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Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 622-78-6 Chemical Structure| 622-78-6

Structure of Benzyl isothiocyanate
CAS No.: 622-78-6

Chemical Structure| 622-78-6

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Benzyl Isothiocyanate is a natural isothiocyanate with significant antibacterial and anticancer activity. It effectively inhibits the migration and invasion of cancer cells and also has some effects against bacterial infections.

Synonyms: Benzoylthiocarbimide; Isothiocyanic Acid Benzoyl Ester; Tromacaps

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Product Details of Benzyl isothiocyanate

CAS No. :622-78-6
Formula : C8H7NS
M.W : 149.21
SMILES Code : S=C=NCC1=CC=CC=C1
Synonyms :
Benzoylthiocarbimide; Isothiocyanic Acid Benzoyl Ester; Tromacaps
MDL No. :MFCD00004819
InChI Key :MDKCFLQDBWCQCV-UHFFFAOYSA-N
Pubchem ID :2346

Safety of Benzyl isothiocyanate

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H312-H332-H315-H319-H334-H335
Precautionary Statements:P280-P301+P312-P330-P302+P352-P312-P305+P351+P338
Class:6.1
UN#:2810
Packing Group:

Isoform Comparison

Biological Activity

Description
Benzyl isothiocyanate, a natural isothiocyanate, exhibits antimicrobial activity[1][2].

In Vitro:

