ChemicalBook > CAS DataBase List > AAL-993

AAL-993

Product Name: AAL-993
CAS No.: 269390-77-4
Chemical Name: AAL-993
Synonyms: CS-2315;AAL-993;AAL-993, 10 mM in DMSO;AAL 993, VEGFR inhibitor;VEGFR Tyrosine Kinase Inhibitor VI, AAL-993;2-(Pyridin-4-ylmethylamino)-N-[3-(trifluoromethyl)phenyl]benzamide;2-[(4-Pyridinylmethyl)amino]-N-[3-(trifluoromethyl)phenyl]benzami de;Benzamide, 2-[(4-pyridinylmethyl)amino]-N-[3-(trifluoromethyl)phenyl]-;VEGFR Tyrosine Kinase Inhibitor VI, AAL-993 - CAS 269390-77-4 - Calbiochem;antiangiogenic,antitumor properties,AAL 993,VEGFR1,VEGFR2,orally active,VEGFR,AAL993,VEGFR3,Inhibitor,VEGFR inhibitor,AAL-993,Vascular endothelial growth factor receptor,inhibit
CBNumber: CB13070432
Molecular Formula: C20H16F3N3O
Formula Weight: 371.36
MOL File: 269390-77-4.mol

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AAL-993 Property

Melting point:: 158-160 °C
Boiling point:: 441.3±45.0 °C(Predicted)
Density: 1.349±0.06 g/cm3(Predicted)
storage temp.: +2C to +8C
solubility: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 15 mg/ml).
form: Off-white powder
pka: 12.95±0.70(Predicted)
color: Pale yellow
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 676504
Product name: VEGFR Tyrosine Kinase Inhibitor VI, AAL-993 - CAS 269390-77-4 - Calbiochem
Packaging: 10mg
Price: $176
Updated: 2025/07/31

Cayman Chemical

Product number: 16351
Product name: AAL-993
Purity: ≥95%
Packaging: 1mg
Price: $73
Updated: 2024/03/01

Cayman Chemical

Product number: 16351
Product name: AAL-993
Purity: ≥95%
Packaging: 5mg
Price: $128
Updated: 2024/03/01

TRC

Product number: A104490
Product name: AAL-993
Packaging: 100mg
Price: $1450
Updated: 2021/12/16

ApexBio Technology

Product number: C3730
Product name: AAL-993
Packaging: 1mg
Price: $82
Updated: 2021/12/16

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AAL-993 Chemical Properties,Usage,Production

Description

AAL-993 (269390-77-4) inhibits VEGFR-1 (IC50 = 130 nM), VEGFR-2 (IC50 = 23 nM), and VEGFR-3 (IC50 = 18 nM). PDGFR-β, cKit, and CSF-1R are also inhibited at higher concentrations (IC50‘s 640 nM, 236 nM and 380 nM respectively). Screening studies have shown no inhibitory activity against a range of other kinases. X-Ray crystallography has shown that AAL-993 binds to the catalytic domain of VEGFR-2 when the protein is in an inactive conformation. Cell permeable, active in vivo and in whole animal studies.

Uses

AAL-993 is a VEGFR tyrosine kinase inhibitor that possess dual inhibition of VEGFR signaling and HIF-1α expression through ERK inhibition without affecting Akt phosphorylation.

General Description

A cell-permeable anthranilamide that acts as a potent VEGFR inhibitor (IC₅₀ = 130, 23, and 18 nM against VEGFR-1, -2, and -3, respectively; IC₅₀ = 1.24 nM against VEGF-induced human VEGFR-2 phosphorylation in CHO cells) by targeting the ATP-binding site of VEGFR in its inactive "DFG-out" conformation and effectively suppresses tumor growths (50 to 100 mg/kg; p.o.) via its anti-angiogenesis activity in mice and rats in vivo, while inhibiting c-kit, CSF-1R/c-Fms, PDGFR-β, and c-Abl only at higher concentrations (IC₅₀ = 236, 380, 640, and 2820 nM, respectively). AAL933 and two other VEGFR inhibitors, KRN633 and SU5416, are also shown to inhibit hypoxia-induced HIF-1α expression (by <90% at 30 M) and transcription activation. Unlike KRN633 and SU5416, AAL933 prevents only hypoxia-induced Erk, but not Akt, phosphorylation in HeLa cells.

in vitro

aal-993 was found to be a highly potent and selective inhibitor of the recombinant vegfr-2 and vegfr-3 kinases. at 3- to 5-fold higher concentration, aal-993 also inhibited vegfr-1 and, although it possessed some activity against other members of the pdgfr kinase family at submicromolar concentrations, aal-993 did not significantly inhibit any of the other kinases tested at concentrations

in vivo

animal efficacy study found that aal-993 was able to potently inhibit vegf-induced angiogenesis in an implant model, with ed50 values of 7 mg/kg. moreover, in a mouse orthotopic model of melanoma, aal-993 could potently inhibit both the growth of the primary tumor as well as the formation of spontaneous peripheral metastases [1].

IC 50

130, 23, and 18 nm for vegfr1, 2, and 3, respectively

References

[1] PAUL W. MANLEY. Anthranilic Acid Amides: A Novel Class of Antiangiogenic VEGF Receptor Kinase Inhibitors[J]. Journal of Medicinal Chemistry, 2002, 45 26: 5687-5693. DOI:10.1021/jm020899q
[2] PAUL WILLIAM MANLEY. Advances in the structural biology, design and clinical development of VEGF-R kinase inhibitors for the treatment of angiogenesis[J]. Biochimica et biophysica acta. Proteins and proteomics, 2004, 1697 1: Pages 17-27. DOI:10.1016/j.bbapap.2003.11.010

AAL-993 Preparation Products And Raw materials

Raw materials

Preparation Products

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269390-77-4, AAL-993Related Search:

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AAL-993

CS-2315

2-[(4-Pyridinylmethyl)amino]-N-[3-(trifluoromethyl)phenyl]benzami de

VEGFR Tyrosine Kinase Inhibitor VI, AAL-993 - CAS 269390-77-4 - Calbiochem

2-(Pyridin-4-ylmethylamino)-N-[3-(trifluoromethyl)phenyl]benzamide

Benzamide, 2-[(4-pyridinylmethyl)amino]-N-[3-(trifluoromethyl)phenyl]-

antiangiogenic,antitumor properties,AAL 993,VEGFR1,VEGFR2,orally active,VEGFR,AAL993,VEGFR3,Inhibitor,VEGFR inhibitor,AAL-993,Vascular endothelial growth factor receptor,inhibit

AAL 993, VEGFR inhibitor

AAL-993, 10 mM in DMSO

VEGFR Tyrosine Kinase Inhibitor VI, AAL-993

269390-77-4