28746-20-5

Upstream product

• 125604-03-7 1-(bromomethyl)-3-(methoxymethyl)benzene 
• 124-41-4 sodium methylate 
• 82072-23-9 3-(bromomethyl)benzaldehyde 
• 140639-94-7 2-(3'-hydroxymethyl)phenyl-1,3-dioxolane 
• 74-88-4 methyl iodide 
• 64407-07-4 3-(chloromethyl)benzonitrile 
• 626-15-3 1,3-bis-(bromomethyl)benzene 
• 22072-45-3 1,3-di-(methoxy-methyl)benzene 
• 1515-86-2 (3-Cyanophenyl)methyl methyl ether 
• 77072-00-5 3-chloromethylbenzaldehyde 

Downstream Products

• 28817-09-6 3,3'-Bis(bromomethyl)-2-methyl-stilben 
• 28817-06-3 3,3'-Bis(bromomethyl)-2-methyl-trans-stilben 
• 28817-04-1 3,3'-Bis(methoxymethyl)-2-methyl-cis-stilben 
• 28817-05-2 3,3'-Bis(methoxymethyl)-2-methyl-trans-stilben 
• 15323-31-6 3,3'-Bis(bromomethyl)-trans-stilben 
• 28816-99-1 3,3'-Bis(hydroxymethyl)-cis-stilben 
• 28816-99-1 3,3'-Bis(methoxymethyl)-trans-stilben 
• 15323-33-8 3,3'-Bis(acetoxymethyl)-trans-stilben 
• 28817-03-0 (Z)-3,3'-Bis(brommethyl)stilben 
• 28817-08-5 3,3'-Bis(acetoxymethyl)-2-methyl-cis-stilben 
• 28817-07-4 3,3'-Bis(methoxymethyl)-2-methyl-trans-stilben 
• 28817-02-9 {3-[(Z)-2-(3-Hydroxymethyl-phenyl)-vinyl]-phenyl}-methanol 
• 1201634-96-9 C₂₄H₂₈O₃ 
• 265329-24-6 3-[1-(3-Methoxymethylbenzyl)piperidin-4-yl]-4-(4-chlorophenyl)-3,4-dihydro-2(1H)-quinazolinone 

Relevant academic research and scientific papers

BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF

The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

Identification of human T2R receptors that respond to bitter compounds that elicit the bitter taste in compositions, and the use thereof in assays to identify compounds that inhibit (block) bitter taste in compositions and use thereof

The present invention relates to the discovery that specific human taste receptors in the T2R taste receptor family respond to particular bitter compounds present in, e.g., coffee. Also, the invention relates to the discovery of specific compounds and compositions containing that function as bitter taste blockers and the use thereof as bitter taste blockers or flavor modulators in, e.g., coffee and coffee flavored foods, beverages and medicaments. Also, the present invention relates to the discovery of a compound that antagonizes numerous different human T2Rs and the use thereof in assays and as a bitter taste blocker in compositions for ingestion by humans and animals.

CBI analogues of the duocarmycins and CC-1065

An extensive series of CBI analogues of the duocarmycins and CC-1065 exploring substituent effects within the first indole DNA binding subunit is detailed. In general, substitution at the indole C5 position led to cytotoxic potency enhancements that can be ≧1000-fold providing simplified analogues containing a single DNA binding subunit that are more potent (IC50=2-3 pM) than CBI-TMI, duocarmycin SA, or CC-1065. The increases in cytotoxicity correlate well with accompanying increases in the rate and efficiency of DNA alkylation. This effect is more pronounced with the CBI versus DSA or CPI based analogues. Moreover, this effect is largely insensitive to the electronic character of the C5 substituent but is sensitive to the size, rigid length, and shape (sp, sp2, sp3 hybridization) of this substituent consistent with expectation that the impact is due simply to its presence.

Synthetic Study of Selective Benzylic Oxidation

Oxidation of bisbenzyl ethers was studied using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). Compared to other benzylic oxidations such as Kornblum type reaction of benzyl bromides or MnO2 oxidation of benzyl alcohols, DDQ oxidation offered advantages of being mild and highly selective to provide monoaldehyde products. We have explored factors which influence the course of the reaction and exemplified the synthetic value of the approach by preparing a number of aromatic intermediates (7-8, 15-25).

Microbial Stereodifferentiating Reduction of (+/-)4-Methyl- and (+/-)-6-Methyl-1-oxometacyclophanes and Revision of the Absolute Configuration of 4-Substituted Metacyclophanes

Partial oxidative hydrolysis of 4-bromo-1,1,10,10-bis(trimethylenedithio)metacyclophane (7) yielded the bromo ketones 8 and 9 which were respectively converted into (+/-)-4-methyl- (3) and (+/-)-6-methyl-1-oxometacyclophanes (4).The unambiguous synthesis of (+/-)-3 from 2,5-dimethylbenzoic acid (18) assigned their structures.Incubation of (+/-)-3 with Rhodotorula rubra gave a mixture of (-)-ketone 3, (-) axial alcohol 38, and (-) equatorial alcohol 39.The observed (-) Cotton effect indicated the pS configuration of (-)-3, and transformation of (-)-3 into (+)-4-methylmetacyclophane (5) permitted the assignment of the pR configuration to (+)-5, opposite to Schloegl's proposal.This conclusion was further supported by the parallel sequence of the steps starting from (+/-)-6-methyl ketone.