MedKoo Cat#: 100770 | Name: Sorafenib free base
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sorafenib, also known as BAY 43-9006, is a synthetic compound targeting growth signaling and angiogenesis. Sorafenib blocks the enzyme RAF kinase, a critical component of the RAF/MEK/ERK signaling pathway that controls cell division and proliferation; in addition, sorafenib inhibits the VEGFR-2/PDGFR-beta signaling cascade, thereby blocking tumor angiogenesis. Sorafenib was approved in 2005 for use in the treatment of advanced renal cancer.

Chemical Structure

Sorafenib free base
CAS#284461-73-0 (free base)

Theoretical Analysis

MedKoo Cat#: 100770

Name: Sorafenib free base

CAS#: 284461-73-0 (free base)

Chemical Formula: C21H16ClF3N4O3

Exact Mass: 464.0863

Molecular Weight: 464.82

Elemental Analysis: C, 54.26; H, 3.47; Cl, 7.63; F, 12.26; N, 12.05; O, 10.33

Price and Availability

Size Price Availability Quantity
1g USD 150.00 Ready to ship
2g USD 250.00 Ready to ship
5g USD 550.00 Ready to ship
10g USD 950.00 Ready to ship
20g USD 1,650.00 Ready to ship
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Related CAS #
583840-03-3 (N-oxide); 475207-59-1 (tosylate)
Synonym
BAY 43-9006; BAY 439006; BAY439006; BAY-439006; BAY 439006 Tosylate Salt; BAY 549085; Nexavar; SFN.
IUPAC/Chemical Name
4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)-N-methylpicolinamide
InChi Key
MLDQJTXFUGDVEO-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)
SMILES Code
O=C(C1=NC=CC(OC2=CC=C(C=C2)NC(NC3=CC=C(C(C(F)(F)F)=C3)Cl)=O)=C1)NC
Appearance
white solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, DMSO:PBS (pH 7.2) (1:2), and DMF
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Related: CAS# 284461-73-0 (Sorafenib tosylate); 284461-73-0 (Sorafenib free base).
Biological target:
Sorafenib is an Raf inhibitor with IC50s of 6 nM and 20 nM for Raf-1 and B-Raf, respectively.
In vitro activity:
Sorafenib has a role in countering immune-related tumor changes in hepatocellular carcinoma (HCC) therapy. In vitro, sorafenib abolished polarized macrophage-induced epithelial mesenchymal transition and migration of hepatocellular carcinoma cells but not normal hepatocytes. Additionally, sorafenib abolished the polarized macrophage-induced activation of the HGF receptor Met in hepatocellular carcinoma cells. Reference: Oncotarget. 2016 Jun 21;7(25):38292-38305. https://pubmed.ncbi.nlm.nih.gov/27203677/
In vivo activity:
Sorafenib has potential as an antineoplastic agent beyond HCC treatment. In a rat model of hepatocarcinogen exposure, sorafenib reduced neoplastic changes in the liver, decreased liver size, and suppressed proliferation markers like cyclin D1 and β-catenin gene expression. It also decreased levels of glutathione and Bcl-2, suggesting an apoptotic effect. Reference: Clin Exp Med. 2017 May;17(2):185-191. https://pubmed.ncbi.nlm.nih.gov/27085325/
Solvent mg/mL mM comments
Solubility
DMSO 41.6 89.45
DMSO:PBS (pH 7.2) (1:2) 0.3 0.65
DMF 20.0 43.03
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 464.82 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Chen F, Jiang J, Liu D, Li H, Dong L, Song Y, Zhang Y, Wang J, Qin Y, Zhao G. The lncRNA lnc-TSI antagonizes sorafenib resistance in hepatocellular carcinoma via downregulating miR-4726-5p expression and upregulating KCNMA1 expression. J Mol Histol. 2024 Feb;55(1):83-96. doi: 10.1007/s10735-023-10173-2. Epub 2024 Jan 2. PMID: 38165571. 2. Deng YR, Liu WB, Lian ZX, Li X, Hou X. Sorafenib inhibits macrophage-mediated epithelial-mesenchymal transition in hepatocellular carcinoma. Oncotarget. 2016 Jun 21;7(25):38292-38305. doi: 10.18632/oncotarget.9438. PMID: 27203677; PMCID: PMC5122390. 3. El-Ashmawy NE, Khedr EG, El-Bahrawy HA, Abd El-Fattah EE. Sorafenib effect on liver neoplastic changes in rats: more than a kinase inhibitor. Clin Exp Med. 2017 May;17(2):185-191. doi: 10.1007/s10238-016-0416-3. Epub 2016 Apr 16. PMID: 27085325. 4. Wang ZZ, Liu F, Gong YF, Huang TY, Zhang XM, Huang XY. Antiarthritic Effects of Sorafenib in Rats with Adjuvant-Induced Arthritis. Anat Rec (Hoboken). 2018 Sep;301(9):1519-1526. doi: 10.1002/ar.23856. Epub 2018 Jul 10. PMID: 29752865.
