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Metabolism and Bioactivation of 3-Methylindole by Human Liver Microsomes
Chemical Research in Toxicology, 2006Metabolism and bioactivation of 3-methylindole (3MI) were investigated in human liver microsomes. The metabolism of two deuterium-labeled analogues of 3MI permitted a relatively unambiguous identification of multiple metabolites and glutathione (GSH) adducts of reactive intermediates.
Zhengyin, Yan +5 more
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3-Methylindole-Induced Pulmonary Edema and Emphysema in Sheep
American Journal of Veterinary Research, 1978SUMMARY Intraruminal doses of 3-methylindole (3mi) were administered to 10 Columbian ewes 3 to 5 years of age to determine whether 3mi would induce acute pulmonary edema and emphysema in this species. Group I (4 ewes) was given 0.6 g of 3mi/kg of body weight; group II (4 ewes) was given 0.2 g of 3mi/kg, and group III (2 ewes) served as a control ...
B J, Bradley +2 more
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Bioactivation of 3-methylindole by isolated rabbit lung cells
Toxicology and Applied Pharmacology, 19903-Methylindole (3MI) is a pneumotoxin that causes selective lung lesions indicative of Clara cell and alveolar epithelial cell damage in ruminants and rodents. The present study examined the cytotoxicity of 3MI to isolated rabbit Clara cells, type II alveolar epithelial cells, and alveolar macrophages.
W K, Nichols, D N, Larson, G S, Yost
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ChemInform Abstract: PHOTOOXIDATION OF 3‐METHYLINDOLES
Chemischer Informationsdienst, 1977AbstractBei der Photolyse von 3‐Methyl‐indol (Ia) in Benzol, Cyclohexan, Essigester und Acetonitril entsteht ausschließlich das Acetophenon (IIa) (Ausbeuten 18, I2, l0 bzw. 9%), während in Aceton neben (IIa) noch das Formylindol (IIIa) (5 bzw. 4%) und in Essigsäure ausschließlich (IIIa) (7%) gebildet werden.
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Reaction of 3-methylindole with a diazonium salt
Journal of the Chemical Society, Perkin Transactions 1, 1975The yellow product isolated from the reaction of 3-methylindole with diazotised 2-methoxy-4-nitroaniline at pH 6–7 is o-formamidoacetophenone 2-methoxy-4-nitrophenylhydrazone (9), and not 3-formyl-2,3-dihydro-2-(2-methoxy-4-nitroanilino)-3-methylindazole (2) as originally proposed.
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The autoxidation of 2-(2-hydroxyphenyl)-3-methylindole
Journal of the Chemical Society C: Organic, 1971Fischer indolisation of ethyl 2-hydroxyphenylketone phenylhydrazone affords 2-(2-hydroxyphenyl)-3-methyl-indole which is readily autoxidised to 3-hydroxy-2-(2-hydroxyphenyl)-3-methyl-3H-indole. This smooth autoxidation is dependent upon the presence of the phenolic hydroxy-group at the 2-position of the 2-phenyl substituent.
B. Robinson, M. Uppal Zubair
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Metabolic activation of the pneumotoxin 3-methylindole
2012RThe heterocyclic alkaloid 3-methylindole (3MI), a naturally occurring systemic toxin that is has a high degree of selectivity for pulmonary tissue. EMI is formed by gastrointestinal fermentation of dietary tryptophan and causes a naturally occurring respiratory disease in cattle.
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Regiospecific bromination of 3-methylindoles with N-bromosuccinimide
Tetrahedron Letters, 1995Abstract The regiospecific bromination of various substituted 3-methylindoles at either C(2) or the C(3) alkyl moiety was accomplished via an electrophilic or free radical bromination process to provide intermediates for indole alkaloid total synthesis.
Puwen Zhang, Ruiyan Liu, James M. Cook
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1La transitions of jet-cooled 3-methylindole
Chemical Physics Letters, 1992Abstract One-photon and polarized two-photon fluorescence excitation spectra of jet-cooled 3-methylindole (3MI) and 3-trideuterio-methylindole are reported at a resolution of ≈0.2 cm−1. On the basis of the two-photon intensity ratios for linear versus circular polarized excitation, strong lines with predominantly 1La character are identified in 3MI ...
David M. Sammeth +3 more
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The autoxidation of 2-(2-aminophenyl)-3- methylindole
Tetrahedron, 1973Abstract Fischer indolisation of 2-aminophenyl ethyl ketone phenylhydrazone using glacial acetic acid saturated with hydrogen chloride as catalyst affords 3-methylindolo(l′:2′-3:4)2-methylquinazoline and 2-(2-aminophenyl)-3-methylindole. The latter compound is autoxidised to 2-(2-amino-phenyl)-3-hydroxy-3-methyl-3H-indole, a reaction which is shown ...
B. Robinson, M.Uppal Zubair
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