WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 522493
CAS#: 1093135-60-4 (free base)
Description: CPG-52364 a small molecule TLR7/8/9 antagonist, has recently completed phase 1 clinical trial for SLE therapy. Toll-like receptors (TLRs) are a family of type I transmembrane receptors and the central components of the innate immune system. Human TLR3, TLR7, TLR8, and TLR9 are expressed on endosomal membranes in the cells and recognize pathogenderived nucleic acid molecular patterns.5 However, recognition of endogenous immune complexes containing self-nucleic acids as PAMPs or DAMPs contributes to certain autoimmune diseases, such as systemic lupus erythematosus (SLE), psoriasis,7 arthritis, and multiple sclerosis.8 Therefore, inhibition of these recognition signals is expected to have therapeutic value.
MedKoo Cat#: 522493
CAS#: 1093135-60-4 (free base)
Chemical Formula: C27H36N6O3
Exact Mass: 492.28489
Molecular Weight: 492.624
Elemental Analysis: C, 65.83; H, 7.37; N, 17.06; O, 9.74
Related CAS #: 1093135-60-4 (free base) 1093135-62-6 (sulfate)
Synonym: CPG-52364; CPG 52364; CPG52364.
IUPAC/Chemical Name: 6,7-dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)-N-(2-morpholinoethyl)quinazolin-4-amine
InChi Key: TUOZJWZCVIRDKO-UHFFFAOYSA-N
InChi Code: InChI=1S/C27H36N6O3/c1-31-10-12-33(13-11-31)21-6-4-20(5-7-21)26-29-23-19-25(35-3)24(34-2)18-22(23)27(30-26)28-8-9-32-14-16-36-17-15-32/h4-7,18-19H,8-17H2,1-3H3,(H,28,29,30)
SMILES Code: CN1CCN(C2=CC=C(C3=NC(NCCN4CCOCC4)=C5C=C(OC)C(OC)=CC5=N3)C=C2)CC1
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, not in water
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
The following data is based on the product molecular weight 492.624 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: Watanabe M, Kasai M, Tomizawa H, Aoki M, Eiho K, Isobe Y, Asano S. Dihydropyrrolo[2,3-d]pyrimidines: Selective Toll-Like Receptor 9 Antagonists from Scaffold Morphing Efforts. ACS Med Chem Lett. 2014 Oct 2;5(11):1235-9. doi: 10.1021/ml5003184. eCollection 2014 Nov 13. PubMed PMID: 25408837; PubMed Central PMCID: PMC4233361.
2: Thanou A, Merrill JT. Treatment of systemic lupus erythematosus: new therapeutic avenues and blind alleys. Nat Rev Rheumatol. 2014 Jan;10(1):23-34.
doi: 10.1038/nrrheum.2013.145. Epub 2013 Oct 8. Review. PubMed PMID: 24100460.
1093135-60-4 ( CPG-52364 free base);
1093135-62-6 ( CPG-52364 sulfate)