Chemistry:PF-00446687

Short description: Experimental erectile dysfunction drug

PF-00446687

Identifiers
IUPAC name (3R,4R,5S)-1-([(3S,4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidin-3-yl]carbonyl)-3,5-dimethyl-4-phenylpiperidin-4-ol
CAS Number	862281-92-3 Y
PubChem CID	11328898
ChemSpider	24669573
UNII	63P236Z73I
Chemical and physical data
Formula	C28H36F2N2O2
Molar mass	470.593 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@@H]1CN(C[C@@H]([C@]1(c2ccccc2)O)C)C(=O)[C@@H]3CN(C[C@H]3c4ccc(cc4F)F)C(C)(C)C
InChI InChI=1S/C28H36F2N2O2/c1-18-14-31(15-19(2)28(18,34)20-9-7-6-8-10-20)26(33)24-17-32(27(3,4)5)16-23(24)22-12-11-21(29)13-25(22)30/h6-13,18-19,23-24,34H,14-17H2,1-5H3/t18-,19+,23-,24+,28-/m0/s1 Key:WHPJOAUPIZDJNX-AGGGUQDCSA-N

PF-00446687 is a drug developed by Pfizer for the treatment of erectile dysfunction, which is a non-peptide agonist selective for the melanocortin receptor subtype MC₄. It was found to be active in preliminary human trials, with the 200mg dose being of similar effectiveness to 100mg sildenafil, though lower doses were ineffective.

Research

While it is unclear whether PF-00446687 itself will be potent and effective enough to be developed for medical use, it has demonstrated that selectively targeting the MC₄ subtype can produce similar aphrodisiac effects to older non-selective peptide-based melanocortin receptor agonists like melanotan II and bremelanotide, without the side effects caused by action at the other melanocortin receptor subtypes.

See also

• PL-6983
• PF-219,061
• UK-414,495

External links

• Prosolution Plus Clinical Study

{{Navbox

| name = Sexual dysfunction pharmacotherapies
| title = Sexual dysfunction pharmacotherapies
| state = autocollapse
| bodyclass = hlist
| listclass = hlist

| group1 = Dopamine agonists
| list1 =

• Apomorphine
• Cabergoline
• Lisuride
• Pergolide
• Piribedil
• Pramipexole
• Quinagolide
• Ropinirole
• Rotigotine
• Terguride

| group2 = Melanocortin agonists
| list2 =

• Bremelanotide
• Melanotan II
• PL-6983

| group3 = PDE5 inhibitors
| list3 =

• Acetildenafil
• Aildenafil
• Avanafil
• Icariin
• Lodenafil
• Mirodenafil
• Nitrosoprodenafil
• Sildenafil
• Sulfoaildenafil
• Tadalafil
• Udenafil
• Vardenafil

| group4 = Sex steroids
| list4 =

• Androgens (e.g., [[testosterone, methyltestosterone, other anabolic steroids)
• Estrogens (e.g., [[estradiol, ethinylestradiol, conjugated equine estrogens (Premarin))
• Progestogens (e.g., [[progesterone, progestins)
• Mixed (e.g., tibolone)

| group5 = Others
| list5 =

• Afrodor (acecarbromal, quebracho, vitamin E)
• Alkyl nitrites
• Alprostadil
• Amantadine
• Bupropion
• Buspirone
• Cyproheptadine
• Dapoxetine
• Flibanserin
• Mirtazapine
• Moxisylyte
• Oxytocin
• Papaverine
• Phentolamine
• Psychostimulants (e.g., amphetamines, cocaine, methylphenidate)
• Rauwolscine (Rauvolfia)
• Trazodone
• Yohimbine (Yohimbe)

| below =

• See also: Drugs for erectile dysfunction and premature ejaculation

}}