AZD4547 - Moligand™, ≥99% , Inhibitor of fibroblast growth factor receptor 1;Inhibitor of fibroblast growth factor receptor 2;Inhibitor of fibroblast growth factor receptor 3;Inhibitor of fibroblast growth factor receptor 4;Inhibitor of Insulin-like growt, Inhibitor of fibroblast growth factor receptor 1;Inhibitor of fibroblast growth factor receptor 2;Inhibitor of fibroblast growth factor receptor 3;Inhibitor of fibroblast growth factor receptor 4;Inhibitor of Insulin-like growth factor I receptor;Inhibito

CAS: 1035270-39-3 Cat. No.: A127209 Molecular Weight: 463.57 EC Number: 681-057-4

GRADE & PURITY Moligand™, ≥99%

Synonyms

J-000994 | N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl]-4-[(3R,5S)-3,5-dimethylpiperazin-1-yl]benzamide | NSC799346 | NSC-799346 | AZD 4547 | J-524217 | KB-74810 | MFCD22580423 | NCGC00346713-05 | N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-y

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

AZD4547 is a novel selective FGFR inhibitor targeting FGFR1/2/3 with IC50 of 0.2 nM/2.5 nM/1.8 nM, weaker activity against FGFR4, VEGFR2(KDR), and little activity observed against IGFR, CDK2, and p38. Phase 2/3.
A novel selective FGFR inhibitor targeting FGFR1, FGFR2, and FGFR3.

Specifications

Synonyms

J-000994 | N-[5-[2-(3, 5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl]-4-[(3R, 5S)-3, 5-dimethylpiperazin-1-yl]benzamide | NSC799346 | NSC-799346 | AZD 4547 | J-524217 | KB-74810 | MFCD22580423 | NCGC00346713-05 | N-[5-[2-(3, 5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-y

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

AZD4547 is a novel selective FGFR inhibitor targeting FGFR1, FGFR2, and FGFR3. AZD4547 treatment potently inhibits FGFR and MAPK phosphorylation in tumor cell lines in a dose-dependent manner.Novel, selective\xa0inhibitor\xa0of the FGFR1, 2, and 3 tyrosin

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of fibroblast growth factor receptor 1;Inhibitor of fibroblast growth factor receptor 2;Inhibitor of fibroblast growth factor receptor 3;Inhibitor of fibroblast growth factor receptor 4;Inhibitor of Insulin-like growth factor I receptor;Inhibito

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504771008
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771008
• Canonical Smiles: CC1CN(CC(N1)C)C2=CC=C(C=C2)C(=O)NC3=NNC(=C3)CCC4=CC(=CC(=C4)OC)OC
• IUPAC Name: N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl]-4-[(3S,5R)-3,5-dimethylpiperazin-1-yl]benzamide
• InChIKey: VRQMAABPASPXMW-HDICACEKSA-N
• INCHI: 1S/C26H33N5O3/c1-17-15-31(16-18(2)27-17)22-9-6-20(7-10-22)26(32)28-25-13-21(29-30-25)8-5-19-11-23(33-3)14-24(12-19)34-4/h6-7,9-14,17-18,27H,5,8,15-16H2,1-4H3,(H2,28,29,30,32)/t17-,18+
• Isomeric SMILES: C[C@@H]1CN(C[C@@H](N1)C)C2=CC=C(C=C2)C(=O)NC3=NNC(=C3)CCC4=CC(=CC(=C4)OC)OC
• Molecular Weight: 463.57
• Reaxy-Rn: 28755157
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28755157&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazinanes
      • Subclass Piperazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazinanes
• Subclass: Piperazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpiperazines
• Alternative Parents: N-arylpiperazines Aminobenzoic acids and derivatives Dimethoxybenzenes Benzamides Phenoxy compounds Dialkylarylamines Aniline and substituted anilines Benzoyl derivatives Anisoles Alkyl aryl ethers Imidolactams Pyrazoles Heteroaromatic compounds Secondary carboxylic acid amides Amino acids and derivatives Dialkylamines Azacyclic compounds Hydrocarbon derivatives Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenylpiperazine - N-arylpiperazine - Aminobenzoic acid or derivatives - Dimethoxybenzene - M-dimethoxybenzene - Benzamide - Benzoic acid or derivatives - Anisole - Phenoxy compound - Benzoyl - Phenol ether - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aniline or substituted anilines - Methoxybenzene - Alkyl aryl ether - Imidolactam - Benzenoid - Monocyclic benzene moiety - Heteroaromatic compound - Azole - Pyrazole - Tertiary amine - Secondary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Azacycle - Secondary amine - Ether - Carboxylic acid derivative - Secondary aliphatic amine - Organooxygen compound - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organic oxide - Hydrocarbon derivative - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpiperazines. These are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.
• External Descriptors: pyrazoles - N-arylpiperazine - benzamides

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)

FGFR1 Tclin Fibroblast growth factor receptor 1 (16 Activities)

Discover Target: FGFR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FGFR2 Tclin Fibroblast growth factor receptor 2 (15 Activities)

Discover Target: FGFR2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FGFR4 Tclin Fibroblast growth factor receptor 4 (1 Activities)

Discover Target: FGFR4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FGFR3 Tclin Fibroblast growth factor receptor 3 (12 Activities)

Discover Target: FGFR3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

IGF1R Tclin Insulin-like growth factor 1 receptor (1 Activities)

Discover Target: IGF1R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KDR Tclin Vascular endothelial growth factor receptor 2 (4 Activities)

Discover Target: KDR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: DMSO 92 mg/mL (198.45 mM);Water <1 mg/mL (<1 mM);Ethanol <1 mg/mL (<1 mM)
• Molecular Weight: 463.600 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 463.258 Da
• Monoisotopic Mass: 463.258 Da
• Topological Polar Surface Area: 91.500 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 622.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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. Yanran Bi, Ruiling Zheng, Jiahao Hu, Ruiqing Shi, Junfeng Shi, Yutao Wang, Peng Wang, Wenyi Jiang, Gyudong Kim, Zhiguo Liu, Xiaokun Li, Li Lin.  (2023)  A novel FGFR1 inhibitor CYY292 suppresses tumor progression, invasion, and metastasis of glioblastoma by inhibiting the Akt/GSK3β/snail signaling axis.  Genes & Diseases,      [PMID:37588207] [10.1016/j.gendis.2023.02.035]