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

SM360320
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 326841

CAS#: 226907-52-4

Description: 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

Instruction

Theoretical Analysis

MedKoo Cat#: 326841
Name: SM360320
CAS#: 226907-52-4
Chemical Formula: C15H17N5O3
Exact Mass: 315.13
Molecular Weight: 315.333
Elemental Analysis: C, 57.13; H, 5.43; N, 22.21; O, 15.22

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 550	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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

Biological target:
In vitro activity:
In vivo activity:

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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.

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