DIM-C-pPhCO2Me
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 555482

CAS#: 151358-48-4

Description: DIM-C-pPhCO2Me is a nuclear receptor 4A1 (NR4A1) antagonist with antineoplastic activity.


Chemical Structure

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DIM-C-pPhCO2Me
CAS# 151358-48-4

Theoretical Analysis

MedKoo Cat#: 555482
Name: DIM-C-pPhCO2Me
CAS#: 151358-48-4
Chemical Formula: C25H20N2O2
Exact Mass: 380.15
Molecular Weight: 380.447
Elemental Analysis: C, 78.93; H, 5.30; N, 7.36; O, 8.41

Price and Availability

Size Price Availability Quantity
10mg USD 150 Ready to ship
25mg USD 250 Ready to ship
50mg USD 450 Ready to ship
100mg USD 750 Ready to ship
200mg USD 1250 Ready to ship
500mg USD 2450 Ready to ship
1g USD 3450 Ready to ship
2g USD 5850 Ready to ship
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Synonym: DIM-C-pPhCO2Me,

IUPAC/Chemical Name: Benzoic acid, 4-(di-1H-indol-3-ylmethyl)-, methyl ester

InChi Key: BBAOKSZCULLDIW-UHFFFAOYSA-N

InChi Code: InChI=1S/C25H20N2O2/c1-29-25(28)17-12-10-16(11-13-17)24(20-14-26-22-8-4-2-6-18(20)22)21-15-27-23-9-5-3-7-19(21)23/h2-15,24,26-27H,1H3

SMILES Code: O=C(OC)C1=CC=C(C(C2=CNC3=C2C=CC=C3)C4=CNC5=C4C=CC=C5)C=C1

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

Shelf Life: >3 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:

Biological target: DIM-C-pPhCO2Me is a nuclear receptor 4A1 (NR4A1) antagonist.
In vitro activity: This study also investigated the antimigratory effects of DIM-C-pPhCO2Me in pancreatic cancer cells after knockdown of NR4A1 or β1-integrin. DIM-C-pPhCO2Me decreased migration; however, in cells depleted of NR4A1 or β1-integrin minimum inhibition was observed in cells after treatment with DIM-C-pPhCO2Me (Fig. 4A) and similar results were observed in colon cancer cells (Fig. 4B) and also with DIM-C-pPhOH (Suppl. Fig. S2). Reference: Mol Carcinog. 2017 Sep;56(9):2066-2075. https://pubmed.ncbi.nlm.nih.gov/28418095/
In vivo activity: This study treated BRx142-generated orthotopic tumors with the bis-indole-derived NR4A1 antagonist DIM-C-pPhCO2Me (NR4A1-i), which suppresses migration and induces cell death in breast cancer cells. Compared with vehicle, NR4A1-i caused tumor shrinkage (Figure 6E). Residual tumors in NR4A1-i-treated mice have elevated FOS expression, increased levels of the DNA damage marker γH2AX, and decreased expression of Ki-67 (Figures 6F and 6G). Reference: Mol Cell. 2021 Oct 7;81(19):4041-4058.e15. https://pubmed.ncbi.nlm.nih.gov/34624217/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100.5 264.16
Ethanol 38.0 99.88

