Infigratinib

Uses

Product Name: Infigratinib
CAS No.: 872511-34-7
Chemical Name: Infigratinib
Synonyms: BGJ-398;Infligratinib;BGJ;CS-218;BGJ 398;NVP-BGJ398;Infigratinib;Transcrocetinate;NVP-BGJ398, >=98%;BGJ398 (NVP-BGJ398)
CBNumber: CB52589643
Molecular Formula: C26H31Cl2N7O3
Formula Weight: 560.48
MOL File: 872511-34-7.mol

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Infigratinib Property

Melting point:: >211°C (dec.)
Boiling point:: 747.9±60.0 °C(Predicted)
Density: 1.354
storage temp.: -20°C
solubility: Soluble in DMSO (up to 5 mg/ml)
form: White solid.
pka: 11.02±0.70(Predicted)
color: White
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
InChIKey: QADPYRIHXKWUSV-UHFFFAOYSA-N
SMILES: N(C1C=C(NC2=CC=C(N3CCN(CC)CC3)C=C2)N=CN=1)(C)C(NC1=C(Cl)C(OC)=CC(OC)=C1Cl)=O

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 19157
Product name: BGJ398
Purity: ≥98%
Packaging: 1mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 19157
Product name: BGJ398
Purity: ≥98%
Packaging: 5mg
Price: $120
Updated: 2024/03/01

Cayman Chemical

Product number: 19157
Product name: BGJ398
Purity: ≥98%
Packaging: 10mg
Price: $191
Updated: 2024/03/01

Cayman Chemical

Product number: 19157
Product name: BGJ398
Purity: ≥98%
Packaging: 25mg
Price: $313
Updated: 2024/03/01

TRC

Product number: B367000
Product name: BGJ398
Packaging: 200mg
Price: $425
Updated: 2021/12/16

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Infigratinib Chemical Properties,Usage,Production

Uses

BGJ 398 is a potent and selective inhibitor of the fibroblast growth factor receptor family of receptor tyrosine kinase.

Description

NVP-BGJ398 (872511-34-7) is a potent and selective pan-FGFR inhibitor (IC50?= 0.9nM, 1.4 nM, 1.0 nM, and 60 nM for FGFR1,2,3,4 respectively).1? It has also been used in a mouse model of Achondroplasia (most common form of dwarfism) to correct pathological hallmarks of this condition.

Uses

BGJ 398 is a potent and selective inhibitor of the fibroblast growth factor receptor family of receptor tyrosine kinase.

Definition

ChEBI: BGJ-398 is a member of the class of phenylureas that is urea in which a hydrogen attached to one of the nitrogens is replaced by a 2,6-dichloro-3,5-dimethoxyphenyl group, while the hydrogens attached to the other nitrogen are replaced by a methyl group and a 6-{[4-(4-ethylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl group. It is a potent and selective fibroblast growth factor receptor inhibitor. It has a role as a fibroblast growth factor receptor antagonist and an antineoplastic agent. It is an aminopyrimidine, a N-arylpiperazine, a N-alkylpiperazine, a dichlorobenzene and a member of phenylureas.

Indications

Infigratinib is approved by the USFDA for the treatment of previously treated patients with advanced or metastatic cholangiocarcinoma carrying FGFR2 fusion or rearrangement. Its inhibitory effect on FGFR helps reduce the proliferation of tumor cells, especially for cholangiocarcinoma patients with abnormal activation of the FGFR pathway. It is used as an oral drug, which provides convenience for patients.

brand name

Truseltiq

General Description

Class: receptor tyrosine kinase; Treatment: cholangiocarcinoma; Other name: NVP-BGJ398; Elimination half-life = 34 h; Protein binding = 96.8%

Mechanism of action

Infigratinib works at the biochemical and cellular levels by highly selectively inhibiting the activity of FGFR1, FGFR2, FGFR3, and FGFR4. Activation of the FGFR pathway is associated with the proliferation of malignant cancer cells, therefore, inhibition of FGFR-specific kinases can effectively reduce tumor cell proliferation.

Side effects

Side effects of infigratinib may include stomatitis, fatigue, decreased appetite, high blood pressure, and elevated liver enzyme levels.

Synthesis

Infigratinib was synthesized in a modular and polymeric manner by combining three building blocks. Piperidine-substituted aniline 32.4 was prepared by SNAr reaction of piperidine 32.1 and bromonitrobenzene 32.2 at 80°C followed by nitro reduction (Figure 1a). 2,6-Dichloro-3,5-dimethoxyaniline (32.6) was obtained from commercially available 3,5-dimethoxyaniline (32.5) in three steps (acylation, chlorination, and hydrolysis) (Figure 1b), and 6-chloro-N-methylpyrimidin-4-amine (32.8) was prepared by SNAr reaction of dichloropyrimidine 32.7 with methylamine (Figure 1c).