Cell Line
Concentration Treated Time Description References
HPDE-6 5–40 µM 24 h To evaluate the effect of BITC on cell survival, results showed BITC had no significant effect on HPDE-6 cells. J Natl Cancer Inst. 2009 Feb 4;101(3):176-93.
Panc-1 5–40 µM 24 h To evaluate the effect of BITC on cell survival and apoptosis, results showed BITC significantly reduced cell survival and induced apoptosis. J Natl Cancer Inst. 2009 Feb 4;101(3):176-93.
MiaPaCa-2 5–20 µM 24 h To evaluate the effect of BITC on cell survival and apoptosis, results showed BITC significantly reduced cell survival and induced apoptosis. J Natl Cancer Inst. 2009 Feb 4;101(3):176-93.
Capan-2 5–20 µM 24 h To evaluate the effect of BITC on cell survival and apoptosis, results showed BITC significantly reduced cell survival and induced apoptosis. J Natl Cancer Inst. 2009 Feb 4;101(3):176-93.
AsPC-1 5–20 µM 24 h To evaluate the effect of BITC on cell survival and apoptosis, results showed BITC significantly reduced cell survival and induced apoptosis. J Natl Cancer Inst. 2009 Feb 4;101(3):176-93.
HK2 cells 8 μM 48 h MIC-1 did not negatively influence the viability of HK2 cells. Front Cell Dev Biol. 2022 Jan 4;9:790618.
BxPC-3 5–40 µM 24 h To evaluate the effect of BITC on cell survival and apoptosis, results showed BITC significantly reduced cell survival and induced apoptosis. J Natl Cancer Inst. 2009 Feb 4;101(3):176-93.
HPDE-6 cells 5, 10, 20 μM 24 h To investigate the effect of BITC on normal cells, results showed BITC had no effect on phosphorylation of PI3K or AKT in HPDE-6 cells. Clin Cancer Res. 2011 Apr 1;17(7):1784-95.
Panc-1 cells 5, 10, 20 μM 24 h To investigate the effect of BITC on PI3K/AKT/FOXO pathway, results showed BITC significantly suppressed phosphorylation of PI3K and AKT. Clin Cancer Res. 2011 Apr 1;17(7):1784-95.
BxPC-3 cells 5, 10, 20 μM 24 h To investigate the effect of BITC on PI3K/AKT/FOXO pathway, results showed BITC significantly suppressed phosphorylation of PI3K and AKT. Clin Cancer Res. 2011 Apr 1;17(7):1784-95.
8305C cells 100, 200 μM 24 h To evaluate the effect of BITC on inflammation-associated cancer, results showed that BITC significantly downregulated the expression of TRAF6, IL-17, and IL-12p70 iScience. 2024 Aug 23;27(10):110796.
8305C cells 200 μM 24 h To evaluate the effect of BITC on apoptosis pathway, results showed that BITC significantly increased the expression of pro-apoptotic proteins BAX and BID and decreased the expression of anti-apoptotic protein BCL-2 iScience. 2024 Aug 23;27(10):110796.
8305C cells 30, 100, 200 μM 24 h To evaluate the effect of BITC on autophagy markers, results showed that BITC significantly modulated the expression of autophagy-related proteins iScience. 2024 Aug 23;27(10):110796.
8305C cells 30, 100, 200 μM 24 h To evaluate the effect of BITC on cell cycle, results showed that BITC induced cell-cycle arrest through downregulation of CDK2 and cyclin A iScience. 2024 Aug 23;27(10):110796.
8305C cells 100, 200 μM 48 h To evaluate the effect of BITC on cell migration, results showed that BITC significantly reduced cell migration iScience. 2024 Aug 23;27(10):110796.
Nthy-ori 3-1 cells 30, 100, 200 μM 24 h To evaluate the cytotoxicity of BITC on non-cancer thyroid cells, results showed low toxicity of BITC on non-cancer cells iScience. 2024 Aug 23;27(10):110796.
BHT-101 cells 30, 100, 200 μM 24 h To evaluate the effect of BITC on cell viability, results showed that BITC significantly decreased cell viability in a concentration-dependent manner iScience. 2024 Aug 23;27(10):110796.
ARO 81-1 cells 30, 100, 200 μM 24 h To evaluate the effect of BITC on cell viability, results showed that BITC significantly decreased cell viability in a concentration-dependent manner iScience. 2024 Aug 23;27(10):110796.
8505C cells 30, 100, 200 μM 24 h To evaluate the effect of BITC on cell viability, results showed that BITC significantly decreased cell viability in a concentration-dependent manner iScience. 2024 Aug 23;27(10):110796.
8305C cells 30, 100, 200 μM 24 h To evaluate the effect of BITC on cell viability, results showed that BITC significantly decreased cell viability in a concentration-dependent manner iScience. 2024 Aug 23;27(10):110796.
BRI-JM04 cells 0.1, 1 or 3 μM 5 days To evaluate the effect of BITC on cytotoxicity of NK cells and DC. Results showed that 0.1 μM BITC enhanced NK cell cytotoxicity against BRI-JM04 cells, but higher concentrations (1 or 3 μM) did not have this effect. Cancer Res. 2009 Dec 15;69(24):9473-80.
