CIM-0216
Names
Preferred IUPAC name
2-(3,4-Dihydroquinolin-1(2H )-yl)-N -(5-methyl-1,2-oxazol-3-yl)-2-phenylacetamide
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
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
CC1=CC(=NO1)NC(=O)C(C2=CC=CC=C2)N3CCCC4=CC=CC=C43
Properties
Chemical formula
C 21 H 21 N 3 O 2
Molar mass
347.418 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word
Warning
Hazard statements
H302 , H315 , H319 , H335
Precautionary statements
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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 .
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
Blockers
TRPC
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
Blockers
TRPML
TRPP
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
Blockers
See also: Receptor/signaling modulators • Ion channel modulators