MK-8666 Tris

For research use only. Not for therapeutic Use.

  • CAT Number: I032404
  • CAS Number: 2056254-98-7
  • Molecular Formula: C33H42N2O9S
  • Molecular Weight: 642.76
  • Purity: 98%
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MK-8666 Tris(Cat No.:I032404)is a selective small molecule inhibitor that targets the receptor tyrosine kinase AXL, which is implicated in various forms of cancer, particularly those with resistance to conventional therapies. AXL plays a role in tumor progression, metastasis, and immune evasion. MK-8666 Tris is being investigated for its potential to block the signaling pathways associated with AXL, thereby inhibiting tumor growth and improving responses to cancer treatments. It is being explored in preclinical and clinical trials for its application in treating solid tumors and other cancers with AXL overexpression.


Catalog Number I032404
CAS Number 2056254-98-7
Synonyms

MK-8666 tris salt; MK-8666; MK 8666; MK8666

Molecular Formula C33H42N2O9S
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name 2-amino-2-(hydroxymethyl)propane-1,3-diol;(2S,3S,4R)-8-[[3-[2,6-dimethyl-4-(3-methylsulfonylpropoxy)phenyl]phenyl]methoxy]-9-azatricyclo[4.4.0.02,4]deca-1(10),6,8-triene-3-carboxylic acid
InChI InChI=1S/C29H31NO6S.C4H11NO3/c1-17-10-22(35-8-5-9-37(3,33)34)11-18(2)26(17)20-7-4-6-19(12-20)16-36-25-14-21-13-23-27(24(21)15-30-25)28(23)29(31)32;5-4(1-6,2-7)3-8/h4,6-7,10-12,14-15,23,27-28H,5,8-9,13,16H2,1-3H3,(H,31,32);6-8H,1-3,5H2/t23-,27-,28+;/m1./s1
InChIKey IMBNJMBRVNORTO-SQMFDTLJSA-N
SMILES CC1=CC(=CC(=C1C2=CC=CC(=C2)COC3=NC=C4[C@H]5[C@H]([C@@H]5C(=O)O)CC4=C3)C)OCCCS(=O)(=O)C.C(C(CO)(CO)N)O
Reference

1: Hyde AM, Liu Z, Kosjek B, Tan L, Klapars A, Ashley ER, Zhong YL, Alvizo O, Agard NJ, Liu G, Gu X, Yasuda N, Limanto J, Huffman MA, Tschaen DM. Synthesis of the GPR40 Partial Agonist MK-8666 through a Kinetically Controlled Dynamic Enzymatic Ketone Reduction. Org Lett. 2016 Nov 18;18(22):5888-5891. Epub 2016 Nov 1. PubMed PMID: 27802043.
2: Krug AW, Vaddady P, Railkar RA, Musser BJ, Cote J, Ederveen A, Krefetz DG, DeNoia E, Free AL, Morrow L, Chakravarthy MV, Kauh E, Tatosian DA, Kothare PA. Leveraging a Clinical Phase Ib Proof-of-Concept Study for the GPR40 Agonist MK-8666 in Patients With Type 2 Diabetes for Model-Informed Phase II Dose Selection. Clin Transl Sci. 2017 Sep;10(5):404-411. doi: 10.1111/cts.12479. Epub 2017 Jul 20. PubMed PMID: 28727908; PubMed Central PMCID: PMC5593169.
3: Lu J, Byrne N, Wang J, Bricogne G, Brown FK, Chobanian HR, Colletti SL, Di Salvo J, Thomas-Fowlkes B, Guo Y, Hall DL, Hadix J, Hastings NB, Hermes JD, Ho T, Howard AD, Josien H, Kornienko M, Lumb KJ, Miller MW, Patel SB, Pio B, Plummer CW, Sherborne BS, Sheth P, Souza S, Tummala S, Vonrhein C, Webb M, Allen SJ, Johnston JM, Weinglass AB, Sharma S, Soisson SM. Structural basis for the cooperative allosteric activation of the free fatty acid receptor GPR40. Nat Struct Mol Biol. 2017 Jul;24(7):570-577. doi: 10.1038/nsmb.3417. Epub 2017 Jun 5. PubMed PMID: 28581512.

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