# US 2014/0194497 A1 · Composition and method for scalp and hair treatment

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- Number: US 2014/0194497 A1
- Document ID: US20140194497A1
- Status: Published application
- Kind: A1
- Application number: 14/174,135
- Filed: 2014-02-06
- Published: 2014-07-10
- Earliest claimed: 2004-12-29
- Assignees: R-Tech Ueno, Ltd.
- Applicants: R-TECH Ueno, Ltd.
- Inventors: Masato IINO; Satoshi YAMAKI; Satoshi NAKANISHI; Masahiro TAJIMA; Ryuji UENO
- Web page: https://patentgrep.com/patent/US20140194497A1

## CPC

- C07D 319/06: not condensed with other rings
- A61K 8/365: Hydroxycarboxylic acids; Ketocarboxylic acids
- A61K 8/37: Esters of carboxylic acids
- A61K 8/4973: {with oxygen as the only hetero atom}
- A61K 8/498: {having 6-membered rings or their condensed derivatives, e.g. coumarin}
- A61K 9/0014: {Skin, i.e. galenical aspects of topical compositions (non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00)}
- A61K 9/06: Ointments; Bases therefor; {Other semi-solid forms, e.g. creams, sticks, gels (composition of ointments, creams or gels A61K47/00)}
- A61K 47/10: Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- A61P 17/00: Drugs for dermatological disorders
- A61P 17/14: for baldness or alopecia
- A61Q 5/006: {Antidandruff preparations}
- A61Q 7/00: Preparations for affecting hair growth
- C07C 69/734: Ethers
- C07D 317/30: Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- 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
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

Provided is a composition for scalp and hair treatment, including a menthol derivative and a prostaglandin compound having two hetero atoms at the 15 position. The composition of the present invention is effective not only for preventing dandruff and itchy scalp but also for preventing or treating hair loss, baldness, or hair thinness.

## Claims

### Claim 1

A method for treating itchy scalp and/or preventing dandruff, which comprises applying an effective amount of a composition to the scalp of a subject in need thereof, wherein the composition comprises L-menthol and a prostaglandin compound as shown by the following formula (I):
wherein L, M and N are hydrogen, hydroxy, halogen, lower alkyl, hydroxy(lower)alkyl, lower alkanoyloxy or oxo, wherein at least one of L and M is a group other than hydrogen, and the five-membered ring may have at least one double bond;
A is —CH3, or —CH2OH, —COCH2OH, —COOH or a functional derivative thereof;
B is —CH2—CH2—, —CH═CH— or —C≡C—;
Z1 and Z2 are oxygen, nitrogen or sulfur;
R2 and R3 are lower alkyl, which are optionally linked together to form lower alkylene;
R1 is a saturated or unsaturated bivalent lower or medium aliphatic hydrocarbon residue, which is unsubstituted or substituted with halogen, alkyl, hydroxy, oxo, aryl or heterocyclic group, and at least one of carbon atom in the aliphatic hydrocarbon is optionally substituted by oxygen, nitrogen or sulfur; and
Ra is a saturated or unsaturated lower or medium aliphatic hydrocarbon, which is unsubstituted or substituted with halogen, oxo, hydroxy, lower alkoxy, lower alkanoyloxy, cyclo(lower)alkyl, cyclo(lower)alkyloxy, aryl, aryloxy, heterocyclic group or heterocyclic-oxy group; lower alkoxy; lower alkanoyloxy; cyclo(lower)alkyl; cyclo(lower)alkyloxy; aryl; aryloxy; heterocyclic group; heterocyclic-oxy group.

### Claim 2 (depends on 1)

The method as described in claim 1, wherein the prostaglandin compound is represented by the formula (II):
wherein L, M, A, B, Z1, Z2, R1, R2 and R3 are the same as claim 1,
X1 and X2 are hydrogen, lower alkyl, or halogen;
R4 is a single bond or lower alkylene; and
R5 is lower alkyl, lower alkoxy, lower alkanoyloxy, cyclo(lower)alkyl, cyclo(lower)alkyloxy, aryl, aryloxy, heterocyclic group or heterocyclic-oxy group.

### Claim 3 (depends on 1)

The method as described in claim 1, wherein said prostaglandin compound is 13,14-dihydro-15,15-ethylenedioxy-20-ethyl-PGF2α isopropyl ester.

### Claim 4 (depends on 1)

The method as described in claim 1, wherein said prostaglandin compound is 13,14-dihydro-15,15-ethylenedioxy-17-phenyl-18,19,20-trinor-PGF2α isopropyl ester.

### Claim 5 (depends on 1)

The method as described in claim 1, wherein said prostaglandin compound is 13,14-dihydro-15,15-trimethylenedioxy-20-ethyl-PGF2α isopropyl ester.

### Claim 6 (depends on 1)

The method as described in claim 1, wherein said prostaglandin compound is 13,14-dihydro-15,15-dimethoxy-20-ethyl-PGF2α isopropyl ester.

### Claim 7 (depends on 1)

The method as described in claim 1, wherein said prostaglandin compound is 13,14-dihydro-15,15-ethylenedioxy-20-ethyl-PGF2α ethyl ester.

### Claim 8 (depends on 1)

The method as described in claim 1, wherein the method is for treating itchy scalp.

### Claim 9 (depends on 1)

The method as described in claim 1, wherein the method is for preventing dandruff.