Synonym
JNJ16259685; JNJ 16259685; JNJ-16259685.
IUPAC/Chemical Name
(3,4-dihydro-2H-pyrano[2,3-b]quinolin-7-yl)(4-methoxycyclohexyl)methanone
InChi Key
QOTAQTRFJWLFCR-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H23NO3/c1-23-17-7-4-13(5-8-17)19(22)14-6-9-18-16(11-14)12-15-3-2-10-24-20(15)21-18/h6,9,11-13,17H,2-5,7-8,10H2,1H3
SMILES Code
O=C(C1=CC=C2N=C3C(CCCO3)=CC2=C1)C4CCC(OC)CC4
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
JNJ16259685 is a selective antagonist of mGlu1 receptor, and inhibits the synaptic activation of mGlu1 in a concentration-dependent manner with IC50 of 19 nM.
In vitro activity:
In primary cerebellar cultures, JNJ16259685 inhibited glutamate-mediated inositol phosphate production with an IC50 of 1.73+/-0.40 nM. These data show that JNJ16259685 is a selective mGlu1 receptor antagonist with excellent potencies in inhibiting mGlu1 receptor function and binding and in occupying the mGlu1 receptor after systemic administration.
Reference: Neuropharmacology. 2004 Dec;47(7):961-72. https://pubmed.ncbi.nlm.nih.gov/15555631/
In vivo activity:
JNJ16259685, a selective mGluR1 antagonist (negative allosteric modulator), was tested in assays of motor skill, and motor learning in rats and mice. JNJ16259685 dramatically reduced rearing behavior, exploration of a novel environment and lever pressing for a food reward (rat: 0.3 mg/kg; mouse: 1 mg/kg).
Reference: Pharmacol Biochem Behav. 2011 Apr;98(2):181-7. https://pubmed.ncbi.nlm.nih.gov/21122808/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
54.1 |
166.16 |
| Ethanol |
32.5 |
100.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
325.41
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Fukunaga I, Yeo CH, Batchelor AM. Potent and specific action of the mGlu1 antagonists YM-298198 and JNJ16259685 on synaptic transmission in rat cerebellar slices. Br J Pharmacol. 2007 Jul;151(6):870-6. doi: 10.1038/sj.bjp.0707286. Epub 2007 May 14. PMID: 17502847; PMCID: PMC2014124.
2. Lavreysen H, Wouters R, Bischoff F, Nóbrega Pereira S, Langlois X, Blokland S, Somers M, Dillen L, Lesage AS. JNJ16259685, a highly potent, selective and systemically active mGlu1 receptor antagonist. Neuropharmacology. 2004 Dec;47(7):961-72. doi: 10.1016/j.neuropharm.2004.08.007. PMID: 15555631.
3. Hodgson RA, Hyde LA, Guthrie DH, Cohen-Williams ME, Leach PT, Kazdoba TM, Bleickardt CJ, Lu SX, Parker EM, Varty GB. Characterization of the selective mGluR1 antagonist, JNJ16259685, in rodent models of movement and coordination. Pharmacol Biochem Behav. 2011 Apr;98(2):181-7. doi: 10.1016/j.pbb.2010.11.018. Epub 2010 Nov 28. PMID: 21122808.
4. Navarro JF, De Castro V, Martín-López M. JNJ16259685, a selective mGlu1 antagonist, suppresses isolation-induced aggression in male mice. Eur J Pharmacol. 2008 May 31;586(1-3):217-20. doi: 10.1016/j.ejphar.2008.02.070. Epub 2008 Feb 29. PMID: 18367165.
In vitro protocol:
1. Fukunaga I, Yeo CH, Batchelor AM. Potent and specific action of the mGlu1 antagonists YM-298198 and JNJ16259685 on synaptic transmission in rat cerebellar slices. Br J Pharmacol. 2007 Jul;151(6):870-6. doi: 10.1038/sj.bjp.0707286. Epub 2007 May 14. PMID: 17502847; PMCID: PMC2014124.
2. Lavreysen H, Wouters R, Bischoff F, Nóbrega Pereira S, Langlois X, Blokland S, Somers M, Dillen L, Lesage AS. JNJ16259685, a highly potent, selective and systemically active mGlu1 receptor antagonist. Neuropharmacology. 2004 Dec;47(7):961-72. doi: 10.1016/j.neuropharm.2004.08.007. PMID: 15555631.
In vivo protocol:
1. Hodgson RA, Hyde LA, Guthrie DH, Cohen-Williams ME, Leach PT, Kazdoba TM, Bleickardt CJ, Lu SX, Parker EM, Varty GB. Characterization of the selective mGluR1 antagonist, JNJ16259685, in rodent models of movement and coordination. Pharmacol Biochem Behav. 2011 Apr;98(2):181-7. doi: 10.1016/j.pbb.2010.11.018. Epub 2010 Nov 28. PMID: 21122808.
2. Navarro JF, De Castro V, Martín-López M. JNJ16259685, a selective mGlu1 antagonist, suppresses isolation-induced aggression in male mice. Eur J Pharmacol. 2008 May 31;586(1-3):217-20. doi: 10.1016/j.ejphar.2008.02.070. Epub 2008 Feb 29. PMID: 18367165.
1: Hodgson RA, Hyde LA, Guthrie DH, Cohen-Williams ME, Leach PT, Kazdoba TM, Bleickardt CJ, Lu SX, Parker EM, Varty GB. Characterization of the selective mGluR1 antagonist, JNJ16259685, in rodent models of movement and coordination. Pharmacol Biochem Behav. 2011 Apr;98(2):181-7. doi: 10.1016/j.pbb.2010.11.018. PubMed PMID: 21122808.
2: Navarro JF, De Castro V, Martín-López M. JNJ16259685, a selective mGlu1 antagonist, suppresses isolation-induced aggression in male mice. Eur J Pharmacol. 2008 May 31;586(1-3):217-20. doi: 10.1016/j.ejphar.2008.02.070. PubMed PMID: 18367165.
3: Fukunaga I, Yeo CH, Batchelor AM. Potent and specific action of the mGlu1 antagonists YM-298198 and JNJ16259685 on synaptic transmission in rat cerebellar slices. Br J Pharmacol. 2007 Jul;151(6):870-6. PubMed PMID: 17502847; PubMed Central PMCID: PMC2014124.
4: Lavreysen H, Wouters R, Bischoff F, Nóbrega Pereira S, Langlois X, Blokland S, Somers M, Dillen L, Lesage AS. JNJ16259685, a highly potent, selective and systemically active mGlu1 receptor antagonist. Neuropharmacology. 2004 Dec;47(7):961-72. PubMed PMID: 15555631.
