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MedKoo Cat#: 531496 | Name: AZ10606120

Description:

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

AZ10606120 is a negative allosteric modulator of the human P2X7 receptor.

Chemical Structure

AZ10606120
AZ10606120
CAS#777851-64-6 (free base)

Theoretical Analysis

MedKoo Cat#: 531496

Name: AZ10606120

CAS#: 777851-64-6 (free base)

Chemical Formula: C25H34N4O2

Exact Mass: 422.2682

Molecular Weight: 422.57

Elemental Analysis: C, 71.06; H, 8.11; N, 13.26; O, 7.57

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 #
607378-18-7 (HCl) 777851-64-6 (free base)
Synonym
AZ10606120; AZ 10606120; AZ-10606120
IUPAC/Chemical Name
2-(1-adamantyl)-N-[2-[2-(2-hydroxyethylamino)ethylamino]quinolin-5-yl]acetamide
InChi Key
FQMZXMVHHKXGTM-UHFFFAOYSA-N
InChi Code
InChI=1S/C25H34N4O2/c30-9-8-26-6-7-27-23-5-4-20-21(28-23)2-1-3-22(20)29-24(31)16-25-13-17-10-18(14-25)12-19(11-17)15-25/h1-5,17-19,26,30H,6-16H2,(H,27,28)(H,29,31)
SMILES Code
O=C(NC1=C2C=CC(NCCNCCO)=NC2=CC=C1)CC34CC5CC(C4)CC(C5)C3
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 422.57 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: Gilbert DF, Stebbing MJ, Kuenzel K, Murphy RM, Zacharewicz E, Buttgereit A, Stokes L, Adams DJ, Friedrich O. Store-Operated Ca(2+) Entry (SOCE) and Purinergic Receptor-Mediated Ca(2+) Homeostasis in Murine bv2 Microglia Cells: Early Cellular Responses to ATP-Mediated Microglia Activation. Front Mol Neurosci. 2016 Oct 28;9:111. PubMed PMID: 27840602; PubMed Central PMCID: PMC5083710. 2: Sluyter R, Vine KL. N-Alkyl-Substituted Isatins Enhance P2X7 Receptor-Induced Interleukin-1β Release from Murine Macrophages. Mediators Inflamm. 2016;2016:2097219. doi: 10.1155/2016/2097219. PubMed PMID: 27524862; PubMed Central PMCID: PMC4972911. 3: Giannuzzo A, Saccomano M, Napp J, Ellegaard M, Alves F, Novak I. Targeting of the P2X7 receptor in pancreatic cancer and stellate cells. Int J Cancer. 2016 Dec 1;139(11):2540-52. doi: 10.1002/ijc.30380. PubMed PMID: 27513892; PubMed Central PMCID: PMC5095874. 4: Amoroso F, Salaro E, Falzoni S, Chiozzi P, Giuliani AL, Cavallesco G, Maniscalco P, Puozzo A, Bononi I, Martini F, Tognon M, Di Virgilio F. P2X7 targeting inhibits growth of human mesothelioma. Oncotarget. 2016 Aug 2;7(31):49664-49676. doi: 10.18632/oncotarget.10430. PubMed PMID: 27391069. 5: Giannuzzo A, Pedersen SF, Novak I. The P2X7 receptor regulates cell survival, migration and invasion of pancreatic ductal adenocarcinoma cells. Mol Cancer. 2015 Nov 25;14:203. doi: 10.1186/s12943-015-0472-4. PubMed PMID: 26607222; PubMed Central PMCID: PMC4660609. 6: Sophocleous RA, Mullany PR, Winter KM, Marks DC, Sluyter R. Propensity of red blood cells to undergo P2X7 receptor-mediated phosphatidylserine exposure does not alter during in vivo or ex vivo aging. Transfusion. 2015 Aug;55(8):1946-54. doi: 10.1111/trf.13101. PubMed PMID: 25823581. 7: Amoroso F, Capece M, Rotondo A, Cangelosi D, Ferracin M, Franceschini A, Raffaghello L, Pistoia V, Varesio L, Adinolfi E. The P2X7 receptor is a key modulator of the PI3K/GSK3β/VEGF signaling network: evidence in experimental neuroblastoma. Oncogene. 2015 Oct 8;34(41):5240-51. doi: 10.1038/onc.2014.444. PubMed PMID: 25619831. 