In vitro protocol:
1. Chen F, Jiang J, Liu D, Li H, Dong L, Song Y, Zhang Y, Wang J, Qin Y, Zhao G. The lncRNA lnc-TSI antagonizes sorafenib resistance in hepatocellular carcinoma via downregulating miR-4726-5p expression and upregulating KCNMA1 expression. J Mol Histol. 2024 Feb;55(1):83-96. doi: 10.1007/s10735-023-10173-2. Epub 2024 Jan 2. PMID: 38165571. 2. Deng YR, Liu WB, Lian ZX, Li X, Hou X. Sorafenib inhibits macrophage-mediated epithelial-mesenchymal transition in hepatocellular carcinoma. Oncotarget. 2016 Jun 21;7(25):38292-38305. doi: 10.18632/oncotarget.9438. PMID: 27203677; PMCID: PMC5122390.
In vivo protocol:
1. El-Ashmawy NE, Khedr EG, El-Bahrawy HA, Abd El-Fattah EE. Sorafenib effect on liver neoplastic changes in rats: more than a kinase inhibitor. Clin Exp Med. 2017 May;17(2):185-191. doi: 10.1007/s10238-016-0416-3. Epub 2016 Apr 16. PMID: 27085325. 2. Wang ZZ, Liu F, Gong YF, Huang TY, Zhang XM, Huang XY. Antiarthritic Effects of Sorafenib in Rats with Adjuvant-Induced Arthritis. Anat Rec (Hoboken). 2018 Sep;301(9):1519-1526. doi: 10.1002/ar.23856. Epub 2018 Jul 10. PMID: 29752865.
  1: Davies JM, Dhruva NS, Walko CM, Socinski MA, Bernard S, Hayes DN, Kim WY, Ivanova A, Keller K, Hilbun LR, Chiu M, Dees EC, Stinchcombe TE. A phase I trial of sorafenib combined with cisplatin/etoposide or carboplatin/pemetrexed in refractory solid tumor patients. Lung Cancer. 2010 Jun 24. [Epub ahead of print] PubMed PMID: 20580118. 2: Haubeiss S, Schmid JO, Muerdter TE, Sonnenberg M, Friedel G, van der Kuip H, Aulitzky WE. Dasatinib reverses Cancer-associated Fibroblasts (CAFs) from primary Lung Carcinomas to a Phenotype comparable to that of normal Fibroblasts. Mol Cancer. 2010 Jun 27;9(1):168. [Epub ahead of print] PubMed PMID: 20579391. 3: Siegel AB, Olsen SK, Magun A, Brown RS Jr. Sorafenib: Where do we go from here? Hepatology. 2010 Mar 1;52(1):360-369. [Epub ahead of print] PubMed PMID: 20578152. 4: Kodaira M, Takahashi S, Takeuchi K, Yuasa T, Saotome T, Yonese J, Fukui I, Hatake K. Sorafenib-induced erythema multiforme for metastatic renal cell carcinoma. Ann Oncol. 2010 Jul;21(7):1563-5. PubMed PMID: 20573851. 5: Wörns MA, Galle PR. Future perspectives in hepatocellular carcinoma. Dig Liver Dis. 2010 Jul;42 Suppl 3:S302-9. PubMed PMID: 20547319. 6: Rimassa L, Santoro A. The present and the future landscape of treatment of advanced hepatocellular carcinoma. Dig Liver Dis. 2010 Jul;42 Suppl 3:S273-80. PubMed PMID: 20547314. 7: Lachenmayer A, Alsinet C, Chang CY, Llovet JM. Molecular approaches to treatment of hepatocellular carcinoma. Dig Liver Dis. 2010 Jul;42 Suppl 3:S264-72. PubMed PMID: 20547313. 8: Andreana L, Burroughs AK. Treatment of early hepatocellular carcinoma: How to predict and prevent recurrence. Dig Liver Dis. 2010 Jul;42 Suppl 3:S249-57. PubMed PMID: 20547311. 9: Shao YY, Lin ZZ, Hsu C, Shen YC, Hsu CH, Cheng AL. Early alpha-fetoprotein response predicts treatment efficacy of antiangiogenic systemic therapy in patients with advanced hepatocellular carcinoma. Cancer. 2010 Jun 22. [Epub ahead of print] PubMed PMID: 20572033. 10: Augustine CK, Toshimitsu H, Jung SH, Zipfel PA, Yoo JS, Yoshimoto Y, Selim MA, Burchette J, Beasley GM, McMahon N, Padussis J, Pruitt SK, Ali-Osman F, Tyler DS. Sorafenib, a Multikinase Inhibitor, Enhances the Response of Melanoma to Regional Chemotherapy. Mol Cancer Ther. 2010 Jun 22. [Epub ahead of print] PubMed PMID: 20571072.