4-IPP - 10mM in DMSO , CAS No.41270-96-6

CAS: 41270-96-6 Cat. No.: I423871 Molecular Weight: 282.08 EC Number: 803-980-5

GRADE & PURITY 10mM in DMSO

Synonyms

HY-110063 | D80476 | 4-IPP | AC-907/25004997 | CHEBI:91213 | HMS3677L22 | MIF Antagonist III | AKOS005266491 | SCHEMBL244108 | HMS3413L22 | SB60581 | PD021682 | 4-IPP (4-Iodo-6-phenylpyrimidine) | 4-iodo-6-phenylpyrimidine | 4-Iodo-6-phenyl-pyrimidine | Q

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

HY-110063 | D80476 | 4-IPP | AC-907/25004997 | CHEBI:91213 | HMS3677L22 | MIF Antagonist III | AKOS005266491 | SCHEMBL244108 | HMS3413L22 | SB60581 | PD021682 | 4-IPP (4-Iodo-6-phenylpyrimidine) | 4-iodo-6-phenylpyrimidine | 4-Iodo-6-phenyl-pyrimidine | Q

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

4-IPP is a cell permeable, potent macrophage migration inhibitory factor (MIF) antagonist that covalently modifies MIF N-terminal proline.

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)C2=CC(=NC=N2)I
• IUPAC Name: 4-iodo-6-phenylpyrimidine
• InChIKey: ZTCJXHNJVLUUMR-UHFFFAOYSA-N
• INCHI: 1S/C10H7IN2/c11-10-6-9(12-7-13-10)8-4-2-1-3-5-8/h1-7H
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC(=NC=N2)I
• WGK Germany: 3
• Molecular Weight: 282.08
• Reaxy-Rn: 639160
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=639160&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrimidines
• Alternative Parents: Halopyrimidines Benzene and substituted derivatives Aryl iodides Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organoiodides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 4-phenylpyrimidine - 5-phenylpyrimidine - Halopyrimidine - Benzenoid - Monocyclic benzene moiety - Aryl iodide - Aryl halide - Heteroaromatic compound - Azacycle - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organoiodide - Organohalogen compound - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

MIF Tchem Macrophage migration inhibitory factor (979 Activities)

Discover Target: MIF

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MIF Tchem MIF/CD74 (Macrophage migration inhibitory factor and HLA-DR antigens-associated invariant chain) (99 Activities)

Discover Target: MIF

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: heat & light sensitive
• Molecular Weight: 282.080 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 281.965 Da
• Monoisotopic Mass: 281.965 Da
• Topological Polar Surface Area: 25.800 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 157.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yunxi Liao, Chenyang Wu, Yang Li, Jinhua Wen, Dongyu Zhao.  (2023)  MIF is a critical regulator of mononuclear phagocytic infiltration in hepatocellular carcinoma.  iScience,      [PMID:37520719] [10.1016/j.isci.2023.107273]

2. Chen Chuan-jun, Guo Ding-wen, Yuan Qing-yun, Zhuo You-qiong, Yang Shi-fen, Xu Hao-min, Wang You-rong, Guan Xiao-hui, Deng Ke-yu, Xin Hong-bo.  (2026)  MIF tautomerase inhibitor 4-IPP alleviates HFD-induced obesity by restoring CD137-mediated browning of white adipocytes in mice.  ACTA PHARMACOLOGICA SINICA,      [PMID:41741765] [10.1038/s41401-026-01755-3]