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Chemical Structure| 41270-96-6 Chemical Structure| 41270-96-6

Structure of 4-IPP
CAS No.: 41270-96-6

Chemical Structure| 41270-96-6

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4-IPP is an inhibitor of macrophage migration inhibitory factor (MIF).

Synonyms: 4-Iodo-6-phenylpyrimidine

4.5 *For Research Use Only !

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Product Details of 4-IPP

CAS No. :41270-96-6
Formula : C10H7IN2
M.W : 282.08
SMILES Code : IC1=NC=NC(C2=CC=CC=C2)=C1
Synonyms :
4-Iodo-6-phenylpyrimidine
MDL No. :MFCD00234609
InChI Key :ZTCJXHNJVLUUMR-UHFFFAOYSA-N
Pubchem ID :817368

Safety of 4-IPP

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315-H318-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P310-P321-P330-P332+P313-P362-P403+P233-P405-P501
Class:8
UN#:3261
Packing Group:

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
CRC-pc1 and CRC-pc2 organoids 10, 25, 50, 100 µM 24 and 48 hours Inhibition of the MIF/CD74 signaling axis led to decreased AMPK and AKT phosphorylation, activation of JNK-mediated stress response, resulting in mitochondrial impairment and cell death. J Exp Clin Cancer Res. 2017 Jan 23;36(1):16.
MM.1S cells 80 µM 24 hours Enhanced the efficacy of melphalan J Natl Cancer Inst. 2016 Jul 5;108(11):djw131.
ARP-1 cells 80 µM 24 hours Downregulated the expression of ITGB5 and ALCAM J Natl Cancer Inst. 2016 Jul 5;108(11):djw131.
U937 cells 50 µM 72 hours Evaluated the protective effect of BM cells on AML cells Cell Death Discov. 2024 Mar 28;10(1):157.
HL-60 cells 50 µM 72 hours Induced apoptosis in AML cells Cell Death Discov. 2024 Mar 28;10(1):157.
Astrocytes 100 µM 24 hours To validate the inhibitory effect of MIF inhibitor 4-IPP on COX2 and mPGES-1 expression in astrocytes. Results showed that 4-IPP significantly reduced the protein levels of COX2 and mPGES-1. J Neuroinflammation. 2019 Apr 13;16(1):85.
Rat joint capsule fibroblasts 50 µM 24 hours To validate the inhibitory effect of 4-IPP on MIF-induced TGF-β1 expression, results showed 4-IPP effectively blocked MIF's effect. Int J Biol Sci. 2021 Apr 29;17(7):1837-1850.
Rat joint capsule fibroblasts 0-2.5 μg/mL 24 hours To investigate the effect of MIF on TGF-β1 expression, results showed MIF dose-dependently increased TGF-β1 expression. Int J Biol Sci. 2021 Apr 29;17(7):1837-1850.
RMS cell lines (Rh30, RD, A-204, RMS33-2) 25 µM 24 hours To evaluate the effect of 4-IPP on RMS cell migration. Results showed that 4-IPP significantly inhibited the migration ability of RMS cells. Cancer Immunol Immunother. 2016 Dec;65(12):1465-1476.
143B cells 10, 20, 40 µM 24, 48, 96 hours To evaluate the inhibitory effect of 4-IPP on 143B cell proliferation, results showed 4-IPP significantly inhibited cell proliferation Clin Transl Med. 2022 Jan;12(1):e652.
HOS cells 10, 20, 40 µM 24, 48, 96 hours To evaluate the inhibitory effect of 4-IPP on HOS cell proliferation, results showed 4-IPP significantly inhibited cell proliferation Clin Transl Med. 2022 Jan;12(1):e652.
LOVO 30 µM 48 hours Inhibition of MIF activity, combined with refametinib significantly reduced STAT3 and MAPK activity, synergistically inhibiting cell proliferation Mol Oncol. 2018 Aug;12(8):1398-1409.
HCT116 30 µM 48 hours Inhibition of MIF activity, combined with refametinib significantly reduced STAT3 and MAPK activity, synergistically inhibiting cell proliferation Mol Oncol. 2018 Aug;12(8):1398-1409.
HTB-5 cells 30-50 µM 48-72 hours Evaluate the inhibitory effect of 4-IPP on bladder cancer cell proliferation, results showed 4-IPP is more effective than ISO-1 J Pathol. 2023 Jan;259(1):46-55.
HTB-9 cells 30-50 µM 48-72 hours Evaluate the inhibitory effect of 4-IPP on bladder cancer cell proliferation, results showed 4-IPP is more effective than ISO-1 J Pathol. 2023 Jan;259(1):46-55.
PBMCs 50 µM 5 days To investigate the effect of 4-IPP on T cell proliferation. Results showed that high concentrations of 4-IPP inhibited T cell proliferation. Cancer Immunol Immunother. 2016 Dec;65(12):1465-1476.
HSJD-NB01 5 µM 72 hours Evaluate the effect of 4-IPP on the viability of HSJD-NB01 cells, results showed that 4-IPP significantly reduced the viability of HSJD-NB01 cells BMC Cancer. 2022 Jun 17;22(1):669.
IMR5 5 µM 72 hours Evaluate the effect of 4-IPP on the viability of IMR5 cells, results showed that 4-IPP significantly reduced the viability of IMR5 cells BMC Cancer. 2022 Jun 17;22(1):669.
