Bremelanotide is a molecule designed to treat low sexual desire in premenopausal women, specifically addressing generalized hypoactive sexual desire disorder (HSDD) without underlying medical, psychiatric, or relationship issues.
Bremelanotide is a cyclic heptapeptide lactam analogue of α-melanocyte-stimulating hormone (α-MSH) and acts as a non-selective agonist of the melanocortin receptors, primarily targeting the MC3 and MC4 receptors.
The development of bremelanotide began with studies in the 1960s that showed α-MSH induced sexual arousal in rats. By the 1980s, researchers at the University of Arizona were developing α-MSH analogs as potential sunless tanning agents, leading to the creation of melanotan-I and melanotan-II. Bremelanotide was synthesized as a metabolite of melanotan-II and was found to have a different structure, lacking the C-terminal amide group.
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| Other Names | Bremelanotide Acetate, Bremelanotide (Acetate), Vyleesi, PV2WI7495P |
|---|---|
| IUPAC Name | (3S, 6S, 9R, 12S, 15S, 23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2, 5, 8, 11, 14, 17-hexaoxo-1, 4, 7, 10, 13, 18-hexazacyclotricosane-23-carboxylic acid;acetic acid |
| CAS | 1607799-13-2 |
| Molecular Weight | 1085.2 |
| Molecular Formula | C52H72N14O12 |
| SMILES | CCCC[C@@H](C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC1=O)CC2=CN=CN2)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)C(=O)O)NC(=O)C.CC(=O)O |