≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Desiccated Ships Wet ice 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.
ENMD-2076 Tartrate is a multi-targeted kinase inhibitor with IC 50 s of 1.86, 14, 58.2, 15.9, 92.7, 70.8, 56.4 nM for Aurora A , Flt3 , KDR/VEGFR2 , Flt4/VEGFR3 , FGFR1 , FGFR2 , Src , PDGFRα , respectively.
In Vitro
ENMD-2076 is selective toward Aurora A versus Aurora B (IC 50 =350 nM). ENMD-2076 inhibits HUVEC growth with an IC 50 value of 0.15 mM. Against 10 human leukemia cell lines, the IC 50 values range from 0.025 to 0.53 mM. Within this panel, MV4:11 cells are the most sensitive cells by a factor of greater than 4. The lymphoma-derived U937 cell line treated with ENMD-2076 shows that the ENMD-2076 induces a dose-dependent increase in G2-M-phase arrest as well as the induction of apoptosis. ENMD-2076 inhibits cellular Flt3 ligand (FL)-induced Flt3 autophosphorylation in THP-1 cells, which have been shown to express FL-responsive wild-type Flt- 3 (18) with an IC 50 value of 28 nM. ENMD-2076 inhibits stem cell factor (SCF)-induced Kit autophosphorylation in MO7e cells with an IC 50 value of 40 nM. ENMD-2076 inhibits VEGFR2/KDR autophosphorylation with an IC 50 value of 7 nM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
ENMD-2076 treatment results in statistically significant, dose dependent inhibition of tumor growth or tumor regression. Moreover, there is no correlation between tumor growth rate and antitumor efficacy, which would conceivably be expected for a mitotic kinase inhibitor, as fast growing (e.g., A375 melanoma) and slow-growing (e.g., HT29 colon carcinoma) tumors are similarly inhibited by ENMD-2076. ENMD-2076 is well tolerated at daily doses up to 302 mg/kg (equivalent to 200 mg/kg of the free base), with no weight loss or signs of morbidity noted in any study at this dose with the exception of the A375 model . MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
IC50& Target:Aurora A 1.86 nM (IC 50 ) KDR 58.2 nM (IC 50 ) Flt-4 15.9 nM (IC 50 ) FGFR1 92.7 nM (IC 50 ) FGFR2 70.8 nM (IC 50 ) PDGFRα 56.4 nM (IC 50 ) Flt3 14 nM (IC 50 )
| Canonical Smiles | CC1=CC(=NN1)NC2=CC(=NC(=N2)C=CC3=CC=CC=C3)N4CCN(CC4)C.C(C(C(=O)O)O)(C(=O)O)O |
|---|---|
| IUPAC Name | (2R,3R)-2,3-dihydroxybutanedioic acid;6-(4-methylpiperazin-1-yl)-N-(5-methyl-1H-pyrazol-3-yl)-2-[(E)-2-phenylethenyl]pyrimidin-4-amine |
| InChIKey | KGWWHPZQLVVAPT-STTJLUEPSA-N |
| INCHI | 1S/C21H25N7.C4H6O6/c1-16-14-20(26-25-16)23-19-15-21(28-12-10-27(2)11-13-28)24-18(22-19)9-8-17-6-4-3-5-7-17;5-1(3(7)8)2(6)4(9)10/h3-9,14-15H,10-13H2,1-2H3,(H2,22,23,24,25,26);1-2,5-6H,(H,7,8)(H,9,10)/b9-8+;/t;1-,2-/m.1/s1 |
| Isomeric SMILES | CC1=CC(=NN1)NC2=CC(=NC(=N2)/C=C/C3=CC=CC=C3)N4CCN(CC4)C.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O |
| Alternate CAS | 1453868-32-0 |
| PubChem CID | 24776050 |
| Molecular Weight | 525.56 |
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 | Organoheterocyclic compounds |
| Class | Diazinanes |
| Subclass | Piperazines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | N-arylpiperazines |
| Alternative Parents | Styrenes Dialkylarylamines Beta hydroxy acids and derivatives Sugar acids and derivatives Short-chain hydroxy acids and derivatives Aminopyrimidines and derivatives N-methylpiperazines Dicarboxylic acids and derivatives Fatty acids and conjugates Alpha hydroxy acids and derivatives Imidolactams Monosaccharides Heteroaromatic compounds Pyrazoles Trialkylamines Secondary alcohols 1,2-diols Azacyclic compounds Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organic oxides |
| Molecular Framework | Not available |
| Substituents | N-arylpiperazine - Styrene - Dialkylarylamine - Short-chain hydroxy acid - Sugar acid - N-methylpiperazine - N-alkylpiperazine - Aminopyrimidine - Beta-hydroxy acid - Benzenoid - Alpha-hydroxy acid - Monosaccharide - Dicarboxylic acid or derivatives - Hydroxy acid - Imidolactam - Fatty acid - Pyrimidine - Monocyclic benzene moiety - Pyrazole - Azole - Heteroaromatic compound - 1,2-diol - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Carboxylic acid - Carboxylic acid derivative - Azacycle - Alcohol - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Amine - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group. |
| External Descriptors | Not available |
| Solubility | DMSO : 25 mg/mL (47.57 mM; Need ultrasonic) |
|---|---|
| Molecular Weight | 525.600 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 8 |
| Exact Mass | 525.234 Da |
| Monoisotopic Mass | 525.234 Da |
| Topological Polar Surface Area | 188.000 Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 633.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 2 |
