Compositions and methods for treating hair loss using non-naturally occurring prostaglandins

A method of growing hair, wherein the method comprises topically applying to mammalian skin a safe and effective amount of a composition comprising:

• A) an active ingredient selected from the group consisting of a prostaglandin F analog of the following structure:
• and pharmaceutically acceptable salts thereof;
• wherein R1 is selected from the group consisting of C(O)NHOH, CH2OH, S(O)2R3, C(O)NHR3, and C(O)NHS(O)2R4;
• R2 is selected from the group consisting of a hydrogen atom, a lower heterogeneous group, and a lower monovalent hydrocarbon group;
• R3 is selected from the group consisting of a monovalent hydrocarbon group, a heterogeneous group, a carbocyclic group, a heterocyclic group, an aromatic group, a heteroaromatic group, a substituted monovalent hydrocarbon group, a substituted heterogeneous group, a substituted carbocyclic group, a substituted heterocyclic group, a substituted aromatic group, and a substituted heteroaromatic group;
• R4 is selected from the group consisting of a monovalent hydrocarbon group, a heterogeneous group, a carbocyclic group, a heterocyclic group, an aromatic group, a heteroaromatic group, a substituted monovalent hydrocarbon group, a substituted heterogeneous group, a substituted carbocyclic group, a substituted heterocyclic group, a substituted aromatic group, and a substituted heteroaromatic group;
• X is selected from the group consisting of —C≡C—, a covalent bond, —CH═C═CH—, —CH═CH—, —CH═N—, —C(O)—, —C(O)Y—, —(CH2)n—, wherein n is 2 to 4, —CH2NH—, —CH2S—, and —CH2O—;
• Y is selected from the group consisting of a sulfur atom, an oxygen atom, and NH;
• and
• Z is selected from the group consisting of a carbocyclic group, a heterocyclic group, an aromatic group, a heteroaromatic group, a substituted carbocyclic group, a substituted heterocyclic group, a substituted aromatic group, and a substituted heteroaromatic group.

A method of growing hair, wherein the method comprises topically applying to mammalian skin a safe and effective amount of a composition comprising:

• A) an active ingredient selected from the group consisting of a prostaglandin F analog of the following structure:
• and pharmaceutically acceptable salts thereof;
• wherein R1 is selected from the group consisting of C(O)NHOH, C(O)NHR3, and C(O)NHS(O)2R4;
• R2 is a hydrogen atom;
• R3 is methyl, ethyl or isopropyl;
• R4 is phenyl or methyl;
• X is selected from the group consisting of —C≡C—, a covalent bond, —CH═C═CH—, —CH═CH—, —CH═N—, —C(O)—, —C(O)Y—, and —(CH2)n—, wherein n is 2 to 4;
• Y is selected from the group consisting of a sulfur atom, an oxygen atom, and NH;
• and
• Z is selected from the group consisting of a carbocyclic group, a heterocyclic group, an aromatic group, a heteroaromatic group, a substituted carbocyclic group, a substituted heterocyclic group, a substituted aromatic group, and a substituted heteroaromatic group.