Primary AML cells 8 μM 24 h Induced apoptosis, accompanied by Mcl-1 downregulation and caspase activation Cell Death Dis. 2013 Feb 28;4(2):e515.
HL-60 cells 8 μM 12 h More resistant to BITC-induced apoptosis, with less Mcl-1 downregulation and caspase activation Cell Death Dis. 2013 Feb 28;4(2):e515.
U937 cells 8 μM 12 h Induced apoptosis, accompanied by Mcl-1 downregulation and caspase activation Cell Death Dis. 2013 Feb 28;4(2):e515.
Jurkat cells 2-8 μM 3-12 h Induced apoptosis and G2/M cell cycle arrest, accompanied by Mcl-1 downregulation, Bax translocation, cytochrome c release, and caspase activation Cell Death Dis. 2013 Feb 28;4(2):e515.
SK-MES-1 cells 1–100 μM 48 h BITC dose-dependently inhibited the growth of SK-MES-1 cells with an IC50 value of 23.4 ±0.11 μM. Acta Pharmacol Sin. 2017 Apr;38(4):539-550.
H661 cells 1–100 μM 48 h BITC dose-dependently inhibited the growth of H661 cells with an IC50 value of 15.9±0.22 μM. Acta Pharmacol Sin. 2017 Apr;38(4):539-550.
A549 cells 1–100 μM 48 h BITC dose-dependently inhibited the growth of A549 cells with an IC50 value of 30.7±0.14 μM. Acta Pharmacol Sin. 2017 Apr;38(4):539-550.
ACHN cells 10 μM 48 h MIC-1 significantly inhibited the growth of ACHN cells, with growth inhibition rates of 35.92 ± 3.79%. Front Cell Dev Biol. 2022 Jan 4;9:790618.
SK-NEP-1 cells 10 μM 48 h MIC-1 significantly inhibited the growth of SK-NEP-1 cells, with growth inhibition rates of 51.01 ± 2.99%. Front Cell Dev Biol. 2022 Jan 4;9:790618.
769-P cells 10 μM 48 h MIC-1 significantly inhibited the growth of 769-P cells, with growth inhibition rates of 59.99 ± 7.38%. Front Cell Dev Biol. 2022 Jan 4;9:790618.
OSRC-2 cells 10 μM 48 h MIC-1 significantly inhibited the growth of OSRC-2 cells, with growth inhibition rates of 69.46 ± 13.23%. Front Cell Dev Biol. 2022 Jan 4;9:790618.
786-O RCC cells 10 μM 48 h MIC-1 significantly inhibited the growth of 786-O RCC cells, with the growth inhibitory rate reaching 88.69 ± 2.26%. Front Cell Dev Biol. 2022 Jan 4;9:790618.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Nude mice BxPC-3 pancreatic tumor xenograft model Oral gavage 12 µmol 5 days a week for 6 weeks To evaluate the effect of BITC on tumor growth, results showed BITC significantly suppressed tumor growth and increased apoptosis. J Natl Cancer Inst. 2009 Feb 4;101(3):176-93.
Nude mice BxPC-3 tumor xenograft model Oral gavage 12 μM Once daily for 46 days To investigate the inhibitory effect of BITC on pancreatic tumor growth, results showed BITC significantly suppressed tumor growth and reduced activation of PI3K/AKT/FOXO pathway. Clin Cancer Res. 2011 Apr 1;17(7):1784-95.
Nude mice ATC orthotopic model Oral 5, 10, 30 mg/kg Once daily for 2 weeks To evaluate the effect of BITC on tumor growth, results showed that BITC significantly reduced tumor weight and pathological features iScience. 2024 Aug 23;27(10):110796.
MMTV-neu transgenic mice MMTV-neu transgenic mouse model Dietary administration 1 and 3 mM/kg 25 weeks To evaluate the preventive effect of BITC on mammary hyperplasia in MMTV-neu mice. Results showed that BITC significantly reduced the incidence and burden of mammary hyperplasia and carcinoma without causing weight loss or other side effects. Cancer Res. 2009 Dec 15;69(24):9473-80.
Nude mice Jurkat xenograft model Intraperitoneal injection 50 mg/kg Once daily for 20 days Significantly inhibited tumor growth, induced apoptosis and downregulation of Mcl-1 Cell Death Dis. 2013 Feb 28;4(2):e515.
BALB/c nude mice A549-luc xenograft model Intraperitoneal injection 100 mg/kg Once daily for 8 weeks BITC significantly suppressed the growth of A549 xenografts and enhanced autophagy and ER stress in tumor tissues. Acta Pharmacol Sin. 2017 Apr;38(4):539-550.
BALB/C nude mice 786-O cell xenograft tumor model Gavage 25 mg/kg and 50 mg/kg Once every 2 days for 3 weeks MIC-1 significantly inhibited the growth of 786-O cell xenograft-derived tumors in a dose-dependent manner, with no significant effect on, food intake, and water intake. Front Cell Dev Biol. 2022 Jan 4;9:790618.

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

6.70mL

1.34mL

0.67mL

33.51mL

6.70mL

3.35mL

67.02mL

13.40mL

6.70mL

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