MedKoo Cat#: 531349 | Name: A-317567

Description:

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

A-317567 is an ASIC-3 inhibitor.

Chemical Structure

A-317567
A-317567
CAS#371217-32-2

Theoretical Analysis

MedKoo Cat#: 531349

Name: A-317567

CAS#: 371217-32-2

Chemical Formula: C27H31N3

Exact Mass: 397.2518

Molecular Weight: 397.57

Elemental Analysis: C, 81.57; H, 7.86; N, 10.57

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
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
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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 397.57 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.

Recalculate based on batch purity %
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
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.