P005091
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 406577

CAS#: 882257-11-6

Description: P005091 is a potent and selective inhibitor of ubiquitin-specific protease (USP) 7 (IC50 = 4.2 μ M). P005091 induces elevated p53 and apoptosis in cancer cell lines and displays antiangiogenic activity in vivo . The deubiquitylating enzyme USP7 (HAUSP) sits at a critical node regulating the activities of numerous proteins broadly characterized as tumor suppressors, DNA repair proteins, immune responders, viral proteins, and epigenetic modulators. Aberrant USP7 activity may promote oncogenesis and viral disease making it a compelling target for therapeutic intervention.

Chemical Structure

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P005091
CAS# 882257-11-6
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 406577
Name: P005091
CAS#: 882257-11-6
Chemical Formula: C12H7Cl2NO3S2
Exact Mass: 346.92
Molecular Weight: 348.212
Elemental Analysis: C, 41.39; H, 2.03; Cl, 20.36; N, 4.02; O, 13.78; S, 18.42

Price and Availability

Size Price Availability Quantity
10mg USD 310
25mg USD 550
50mg USD 750
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Synonym: P005091; P-005091; P 005091; P5091; P-5091; P 5091.

IUPAC/Chemical Name: 1-(5-((2,3-dichlorophenyl)thio)-4-nitrothiophen-2-yl)ethanone

InChi Key: LKZLGMAAKNEGCH-UHFFFAOYSA-N

InChi Code: 1-(5-((2,3-dichlorophenyl)thio)-4-nitrothiophen-2-yl)ethanone InChI=1S/C12H7Cl2NO3S2/c1-6(16)10-5-8(15(17)18)12(20-10)19-9-4-2-3-7(13)11(9)14/h2-5H,1H3

SMILES Code: CC(C1=CC([N+]([O-])=O)=C(SC2=CC=CC(Cl)=C2Cl)S1)=O

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

More Info:         

Product Data:
Product Data
Certificate of Analysis:
View CoA: current batch, Lot#C8Y01M09
Safety Data Sheet (SDS):
View Safety Data Sheet (SDS)
Instruction:
View handling instruction
Biological target: P005091 is a selective and potent inhibitor of ubiquitin-specific protease 7 (USP7) with an EC50 of 4.2 μM.
In vitro activity: As shown in the results of Fig. 2A, treatment with different concentrations of P5091 for different times resulted in a significant decrease in the viability of both cell lines. The IC50 of SHG-140 and T98G cells were 1.2 µM and 1.59 µM, respectively, when treated with P5091 for 48 h. Application of P5091 caused a concentration-dependent increase in early-, late-stage apoptosis and total apoptosis in GBM cells. Reference: Cancer Cell Int. 2021 Sep 23;21(1):508. https://pubmed.ncbi.nlm.nih.gov/34556124/
In vivo activity: Treatment of MM.1S tumor-bearing mice with intravenous (IV) injection of P5091 inhibits MM tumor growth and prolongs survival of these mice (Fig 6A and 6B). Examination of harvested tumors showed that P5091 inhibited USP7 activity, decreased HDM2, and increased p21 levels relative to tumors from control mice (Fig 6C). P5091 decreases proliferation in harvested tumors, as assessed by BrdU and Ki67 staining (Fig 6D, and Fig S5A). P5091 increases the number of cleaved-caspase-3-, and TUNEL-positive apoptotic tumor cells versus vehicle treatment (Fig 6E, and Fig S5B). Reference: Cancer Cell. 2012 Sep 11;22(3):345-58. https://pubmed.ncbi.nlm.nih.gov/22975377/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 3.0 8.62
DMF:PBS (pH 7.2) (1:2) 0.3 0.86
DMSO 17.1 49.01

Preparing Stock Solutions

The following data is based on the product molecular weight 348.21 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.

