JNJ-17203212
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 525309

CAS#: 821768-06-3

Description: JNJ-17203212 is a reversible, competitive and potent TRPV1 antagonist (pKi values are 6.5, 7.1 and 7.3 at rat, guinea pig and human TRPV1 respectively). It inhibits capsaicin- and H+-induced channel activation (pIC50 values are 6.32 and 7.23 respectively) and exhibits antitussive and analgesic activity in vivo.


Price and Availability

Size
Price

5mg
USD 270
Size
Price

25mg
USD 730
Size
Price

JNJ-17203212, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 525309
Name: JNJ-17203212
CAS#: 821768-06-3
Chemical Formula: C17H15F6N5O
Exact Mass: 419.11808
Molecular Weight: 419.32
Elemental Analysis: C, 48.69; H, 3.61; F, 27.18; N, 16.70; O, 3.82


Synonym: JNJ-17203212; JNJ 17203212; JNJ17203212.

IUPAC/Chemical Name: 1-Piperazinecarboxamide, 4-(3-(trifluoromethyl)-2-pyridinyl)-N-(5-(trifluoromethyl)-2-pyridinyl)-

InChi Key: JFRYYGVYCWYIDQ-UHFFFAOYSA-N

InChi Code: InChI=1S/C17H15F6N5O/c18-16(19,20)11-3-4-13(25-10-11)26-15(29)28-8-6-27(7-9-28)14-12(17(21,22)23)2-1-5-24-14/h1-5,10H,6-9H2,(H,25,26,29)

SMILES Code: O=C(N1CCN(C2=NC=CC=C2C(F)(F)F)CC1)NC3=NC=C(C(F)(F)F)C=C3


Technical Data

Appearance:
Solid powder

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).

Harmonized System Code:
293490


References

1: Meents JE, Hoffmann J, Chaplan SR, Neeb L, Schuh-Hofer S, Wickenden A, Reuter U. Two TRPV1 receptor antagonists are effective in two different experimental models of migraine. J Headache Pain. 2015;16:57. doi: 10.1186/s10194-015-0539-z. Epub 2015 Jun 24. PubMed PMID: 26109436; PubMed Central PMCID: PMC4491068.

2: Ono K, Ye Y, Viet CT, Dang D, Schmidt BL. TRPV1 expression level in isolectin B₄-positive neurons contributes to mouse strain difference in cutaneous thermal nociceptive sensitivity. J Neurophysiol. 2015 May 1;113(9):3345-55. doi: 10.1152/jn.00973.2014. Epub 2015 Mar 18. PubMed PMID: 25787958; PubMed Central PMCID: PMC4443607.

3: Chen X, Sun W, Gianaris NG, Riley AM, Cummins TR, Fehrenbacher JC, Obukhov AG. Furanocoumarins are a novel class of modulators for the transient receptor potential vanilloid type 1 (TRPV1) channel. J Biol Chem. 2014 Apr 4;289(14):9600-10. doi: 10.1074/jbc.M113.536862. Epub 2014 Feb 25. PubMed PMID: 24569998; PubMed Central PMCID: PMC3975010.

4: Ye Y, Bae SS, Viet CT, Troob S, Bernabé D, Schmidt BL. IB4(+) and TRPV1(+) sensory neurons mediate pain but not proliferation in a mouse model of squamous cell carcinoma. Behav Brain Funct. 2014 Feb 13;10:5. doi: 10.1186/1744-9081-10-5. PubMed PMID: 24524628; PubMed Central PMCID: PMC3942073.

5: Kelly S, Chapman RJ, Woodhams S, Sagar DR, Turner J, Burston JJ, Bullock C, Paton K, Huang J, Wong A, McWilliams DF, Okine BN, Barrett DA, Hathway GJ, Walsh DA, Chapman V. Increased function of pronociceptive TRPV1 at the level of the joint in a rat model of osteoarthritis pain. Ann Rheum Dis. 2015 Jan;74(1):252-9. doi: 10.1136/annrheumdis-2013-203413. Epub 2013 Oct 23. PubMed PMID: 24152419; PubMed Central PMCID: PMC4283626.

