A prodrug form of brivanib
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Active Metabolite(s)
23690Brivanib
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Brivanib Alaninate

Item No. 26081

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-alanine, (1R)-2-[[4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl]oxy]-1-methylethyl ester
CAS Number
649735-63-7
Synonyms
  • BMS 582664
Molecular Formula
C22H24FN5O4
Formula Weight
441.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 17 mg/mlDMSO: 20 mg/mlEthanol: 12.5 mg/ml
λmax
221, 240 nm
SMILES
C[C@@H](OC([C@@H](N)C)=O)COC1=CN2N=CN=C(OC3=CC=C(NC(C)=C4)C4=C3F)C2=C1C
InChi Code
InChI=1S/C22H24FN5O4/c1-11-7-15-16(27-11)5-6-17(19(15)23)32-21-20-13(3)18(8-28(20)26-10-25-21)30-9-12(2)31-22(29)14(4)24/h5-8,10,12,14,27H,9,24H2,1-4H3/t12-,14+/m1/s1
InChi Key
LTEJRLHKIYCEOX-OCCSQVGLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $129

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    10 mg

    $230

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    25 mg

    $542

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    50 mg

    $1,019

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    Product Description

    Brivanib alaninate is the L-alanine prodrug form of brivanib (Item No. 23690), a VEGF receptor 2 (VEGFR2) and FGF receptor 1 (FGFR1) inhibitor.1,2 Brivanib alaninate (3 mg/kg per day) reduces hepatic angiogenesis and VEGF, TGF-β1, CD31, and phosphorylated VEGFR2 and FGFR levels in a bile duct-ligated rat model of cirrhosis.3 It reduces tumor growth in an L2987 non-small cell lung cancer mouse xenograft model, exhibiting 97% tumor growth inhibition when administered at a dose of 107 mg/kg.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bhide, R.S., Cai, Z.W., Zhang, Y.Z., et al. Discovery and preclinical studies of (R)-1-(4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5- methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy)propan- 2-ol (BMS-540215), an in vivo active potent VEGFR-2 inhibitor. J. Med. Chem. 49(7), 2143-2146 (2006).

    2. Cai, Z.W., Zhang, Y., Borzilleri, R.M., et al. Discovery of brivanib alaninate ((S)-((R)-1-(4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy)propan-2-yl)2-aminopropanoate), a novel prodrug of dual vascular endothelial growth factor receptor-2 and fibroblast growth factor receptor-1 kinase inhibitor (BMS-540215). J. Med. Chem. 51(6), 1976-1980 (2008).

    3. Lin, H.C., Huang, Y.T., Yang, Y.Y., et al. Beneficial effects of dual vascular endothelial growth factor receptor/fibroblast growth factor receptor inhibitor brivanib alaninate in cirrhotic portal hypertensive rats. J. Gastroenterol. Hepatol. 29(5), 1073-1082 (2014).