PF-04745637 |
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1-(4-chlorophenyl)-N-[(2R)-2-[4-hydroxy-4-(trifluoromethyl)piperidin-1-yl]-3-phenylpropyl]cyclopentane-1-carboxamide
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| Formula | C27H32ClF3N2O2 |
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| Molar mass | 509.01 g·mol−1 |
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| 3D model (JSmol) | |
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C1CCC(C1)(C2=CC=C(C=C2)Cl)C(=O)NC[C@@H](CC3=CC=CC=C3)N4CCC(CC4)(C(F)(F)F)O
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InChI=1S/C27H32ClF3N2O2/c28-22-10-8-21(9-11-22)25(12-4-5-13-25)24(34)32-19-23(18-20-6-2-1-3-7-20)33-16-14-26(35,15-17-33)27(29,30)31/h1-3,6-11,23,35H,4-5,12-19H2,(H,32,34)/t23-/m1/s1 Key:PAEBEJVPSADOMC-HSZRJFAPSA-N
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PF-04745637 is a drug which acts as a potent and selective antagonist for the TRPA1 receptor, with an IC50 of 17nM, vs ~3μM at the related TRPV1 and TRPM channels. It has antiinflammatory effects and was developed as a potential treatment for conditions such as atopic dermatitis.[1]
References
- ^ Pryde DC, Marron B, West CG, Reister S, Amato G, Yoger K, et al. (2016). "The discovery of a potent series of carboxamide TRPA1 antagonists". MedChemComm. 7 (11): 2145–58. doi:10.1039/C6MD00387G.
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| TRPA | | Activators |
- 4-Hydroxynonenal
- 4-Oxo-2-nonenal
- 5,6-EET
- 12S-HpETE
- 15-Deoxy-Δ12,14-prostaglandin J2
- α-Sanshool (ginger, Sichuan and melegueta peppers)
- Acrolein
- Allicin (garlic)
- Allyl isothiocyanate (mustard, radish, horseradish, wasabi)
- AM404
- ASP-7663
- Bradykinin
- Cannabichromene (cannabis)
- Cannabidiol (cannabis)
- Cannabigerol (cannabis)
- Cinnamaldehyde (cinnamon)
- CR gas (dibenzoxazepine; DBO)
- CS gas (2-chlorobenzal malononitrile)
- Cuminaldehyde (cumin)
- Curcumin (turmeric)
- Dehydroligustilide (celery)
- Diallyl disulfide
- Dicentrine (Lindera spp.)
- Farnesyl thiosalicylic acid
- Formalin
- Gingerols (ginger)
- Hepoxilin A3
- Hepoxilin B3
- Hydrogen peroxide
- Icilin
- Isothiocyanate
- JT-010
- Ligustilide (celery, Angelica acutiloba)
- Linalool (Sichuan pepper, thyme)
- Methylglyoxal
- Methyl salicylate (wintergreen)
- N-Methylmaleimide
- Nicotine (tobacco)
- Oleocanthal (olive oil)
- Paclitaxel (Pacific yew)
- Paracetamol (acetaminophen)
- PF-4840154
- Phenacyl chloride
- Polygodial (Dorrigo pepper)
- Shogaols (ginger, Sichuan and melegueta peppers)
- Tear gases
- Tetrahydrocannabinol (cannabis)
- Tetrahydrocannabiorcol
- Thiopropanal S-oxide (onion)
- Umbellulone (Umbellularia californica)
- WIN 55,212-2
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| Blockers | |
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| TRPC | |
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| TRPM | | Activators |
- ADP-ribose
- BCTC
- Calcium (intracellular)
- CIM-0216
- Cold
- Coolact P
- Cooling Agent 10
- Eucalyptol (eucalyptus)
- Frescolat MGA
- Frescolat ML
- Geraniol
- Hydroxycitronellal
- Icilin
- Linalool
- Menthol (mint)
- PMD 38
- Pregnenolone sulfate
- Rutamarin (Ruta graveolens)
- Steviol glycosides (e.g., stevioside) (Stevia rebaudiana)
- Sweet tastants (e.g., glucose, fructose, sucrose; indirectly)
- Thio-BCTC
- WS-12
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| Blockers | |
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| TRPML | |
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| TRPP | |
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| TRPV | | Activators |
- 2-APB
- 5,6-EET
- 9-HODE
- 9-oxoODE
- 12S-HETE
- 12S-HpETE
- 13-HODE
- 13-oxoODE
- 20-HETE
- α-Sanshool (ginger, Sichuan and melegueta peppers)
- Allicin (garlic)
- AM404
- Anandamide
- Bisandrographolide (Andrographis paniculata)
- Camphor (camphor laurel, rosemary, camphorweed, African blue basil, camphor basil)
- Cannabidiol (cannabis)
- Cannabidivarin (cannabis)
- Capsaicin (chili pepper)
- Carvacrol (oregano, thyme, pepperwort, wild bergamot, others)
- DHEA
- Diacyl glycerol
- Dihydrocapsaicin (chili pepper)
- Estradiol
- Eugenol (basil, clove)
- Evodiamine (Euodia ruticarpa)
- Gingerols (ginger)
- GSK1016790A
- Heat
- Hepoxilin A3
- Hepoxilin B3
- Homocapsaicin (chili pepper)
- Homodihydrocapsaicin (chili pepper)
- Incensole (incense)
- Lysophosphatidic acid
- Low pH (acidic conditions)
- Menthol (mint)
- N-Arachidonoyl dopamine
- N-Oleoyldopamine
- N-Oleoylethanolamide
- Nonivamide (PAVA) (PAVA spray)
- Nordihydrocapsaicin (chili pepper)
- Paclitaxel (Pacific yew)
- Paracetamol (acetaminophen)
- Phenylacetylrinvanil
- Phorbol esters (e.g., 4α-PDD)
- Piperine (black pepper, long pepper)
- Polygodial (Dorrigo pepper)
- Probenecid
- Protons
- RhTx
- Rutamarin (Ruta graveolens)
- Resiniferatoxin (RTX) (Euphorbia resinifera/pooissonii)
- Shogaols (ginger, Sichuan and melegueta peppers)
- Tetrahydrocannabivarin (cannabis)
- Thymol (thyme, oregano)
- Tinyatoxin (Euphorbia resinifera/pooissonii)
- Tramadol
- Vanillin (vanilla)
- Zucapsaicin
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See also: Receptor/signaling modulators • Ion channel modulators |