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MW 371.4 Da, Purity >98%. Potent, selective and cell-permeable VEGFR inhibitor (IC50 values are 130, 23 and 18 nM for VEGFR1, 2, and 3 respectively). Inhibits VEGF-induced angiogenesis in vivo. Suppresses hypoxia-induced HIF-1α expression without affecting Akt phosphorylation in vitro..

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Images

Chemical Structure - AAL 993, VEGFR inhibitor (AB141590), expandable thumbnail

Key facts

CAS number
340774-69-8
Purity
> 98%
Form
Solid
Molecular weight
371.4 Da
Molecular formula
C20H16F3N3O
PubChem identifier
6398883
Nature
Synthetic

Target data

Alternative names

ABL, ABL proto oncogene 1 non receptor tyrosine kinase, ABL1_HUMAN, Abelson murine leukemia viral oncogene homolog 1, Abelson tyrosine protein kinase 1, Avian erythroblastic leukemia viral (v erb b) oncogene homolog, Bcr/c abl oncogene protein, C-FMS, C-kit ligand, CD 115, CD 140B, CD117, CD140A, CD140a antigen, CD140b antigen, CD309, CD309 antigen, CSFR, Cell growth inhibiting protein 40, Cell proliferation inducing protein 61, Chy, EC 2.7.10.1, EGFR_HUMAN, ERBB, ERBB1, Epidermal growth factor receptor, Epidermal growth factor receptor (avian erythroblastic leukemia viral (v erb b) oncogene homolog), Epidermal growth factor receptor (erythroblastic leukemia viral (v erb b) oncogene homolog avian), Errp, FIM 2, FLK-1, FLK1, mouse, homolog of, FLT, FLT41, FMS, FRT, Fetal liver kinase 1, Flt-1, Fms related tyrosine kinase 1, Fms related tyrosine kinase 1 (vascular endothelial growth factor/vascular permeability factor receptor), Fms related tyrosine kinase 1 vascular endothelial growth factor/vascular permeability factor receptor, Fms related tyrosine kinase 4, Fms-like tyrosine kinase 1, Fms-like tyrosine kinase 4, HER1, JTK7, KIT ligand, KIT oncogene, KIT proto oncogene receptor tyrosine kinase, KIT_HUMAN, KRD1, Kdr, Kinase insert domain receptor, Kinase insert domain receptor (a type III receptor tyrosine kinase), LMPH1A, Ly73, MGF, Mast cell growth factor receptor, Mast/stem cell growth factor receptor Kit, NISBD2, Oncogen ERBB, P150, PBT, PCL, PDGF Receptor alpha + beta, PDGF-R-alpha, PDGF-R-beta, PDGFR 2, PDGFRA, PDGFRB, PIG61, Piebald trait protein, Platelet derived growth factor receptor alpha, Platelet derived growth factor receptor beta, Protein-tyrosine kinase receptor flk-1, Proto oncogene tyrosine protein kinase ABL1, Proto oncogene tyrosine protein kinase Kit, Proto-oncogene c-Abl, Proto-oncogene c-ErbB-1, Proto-oncogene c-Kit, Receptor tyrosine-protein kinase ErbB-1, SA7, SCF Receptor, SCFR, Soluble VEGF receptor 1 14, Soluble VEGFR1 variant 2, Soluble VEGFR1 variant 21, Species antigen 7, Steel Factor Receptor, Stem cell factor receptor, Tyrosine kinase growth factor receptor, Tyrosine-protein kinase ABL1, Tyrosine-protein kinase FRT, Tyrosine-protein kinase Kit, Tyrosine-protein kinase receptor FLT, Tyrosine-protein kinase receptor FLT4, Urogastrone, VEGFR, VEGFR-1, VEGFR-2, VEGFR-3, VGFR1_HUMAN, VGFR2_HUMAN, Vascular endothelial growth factor receptor 1, Vascular endothelial growth factor receptor 2, Vascular endothelial growth factor receptor 3, Vascular endothelial growth factor vascular permeability factor receptor, Vascular permeability factor receptor, Vascular permeability factor receptor 1, Wa5, bcr/abl, c ABL, c abl oncogene 1 non receptor tyrosine kinase, c abl oncogene 1 receptor tyrosine kinase, c-Kit, erb-b2 receptor tyrosine kinase 1, mENA, p145 c-kit, soluble KIT variant 1, soluble VEGFR2, v abl, v abl Abelson murine leukemia viral oncogene homolog 1, v kit Hardy Zuckerman 4 feline sarcoma viral oncogene like protein, v-erb-b Avian erythroblastic leukemia viral oncogen homolog, v-kit Hardy-Zuckerman 4 feline sarcoma viral oncogene homolog, wa2

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MW 371.4 Da, Purity >98%. Potent, selective and cell-permeable VEGFR inhibitor (IC50 values are 130, 23 and 18 nM for VEGFR1, 2, and 3 respectively). Inhibits VEGF-induced angiogenesis in vivo. Suppresses hypoxia-induced HIF-1α expression without affecting Akt phosphorylation in vitro..