Aniline 32.4 and chloropyrimidine 32.8 were SNAr reacted to generate arylmethylamine 32.9, thereby assembling Infigratinib (Figure 2). The aniline derivative 32.6 was converted in situ to the corresponding isocyanate and combined with 32.9 to form a urea bond, completing the synthesis of Infigratinib.

target

FGFR1

IC 50

FGFR1~4 IC50 = 0.9, 1.4, 1.0, and 60 nM; VEGFR2 IC50 = 180 nM

References

[1] Discovery of 3-(2,6-Dichloro-3,5-dimethoxyphenyl)-1-(6-{[4-(4-ethyl-1-piperazinyl)phenyl]amino}-4-pyrimidinyl)-1-methylurea (NVP-BGJ398), a Potent and Selective Inhibitor of the Fibroblast Growth Factor Receptor Family of Receptor Tyrosine Kinase
[2] DAVIDE KOMLA-EBRI. Tyrosine kinase inhibitor NVP-BGJ398 functionally improves FGFR3-related dwarfism in mouse model.[J]. The Journal of clinical investigation, 2016: 1871-1884. DOI:10.1172/jci83926

Infigratinib Preparation Products And Raw materials

Raw materials

Preparation Products

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Infigratinib Suppliers

China 200 India 1 United Kingdom 2 United States 22 Global 225

AdooQ BioScience, LLC

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View Lastest Price from Infigratinib manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd

Product: Infigratinib 872511-34-7
Price: US $0.00/Bag
Min. Order: 1Bag
Purity: ＞99%
Supply Ability: 1kg
Release date: 2025-06-29

shandong perfect biotechnology co.ltd

Product: Infigratinib (BGJ398) 872511-34-7
Price: US $0.00/g
Min. Order: 1g
Purity: 98% HPLC
Supply Ability: 1kg
Release date: 2023-08-02

Career Henan Chemical Co

Product: 3-(2,6-Dichloro-3,5-dimethoxyphenyl)-1-[6-[[4-(4-ethylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]-1-methylurea 872511-34-7
Price: US $2.00/KG
Min. Order: 1g
Purity: 98%min
Supply Ability: ask
Release date: 2020-01-08

872511-34-7, InfigratinibRelated Search:

PD 173074 Luminespib NVP-BVU 972 NVP-BEZ 235 Urease inhibitor Recombinant Human Fibroblast Growth Factor Receptor-4 Fc Chimera Recombinant Human Fibroblast Growth Factor Receptor-2 Fc Chimera Veliparib ABT-199 LMI070 N-(3-Bromo-4-methylphenyl)-4-(4-pyridinylmethyl)-1-phthalazinamine NVS-PAK1-1 NVP-BSK805 NVP BGJ398 phosphate 3-amino-N-(3-(4-amino-4-methylpiperidin-1-yl)pyridin-2-yl)-6-(3-(trifluoromethyl)pyridin-2-yl)pyrazine-2-carboxamide AZD-4547 Bortezomib NVP-TAE684

3-(2,6-Dichloro-3,5-dimethoxyphenyl)-1-[6-[[4-(4-ethylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]-1-methylurea

BGJ 398

BGJ-398

BGJ398 (NVP-BGJ398)

NVP-BGJ398

3-(2,6-Dichloro-3,5-dimethoxyphenyl)-1-[6-[[4-(4-ethylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]-1-methylurea NVP-BGJ398

NVP-BGJ398 3-(2,6-Dichloro-3,5-dimethoxyphenyl)-1-[6-[[4-(4-ethylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]-1-methylurea

Urea, N'-(2,6-dichloro-3,5-dimethoxyphenyl)-N-[6-[[4-(4-ethyl-1-piperazinyl)phenyl]amino]-4-pyrimidinyl]-N-methyl-, methanesulfonate

Urea, N'-(2,6-dichloro-3,5-dimethoxyphenyl)-N-[6-[[4-(4-ethyl-1-piperazinyl)phenyl]amino]-4-pyrimidinyl]-N-methyl-

NVP-BGJ398, >=98%

NVP-BGJ398 (Infigratinib)

CS-218

NVP-BGJ398; BGJ398; BGJ-398;INFIGRATINIB;BGJ 398

BGJ

BGJ-398 phosphate,NVP-BGJ398 phosphate,Infigratinib phosphate

Transcrocetinate

BGJ398 (NVP-BGJ398);BGJ-398; BGJ 398; NVP BGJ398

3-(2,6-Dichloro-3,5-dimethoxyphenyl)-1-(6-((4-(4-ethylpiperazin-1-yl)phenyl)amino)pyrimidin-4-

NVP-BGJ398(BGJ-398,Infigratinib)

Infligratinib

NVP-BGJ398(BGJ-398)

Infigratinib (BGJ-398)

Infigratinib free base

3-(2,6-dichloro-3,5-dimethoxyphenyl)-1-[6-[4-(4-ethylpiperazin-1-yl)anilino]pyrimidin-4-yl]-1-methylurea

Apoptosis,Infigratinib,Fibroblast growth factor receptor,BGJ398,inhibit,Inhibitor,BGJ 398,FGFR

Infigratinib

3-(2,6-Dichloro-3,5-dimethoxyphenyl)-1-[6-[[4-(4-ethyl-1-piperazinyl)phenyl]amino]-4-pyrimidinyl]-1-methylurea

Infigratinib, 10 mM in DMSO

Infigratinib/BGJ398 (NVP-BGJ398)

872511-34-7

72511-34-7

C26H31Cl2N7O3

Inhibitors

Inhibitor

API