A-317567

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

MedKoo CAT#: 531349

CAS#: 371217-32-2

Description: A-317567 is an ASIC-3 inhibitor.


Price and Availability

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A-317567 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 531349
Name: A-317567
CAS#: 371217-32-2
Chemical Formula: C27H31N3
Exact Mass: 397.2518
Molecular Weight: 397.566
Elemental Analysis: C, 81.57; H, 7.86; N, 10.57


Synonym: A-317567; A 317567; A317567.

IUPAC/Chemical Name: 6-{2-[2-methyl-1-(propan-2-yl)-1,2,3,4-tetrahydroisoquinolin-7-yl]cyclopropyl}naphthalene-2-carboximidamide

InChi Key: FEPIUXBUJVISNN-UHFFFAOYSA-N

InChi Code: InChI=1S/C27H31N3/c1-16(2)26-25-14-21(7-4-17(25)10-11-30(26)3)24-15-23(24)20-8-5-19-13-22(27(28)29)9-6-18(19)12-20/h4-9,12-14,16,23-24,26H,10-11,15H2,1-3H3,(H3,28,29)

SMILES Code: N=C(C1=CC=C2C=C(C3C(C4=CC5=C(C=C4)CCN(C)C5C(C)C)C3)C=CC2=C1)N


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: Zhang ZG, Zhang XL, Wang XY, Luo ZR, Song JC. Inhibition of acid sensing ion channel by ligustrazine on angina model in rat. Am J Transl Res. 2015 Oct 15;7(10):1798-811. PubMed PMID: 26692925; PubMed Central PMCID: PMC4656758.

2: Gautam M, Benson CJ, Ranier JD, Light AR, Sluka KA. ASICs Do Not Play a Role in Maintaining Hyperalgesia Induced by Repeated Intramuscular Acid Injections. Pain Res Treat. 2012;2012:817347. doi: 10.1155/2012/817347. PubMed PMID: 22191025; PubMed Central PMCID: PMC3236358.

3: Liu X, He L, Dinger B, Fidone SJ. Chronic hypoxia-induced acid-sensitive ion channel expression in chemoafferent neurons contributes to chemoreceptor hypersensitivity. Am J Physiol Lung Cell Mol Physiol. 2011 Dec;301(6):L985-92. doi: 10.1152/ajplung.00132.2011. PubMed PMID: 21890510; PubMed Central PMCID: PMC3233826.

4: Kuduk SD, Di Marco CN, Bodmer-Narkevitch V, Cook SP, Cato MJ, Jovanovska A, Urban MO, Leitl M, Sain N, Liang A, Spencer RH, Kane SA, Hartman GD, Bilodeau MT. Synthesis, structure-activity relationship, and pharmacological profile of analogs of the ASIC-3 inhibitor A-317567. ACS Chem Neurosci. 2010 Jan 20;1(1):19-24. doi: 10.1021/cn9000186. PubMed PMID: 22778804; PubMed Central PMCID: PMC3368628.

5: Walder RY, Rasmussen LA, Rainier JD, Light AR, Wemmie JA, Sluka KA. ASIC1 and ASIC3 play different roles in the development of Hyperalgesia after inflammatory muscle injury. J Pain. 2010 Mar;11(3):210-8. doi: 10.1016/j.jpain.2009.07.004. PubMed PMID: 20015700; PubMed Central PMCID: PMC2943154.

6: McCord JL, Tsuchimochi H, Kaufman MP. Acid-sensing ion channels contribute to the metaboreceptor component of the exercise pressor reflex. Am J Physiol Heart Circ Physiol. 2009 Jul;297(1):H443-9. doi: 10.1152/ajpheart.00328.2009. PubMed PMID: 19465550; PubMed Central PMCID: PMC2711730.

7: Coryell MW, Wunsch AM, Haenfler JM, Allen JE, Schnizler M, Ziemann AE, Cook MN, Dunning JP, Price MP, Rainier JD, Liu Z, Light AR, Langbehn DR, Wemmie JA. Acid-sensing ion channel-1a in the amygdala, a novel therapeutic target in depression-related behavior. J Neurosci. 2009 Apr 29;29(17):5381-8. doi: 10.1523/JNEUROSCI.0360-09.2009. PubMed PMID: 19403806; PubMed Central PMCID: PMC2710967.

8: Dwyer JM, Rizzo SJ, Neal SJ, Lin Q, Jow F, Arias RL, Rosenzweig-Lipson S, Dunlop J, Beyer CE. Acid sensing ion channel (ASIC) inhibitors exhibit anxiolytic-like activity in preclinical pharmacological models. Psychopharmacology (Berl). 2009 Mar;203(1):41-52. doi: 10.1007/s00213-008-1373-7. PubMed PMID: 18949460.

9: Hayes SG, McCord JL, Rainier J, Liu Z, Kaufman MP. Role played by acid-sensitive ion channels in evoking the exercise pressor reflex. Am J Physiol Heart Circ Physiol. 2008 Oct;295(4):H1720-5. doi: 10.1152/ajpheart.00623.2008. PubMed PMID: 18723762; PubMed Central PMCID: PMC2593518.

10: Dubé GR, Lehto SG, Breese NM, Baker SJ, Wang X, Matulenko MA, Honoré P, Stewart AO, Moreland RB, Brioni JD. Electrophysiological and in vivo characterization of A-317567, a novel blocker of acid sensing ion channels. Pain. 2005 Sep;117(1-2):88-96. Erratum in: Pain. 2005 Nov;118(1-2):281. PubMed PMID: 16061325.