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Home > Encyclopedia > Phenethyl isothiocyanate

Phenethyl isothiocyanate

Phenethyl isothiocyanate structure

Phenethyl isothiocyanate 

structure
  • CAS No:

    2257-09-2

  • Formula:

    C9H9NS

  • Chemical Name:

    Phenethyl isothiocyanate

  • Synonyms:

    Benzene,(2-isothiocyanatoethyl)-;Isothiocyanic acid,phenethyl ester;(2-Isothiocyanatoethyl)benzene;Phenethyl mustard oil;β-Phenylethyl isothiocyanate;Phenylethyl isothiocyanate;Phenylethyl mustard oil;2-Phenylethyl isothiocyanate;Phenethyl isothiocyanate;β-Phenethyl isothiocyanate;NSC 87868;JC 5411;1-(2-Isothiocyanatoethyl)benzene;Beta-phenylethyl isothiocyanate

  • Categories:

    Cosmetic Ingredient  >  Perfuming

Description

Light Yellow Liquid Phenethyl isothiocyanate has a strong green irritating odor.


Nearly Colourless liquid; Strong green irritating aroma


Phenethyl isothiocyanate is an isothiocyanate having a phenethyl group attached to the nitrogen. It is a naturally occurring compound found in some cruciferous vegetables (e.g. watercress) and is known to possess anticancer properties. It has a role as an antineoplastic agent, a metabolite and an EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor.|Phenethyl Isothiocyanate has been used in trials studying the prevention and treatment of Leukemia, Lung Cancer, Tobacco Use Disorder, and Lymphoproliferative Disorders.|Phenethyl Isothiocyanate is an isothiocyanate found in cruciferous vegetables with chemopreventive and potential antitumor activities. Although the mechanism of action is unclear, phenethyl Isothiocyanate (PEITC) was shown to induce apoptosis in tumor cells, possibly mediated through its metabolic intermediates, reactive oxygen species (ROS). PEITC also is able to activate ERK and JNK signal transduction, which in turn induces expression of stress-responsive genes. Specifically, this agent has been shown to reactivate gene expression of a detoxification enzyme, glutathione S-transferase that is silenced in prostate carcinoma.

Phenethyl isothiocyanate Basic Attributes

163.24

163.24

2084162

218-855-5

6U7TFK75KV

87868

DTXSID5021120

C2233

2930909090

Characteristics

44.4

2.33190

Clear colorless to yellow Liquid

1.0942 g/cm3 @ Temp: 20 °C

203-205 °C

139-140 °C

>230 °F

n20/D 1.5888(lit.)

H2O: insoluble

Refrigerator, Under Inert Atmosphere

0.0427mmHg at 25°C

Oral-Mouse LD50: 700 mg/kg

Combustion produces toxic sulfur oxide and nitrogen oxide gas

Safety Information

III

8

UN 2206 6.1/PG 3

3

20/21/22-36/37/38-42-42/43

23-26-36-36/37

NX9115000

Xn

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

P261-P280-P305 + P351 + P338-P342 + P311

H302 + H312 + H332-H315-H317-H319-H334-H335

|Warning|H302 (99.94%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501|Aggregated GHS information provided by 1640 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

moderately toxic

Drug Information

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved. (See all compounds classified as Anticarcinogenic Agents.)|Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included. (See all compounds classified as Carcinogens.)

Phenethyl isothiocyanate has known human metabolites that include (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-(2-phenylethylcarbamothioylsulfanyl)propan-2-yl]amino]-5-oxopentanoic acid.

2-phenylethyl isothiocyanate

Phenethyl isothiocyanate Use and Manufacturing

Uses

Flavor ingredient; provides the hot or burning sensation in horseradish.

Benzene, (2-isothiocyanatoethyl)-: ACTIVE

Food additives -> Flavoring Agents

Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT;

Computed Properties

Molecular Weight:163.24
XLogP3:3.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:163.04557046
Monoisotopic Mass:163.04557046
Topological Polar Surface Area:44.4
Heavy Atom Count:11
Complexity:144
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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