CIM-0216
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| Names
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Preferred IUPAC name
2-(3,4-Dihydroquinolin-1(2H)-yl)-N-(5-methyl-1,2-oxazol-3-yl)-2-phenylacetamide
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| Identifiers
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CAS Number
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3D model (JSmol)
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| ChEMBL
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| ChemSpider
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InChI=1S/C21H21N3O2/c1-15-14-19(23-26-15)22-21(25)20(17-9-3-2-4-10-17)24-13-7-11-16-8-5-6-12-18(16)24/h2-6,8-10,12,14,20H,7,11,13H2,1H3,(H,22,23,25) Key: KSEXDSJYVSEVGF-UHFFFAOYSA-N
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CC1=CC(=NO1)NC(=O)C(C2=CC=CC=C2)N3CCCC4=CC=CC=C43
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| Properties
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Chemical formula
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C21H21N3O2
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| Molar mass
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347.418 g·mol−1
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| Hazards
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| GHS labelling:
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Pictograms
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Signal word
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Warning
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Hazard statements
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H302, H315, H319, H335
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Precautionary statements
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P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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CIM-0216 is a chemical compound which acts as a potent and selective activator of the TRPM3 calcium channel. It produces nociception and inflammation and is used to study the function of the TRPM3 receptor in these processes.[1][2][3][4]
References
- ^ Held K, Kichko T, De Clercq K, Klaassen H, Van Bree R, Vanherck JC, et al. (March 2015). "Activation of TRPM3 by a potent synthetic ligand reveals a role in peptide release". Proceedings of the National Academy of Sciences of the United States of America. 112 (11): E1363-72. Bibcode:2015PNAS..112E1363H. doi:10.1073/pnas.1419845112. PMC 4371942. PMID 25733887.
- ^ Thiel G, Rubil S, Lesch A, Guethlein LA, Rössler OG (October 2017). "Transient receptor potential TRPM3 channels: Pharmacology, signaling, and biological functions". Pharmacological Research. 124: 92–99. doi:10.1016/j.phrs.2017.07.014. PMID 28720517.
- ^ Kelemen B, Lisztes E, Vladár A, Hanyicska M, Almássy J, Oláh A, et al. (April 2020). "Volatile anaesthetics inhibit the thermosensitive nociceptor ion channel transient receptor potential melastatin 3 (TRPM3)". Biochemical Pharmacology. 174: 113826. doi:10.1016/j.bcp.2020.113826. hdl:2437/278831. PMID 31987857.
- ^ Vangeel L, Benoit M, Miron Y, Miller PE, De Clercq K, Chaltin P, et al. (June 2020). "Functional expression and pharmacological modulation of TRPM3 in human sensory neurons". British Journal of Pharmacology. 177 (12): 2683–2695. doi:10.1111/bph.14994. PMC 7236075. PMID 31985045.
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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)
- 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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| Blockers | |
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See also: Receptor/signaling modulators • Ion channel modulators |