53101-51-2

Upstream product

• 56305-04-5 trolox 
• 100-39-0 benzyl bromide 
• 64338-22-3 benzyl 6-(benzyloxy)-2,5,7,8-tetramethylchroman-2-carboxylate 
• 100-44-7 benzyl chloride 
• 86646-83-5 methyl 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylate 
• 210174-90-6 methyl-6-(benzyloxy)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene-2-carboxylate 

Downstream Products

• 1067886-48-9 O-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-carbonyl)-N-tert-butoxycarbonyl-L-serine lauryl ester 
• 1067886-51-4 O-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-carbonyl)-N-lauroyl-L-serine benzyl ester 
• 1067886-45-6 O-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-carbonyl)-N-tert-butoxycarbonyl-L-serine ethyl ester 
• 1312920-78-7 benzyl 3β-[(6-benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)carbonyloxy]lup-20(29)-en-28-oate 
• 24960-03-0 (S)-2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl)chroman-6-ol 
• 1721-51-3 alpha-tocotrienol 
• 221324-51-2 (S)-6-(benzyloxy)-3,4-dihydro-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid 

Relevant academic research and scientific papers

CHINONE-, HYDROCHINOME- AND NAPHTHOCHINONE-ANALOGUES OF VATIQUIONE FOR TREATMENT OF MITOCHONDRIAL DISORDER DISEASES

The disclosure provides therapeutic compositions (i.e., therapeutic agents) and methods of preventing or treating Friedreich's ataxia in a mammalian subject, reducing risk factors, signs and/or symptoms associated with Friedreich's ataxia (e.g. Complex I deficiency), and/or reducing the likelihood or severity of Friedreich's ataxia. The disclosure further provides novel intermediates for the production of said therapeutic compositions and related reduced versions of said therapeutic compositions, which reduce forms may also be used as therapeutic agents (or prodrugs of the therapeutic agent(s)).

A green multicomponent synthesis of tocopherol analogues with antiproliferative activities

A one-pot efficient, practical and eco-friendly synthesis of tocopherol analogues has been developed using water or solvent free conditions via Passerini and Ugi multicomponent reactions. These reactions can be optimized using microwave irradiation or ultrasound as the energy source. Accordingly, a small library of 30 compounds was prepared for biological tests. The evaluation of the antiproliferative activity in the human solid tumor cell lines A549 (lung), HBL-100 (breast), HeLa (cervix), SW1573 (lung), T-47D (breast), and WiDr (colon) provided lead compounds with GI50 values between 1 and 5 μM. A structure–activity relationship is also discussed. One of the studied compounds comes up as a future candidate for the development of potent tocopherol-mimetic therapeutic agents for cancer.

Radical scavenging activity and performance of novel phenolic antioxidants in oils during storage and frying

Novel phenolic antioxidants: 2a (6′-hydroxy-2′,5′, 7′,8′-tetramethylchroman-2′-yl)methyl 3-methoxy-4- hydroxycinnamate, 2b (6′-hydroxy-2′,5′,7′,8′- tetramethylchroman-2′-yl)methyl 3,5-dimethoxy-4-hydroxycinnamate, 2c (6′-hydroxy-2′,5′,7′,8′-tetramethylchr

Synthesis of conjugates of lupane triterpenoids with chromane antioxidants and in vitro study of their influence on the production of nitrogen monoxide and on the arginase activity in activated macrophages

Conjugates of lupane triterpenoids (betulin and betulonic and betulinic acids) with synthetic analogs of α-tocopherol were obtained via ester bond formation and tested in vitro. Showing low cytotoxicity, some of them suppress nitrogen monoxide production

Preparing amidines derived from 6-hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid

New intermediates of the formula (II)B described below for the synthesis of amidine derivatives of (?)-6-hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid, such as for example (S)-N-{4-[4-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)-carbonyl]-1-piperazinyl]phenyl}-2-thiophenecarboximidamide wherein A′ is X is —Z1—CO; ρ is a bond or a heterocycle selected from the group consisting of piperidine, piperazine, homopiperazine, 2-methylpiperazine, 2,5-dimethyl-piperazine and 4-aminopiperidine; Y is —Z2— or —NR3—Z2, R3is hydrogen, alkyl of 1 to 6 carbon atoms or —COR4, R4is alkyl of 1 to 6 carbon atoms; Z1and Z2independently are a single bond or alkylene of 1 to 6 carbon atoms; and R6is hydrogen or OH.

Synthesis and anti-inflammatory activity of N-(aza)arylcarboxamides derived from Trolox

A series of 6-(aza)arylmethoxychroman-2-carboxamides 22-38, derived from Trolox or 6-hydroxy-2,5,7,8-tetra-methylchroman-2-carboxylic acid, was prepared using two strategies, i.e. phenol blockade was carried out before or after amidification. These compounds were evaluated against peripheral inflammation by a carrageenin-induced foot-pad edema test. A permanent blockade of the phenol function by arylmethoxy groupings, in particular by the quinolylmethoxy moiety, was generally detrimental to activity; only the 6-benzyloxy and quinolylmethoxy derivatives 22 and 31 exhibited significant inhibition (58.3 and 97.1%) after oral administration of 0.4 mrnol kg-1. Among their 6-acetoxy or 6-hydroxy precursors 12-21. evaluated at 0.4 and 0.1 mmol kg-1, the N-(4-pyridyl) chromancarboxamides 15 and 20 exerted the highest inhibitory activity. Their ID50 were 14.7 ± 5.5 mg kg-1 and 14.7 ± 4.5 mg kg-1, respectively. Elsevier, Paris.

Antioxidant chroman compounds

The (6-hydroxy-chroman-2-yl) acetic or carboxylic acid derivatives useful as antioxidants and a method for preparing these derivatives from hydroquinones and intermediates in this synthesis as well as the use of these derivatives as intermediates in the preparation of optically active alpha-tocopherol.