SM360320 | CL-087 | CAS#226907-52-4 | TLR7 agonist

MedKoo Cat#: 326841 | Name: SM360320

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Description:

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

SM360320, also known as CL-087, is a potent, orally active and selective TLR7 agonist. SM360320 induced in vivo secretion of interferon alpha (IFNalpha) and exerted a significant antitumor effect in CEA.Tg mice challenged with a syngenic tumor cell line expressing CEA and an additive effect with a CEA vaccine. SM360320 may have potential as immunological adjuvant for therapeutic DNA vaccines.

Chemical Structure

SM360320

CAS#226907-52-4

Theoretical Analysis

MedKoo Cat#: 326841

Name: SM360320

CAS#: 226907-52-4

Chemical Formula: C15H17N5O3

Exact Mass: 315.1331

Molecular Weight: 315.33

Elemental Analysis: C, 57.13; H, 5.43; N, 22.21; O, 15.22

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 550.00	2 Weeks

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Related CAS #

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Synonym

SM360320; SM-360320; SM 360320; CL-087; CL 087; CL087; 1V136; TLR7 Ligand II

IUPAC/Chemical Name

6-Amino-7,9-dihydro-2-(2-methoxyethoxy)-9-(phenylmethyl)-8H-purin-8-one

InChi Key

YYCDGEZXHXHLGW-UHFFFAOYSA-N

InChi Code

InChI=1S/C15H17N5O3/c1-22-7-8-23-14-18-12(16)11-13(19-14)20(15(21)17-11)9-10-5-3-2-4-6-10/h2-6H,7-9H2,1H3,(H,17,21)(H2,16,18,19)

SMILES Code

NC1=C2C(N(CC3=CC=CC=C3)C(O)=N2)=NC(OCCOC)=N1

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 315.33 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

1: Hayashi T, Yao S, Crain B, Chan M, Tawatao RI, Gray C, Vuong L, Lao F, Cottam HB, Carson DA, Corr M. Treatment of autoimmune inflammation by a TLR7 ligand regulating the innate immune system. PLoS One. 2012;7(9):e45860. doi: 10.1371/journal.pone.0045860. Epub 2012 Sep 28. PubMed PMID: 23029281; PubMed Central PMCID: PMC3461028. 2: Leroy V, Kihara M, Baudino L, Brighouse G, Evans LH, Izui S. Sgp3 and TLR7 stimulation differentially alter the expression profile of modified polytropic retroviruses implicated in murine systemic lupus. J Autoimmun. 2012 Jun;38(4):361-8. doi: 10.1016/j.jaut.2012.03.002. Epub 2012 Apr 13. PubMed PMID: 22503566; PubMed Central PMCID: PMC3358543. 3: Russo C, Cornella-Taracido I, Galli-Stampino L, Jain R, Harrington E, Isome Y, Tavarini S, Sammicheli C, Nuti S, Mbow ML, Valiante NM, Tallarico J, De Gregorio E, Soldaini E. Small molecule Toll-like receptor 7 agonists localize to the MHC class II loading compartment of human plasmacytoid dendritic cells. Blood. 2011 May 26;117(21):5683-91. doi: 10.1182/blood-2010-12-328138. Epub 2011 Apr 12. PubMed PMID: 21487111. 4: Benson N, de Jongh J, Duckworth JD, Jones HM, Pertinez HE, Rawal JK, van Steeg TJ, Van der Graaf PH. Pharmacokinetic-pharmacodynamic modeling of alpha interferon response induced by a Toll-like 7 receptor agonist in mice. Antimicrob Agents Chemother. 2010 Mar;54(3):1179-85. doi: 10.1128/AAC.00551-09. Epub 2009 Dec 22. PubMed PMID: 20028817; PubMed Central PMCID: PMC2825998. 5: Chan M, Hayashi T, Kuy CS, Gray CS, Wu CC, Corr M, Wrasidlo W, Cottam HB, Carson DA. Synthesis and immunological characterization of toll-like receptor 7 agonistic conjugates. Bioconjug Chem. 2009 Jun;20(6):1194-200. doi: 10.1021/bc900054q. PubMed PMID: 19445505; PubMed Central PMCID: PMC2976567. 6: Hayashi T, Gray CS, Chan M, Tawatao RI, Ronacher L, McGargill MA, Datta SK, Carson DA, Corr M. Prevention of autoimmune disease by induction of tolerance to Toll-like receptor 7. Proc Natl Acad Sci U S A. 2009 Feb 24;106(8):2764-9. doi: 10.1073/pnas.0813037106. Epub 2009 Feb 2. PubMed PMID: 19188597; PubMed Central PMCID: PMC2634806. 7: Clarke S, Laxton C, Horscroft N, Richard V, Thomas A, Parkinson T. Comparison of rat and human responses to toll-like receptor 7 activation. J Interferon Cytokine Res. 2009 Feb;29(2):113-26. doi: 10.1089/jir.2008.0004. PubMed PMID: 19014333. 8: Dharmapuri S, Aurisicchio L, Neuner P, Verdirame M, Ciliberto G, La Monica N. An oral TLR7 agonist is a potent adjuvant of DNA vaccination in transgenic mouse tumor models. Cancer Gene Ther. 2009 May;16(5):462-72. doi: 10.1038/cgt.2008.91. Epub 2008 Nov 7. PubMed PMID: 18989354. 9: Hayashi T, Cottam HB, Chan M, Jin G, Tawatao RI, Crain B, Ronacher L, Messer K, Carson DA, Corr M. Mast cell-dependent anorexia and hypothermia induced by mucosal activation of Toll-like receptor 7. Am J Physiol Regul Integr Comp Physiol. 2008 Jul;295(1):R123-32. doi: 10.1152/ajpregu.00527.2007. Epub 2008 May 14. PubMed PMID: 18480244; PubMed Central PMCID: PMC2494819. 10: Lee J, Wu CC, Lee KJ, Chuang TH, Katakura K, Liu YT, Chan M, Tawatao R, Chung M, Shen C, Cottam HB, Lai MM, Raz E, Carson DA. Activation of anti-hepatitis C virus responses via Toll-like receptor 7. Proc Natl Acad Sci U S A. 2006 Feb 7;103(6):1828-33. Epub 2006 Jan 30. PubMed PMID: 16446426; PubMed Central PMCID: PMC1413670.