Key facts

Purity
> 98%
PubChem identifier
6398883
Solubility

Soluble in ethanol to 25 mM.

Soluble in DMSO to 50 mM.

Biochemical name
2-(Pyridin-4-Ylmethylamino)-~{n}-[3-(Trifluoromethyl)phenyl]benzamide
Biological description

Potent, selective and cell-permeable VEGFR inhibitor (IC50 values are 130, 23 and 18 nM for VEGFR1, 2, and 3 respectively). Inhibits VEGF-induced angiogenesis in vivo. Suppresses hypoxia-induced HIF-1α expression without affecting Akt phosphorylation in vitro.

Canonical SMILES
C1=CC=C(C(=C1)C(=O)NC2=CC=CC(=C2)C(F)(F)F)NCC3=CC=NC=C3
InChI
InChI=1S/C20H16F3N3O/c21-20(22,23)15-4-3-5-16(12-15)26-19(27)17-6-1-2-7-18(17)25-13-14-8-10-24-11-9-14/h1-12,25H,13H2,(H,26,27)
InChIKey
BLAFVGLBBOPRLP-UHFFFAOYSA-N
IUPAC name
2-(pyridin-4-ylmethylamino)-N-[3-(trifluoromethyl)phenyl]benzamide

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.
Activity summary

VEGF Receptor 2 (also known as KDR or Flk-1) VEGF Receptor 1 (Flt-1) c-Kit EGFR ABL1 and PDGFR alpha + beta are receptor tyrosine kinases with significant roles in cell signaling. VEGF Receptor 2 and VEGF Receptor 1 engage with vascular endothelial growth factor assisting in modulating angiogenesis. c-Kit with a known mass of around 145 kDa interacts with stem cell factor facilitating hematopoiesis and melanogenesis. EGFR plays a role in epidermal growth factor signaling influencing cell proliferation. ABL1 weighing about 135 kDa is involved in cell differentiation cell division and stress response. PDGFR alpha and beta located on cell surface membranes respond to platelet-derived growth factors influencing cell growth and division.

Biological function summary

These receptors participate in critical processes such as angiogenesis hematopoiesis and cell proliferation. They often exist as part of receptor-ligand complexes that activate signaling cascades upon ligand binding. VEGF Receptors 1 and 2 are important for blood vessel formation and repair. c-Kit and EGFR impact processes like stem cell maintenance and epithelial cell growth. ABL1 often found in the cytoplasm participates in cellular response to external stimuli. PDGFRs influence connective tissue development contributing to organized cell growth in various tissues.

Pathways

These receptor tyrosine kinases integrate into several key ones including the PI3K/AKT and MAPK/ERK pathways. VEGF Receptor 2 through its activation collaborates with proteins like PI3K and AKT to promote vascular growth and maintenance. c-Kit influences the MAPK/ERK pathway important for cell differentiation through its interaction with proteins such as RAF and MEK. EGFR when activated also engages the MAPK/ERK pathway facilitating epidermal regeneration. ABL1 often interacts within cell cycle control pathways and PDGFRs link to both PI3K/AKT and MAPK/ERK pathways supporting cellular responses to mechanical stresses.

Associated diseases and disorders

These receptors play roles in cancer and cardiovascular diseases. VEGF Receptors particularly 2 associate with tumor angiogenesis offering pathways that cancer cells exploit for blood supply. EGFR and c-Kit mutations or overexpression often relate to various cancers including non-small cell lung cancer and gastrointestinal stromal tumors. ABL1 when fused with the BCR gene results in chronic myeloid leukemia highlighting its pathological significance. PDGFR alterations can lead to disorders such as glioblastomas. In each case these receptors interact with other signaling proteins such as p53 or Forkhead box proteins emphasizing their broader implications in disease modulation.

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1 product image

  • Chemical Structure - AAL 993, VEGFR inhibitor (ab141590), expandable thumbnail

    Chemical Structure - AAL 993, VEGFR inhibitor (ab141590)

    2D chemical structure image of ab141590, AAL 993, VEGFR inhibitor

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