41245-43-6

Upstream product

• 93-22-1 2-pentylnaphthalene 
• 142-62-1 hexanoic acid 
• 130-15-4 [1,4]naphthoquinone 
• 150-78-7 1,4-dimethoxybezene 
• 38843-82-2 1-(2,5-dimethoxyphenyl) pentan-1-one 
• 38843-83-3 2-n-pentyl-1,4-dimethoxybenzene 
• 4693-32-7 2-n-pentyl-1,4-dihydroxybenzene 
• 628-71-7 1-Heptyne 
• 591-51-5 phenyllithium 
• 161691-36-7 2-Pentyl-5,8-dihydro-naphthalene-1,4-diol 
• 50882-62-7 2-n-Pentyl-1-naphthol 
• 638-29-9 n-valeryl chloride 
• 161691-33-4 2-pentylcyclohexa-2,5-diene-1,4-dione 

Relevant academic research and scientific papers

Microwave-assisted solid-phase D?tz benzannulation reaction: A facile synthesis of 2,3-disubstituted-1,4-naphthoquinones

A microwave-assisted solid-supported D?tz benzannulation of chromium carbene complexes with various alkynes has been developed. The oxidative cleavage of the resulting resin-bound 1,4-naphthols affords 2,3-disubstituted-1, 4-naphthoquinone derivatives in good to moderate yields with high purities.

Substituted 2-n-pentyl-1,4-naphthaquinones from 2-n-pentyl-1,4-benzoquinone and substituted 1,3-butadienes

Cycloaddition reaction of 2-n-pentyl-1,4-benzoquinone (6) with substituted 1,3-butadienes gives new 2-n-pentyl-1,4-dihydroxy-5,8-dihydronaphthalene derivatives (7).Oxidation of these cycloadducts gives the required 1,4-naphthaquinone derivatives (1).None

CONDENSATION INDOLE/NAPHTHOQUINONE. SYNTHESE D'UNE NOUVELLE SERIE D'INDOLYL-1,4-NAPHTHOQUINONES

Addition of an indole, which does not have a group at the 3-position, to 1,4-naphthoquinone leads to the expected 2-(3-indolyl)-1,4-naphthoquinone.When the 1,4-naphthoquinone is substituted at the 2-position by an alkyl or aryl group, the 2-substituted 3-(3-indolyl)-1,4-naphthoquinone is easily formed.However, when the 2-substituent of the quinone is functional (OH, OMe, Cl, Br, NC5H10, S-C6H5), in addition to the new series of expected indolylnaphthoquinones, several by-products resulting from elimination of the 2-substituted and/or further reaction of these compounds are formed.The outcome at the reaction appears to be very sensitive to the experimental conditions.

Syntheses of Naphthoquinone Compounds Using Chromium Carbonyl Carbene Complexes

The chromium carbonyl carbene complexes bearing an acetoxyl group and a phenyl substituent were found to react smoothly with acetylene compounds to produce naphthoquinone derivatives in good yields after oxidation.This cycloaddition reaction proceeded reg

Naphthalene anti-psoriatic agents

Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: STR1 wherein: R1 is lower alkoxy or optionally substituted phenoxy; R2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenyl-lower-alkyl; R3 is hydrogen, lower alkyl, lower alkoxy, halo, optionally substituted phenyl, optionally substituted phenyl-lower-alkyl or optionally substituted phenyl-lower-alkoxy, and m is 1 or 2; X and Y are different and are selected from the group consisting of hydrogen, R4 and -C(O)W, wherein W is alkyl of one to seven carbon atoms, optionally substituted phenyl or optionally substituted benzyl; and R4 is lower alkyl or optionally substituted phenyl-lower-alkyl.

