From Wikipedia, the free encyclopedia
CIM-0216
Names
Preferred IUPAC name
2-(3,4-Dihydroquinolin-1(2H )-yl)-N -(5-methyl-1,2-oxazol-3-yl)-2-phenylacetamide
Identifiers
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
C 21 H 21 N 3 O 2
Molar mass
347.418 g·mol−1
Hazards
GHS labelling :
Warning
H302 ,
H315 ,
H319 ,
H335
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).
Chemical compound
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]
^ 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.
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
4,5-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
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