SH-SY5Y 5 µM 72 hours Evaluate the effect of 4-IPP on the viability of SH-SY5Y cells, results showed that 4-IPP significantly reduced the viability of SH-SY5Y cells BMC Cancer. 2022 Jun 17;22(1):669.
LAN-1 5 µM 72 hours Evaluate the effect of 4-IPP on the viability of LAN-1 cells, results showed that 4-IPP significantly reduced the viability of LAN-1 cells BMC Cancer. 2022 Jun 17;22(1):669.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
SCID mice Human MM xenograft model Intraperitoneal injection 0.5 mg/mouse Every 3 days for 15 days 4-IPP alone had no therapeutic effect in vivo, but significantly enhanced the effectiveness of melphalan and prolonged mouse survival J Natl Cancer Inst. 2016 Jul 5;108(11):djw131.
Mice Nippostrongylus brasiliensis infection model Intraperitoneal injection 1 mg Administered every other day during infection Inhibition of MIF activity resulted in weakened intestinal epithelial responses, including reduced tuft cell hyperplasia and RELM β expression Mucosal Immunol. 2022 Jun;15(6):1243-1256
Mice Nippostrongylus brasiliensis infection model Intraperitoneal injection 1 mg Every other day during infection Inhibition of MIF activity resulted in defective intestinal immune responses, including lack of intestinal epithelial tuft cell hyperplasia or upregulation of goblet cell RELM β Mucosal Immunol. 2022 Jun;15(6):1243-1256
Mice Heligmosomoides polygyrus infection model Intraperitoneal injection 1 mg Every other day, during infection 4-IPP significantly compromised anti-parasite immunity in wild-type mice, showing increased adult worm burdens and egg output. Front Immunol. 2019 Oct 24;10:2375
Sprague Dawley rats Post-traumatic joint contracture model Intra-articular injection 10 μL of 100 mM Single injection To study the effect of 4-IPP on joint capsule inflammation and fibrosis, results showed 4-IPP significantly reduced TGF-β1 expression and inflammatory response. Int J Biol Sci. 2021 Apr 29;17(7):1837-1850.
Male SD rats Ovalbumin (OVA)-induced asthma model Intraperitoneal injection 5 mg/kg Three times a week for 8 weeks 4-IPP treatment significantly reduced the concentrations of Th2-type cytokines IL-5 and IL-13 in lung tissues, attenuated airway resistance, and suppressed bronchial wall thickening, epithelial goblet cell hyperplasia, subepithelial collagen fiber deposition, and bronchial muscularization. Respir Res. 2023 Sep 6;24(1):216
Nude mice HOS-derived xenograft model Intraperitoneal injection 5, 20 mg/kg Every other day for 3 weeks To evaluate the inhibitory effect of 4-IPP on tumor growth in vivo, results showed 4-IPP significantly inhibited tumor growth and metastasis Clin Transl Med. 2022 Jan;12(1):e652.
Sprague-Dawley rats Spinal cord contusion model Injection at lesion sites 8 μl of 100 mM Single injection To evaluate the inhibitory effect of 4-IPP on COX2 and mPGES-1 expression after spinal cord injury. Results showed that 4-IPP significantly reduced the protein levels of COX2 and mPGES-1 and decreased PGE2 production. J Neuroinflammation. 2019 Apr 13;16(1):85.
Sprague-Dawley rats Spinal cord contusion model Injection at the lesion site 8 μl of 100 mM Single injection To evaluate the effect of 4-IPP on CCL5 expression post-SCI, results showed 4-IPP significantly reduced CCL5 protein levels J Neuroinflammation. 2018 Sep 4;15(1):253
NSG mice U937.GFP-FFLuc cells systemic engraftment model Intraperitoneal injection 80 mg/kg Every other day until the end of the experiment (days 19-23) Evaluated the effect of 4-IPP on leukemia burden and tumor microenvironment Cell Death Discov. 2024 Mar 28;10(1):157.
Mice BBN-induced bladder cancer model Intraperitoneal injection 80 mg/kg Once daily for 4 weeks Evaluate the inhibitory effect of 4-IPP on bladder cancer tumor formation, results showed 4-IPP reduced bladder weights and tumor stage J Pathol. 2023 Jan;259(1):46-55.
Nude mice Neuroblastoma xenograft model Intraperitoneal injection 80 mg/kg 3 days a week every 2 days for 4 weeks Evaluate the effect of 4-IPP on tumor growth in neuroblastoma xenograft model, results showed that 4-IPP significantly delayed tumor growth and improved survival BMC Cancer. 2022 Jun 17;22(1):669.

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.55mL

0.71mL

0.35mL

17.73mL

3.55mL

1.77mL

35.45mL

7.09mL

3.55mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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