C 237/22: having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated (peptides C07K)
- C07C 251/48: with the carbon atom of at least one of the oxyimino groups bound to a carbon atom of a six-membered aromatic ring
- C07C 255/60: at least one of the singly-bound nitrogen atoms being acylated
- C07C 271/20: to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
- C07C 275/42: being further substituted by carboxyl groups
- C07C 311/05: to acyclic carbon atoms of hydrocarbon radicals substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C 311/08: having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C 311/13: the carbon skeleton containing six-membered aromatic rings
- C07C 311/17: to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C 311/21: having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C 311/24: of an acyclic saturated carbon skeleton
- C07C 311/46: Y being a hydrogen or a carbon atom
- C07C 317/40: Y being a hydrogen or a carbon atom
- C07D 207/27: with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
- C07D 209/46: with an oxygen atom in position 1
- C07D 209/48: with oxygen atoms in positions 1 and 3, e.g. phthalimide
- C07D 213/79: Acids; Esters
- C07D 231/40: Acylated on said nitrogen atom
- C07D 233/64: with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
- C07D 261/14: Nitrogen atoms
- C07D 277/46: by carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D 285/135: Nitrogen atoms
- C07D 295/26: Sulfur atoms
- C07D 307/88: with one oxygen atom directly attached in position 1 or 3
- C07D 317/28: Radicals substituted by nitrogen atoms (nitro radicals C07D317/16)
- C07D 317/66: Nitrogen atoms not forming part of a nitro radical
- C07D 319/08: condensed with carbocyclic rings or ring systems
- C07D 319/18: Ethylenedioxybenzenes, not substituted on the hetero ring
- C12N 5/0655: {Chondrocytes; Cartilage}
- C12N 2506/1353: from bone marrow mesenchymal stem cells (BM-MSC)
- 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
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C12N: MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA (microbiological testing media C12Q1/00)

## Abstract

Described herein are compounds and compositions for the amelioration of arthritis or joint injuries by inducing mesenchymal stem cells into chondrocytes.

## Claims

### Claim 1

A compound or a pharmaceutically acceptable salt, solvate, prodrug, ester, N-oxide, stereoisomer, or isomer thereof:

### Claim 2 (depends on 1)

The compound of claim 1; wherein the compound is:

### Claim 3 (depends on 1)

A pharmaceutical composition comprising a compound of claim 1, or a pharmaceutically acceptable salt, solvate, prodrug, ester, N-oxide, stereoisomer, or isomer thereof, and a pharmaceutically acceptable excipient.

### Claim 4 (depends on 1)

A method of ameliorating arthritis or joint injury in a mammal, the method comprising administering to a joint of the mammal a composition comprising a therapeutically effective amount of a compound of claim 1, or pharmaceutically acceptable salt, solvate, prodrug, ester, N-oxide, stereoisomer, or isomer thereof.