8: Pupovac A, Geraghty NJ, Watson D, Sluyter R. Activation of the P2X7 receptor induces the rapid shedding of CD23 from human and murine B cells. Immunol Cell Biol. 2015 Jan;93(1):77-85. doi: 10.1038/icb.2014.69. PubMed PMID: 25155463. 9: Vázquez-Cuevas FG, Martínez-Ramírez AS, Robles-Martínez L, Garay E, García-Carrancá A, Pérez-Montiel D, Castañeda-García C, Arellano RO. Paracrine stimulation of P2X7 receptor by ATP activates a proliferative pathway in ovarian carcinoma cells. J Cell Biochem. 2014 Nov;115(11):1955-66. doi: 10.1002/jcb.24867. PubMed PMID: 24913779. 10: Beckel JM, Argall AJ, Lim JC, Xia J, Lu W, Coffey EE, Macarak EJ, Shahidullah M, Delamere NA, Zode GS, Sheffield VC, Shestopalov VI, Laties AM, Mitchell CH. Mechanosensitive release of adenosine 5'-triphosphate through pannexin channels and mechanosensitive upregulation of pannexin channels in optic nerve head astrocytes: a mechanism for purinergic involvement in chronic strain. Glia. 2014 Sep;62(9):1486-501. doi: 10.1002/glia.22695. PubMed PMID: 24839011; PubMed Central PMCID: PMC4133947. 11: Kur J, Newman EA. Purinergic control of vascular tone in the retina. J Physiol. 2014 Feb 1;592(3):491-504. doi: 10.1113/jphysiol.2013.267294. PubMed PMID: 24277867; PubMed Central PMCID: PMC3930435. 12: Cuadra AE, Custer EE, Bosworth EL, Lemos JR. P2X7 receptors in neurohypophysial terminals: evidence for their role in arginine-vasopressin secretion. J Cell Physiol. 2014 Mar;229(3):333-42. doi: 10.1002/jcp.24453. PubMed PMID: 24037803; PubMed Central PMCID: PMC4667357. 13: Hempel C, Nörenberg W, Sobottka H, Urban N, Nicke A, Fischer W, Schaefer M. The phenothiazine-class antipsychotic drugs prochlorperazine and trifluoperazine are potent allosteric modulators of the human P2X7 receptor. Neuropharmacology. 2013 Dec;75:365-79. doi: 10.1016/j.neuropharm.2013.07.027. PubMed PMID: 23954492. 14: Bartlett R, Yerbury JJ, Sluyter R. P2X7 receptor activation induces reactive oxygen species formation and cell death in murine EOC13 microglia. Mediators Inflamm. 2013;2013:271813. doi: 10.1155/2013/271813. PubMed PMID: 23431238; PubMed Central PMCID: PMC3568910. 15: Pupovac A, Foster CM, Sluyter R. Human P2X7 receptor activation induces the rapid shedding of CXCL16. Biochem Biophys Res Commun. 2013 Mar 22;432(4):626-31. doi: 10.1016/j.bbrc.2013.01.134. PubMed PMID: 23428418. 16: Haanes KA, Schwab A, Novak I. The P2X7 receptor supports both life and death in fibrogenic pancreatic stellate cells. PLoS One. 2012;7(12):e51164. doi: 10.1371/journal.pone.0051164. PubMed PMID: 23284663; PubMed Central PMCID: PMC3524122. 17: Gadeock S, Pupovac A, Sluyter V, Spildrejorde M, Sluyter R. P2X7 receptor activation mediates organic cation uptake into human myeloid leukaemic KG-1 cells. Purinergic Signal. 2012 Dec;8(4):669-76. doi: 10.1007/s11302-012-9320-9. PubMed PMID: 22661222; PubMed Central PMCID: PMC3486171. 18: Brandao-Burch A, Key ML, Patel JJ, Arnett TR, Orriss IR. The P2X7 Receptor is an Important Regulator of Extracellular ATP Levels. Front Endocrinol (Lausanne). 2012 Mar 19;3:41. doi: 10.3389/fendo.2012.00041. PubMed PMID: 22654865; PubMed Central PMCID: PMC3355863. 19: Yan Z, Khadra A, Li S, Tomic M, Sherman A, Stojilkovic SS. Experimental characterization and mathematical modeling of P2X7 receptor channel gating. J Neurosci. 2010 Oct 20;30(42):14213-24. doi: 10.1523/JNEUROSCI.2390-10.2010. PubMed PMID: 20962242; PubMed Central PMCID: PMC2980950.