24197-55-5

Upstream product

• 186581-53-3 diazomethane 
• 626-86-8 adipinic acid monoethyl ester 
• 2270-20-4 5-Phenylpentanoic acid 
• 14273-91-7 methyl 6-iodohexanoate 
• 637-59-2 1-Bromo-3-phenylpropane 
• 10521-91-2 5-phenylpentan-1-ol 
• 101689-18-3 7-phenylheptanoic acid methyl ester 
• 4224-63-9 6-iodohexanoic acid 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 3884-92-2 methyl 8-oxooctanoate 
• 931-88-4 cis-Cyclooctene 
• 260050-21-3 (E)-methyl 7-phenylhept-2-enoate 
• 121784-15-4 7-phenylheptanal 
• 36884-28-3 5-phenyl-1-pentanal 

Downstream Products

• 3208-26-2 9-phenyl-1-hydroxynonane 
• 221195-30-8 9-(phenyl)-nonan-1-al 
• 16269-06-0 9-phenylnonanoic acid 
• 24065-64-3 1,18-diphenyloctadecane 
• 103602-67-1 9-phenyl-1-bromononane 
• 177706-80-8 4-oxo-13-phenyltridecanoic acid 
• 177706-79-5 methyl 4-oxo-13-phenyltridecanoate 
• 177706-83-1 (R)-2-(9-phenylnonyl)pyrrolidine 
• 177706-89-7 (S)-2-(9-phenylnonyl)pyrrolidine 
• 177706-82-0 (R)-2-Phenyl-2-[(R)-2-(9-phenyl-nonyl)-pyrrolidin-1-yl]-ethanol 
• 177706-88-6 (S)-2-Phenyl-2-[(S)-2-(9-phenyl-nonyl)-pyrrolidin-1-yl]-ethanol 
• 177706-81-9 (3R,7aS)-3-Phenyl-7a-(9-phenyl-nonyl)-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 177770-51-3 (3S,7aR)-3-Phenyl-7a-(9-phenyl-nonyl)-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 41882-80-8 p-Benzoyl-9-phenylnonansaeure 

Relevant academic research and scientific papers

Development of an enzyme-linked immunosorbent assay for the determination of the linear alkylbenzene sulfonates and long-chain sulfophenyl carboxylates using antibodies generated by pseudoheterologous immunization

ELISA methods have been developed for screening contamination of water resources by linear alkyl benzene sulfonates (LAS) or the most immediate degradation products, the long chain sulfophenyl carboxylates, SPCs. The assay uses antibodies raised through pseudoheterologous immunization strategies using an equimolar mixture of two immunogens (SFA-KLH and 13C13-SPC-KLH) prepared by coupling N-(4-alkylpnenyl)sulfonyl-3-aminopropanoic acid (SFA) andp-(1-carboxy-13-tridecyl)-phenylsulfonic acid (13C13-SPC) to keyhole limpet hemocyanin (KLH). The immunizing haptens have been designed to address recognition versus two different epitopes of the molecule. The SFA hapten maximizes recognition of the alkyl moiety while preserving the complexity of the different alkyl chains present in the LAS technical mixture. The 13C13-SPC hapten addresses recognition of the common and highly antigenic phenylsulfonic group. The antisera raised using this strategy have been shown to be superior to those obtained through homologous immunization procedures using a single substance. By using an indirect ELISA format, LAS and long-chain SPCs can be detected down to 1.8 and 0.2 μg L-1, respectively. Coefficients of variation of 6 and 12% within and between assays, respectively, demonstrate immunoassay reproducibility. The assay can be used in media with a wide range of pH and ionic strength values. Preliminary experiments performed to assess matrix effects have demonstrated the potential applicability of the method as a screening tool to assess contamination by these types of surfactants in natural water samples.

Synthesis and histamine H3 receptor activity of 4-(n-alkyl)-1H-imidazoles and 4-(omega-phenylalkyl)-1H-imidazoles.

The influence of lipophilic moieties attached to a 4-1H-imidazole ring on the histamine H3 receptor activity was systematically investigated. Series of 4-(n-alkyl)-1H-imidazoles and 4-(omega-phenylalkyl)-1H-imidazoles were prepared, with an alkyl chain varying from 2-9 methylene groups and from 1-9 methylene groups, respectively. The compounds were tested for their activity on the H3 receptor under in vitro conditions. For the 4-(n-alkyl)-1H-imidazoles the activity is proportional to chain length, ranging from a pA2 value of 6.3 +/- 0.2 for 4-(n-propyl)-1H-imidazole to a pA2 value of 7.2 +/- 0.1 for 4-(n-decyl)-1H-imidazole. For the series 4-(omega-phenylalkyl)-4H-imidazoles an optimum in H3 activity was found for the pentylene spacer: 4-(omega-phenylpentyl)-1H-imidazole has a pA2 value of 7.8 +/- 0.1.

Synthesis and nematocidal activity of aralkyl- and aralkenylamides related to piperamide on second-stage larvae of Toxocara canis

Seventy-nine aralkyl- and aralkenylamides related to piperamides were synthesized and their nematocidal activity against second-stage larvae of dog roundworm, Toxocara canis, was examined. The activity was greatly dependent on the alkyl chain length and the nature of the amine moiety, but was scarcely affected by the presence or absence of double bond(s) in the chain. The alkyl chain lengths which showed the strongest activity in a series of homologues were m=11 for the pyrrolidine amides and m=13 for the N- methylpiperazine amides. Although piperamides (3,4-methylenedioxyphenyl homologues) showed the strongest activity among the homologues tested, methoxy substituent(s) on the aromatic ring did not have much effect on the activity. However, conversion of the methoxy group to a hydroxy group greatly decreased the activity and shortened the chain length giving the strongest activity. Calculated log P values of non-phenolic aryl-piperamides fell in the range from 3.5 to 4.5, whereas those of hydroxyphenyl-piperamides were smaller, suggesting that different mechanisms are involved in the nematocidal activity of phenolic and non-phenolic compounds.

Enantioselective total synthesis of Irniine and Bgugaine, bioactive 2-alkylpyrrolidine alkaloids

An asymmetric total synthesis of the 2-(R)-alkylpyrrolidines, (-)-irniine (1a) and (-)-bgugaine (1b), toxic and antibiotic components of the tubers of Arisarum vulgare, and (+)-(S)-irniine (1c), was carried out by condensation of the corresponding 4-oxoalkanoic acid (9) with chiral phenylglycinol. Acids (9) were prepared from a hetero-organocuprate (I) complex, generated by reaction of methylcopper (I) with alkylmagnesium bromides and methyl chlorocarbonylpropionate. Alkaloids (1a, 1b and 1c) displayed anti Gram(+) bacterial (MIC 12.5 - 50 μg/ml) and antifungal (MIC 6.25 - 50 μg/ml) activities.