Use of indole compounds for fat reduction and skin and soft tissue tightening

A method for reducing a subcutaneous fat deposit in a subject having subcutaneous fat deposit comprising administering to a target site in the subcutaneous fat deposit a compound of formula (I):

• wherein
• R1 is hydrogen, C1-6 alkyl, hydroxyl, or —(CH2)x—CONH2;
• R2, R3, R4, R5, R6, and R7 are independently selected from hydrogen, C1-6alkyl, C1-6alkoxy, amino, substituted amino, halogen, heteroaryl, substituted heteroaryl, —(CH2)x—C(O)—OC1-6 alkyl, —(CH2)x—OH, —(CH2)x—CN, —OCH2C6H5, —OCOCH3, —(CH2)x—CONH2, —CHO, —(CH2)x—COOH, —(CH2)x—COOC1-6 alkyl, —(CH2)y—CO—COOH, and —(CH2)y—C(H)(OH)—COOH;
• or
• any two adjacent R4, R5, R6, and R7, together with the atoms they attach to, form a five to seven-membered carbocyclic ring;
• or
• R2 and R3, together with the atoms they attach to, form an unsubstituted or substituted five to seven-membered heterocyclyl ring;
• x is a number from zero to six;
• and
• y is a number from zero to six;
• or a pharmaceutically acceptable salt thereof.

A method selected from:

• (i) a method for treating an adipose tissue disorder an adipose tissue tumor or in a subject comprising locally administering to the subject a compound of Formula (I):
• wherein
• R1 is hydrogen, C1-6 alkyl, hydroxyl, or —(CH2)x—CONH2;
• R2, R3, R4, R5, R6, and R7 are independently selected from hydrogen, C1-6alkyl, C1-6alkoxy, amino, substituted amino, halogen, heteroaryl, substituted heteroaryl, —(CH2)x—C(O)—OC1-6 alkyl, —(CH2)x—OH, —(CH2)x—CN, —OCH2C6H5, —OCOCH3, —(CH2)x—CONH2, —CHO, —(CH2)x—COOH, —(CH2)x—COOC1-6 alkyl, —(CH2)y—CO—COOH, and —(CH2)y—C(H)(OH)—COOH;
• or
• any two adjacent R4, R5, R6, and R7, together with the atoms they attach to, form a five to seven-membered carbocyclic ring;
• or
• R2 and R3, together with the atoms they attach to, form an unsubstituted or substituted five to seven-membered heterocyclyl ring;
• x is a number from zero to six;
• and
• y is a number from zero to six;
• or a pharmaceutically acceptable salt thereof;
• (ii) a method for decreasing submental fat deposit under a skin area in a subject comprising administering to a target site in the fat deposit a compound of Formula (I):
• wherein
• R1 is hydrogen, C1-6 alkyl, hydroxyl, or —(CH2)x—CONH2;
• R2, R3, R4, R5, R6, and R7 are independently selected from hydrogen, C1-6alkyl, C1-6alkoxy, amino, substituted amino, halogen, heteroaryl, substituted heteroaryl, —(CH2)x—C(O)—OC1-6 alkyl, —(CH2)x—OH, —(CH2)x—CN, —OCH2C6H5, —OCOCH3, —(CH2)x—CONH2, —CHO, —(CH2)x—COOH, —(CH2)x—COOC1-6 alkyl, —(CH2)y—CO—COOH, and —(CH2)y—C(H)(OH)—COOH;
• or
• any two adjacent R4, R5, R6, and R7, together with the atoms they attach to, form a five to seven-membered carbocyclic ring;
• or
• R2 and R3, together with the atoms they attach to, form an unsubstituted or substituted five to seven-membered heterocyclyl ring;
• x is a number from zero to six;
• and
• y is a number from zero to six;
• or a pharmaceutically acceptable salt thereof;
• (iii) a method for preventing or reducing a skin condition associated with aging in a subject comprising locally administering to the subject a compound of Formula (I):
• wherein
• R1 is hydrogen, C1-6 alkyl, hydroxyl, or —(CH2)x—CONH2;
• R2, R3, R4, R5, R6, and R7 are independently selected from hydrogen, C1-6alkyl, C1-6alkoxy, amino, substituted amino, halogen, heteroaryl, substituted heteroaryl, —(CH2)x—C(O)—OC1-6 alkyl, —(CH2)x—OH, —(CH2)x—CN, —OCH2C6H5, —OCOCH3, —(CH2)x—CONH2, —CHO, —(CH2)x—COOH, —(CH2)x—COOC1-6 alkyl, —(CH2)y—CO—COOH, and —(CH2)y—C(H)(OH)—COOH;
• or
• any two adjacent R4, R5, R6, and R7, together with the atoms they attach to, form a five to seven-membered carbocyclic ring;
• or
• R2 and R3, together with the atoms they attach to, form an unsubstituted or substituted five to seven-membered heterocyclyl ring;
• x is a number from zero to six;
• and
• y is a number from zero to six;
• or a pharmaceutically acceptable salt thereof;
• and
• (iv) a method for treating sleep apnea in a subject comprising locally administering a compound of Formula (I),
• wherein the sleep apnea is caused by a fat deposit around a trachea in the subject;
• and
• the administration of the compound is to the fat deposit around the trachea;
• and
• wherein Formula (I) is:
• wherein
• R1 is hydrogen, C1-6 alkyl, hydroxyl, or —(CH2)x—CONH2;
• R2, R3, R4, R5, R6, and R7 are independently selected from hydrogen, C1-6alkyl, C1-6alkoxy, amino, substituted amino, halogen, heteroaryl, substituted heteroaryl, —(CH2)x—C(O)—OC1-6 alkyl, —(CH2)x—OH, —(CH2)x—CN, —OCH2C6H5, —OCOCH3, —(CH2)x—CONH2, —CHO, —(CH2)x—COOH, —(CH2)x—COOC1-6 alkyl, —(CH2)y—CO—COOH, and —(CH2)y—C(H)(OH)—COOH;
• or
• any two adjacent R4, R5, R6, and R7, together with the atoms they attach to, form a five to seven-membered carbocyclic ring;
• or
• R2 and R3, together with the atoms they attach to, form an unsubstituted or substituted five to seven-membered heterocyclyl ring;
• x is a number from zero to six;
• and
• y is a number from zero to six;
• or a pharmaceutically acceptable salt thereof.