Synonym
SANT-2; SANT 2; SANT2;
IUPAC/Chemical Name
N-(3-(1H-benzo[d]imidazol-2-yl)-4-chlorophenyl)-3,4,5-trimethoxybenzamide
InChi Key
WPVPAGJUOPBMCZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H20ClN3O4/c1-29-19-10-13(11-20(30-2)21(19)31-3)23(28)25-14-8-9-16(24)15(12-14)22-26-17-6-4-5-7-18(17)27-22/h4-12H,1-3H3,(H,25,28)(H,26,27)
SMILES Code
COC1=C(OC)C(OC)=CC(C(NC2=CC(C3=NC4=C(C=CC=C4)N3)=C(Cl)C=C2)=O)=C1
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
437.88
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: Bee WT, Xie W, Truong M, Will M, Turunen B, Zuercher WJ, McMillan L, Li H, Hornberger KR, Davenport EA, Ames RS, Kallal LA. The development of a high-content screening binding assay for the smoothened receptor. J Biomol Screen. 2012 Aug;17(7):900-11. doi: 10.1177/1087057112447872. Epub 2012 May 29. PubMed PMID: 22644265.
2: Büttner A, Busch W, Klüver N, Giannis A, Scholz S. Transcriptional responses of zebrafish embryos exposed to potential sonic hedgehog pathway interfering compounds deviate from expression profiles of cyclopamine. Reprod Toxicol. 2012 Apr;33(2):254-63. doi: 10.1016/j.reprotox.2011.12.010. Epub 2012 Jan 12. PubMed PMID: 22265815.
3: Büttner A, Seifert K, Cottin T, Sarli V, Tzagkaroulaki L, Scholz S, Giannis A. Synthesis and biological evaluation of SANT-2 and analogues as inhibitors of the hedgehog signaling pathway. Bioorg Med Chem. 2009 Jul 15;17(14):4943-54. doi: 10.1016/j.bmc.2009.06.008. Epub 2009 Jun 10. PubMed PMID: 19541490.
4: Rominger CM, Bee WL, Copeland RA, Davenport EA, Gilmartin A, Gontarek R, Hornberger KR, Kallal LA, Lai Z, Lawrie K, Lu Q, McMillan L, Truong M, Tummino PJ, Turunen B, Will M, Zuercher WJ, Rominger DH. Evidence for allosteric interactions of antagonist binding to the smoothened receptor. J Pharmacol Exp Ther. 2009 Jun;329(3):995-1005. doi: 10.1124/jpet.109.152090. Epub 2009 Mar 20. Erratum in: J Pharmacol Exp Ther. 2010 Feb;332(2):690. PubMed PMID: 19304771.
5: Chen JK, Taipale J, Young KE, Maiti T, Beachy PA. Small molecule modulation of Smoothened activity. Proc Natl Acad Sci U S A. 2002 Oct 29;99(22):14071-6. Epub 2002 Oct 21. PubMed PMID: 12391318; PubMed Central PMCID: PMC137838.
