Synonym
CAN-508; CAN508; CAN 508;
IUPAC/Chemical Name
(E)-4-((3,5-diamino-1H-pyrazol-4-yl)diazenyl)phenol
InChi Key
AYZRKFOEZQBUEA-OUKQBFOZSA-N
InChi Code
1S/C9H10N6O/c10-8-7(9(11)15-14-8)13-12-5-1-3-6(16)4-2-5/h1-4,16H,(H5,10,11,14,15)/b13-12+
SMILES Code
NC1=C(\N=N\C2=CC=C(O)C=C2)C(N)=NN1
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
218.22
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: Tong Z, Chatterjee D, Deng D, Veeranki O, Mejia A, Ajani JA, Hofstetter W, Lin S, Guha S, Kopetz S, Krishnan S, Maru D. Antitumor effects of cyclin dependent kinase 9 inhibition in esophageal adenocarcinoma. Oncotarget. 2017 Apr 25;8(17):28696-28710. doi: 10.18632/oncotarget.15645. PMID: 28404924; PMCID: PMC5438684.
2: Pisár M, Schütznerová E, Hančík F, Popa I, Trávníček Z, Cankař P. Modification of Boc-Protected CAN508 via Acylation and Suzuki-Miyaura Coupling. Molecules. 2018 Jan 12;23(1):149. doi: 10.3390/molecules23010149. PMID: 29329219; PMCID: PMC6017724.
3: Baumli S, Hole AJ, Noble ME, Endicott JA. The CDK9 C-helix exhibits conformational plasticity that may explain the selectivity of CAN508. ACS Chem Biol. 2012 May 18;7(5):811-6. doi: 10.1021/cb2004516. Epub 2012 Feb 10. PMID: 22292676; PMCID: PMC3355656.
4: Kryštof V, Rárová L, Liebl J, Zahler S, Jorda R, Voller J, Cankař P. The selective P-TEFb inhibitor CAN508 targets angiogenesis. Eur J Med Chem. 2011 Sep;46(9):4289-94. doi: 10.1016/j.ejmech.2011.06.035. Epub 2011 Jul 3. PMID: 21777997.
5: Jing L, Tang Y, Xiao Z. Discovery of novel CDK inhibitors via scaffold hopping from CAN508. Bioorg Med Chem Lett. 2018 May 1;28(8):1386-1391. doi: 10.1016/j.bmcl.2018.02.054. Epub 2018 Mar 8. PMID: 29550093.
6: Said MA, Eldehna WM, Nocentini A, Fahim SH, Bonardi A, Elgazar AA, Kryštof V, Soliman DH, Abdel-Aziz HA, Gratteri P, Abou-Seri SM, Supuran CT. Sulfonamide- based ring-fused analogues for CAN508 as novel carbonic anhydrase inhibitors endowed with antitumor activity: Design, synthesis, and in vitro biological evaluation. Eur J Med Chem. 2020 Mar 1;189:112019. doi: 10.1016/j.ejmech.2019.112019. Epub 2020 Jan 2. PMID: 31972394.