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Benzyl Isothiocyanate

Benzyl Isothiocyanate

Product ID B1653
Cas No. 622-78-6
Purity ≥99%
Product Unit SizeCostQuantityStock
5 g $62.60 In stock
10 g $111.00 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Benzyl isothiocyanate (BITC) is an isothiocyanate originally found in cruciferous vegetables that exhibits immunomodulatory, anti-parasitic, antibiotic, antioxidative, anti-atherosclerotic, anti-angiogenic, anti-metastatic, anticancer chemotherapeutic, and chemopreventive activities. BITC inhibits IL-13 expression in basophils. BITC induces phase II enzymes, increasing levels of heme oxygenase 1 (HO-1), glutathione, and glutamate cysteine ligase; it also decreases levels of ROS, activation of NF-κB, adhesion of monocytes, and expression of ICAM-1, VCAM-1, and E-selectin. This compound inhibits growth of Trypanosoma and displays antibacterial efficacy against Campylobacter by disrupting metabolic processes. In vitro and in vivo, BITC decreases high fat diet-induced tumor growth and multiplicity, also inhibiting macrophage migration and lipid droplet accumulation. This compound inhibits squamous cell carcinoma cell invasion and migration and induces apoptosis and autophagy in prostate cancer cells. In various animal models, BITC inhibits development of mammary gland tumors and decreases activation of STAT3 and secretion of VEGF, MMP-2, and HIF-1α.

Product Info

Cas No.

622-78-6

Purity

≥99%

Formula

C8H7NS

Formula Wt.

149.22

Chemical Name

Benzene, (isothiocyanatomethyl)-

IUPAC Name

isothiocyanatomethylbenzene

Synonym

Isothiocyanic acid benzyl ester, 2-Bromo-4-trifluoro- methyl-6-nitrophenyl-isothiocyanate

Solubility

Soluble in DMSO, ethanol, chloroform.

Appearance

Clear Light Yellow Liquid

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

B1653 MSDS PDF

Info Sheet

B1653 Info Sheet PDF

References

Tang Y, Abe N, Yoshimoto M, et al. Benzyl isothiocyanate inhibits IL-13 expression in human basophilic KU812 cells. Biosci Biotechnol Biochem. 2014 Sep 25:1-5. PMID: 25253661.

Kim M, Cho HJ, Kwon GT, et al. Benzyl isothiocyanate suppresses high-fat diet-stimulated mammary tumor progression via the alteration of tumor microenvironments in obesity-resistant BALB/c mice. Mol Carcinog. 2014 Apr 11. [Epub ahead of print]. PMID: 24729546.

Steverding D, Michaels S, Read KD. In vitro and in vivo studies of trypanocidal activity of dietary isothiocyanates. Planta Med. 2014 Feb;80(2-3):183-6. PMID: 24452460.

Dufour V, Stahl M, Rosenfeld E, et al. Insights into the mode of action of benzyl isothiocyanate on Campylobacter jejuni. Appl Environ Microbiol. 2013 Nov;79(22):6958-68. PMID: 24014524.

Huang CS, Lin AH, Liu CT, et al. Isothiocyanates protect against oxidized LDL-induced endothelial dysfunction by upregulating Nrf2-dependent antioxidation and suppressing NFκB activation. Mol Nutr Food Res. 2013 Nov;57(11):1918-30. PMID: 23836589.

Lin JF, Tsai TF, Liao PC, et al. Benzyl isothiocyanate induces protective autophagy in human prostate cancer cells via inhibition of mTOR signaling. Carcinogenesis. 2013 Feb;34(2):406-14. PMID: 23172666.

Boreddy SR, Sahu RP, Srivastava SK. Benzyl isothiocyanate suppresses pancreatic tumor angiogenesis and invasion by inhibiting HIF-α/VEGF/Rho-GTPases: pivotal role of STAT-3. PLoS One. 2011;6(10):e25799. PMID: 22016776.

Warin R, Chambers WH, Potter DM, et al. Prevention of mammary carcinogenesis in MMTV-neu mice by cruciferous vegetable constituent benzyl isothiocyanate. Cancer Res. 2009 Dec 15;69(24):9473-80. PMID: 19934325.

Kim SH, Nagalingam A, Saxena NK, et al. Benzyl isothiocyanate inhibits oncogenic actions of leptin in human breast cancer cells by suppressing activation of signal transducer and activator of transcription 3. Carcinogenesis. 2011 Mar;32(3):359-367. PMID: 21163886.

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