Synonym
KGP94; KGP 94; KGP-94.
IUPAC/Chemical Name
[(E)-[(3-bromophenyl)(3-hydroxyphenyl)methylidene]amino]thiourea
InChi Key
ZDBKSZKTCPOBFR-LGMDPLHJSA-N
InChi Code
InChI=1S/C14H12BrN3OS/c15-11-5-1-3-9(7-11)13(17-18-14(16)20)10-4-2-6-12(19)8-10/h1-8,19H,(H3,16,18,20)/b17-13-
SMILES Code
S=C(N)N/N=C(C1=CC=CC(Br)=C1)\C2=CC=CC(O)=C2
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
350.23
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: Parker EN, Odutola SO, Wang Y, Strecker TE, Mukherjee R, Shi Z, Chaplin DJ, Trawick ML, Pinney KG. Synthesis and biological evaluation of a water-soluble phosphate prodrug salt and structural analogues of KGP94, a lead inhibitor of cathepsin L. Bioorg Med Chem Lett. 2017 Mar 1;27(5):1304-1310. doi: 10.1016/j.bmcl.2016.12.039. PubMed PMID: 28117205.
2: Sudhan DR, Rabaglino MB, Wood CE, Siemann DW. Cathepsin L in tumor angiogenesis and its therapeutic intervention by the small molecule inhibitor KGP94. Clin Exp Metastasis. 2016 Jun;33(5):461-73. doi: 10.1007/s10585-016-9790-1. PubMed PMID: 27055649.
3: Sudhan DR, Pampo C, Rice L, Siemann DW. Cathepsin L inactivation leads to multimodal inhibition of prostate cancer cell dissemination in a preclinical bone metastasis model. Int J Cancer. 2016 Jun 1;138(11):2665-77. doi: 10.1002/ijc.29992. PubMed PMID: 26757413; PubMed Central PMCID: PMC4805507.
4: Sudhan DR, Siemann DW. Cathepsin L inhibition by the small molecule KGP94 suppresses tumor microenvironment enhanced metastasis associated cell functions of prostate and breast cancer cells. Clin Exp Metastasis. 2013 Oct;30(7):891-902. doi: 10.1007/s10585-013-9590-9. PubMed PMID: 23748470; PubMed Central PMCID: PMC3823630.
5: Chavarria GE, Horsman MR, Arispe WM, Kumar GD, Chen SE, Strecker TE, Parker EN, Chaplin DJ, Pinney KG, Trawick ML. Initial evaluation of the antitumour activity of KGP94, a functionalized benzophenone thiosemicarbazone inhibitor of cathepsin L. Eur J Med Chem. 2012 Dec;58:568-72. doi: 10.1016/j.ejmech.2012.10.039. PubMed PMID: 23168380.
