Isothiocyanate benzyl

A Wittig-type reaction of iminophosphorane 995 with benzoyl and ethoxycarbonyl isocyanates gave (91T6747) thiadiazolotriazines 996, whereas reaction of 995 with aromatic isocyanates afforded 997. On the other hand, iminophosphorane 995 reacted with methyl and benzyl isothiocyanates to give 998. Reaction of 995 with acid chlorides gave 999 (88H1935). All these compounds display mesoionic or zwitter ionic character (Scheme 184). 

WATTENBERG L (1981) Inhibition of carcinogen-induced neoplasia by sodiiun cyanate, tert-butylisocyanate and benzyl isothiocyanate administered subsequent to carcinogen exposure . Cancer Res, 41, 2991-4. 

KASSIE F, PooL-zoBEL B, PARZEFALL w and KNASMULLER s (1999) Genotoxic effects of benzyl isothiocyanate, a natural chemopreventive agent . Mutagenesis, 14 595-604. 

Strong promoting activity of phenylethyl isothiocyanate and benzyl isothiocyanate on urinary bladder carcinogenesis in F344 male rats , Int J Cancer, 77 773-7. 

WATTENBERG L w (1977) Inhibition of carcinogenic effects of polycyclic hydrocarbons by benzyl isothiocyanate and related compormds , J Nat Cancer Inst, 58 395-8. 

Figure 7.10 Chemical structures of phenyl isothiocyanate (left) and benzyl isothiocyanate (right).

Gimsing AL, Poulsen JL, Pedersen HL, Hansen HC (2007) Formation and degradation kinetics of the biofumigant benzyl isothiocyanate in soil. Environ Sci Technol 41 4271 276... 

Enterobacter cloacae convert benzyl isothiocyanate to benzylamine and hydrogen sulphide... 

Benzyl isothiocyanate was identified in aqueous extracts of C. sativa foliage by Lovett and Duffield ( ). Tang, Bhothipaksa and Frank ( ) showed that E. cloacae was capable of degrading benzyl isothiocyanate to hydrogen sulfide and benzylamine. Tests were, accordingly, carried out with incubated leaf washings of Camelina and showed the presence of hydrogen sulfide and... 

Isothiocyanates are sulphur- and nitrogen-containing phytochemicals with the general formula R-NSC, e.g. phenylethyl isothiocyanate 199, 3-phenylpropyl isothiocyanate 200 and benzyl isothiocyanate 201 (Structure 4.58). Isothiocyanates occur naturally as glucosinolate conjugates mainly in cruciferous vegetables. Isothiocyanates are also responsible for the typical flavour of these vegetables [1-4,21-23, 25, 54]. 

In another investigation, linalool (Fig. 8.1) was detected in relatively low concentration in the solvent-extracted volatiles of fresh papaya pulp from Sri Lanka [41]. The authors attributed the characteristic sweaty note of this papaya fruit mainly to methyl butanoate. Phenylacetonitrile was also found in high amounts (17.7%), which, according to the authors, combined with lesser concentrations of benzyl isothiocyanate (1.5%) can play a role in the aroma of papaya. 

The concentrations of linalool and benzyl isothiocyanate in papaya are clearly affected by the addition of Hg +. It is suggested that the mercurous ion could... 

Brassica alba (L.) Rabenh. B. juncea (L.) Czem. et Coss. Bai Jie Zi (Indian mustard) (seed, young shoot) Sinigrin, myrocin, sinapic acid, sinapine, potassium myronate, mustard oil, allyl isothiocyanate, behenic acid, erucic acid, benzyl isothiocyanate, eicosenic acid.48-50 Relieve bladder inflammation, hemorrhage, abscesses, lumbago, rheumatism, stomach disorders. 

Benzoyl salicin Benzoylecgonine Benzyl alcohol Benzyl isothiocyanate Benzylacetone Benzylbezoic acid Berbamine... 

Noncarcinogens atropine, benzyl alcohol, benzyl isothiocyanate, benzyl N=34 thiocyanate, biphenyl, d-carvone, codeine, deserpidine,... 

Other compounds, such as benzyl-isothiocyanate (23), act as antiethylene. agents - probably by blocking natural biosynthesis -and these may find applications for delaying ripening of fruits and perhaps prolonging their storage life. 

The same approach is taken to prepare 4-amino-7-((5)-2,3-dihydroxypropyl)pyrrolo[3,2-aT py-rimidine <91JCS(P1)195>. A variation of this approach used to prepare nonnucleoside derivatives proceeds via the activated amines (159), derived from the corresponding amine and benzyl isothiocyanate, which is cyclized with methanolic ammonia to yield the derivatives (160) (Equation... 

SEO, S.T., TANG, C.S., Hawaiian fruit flies (Diptera Tephritidae) toxicity of benzyl isothiocyanate against eggs or 1st instars of three species., J. Econ. Entomol., 1982, 75, 1132-1135. 

Reaction of 255 first with 2% HC1 in MeOH and then with Et3N and benzyl isothiocyanate afforded 260 in 48% yield (Scheme 34).106,107 The reaction of 260 with 2-chloro-3-ethylbenzoxazolium tetrafluoroborate gave oxazoine 261(45%), hydrogenolysis of which gave oxazoline 262 in 45% yield. 

The synthesis of trehalamines has generally involved the thiourea derivative of trehazolamines by intramolecular cyclization with one of the neighboring hydroxyl groups. Thus, treatment of 88 with benzyl isothiocyanate afforded the thiourea derivative 371. Compound 371 was hydrogenolyzed to cleave the two MOM groups,... 

Dialkylaminothiocarbamoyl isothiocyanates react with carbodiimides to give [2+4] cycloadducts. [2 + 2 + 2] Cycloadducts 225 are obtained in the reaction of the shown carbodiimide 224 with methyl- or benzyl isothiocyanate. " The structure of the [2+ 2+2] cycloadducts were determined by X-ray crystallography. 

The aza-Wittig reaction is also used to form polymers with pendant carbodiimide groups. For example, reaction of the polymeric azide 31 with benzyl isothiocyanate and triphenylphosphine gives the corresponding carbodiimide 32, a precursor for oligomeric guanidines." ... 

Chloro- and bromofluoroalkancs react, in the presence of tris(diethylamino)phosphane, with benzyl isothiocyanate to afford the products 21 resulting from substitution of the CN moiety. ... 

Bruggeman, I.M., Temmink, J.H.M., Bladeren, P.J. (1986). Glutathione- and cysteine-mediated cytotoxicity of allyl and benzyl isothiocyanate. Toxicol. Appl. Pharmacol. 83 349-59. 

BENZYL ISOBUTYRATE (FCC) see IJVOOO BENZYL-ISOTHIOCYANATE see BEU250 BENZYUSOTHIOUREA HYDROCHLORIDE see... 

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