Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Information
BAW2881 (NVP-BAW2881) is a novelvascular endothelial growth factor (VEGF) receptor tyrosine-kinaseinhibitor that potently inhibits VEGFR1-3 at 1.0-4.3 nanomolar (nM) concentrations and inhibits PDGFRβ, c-Kit, and RET (c-RET) at 45-72 nM concentrations.
Targets
hVEGFR2 (Cell-free assay); C-Raf-1 (Cell-free assay); B-RAFV599E (Cell-free assay); c-Abl (Cell-free assay); mVEGF2 (Cell-free assay) 16390,9 nM; 24 nM; 76 nM; 99 nM; 165 nM
In vitro
In vitro studies demonstrated that NVP-BAW2881 inhibited proliferation, migration, and tube formation of human umbilical vein endothelial cells and lymphatic endothelial cells.
In vivo
NVP-BAW2881 targets the tyrosine kinase domain of murine, porcine, and human VEGFR2. It can be administered both orally and topically, but has not been tested in humans. In vivo studies in VEGF-A transgenic mice showed that oral and topical administration of NVP-BAW2881 strongly reduced psoriasis-like inflammation in ear skin. Histologically, skin lesions in treated mice showed reduced infiltration by leukocytes, reduced epidermal hyperproliferation, normalization of epidermal keratinocyte differentiation, and fewer vascular abnormalities. Vessels in treated mice were smaller in size and fewer in number. In comparison to control mice, treated mice showed significant improvement in ear swelling, skin inflammation, lymph node enlargement, and skin erythema. Though both modes of administration were effective, systemic administration of NVP-BAW2881 was more potent than topical administration. Topical NVP-BAW2881 also effectively reduced VEGF-A-induced vascular permeability in the skin of mice and domestic pigs.
Cell Research(from reference)
Cell lines:Human dermal lymphatic endothelial cells(LECs), human umbilical vein endothelial cells(HUVECs)
Concentrations:1 nmol/L to 1 mol/L
Incubation Time:72 h
| ALogP | 4.56 |
|---|---|
| hba_count | 4 |
| Recuento HBD | 2 |
| Enlace rotable | 5 |
| Pubchem Sid | 504768001 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504768001 |
| Sonrisas canónicas | C1=CC(=CC(=C1)NC(=O)C2=CC=CC3=C2C=CC(=C3)OC4=NC(=NC=C4)N)C(F)(F)F |
| IUPAC Name | 6-(2-aminopyrimidin-4-yl)oxy-N-[3-(trifluoromethyl)phenyl]naphthalene-1-carboxamide |
| InChIKey | MLLQJNIKDWEEFT-UHFFFAOYSA-N |
| INCHI | 1S/C22H15F3N4O2/c23-22(24,25)14-4-2-5-15(12-14)28-20(30)18-6-1-3-13-11-16(7-8-17(13)18)31-19-9-10-27-21(26)29-19/h1-12H,(H,28,30)(H2,26,27,29) |
| Isómeros SMILES | C1=CC(=CC(=C1)NC(=O)C2=CC=CC3=C2C=CC(=C3)OC4=NC(=NC=C4)N)C(F)(F)F |
| Peso molecular | 424.38 |
| Reaxy-Rn | 12357052 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=12357052&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Clase | Naphthalenes |
| Subclass | Naphthalenecarboxylic acids and derivatives |
| Intermediate Tree Nodes | Naphthalenecarboxamides |
| Direct Parent | Naphthalene-1-carboxanilides |
| Alternative Parents | Aromatic anilides Diarylethers Trifluoromethylbenzenes Phenol ethers Aminopyrimidines and derivatives Heteroaromatic compounds Secondary carboxylic acid amides Amino acids and derivatives Azacyclic compounds Primary amines Organofluorides Organic oxides Hydrocarbon derivatives Alkyl fluorides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Naphthalene-1-carboxanilide - Aromatic anilide - Diaryl ether - Trifluoromethylbenzene - Phenol ether - Aminopyrimidine - Monocyclic benzene moiety - Pyrimidine - Heteroaromatic compound - Amino acid or derivatives - Carboxamide group - Secondary carboxylic acid amide - Organoheterocyclic compound - Azacycle - Carboxylic acid derivative - Ether - Primary amine - Organofluoride - Organohalogen compound - Organonitrogen compound - Organic oxide - Organooxygen compound - Alkyl halide - Organic oxygen compound - Organic nitrogen compound - Alkyl fluoride - Hydrocarbon derivative - Amine - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as naphthalene-1-carboxanilides. These are naphthalene-1-carboxamides, where the carboxamide group is substituted with an aniline. |
| External Descriptors | Not available |
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| Solubilidad | Solubility (25°C) In vitro DMSO: 84 mg/mL (197.93 mM); Ethanol: 20 mg/mL (47.12 mM); Water: Insoluble; |
|---|---|
| DMSO (mg/ml) Solubilidad máxima | 84 |
| DMSO (mM) Solubilidad máxima | 197.9358122 |
| Agua (mg/ml) Solubilidad máxima | <1 |
| Peso molecular | 424.400 g/mol |
| XLogP3 | 4.700 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 4 |
| Exact Mass | 424.115 Da |
| Monoisotopic Mass | 424.115 Da |
| Topological Polar Surface Area | 90.100 Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 620.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| 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 |