Recalculate based on batch purity %
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
Formulation protocol: 1. Granieri L, Marocchi F, Melixetian M, Mohammadi N, Nicoli P, Cuomo A, Bonaldi T, Confalonieri S, Pisati F, Giardina G, Bertalot G, Bossi D, Lanfrancone L. Targeting the USP7/RRM2 axis drives senescence and sensitizes melanoma cells to HDAC/LSD1 inhibitors. Cell Rep. 2022 Sep 20;40(12):111396. doi: 10.1016/j.celrep.2022.111396. PMID: 36130505. 2. Pan T, Li X, Li Y, Tao Z, Yao H, Wu Y, Chen G, Zhang K, Zhou Y, Huang Y. USP7 inhibition induces apoptosis in glioblastoma by enhancing ubiquitination of ARF4. Cancer Cell Int. 2021 Sep 23;21(1):508. doi: 10.1186/s12935-021-02208-z. PMID: 34556124; PMCID: PMC8461901. 3. Ye M, He J, Zhang J, Liu B, Liu X, Xie L, Wei M, Dong R, Li K, Ma D, Dong K. USP7 promotes hepatoblastoma progression through activation of PI3K/AKT signaling pathway. Cancer Biomark. 2021;31(2):107-117. doi: 10.3233/CBM-200052. PMID: 33780361. 4. Chauhan D, Tian Z, Nicholson B, Kumar KG, Zhou B, Carrasco R, McDermott JL, Leach CA, Fulcinniti M, Kodrasov MP, Weinstock J, Kingsbury WD, Hideshima T, Shah PK, Minvielle S, Altun M, Kessler BM, Orlowski R, Richardson P, Munshi N, Anderson KC. A small molecule inhibitor of ubiquitin-specific protease-7 induces apoptosis in multiple myeloma cells and overcomes bortezomib resistance. Cancer Cell. 2012 Sep 11;22(3):345-58. doi: 10.1016/j.ccr.2012.08.007. PMID: 22975377; PMCID: PMC3478134.
In vitro protocol: 1. Granieri L, Marocchi F, Melixetian M, Mohammadi N, Nicoli P, Cuomo A, Bonaldi T, Confalonieri S, Pisati F, Giardina G, Bertalot G, Bossi D, Lanfrancone L. Targeting the USP7/RRM2 axis drives senescence and sensitizes melanoma cells to HDAC/LSD1 inhibitors. Cell Rep. 2022 Sep 20;40(12):111396. doi: 10.1016/j.celrep.2022.111396. PMID: 36130505. 2. Pan T, Li X, Li Y, Tao Z, Yao H, Wu Y, Chen G, Zhang K, Zhou Y, Huang Y. USP7 inhibition induces apoptosis in glioblastoma by enhancing ubiquitination of ARF4. Cancer Cell Int. 2021 Sep 23;21(1):508. doi: 10.1186/s12935-021-02208-z. PMID: 34556124; PMCID: PMC8461901.
In vivo protocol: 1. Ye M, He J, Zhang J, Liu B, Liu X, Xie L, Wei M, Dong R, Li K, Ma D, Dong K. USP7 promotes hepatoblastoma progression through activation of PI3K/AKT signaling pathway. Cancer Biomark. 2021;31(2):107-117. doi: 10.3233/CBM-200052. PMID: 33780361. 2. Chauhan D, Tian Z, Nicholson B, Kumar KG, Zhou B, Carrasco R, McDermott JL, Leach CA, Fulcinniti M, Kodrasov MP, Weinstock J, Kingsbury WD, Hideshima T, Shah PK, Minvielle S, Altun M, Kessler BM, Orlowski R, Richardson P, Munshi N, Anderson KC. A small molecule inhibitor of ubiquitin-specific protease-7 induces apoptosis in multiple myeloma cells and overcomes bortezomib resistance. Cancer Cell. 2012 Sep 11;22(3):345-58. doi: 10.1016/j.ccr.2012.08.007. PMID: 22975377; PMCID: PMC3478134.

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