METHOD FOR TREATING DISEASE STATES IN MAMMALS WITH NAPHTHALENE LIPOXYGENASE-INHIBITTNG AGENTS

Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: wherein: R1 is lower alkoxy or optionally substituted phenoxy, R2 is the same as R1, or R2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenylalkyl, R3 is hydrogen, lower alkyl, lower alkoxy, halo, optionally substituted phenyl, optionally substituted phenyl-lower-alkyl or optionally substituted phenyl-lower-alkoxy, and m is 1 or 2; both X groups are the same and X is either -C(O)OR4 or -C(O)NR5R6 , wherein R4 is alkyl, phenyl or benzyl optionally substituted with one or two lower alkyl groups, lower alkoxy groups or halo; and R5 and R6 are independently hydrogen, lower alkyl, cycloalkyl or phenyl optionally substituted with one or two lower alkyl groups, lower alkoxy groups or halo. The compounds of this invention are also useful for the treatment of disease-states caused by lipoxygenase activity in mammals, particularly 5-lipoxygenase activity, when administered systemically.

Naphthalene lipoxygenase-inhibiting agents

Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: STR1 wherein: R1 is lower alkoxy or optionally substituted phenoxy; R2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenylalkyl; R3 is hydrogen, lower alkyl, lower alkoxy, halo, optionally substituted phenyl, optionally substituted phenyl-lower-alkyl or optionally substituted phenyl-lower-alkoxy, and m is 1 or 2; X and Y are different and are either R4 or --C(O)W wherein R4 is lower alkyl or optionally substituted phenyl-lower-alkyl; W is --OR5 or --NR6 R7, wherein R5 is alkyl, optionally substituted phenyl or optionally substituted benzyl; and R6 and R7 are independently hydrogen, lower alkyl, cycloalkyl or optionally substituted phenyl. The compounds of this invention are also useful for the treatment of disease-states caused by lipoxygenase activity in mammals, particularly 5-lipoxygenase activity, when administered systemically.

Synthesis of vitamin-K derivatives with different lengths of the alkyl side chain

The radical alkylation of 1,4-naphthoquinone with various lengths of fatty acids in the presence of (NH4)2S2O8 and AgNO3 was studied.A simple and effective method was found for the synthesis of vitamin-K derivatives with different lengths of alkyl side chain.Two types of vitamin-K derivatives were synthesized.The first type, 2-alkyl-1,4-naphthoquinones, was synthesized by a single step of radical alkylation of 1,4-naphthoquinone with different lengths of fatty acids.The second type, 2-alkyl-3-methyl-1,4-naphthoquinones, was synthesized by radical alkylation of 2-methyl-1,4-naphthoquinone using the same reaction as for the first type, or by radical methylation of the first type.Our results show that the former method is suitable for the synthesis of long-side-chain (n > 11; n, number of carbon atoms in chain of the fatty acid) vitamin-K derivatives, whereas the latter method is better for the synthesis of short-side-chain (n 11) vitamin-K derivatives.The structures of these newly synthesized vitamin-K derivatives were identified by UV, IR, 1H NMR and MS spectra.

Naphthalene anti-psoriatic agents

Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: STR1 wherein: R1 is lower alkoxy or optionally substituted phenoxy; R2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenylalkyl; R3 is hydrogen, lower alkyl, lower alkoxy, halo, optionally substituted phenyl, optionally substituted phenyl-lower-alkyl or optionally substituted phenyl-lower-alkoxy, and m is 1 or 2; X and Y are different and are either R4 or --C(O)W wherein R4 is lower alkyl or optionally substituted phenyl-lower-alkyl; W is --OR5 or --NR6 R7, wherein R5 is alkyl, optionally substituted phenyl or optionally substituted benzyl; and R6 and R7 are independently hydrogen, lower alkyl, cycloalkyl or optionally substituted phenyl.

Catalytic Asymmetric Induction in Oxidation Reactions. Synthesis of Optically Active Epoxynaphthoquinones

Optically active 2,3-epoxides of a variety of substituted 1,4-naphthoquinones have been prepared in an asymmetric synthesis.Enantiomeric excess of up to 45percent were realized.Some data could be obtained concerning the influence of substituents on the en