SM-324405
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561333

CAS#: 677773-91-0

Description: SM-324405 is a selective toll-like receptor 7 (TLR7) agonist antedrug. SM-324405 is used for immunoresearch of allergic diseases.

Chemical Structure

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SM-324405
CAS# 677773-91-0
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 561333
Name: SM-324405
CAS#: 677773-91-0
Chemical Formula: C19H23N5O4
Exact Mass: 385.18
Molecular Weight: 385.420
Elemental Analysis: C, 59.21; H, 6.02; N, 18.17; O, 16.60

Price and Availability

Size Price Availability Quantity
5mg USD 400 2 Weeks
25mg USD 950 2 Weeks
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Synonym: SM-324405; SM324405; SM 324405;

IUPAC/Chemical Name: Methyl 3-[(6-amino-2-butoxy-7,8-dihydro-8-oxo-9H-purin-9-yl)methyl]benzeneacetate

InChi Key: MXILFZWMVNDOIZ-UHFFFAOYSA-N

InChi Code: InChI=1S/C19H23N5O4/c1-3-4-8-28-18-22-16(20)15-17(23-18)24(19(26)21-15)11-13-7-5-6-12(9-13)10-14(25)27-2/h5-7,9H,3-4,8,10-11H2,1-2H3,(H,21,26)(H2,20,22,23)

SMILES Code: O=C(OC)CC1=CC=CC(CN2C(NC3=C(N)N=C(OCCCC)N=C23)=O)=C1

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:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: SM-324405 is a TLR7 agonist (EC50 = 50.1 nM). It is selective for TLR7 over TLR8 (EC50 = >10 µM). SM-324405 induces proliferation of isolated mouse, rat, and dog splenocytes (EC50s = 3.98, 6.31, and 12.59 nM, respectively).
In vitro activity: To be determined
In vivo activity: SM-324405 is a novel candidate for immunotherapy of allergic diseases. SM-324405 was a potent TLR7 agonist (EC(50) 50 nM) and rapidly metabolized by human plasma (T(1/2) 2.6 min) to the much less active carboxylic acid 16. Intratracheal administration of SM-324405 effectively inhibited allergen-induced airway inflammation without inducing cytokines systemically. Reference: J Med Chem. 2010 Apr 8;53(7):2964-72. https://pubmed.ncbi.nlm.nih.gov/20232824/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 38.5 100.00

Preparing Stock Solutions

The following data is based on the product molecular weight 385.42 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
Formulation protocol: 1. Biffen M, Matsui H, Edwards S, Leishman AJ, Eiho K, Holness E, Satterthwaite G, Doyle I, Wada H, Fraser NJ, Hawkins SL, Aoki M, Tomizawa H, Benjamin AD, Takaku H, McInally T, Murray CM. Biological characterization of a novel class of toll-like receptor 7 agonists designed to have reduced systemic activity. Br J Pharmacol. 2012 May;166(2):573-86. doi: 10.1111/j.1476-5381.2011.01790.x. PMID: 22122192; PMCID: PMC3417490. 2. Kurimoto A, Hashimoto K, Nakamura T, Norimura K, Ogita H, Takaku H, Bonnert R, McInally T, Wada H, Isobe Y. Synthesis and biological evaluation of 8-oxoadenine derivatives as toll-like receptor 7 agonists introducing the antedrug concept. J Med Chem. 2010 Apr 8;53(7):2964-72. doi: 10.1021/jm100070n. PMID: 20232824.
In vitro protocol: To be determined
In vivo protocol: 1. Biffen M, Matsui H, Edwards S, Leishman AJ, Eiho K, Holness E, Satterthwaite G, Doyle I, Wada H, Fraser NJ, Hawkins SL, Aoki M, Tomizawa H, Benjamin AD, Takaku H, McInally T, Murray CM. Biological characterization of a novel class of toll-like receptor 7 agonists designed to have reduced systemic activity. Br J Pharmacol. 2012 May;166(2):573-86. doi: 10.1111/j.1476-5381.2011.01790.x. PMID: 22122192; PMCID: PMC3417490. 2. Kurimoto A, Hashimoto K, Nakamura T, Norimura K, Ogita H, Takaku H, Bonnert R, McInally T, Wada H, Isobe Y. Synthesis and biological evaluation of 8-oxoadenine derivatives as toll-like receptor 7 agonists introducing the antedrug concept. J Med Chem. 2010 Apr 8;53(7):2964-72. doi: 10.1021/jm100070n. PMID: 20232824.

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1: Biffen M, Matsui H, Edwards S, Leishman AJ, Eiho K, Holness E, Satterthwaite G, Doyle I, Wada H, Fraser NJ, Hawkins SL, Aoki M, Tomizawa H, Benjamin AD, Takaku H, McInally T, Murray CM. Biological characterization of a novel class of toll-like receptor 7 agonists designed to have reduced systemic activity. Br J Pharmacol. 2012 May;166(2):573-86. doi: 10.1111/j.1476-5381.2011.01790.x. PubMed PMID: 22122192; PubMed Central PMCID: PMC3417490.

2: Kurimoto A, Hashimoto K, Nakamura T, Norimura K, Ogita H, Takaku H, Bonnert R, McInally T, Wada H, Isobe Y. Synthesis and biological evaluation of 8-oxoadenine derivatives as toll-like receptor 7 agonists introducing the antedrug concept. J Med Chem. 2010 Apr 8;53(7):2964-72. doi: 10.1021/jm100070n. PubMed PMID: 20232824.