6: Ma J, Altomare A, Guarino M, Cicala M, Rieder F, Fiocchi C, Li D, Cao W, Behar J, Biancani P, Harnett KM. HCl-induced and ATP-dependent upregulation of TRPV1 receptor expression and cytokine production by human esophageal epithelial cells. Am J Physiol Gastrointest Liver Physiol. 2012 Sep 1;303(5):G635-45. doi: 10.1152/ajpgi.00097.2012. Epub 2012 Jul 12. PubMed PMID: 22790593; PubMed Central PMCID: PMC3468560.

7: Raemdonck K, de Alba J, Birrell MA, Grace M, Maher SA, Irvin CG, Fozard JR, O'Byrne PM, Belvisi MG. A role for sensory nerves in the late asthmatic response. Thorax. 2012 Jan;67(1):19-25. doi: 10.1136/thoraxjnl-2011-200365. Epub 2011 Aug 13. PubMed PMID: 21841185.

8: Huang SM, Li X, Yu Y, Wang J, Caterina MJ. TRPV3 and TRPV4 ion channels are not major contributors to mouse heat sensation. Mol Pain. 2011 May 17;7:37. doi: 10.1186/1744-8069-7-37. PubMed PMID: 21586160; PubMed Central PMCID: PMC3123222.

9: Wiskur BJ, Tyler K, Campbell-Dittmeyer K, Chaplan SR, Wickenden AD, Greenwood-Van Meerveld B. A novel TRPV1 receptor antagonist JNJ-17203212 attenuates colonic hypersensitivity in rats. Methods Find Exp Clin Pharmacol. 2010 Oct;32(8):557-64. doi: 10.1358/mf.2010.32.8.1507853. PubMed PMID: 21132125.

10: Cefalu JS, Guillon MA, Burbach LR, Zhu QM, Hu DQ, Ho MJ, Ford AP, Nunn PA, Cockayne DA. Selective pharmacological blockade of the TRPV1 receptor suppresses sensory reflexes of the rodent bladder. J Urol. 2009 Aug;182(2):776-85. doi: 10.1016/j.juro.2009.03.085. Epub 2009 Jun 18. PubMed PMID: 19539322.

11: Huang SM, Lee H, Chung MK, Park U, Yu YY, Bradshaw HB, Coulombe PA, Walker JM, Caterina MJ. Overexpressed transient receptor potential vanilloid 3 ion channels in skin keratinocytes modulate pain sensitivity via prostaglandin E2. J Neurosci. 2008 Dec 17;28(51):13727-37. doi: 10.1523/JNEUROSCI.5741-07.2008. Erratum in: J Neurosci. 2009 Jan 21;29(3):29. PubMed PMID: 19091963; PubMed Central PMCID: PMC2676929.

12: Bhattacharya A, Scott BP, Nasser N, Ao H, Maher MP, Dubin AE, Swanson DM, Shankley NP, Wickenden AD, Chaplan SR. Pharmacology and antitussive efficacy of 4-(3-trifluoromethyl-pyridin-2-yl)-piperazine-1-carboxylic acid (5-trifluoromethyl-pyridin-2-yl)-amide (JNJ17203212), a transient receptor potential vanilloid 1 antagonist in guinea pigs. J Pharmacol Exp Ther. 2007 Nov;323(2):665-74. Epub 2007 Aug 9. PubMed PMID: 17690251.

13: Swanson DM, Dubin AE, Shah C, Nasser N, Chang L, Dax SL, Jetter M, Breitenbucher JG, Liu C, Mazur C, Lord B, Gonzales L, Hoey K, Rizzolio M, Bogenstaetter M, Codd EE, Lee DH, Zhang SP, Chaplan SR, Carruthers NI. Identification and biological evaluation of 4-(3-trifluoromethylpyridin-2-yl)piperazine-1-carboxylic acid (5-trifluoromethylpyridin-2-yl)amide, a high affinity TRPV1 (VR1) vanilloid receptor antagonist. J Med Chem. 2005 Mar 24;48(6):1857-72. PubMed PMID: 15771431.