Preparing Stock Solutions

The following data is based on the product molecular weight 380.45 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. Hedrick E, Lee SO, Safe S. The nuclear orphan receptor NR4A1 regulates β1-integrin expression in pancreatic and colon cancer cells and can be targeted by NR4A1 antagonists. Mol Carcinog. 2017 Sep;56(9):2066-2075. doi: 10.1002/mc.22662. Epub 2017 May 9. PMID: 28418095; PMCID: PMC5546981. 2. Lacey A, Hedrick E, Li X, Patel K, Doddapaneni R, Singh M, Safe S. Nuclear receptor 4A1 (NR4A1) as a drug target for treating rhabdomyosarcoma (RMS). Oncotarget. 2016 May 24;7(21):31257-69. doi: 10.18632/oncotarget.9112. PMID: 27144436; PMCID: PMC5058754. 3. Guo H, Golczer G, Wittner BS, Langenbucher A, Zachariah M, Dubash TD, Hong X, Comaills V, Burr R, Ebright RY, Horwitz E, Vuille JA, Hajizadeh S, Wiley DF, Reeves BA, Zhang JM, Niederhoffer KL, Lu C, Wesley B, Ho U, Nieman LT, Toner M, Vasudevan S, Zou L, Mostoslavsky R, Maheswaran S, Lawrence MS, Haber DA. NR4A1 regulates expression of immediate early genes, suppressing replication stress in cancer. Mol Cell. 2021 Oct 7;81(19):4041-4058.e15. doi: 10.1016/j.molcel.2021.09.016. PMID: 34624217; PMCID: PMC8549465.
In vitro protocol: 1. Hedrick E, Lee SO, Safe S. The nuclear orphan receptor NR4A1 regulates β1-integrin expression in pancreatic and colon cancer cells and can be targeted by NR4A1 antagonists. Mol Carcinog. 2017 Sep;56(9):2066-2075. doi: 10.1002/mc.22662. Epub 2017 May 9. PMID: 28418095; PMCID: PMC5546981. 2. Lacey A, Hedrick E, Li X, Patel K, Doddapaneni R, Singh M, Safe S. Nuclear receptor 4A1 (NR4A1) as a drug target for treating rhabdomyosarcoma (RMS). Oncotarget. 2016 May 24;7(21):31257-69. doi: 10.18632/oncotarget.9112. PMID: 27144436; PMCID: PMC5058754.
In vivo protocol: 1. Guo H, Golczer G, Wittner BS, Langenbucher A, Zachariah M, Dubash TD, Hong X, Comaills V, Burr R, Ebright RY, Horwitz E, Vuille JA, Hajizadeh S, Wiley DF, Reeves BA, Zhang JM, Niederhoffer KL, Lu C, Wesley B, Ho U, Nieman LT, Toner M, Vasudevan S, Zou L, Mostoslavsky R, Maheswaran S, Lawrence MS, Haber DA. NR4A1 regulates expression of immediate early genes, suppressing replication stress in cancer. Mol Cell. 2021 Oct 7;81(19):4041-4058.e15. doi: 10.1016/j.molcel.2021.09.016. PMID: 34624217; PMCID: PMC8549465.

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1. Hedrick E, Lee SO, Safe S. The nuclear orphan receptor NR4A1 regulates β1-integrin expression in pancreatic and colon cancer cells and can be targeted by NR4A1 antagonists. Mol Carcinog. 2017 Sep;56(9):2066-2075. doi: 10.1002/mc.22662. Epub 2017 May 9. PMID: 28418095; PMCID: PMC5546981.
2. Lacey A, Hedrick E, Li X, Patel K, Doddapaneni R, Singh M, Safe S. Nuclear receptor 4A1 (NR4A1) as a drug target for treating rhabdomyosarcoma (RMS). Oncotarget. 2016 May 24;7(21):31257-69. doi: 10.18632/oncotarget.9112. PMID: 27144436; PMCID: PMC5058754.
3. Guo H, Golczer G, Wittner BS, Langenbucher A, Zachariah M, Dubash TD, Hong X, Comaills V, Burr R, Ebright RY, Horwitz E, Vuille JA, Hajizadeh S, Wiley DF, Reeves BA, Zhang JM, Niederhoffer KL, Lu C, Wesley B, Ho U, Nieman LT, Toner M, Vasudevan S, Zou L, Mostoslavsky R, Maheswaran S, Lawrence MS, Haber DA. NR4A1 regulates expression of immediate early genes, suppressing replication stress in cancer. Mol Cell. 2021 Oct 7;81(19):4041-4058.e15. doi: 10.1016/j.molcel.2021.09.016. PMID: 34624217; PMCID: PMC8549465.