4-IPP

Modify Date: 2025-09-14 14:06:47

4-IPP Structure
4-IPP structure
Common Name 4-IPP
CAS Number 41270-96-6 Molecular Weight 282.08000
Density 1.728±0.06 g/cm3 Boiling Point 380.2±30.0 °C
Molecular Formula C10H7IN2 Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS05 GHS07
GHS05, GHS07
Signal Word Danger

 Use of 4-IPP


4-IPP (4-Iodo-6-phenylpyrimidine) is a specific suicide substrate and irreversible inhibitor of macrophage migration inhibitory factor (MIF)[1].

 Names

Name 4-Iodo-6-phenylpyrimidine
Synonym More Synonyms

 4-IPP Biological Activity

Description 4-IPP (4-Iodo-6-phenylpyrimidine) is a specific suicide substrate and irreversible inhibitor of macrophage migration inhibitory factor (MIF)[1].
Related Catalog
Target

MIF[1]

In Vitro 4-IPP is a specific suicide substrate for MIF that binds covalently and irreversibly to MIF to inhibit its biologic activity[1]. 4-IPP inhibits RANKL-induced p65 phosphorylation and nuclear translocation by preventing the interaction of MIF with thioredoxin-interacting protein-p65 complexes[1]. 4-IPP can inhibit receptor activator of NF-κB ligand (RANKL)-induced osteoclastogenesis and potentiate osteoblast-mediated mineralization and bone nodule formation[1]. 4-IPP (0.5-200μM;24-72 hours) inhibits osteoclastogenesis in a dose-dependent manner[1]. 4-IPP(5-20μM; 5 days) inhibits RANKL-induced osteoclast differentiation and bone resorption [1]. Cell Cytotoxicity Assay[1] Cell Line: BMMs Concentration: 0.5 μM, 1 μM, 2.5 μM, 5 μM, 10 μM, 25 μM, 50 μM, 100 μM, 200 μM Incubation Time: 24 hours, 72 hours Result: Inhibited osteoclastogenesis in a dose-dependent manner. Western Blot Analysis[1] Cell Line: BMMs Concentration: 5 μM,10 μM, 20 μM Incubation Time: 1 day, 3 days, 5 days Result: Inhibited RANKL-induced osteoclast differentiation and bone resorption.
In Vivo 4-IPP (1 mg/kg, 5 mg/kg; every 2 days; for 8 weeks) ameliorates the bone loss associated with estrogen deficiency by reducing osteoclastic activities and enhancing osteoblastic bone formation[1]. Animal Model: 8-weeks-old C57BL/6J male mice[1] Dosage: 1 mg/kg, 5 mg/kg Administration: Intraperitoneal injection; every 2 days; for 8 weeks Result: Alleviated OVX-induced osteoporosis.
References

[1]. Zheng L, et al. Macrophage migration inhibitory factor (MIF) inhibitor 4-IPP suppresses osteoclast formation and promotes osteoblast differentiation through the inhibition of the NF-κB signaling pathway. FASEB J. 2019 Jun;33(6):7667-7683.

 Chemical & Physical Properties

Density 1.728±0.06 g/cm3
Boiling Point 380.2±30.0 °C
Molecular Formula C10H7IN2
Molecular Weight 282.08000
Exact Mass 281.96500
PSA 25.78000
LogP 2.74820
Storage condition -20°C

 Safety Information

Symbol GHS05 GHS07
GHS05, GHS07
Signal Word Danger
Hazard Statements H302-H315-H318-H335
Precautionary Statements P261-P280-P305 + P351 + P338
Hazard Codes C
RIDADR NONH for all modes of transport

 Articles7

More Articles
Podocyte injury-driven lipid peroxidation accelerates the infiltration of glomerular foam cells in focal segmental glomerulosclerosis.

Am. J. Pathol. 185 , 2118-31, (2015)

Intracapillary foam cell infiltration with podocyte alterations is a characteristic pathology of focal segmental glomerulosclerosis (FSGS). We investigated the possible role of podocyte injury in glom...

Macrophage migration inhibitory factor - a therapeutic target in gallbladder cancer.

BMC Cancer 15 , 843, (2015)

Poor prognosis in gallbladder cancer is due to late presentation of the disease, lack of reliable biomarkers for early diagnosis and limited targeted therapies. Early diagnostic markers and novel ther...

Macrophage migration inhibitory factor and stearoyl-CoA desaturase 1: potential prognostic markers for soft tissue sarcomas based on bioinformatics analyses.

PLoS ONE 8 , e78250, (2013)

The diagnosis and treatment of soft tissue sarcomas (STSs) has been particularly difficult, because STSs are a group of highly heterogeneous tumors in terms of histopathology, histological grade, and ...

 Synonyms

4-Jod-2-methyl-6-nitro-anilin
iodomethylnitroaniline
4-iodo-2-methyl-6-nitro-aniline
4-iodo-6-phenyl-pyrimidine
4-iodo-2-methyl-6-nitrobenzenamine
4-iodo-6-methyl-2-nitroaniline
5-Jod-3-nitro-2-amino-toluol
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