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Safety Information

SML0472

Sigma-Aldrich

4-IPP

≥97% (HPLC)

Synonym(s):

4-Iodo-6-phenylpyrimidine

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About This Item

Empirical Formula (Hill Notation):
C10H7IN2
CAS Number:
41270-96-6
Molecular Weight:
282.08
MDL number:
MFCD00234609
UNSPSC Code:
12352200
PubChem Substance ID:
329825428
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution, warmed)

storage temp.

−20°C

SMILES string

Ic1cc(ncn1)-c2ccccc2

InChI

1S/C10H7IN2/c11-10-6-9(12-7-13-10)8-4-2-1-3-5-8/h1-7H

InChI key

ZTCJXHNJVLUUMR-UHFFFAOYSA-N

Application

4-IPP has been used as a macrophage migration inhibitory factor (MIF) in conditioned medium (CM) for in vitro migration assay.

Biochem/physiol Actions

4-IPP is a cell permeable, potent macrophage migration inhibitory factor (MIF) antagonist that covalently modifies MIF N-terminal proline.
4-Iodo-6-phenylpyrimidine (4-IPP) has the potential to be a new anti-polyploid therapeutic agent that may be utilized in patients with thyroid cancer to target polyploid tumor cells. It suppresses osteoclastogenesis by blocking the IMF-κB pathway. 4-IPP can be employed as a therapeutic target for macrophage migration inhibitory factor (MIF) to treat pathologic osteolytic bone diseases and postmenopausal bone loss. It can prevent the development and motility of lung adenocarcinoma cells and can stimulate apoptosis and mitotic death of thyroid carcinomas.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

SML0472-5MG:4548174001943
SML0472-VAR:
SML0472-BULK:
SML0472-25MG:4548174001936

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Certificates of Analysis (COA)

Lot/Batch Number
0000083530
0000083529
092M4606V

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Sigma-Aldrich

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Yuxin Zhang et al.
Aging, 13(4), 5804-5823 (2021-02-19)
Joint capsule fibrosis caused by excessive inflammation leading to post-traumatic joint contracture (PTJC). Fibroblasts trigger inflammation under the challenge of various proinflammatory cytokines. Macrophage migration inhibitory factor (MIF) is a prominent proinflammatory cytokine involved in inflammation- and fibrosis-associated pathophysiology, we
Sarah Maria Johler et al.
Cancer immunology, immunotherapy : CII, 65(12), 1465-1476 (2016-09-16)
Macrophage migration inhibitory factor (MIF) is known to be involved in oncogenic transformation, tumour progression, and immunosuppression and is overexpressed in many solid tumours, including paediatric rhabdomyosarcoma (RMS). We investigated the function of MIF in RMS during treatment with cytotoxic
Tali Lang et al.
Nature communications, 9(1), 2223-2223 (2018-06-10)
Macrophage migration inhibitory factor (MIF) exerts multiple effects on immune cells, as well as having functions outside the immune system. MIF can promote inflammation through the induction of other cytokines, including TNF, IL-6, and IL-1 family cytokines. Here, we show
Fabio Bozzi et al.
Journal of experimental & clinical cancer research : CR, 36(1), 16-16 (2017-01-25)
Strategies aimed at obtaining a complete cytoreduction are needed to improve long-term survival for patients with colorectal cancer peritoneal carcinomatosis (CRC-pc). We established organoid models from peritoneal metastases of two naïve CRC patients. A standard paraffin inclusion was conducted to
Ying Zhang et al.
Journal of orthopaedic surgery and research, 15(1), 213-213 (2020-06-11)
Propionibacterium acnes (P. acnes) is a novel pathogenic factor that contributes to cartilaginous endplate (CEP) degeneration. However, the underlying mechanism of P. acnes-induced CEP degeneration remains unclear. The objective of this study is to investigate the underlying mechanism of P.
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