29336-30-9

Upstream product

• 1070-83-3 tert-Butylacetic acid 
• 26547-87-5 (R)-2-bromo-3,3-dimethyl-butyric acid 
• 32653-37-5 (S)-2-bromo-3,3-dimethylbutyric acid 
• 33105-81-6 2-amino-3,3-dimethylbutanoic acid 
• 50364-40-4 2-bromo-2-tert-butyl acetic acid 
• 590-50-1 4,4-dimethyl-pentan-2-one 
• 107-39-1 2,4,4-trimethyl-1-pentene 
• 7065-46-5 3,3-dimethylbutanoic acid chloride 
• 32363-94-3 1,1-dichloro-3,3-dimethyl-1-butene 

Downstream Products

• 20201-39-2 α-Brom-tert.-butylessigsaeureethylester 
• 69959-85-9 N-(2,4-dimethylpent-3-yl)-2-bromo-3,3-dimethylbutanoic acid amide 
• 190260-61-8 N-triphenylmethyl-2-bromo-3,3-dimethylbutanamide 
• 351350-37-3 2-chloro-N-[5-(2-fluoro-phenyl)-3-phenylsulfanylmethyl-3H-[1,2,3]triazol-4-yl]-3,3-dimethyl-butyramide 
• 1010802-74-0 2-bromo-N-(4-fluoro-benzyl)-3,3-dimethyl-N-(1-trityl-1H-imidazol-4-ylmethyl)-butyramide 
• 79289-34-2 1-(diphenylmethylene)-3-oxo-4-tert-butyl-1,2-diazetidinium inner salt 
• 116952-87-5 2-Brom-3,3-dimethyl-N-tosyl-butanohydrazonoylchlorid 
• 190260-63-0 1-(1-methyl-1-phenylethyl)-3-tert-butylaziridinone 

Relevant academic research and scientific papers

Benzoxazinone-containing 3,5-dimethylisoxazole derivatives as BET bromodomain inhibitors for treatment of castration-resistant prostate cancer

The bromodomain and extra-terminal proteins (BET) have emerged as promising therapeutic targets for the treatment of castration-resistant prostate cancer (CRPC). We report the design, synthesis and evaluation of a new series of benzoxazinone-containing 3,5-dimethylisoxazole derivatives as selective BET inhibitors. One of the new compounds, (R)-12 (Y02234), binds to BRD4(1) with a Kd value of 110 nM and blocks bromodomain and acetyl lysine interactions with an IC50 value of 100 nM. It also exhibits selectivity for BET over non-BET bromodomain proteins and demonstrates reasonable anti-proliferation and colony formation inhibition effect in prostate cancer cell lines such as 22Rv1 and C4-2B. The BRD4 inhibitor (R)-12 also significantly suppresses the expression of ERG, Myc and AR target gene PSA at the mRNA level in prostate cancer cells. Treatment with (R)-12 significantly suppresses the tumor growth of prostate cancer (TGI = 70%) in a 22Rv1-derived xenograft model. These data suggest that compound (R)-12 is a promising lead compound for the development of a new class of therapeutics for the treatment of CRPC.

FUSED IMIDAZOLE DERIVATIVES FOR THE TREATMENT OF DISORDERS MEDIATED BY ALDOSTERONE SYNTHASE AND/OR 11-BETA-HYDROXYLASE AND/OR AROMATASE

The present invention provides a compound of formula (I); said compound is inhibitor of aldosterone synthase, and/or 11beta-hydroxylase (CYP11B1), and/or aromatase, and thus can be employed for the treatment of a disorder or disease mediated by aldosterone synthase, aromatase, or CYP11B1. Accordingly, the compound of formula (I) can be used in treatment of hypokalemia, hypertension, congestive heart failure, renal failure, in particular, chronic renal failure, restenosis, atherosclerosis, syndrome X, obesity, nephropathy, post-myocardial infarction, coronary heart diseases, increased formation of collagen, fibrosis and remodeling following hypertension and endothelial dysfunction. Finally, the present invention also provides a pharmaceutical composition.

The synthesis, physical, and spectral properties, and some reactions of a new stable bis-α-lactam (aziridinone) with a terpene skeleton

A synthesis of a new stable bis-α-lactam, cis-1,1′(p-menth-1,8-ylene) bis(3-tert-butyl-2-azirididone) (4), derived from p-menthane, is described. Complete spontaneous thermal decomposition required lh of reflux in boiling n-decane (b.p. 174°C) and the products are 2,2-dimethylpropanal (pivalaldehyde) (6) and 1,8-diisocyano-p-menthane (7). Reaction with benzylamine yielded the unexpected bis-benzylamide (13a), while reaction with sodium methoxide gave the bisα-amino acid ester (14).

About 1-triphenylmethyl-3-tert-butylaziridinone and some of its reactions [1]

A high-yield synthesis of 1-triphenylmethyl-3-tert-butylaziridinone (4), its physical and spectral proper- ties, the limits of its thermal stability, and reactions with methanol, benzylamine and sodium methoxide in methanol are described.

Reactivity of 1,3-di-tert-butylaziridinones with phenyl substituents. A new fragmentation of α-lactams

Several isolable aziridinones with bulky substituents were prepared and their reactions with nucleophiles, i.e., methanol, sodium methoxide and benzylamine, were investigated. A novel fragmentation of aziridinones having a phenyl group on the C3 moiety was found.

Stereochemistry and chiroptical properties of 1,3-dialkylaziridinones (α-lactams). Chiral rules for the nonplanar amide chromophore

Structural features, configurational stability, and chiroptical properties of the nonplanar amide group in α-lactams were investigated by means of ab initio (6-31+G°) molecular orbital calculations on (1R)-aziridinone 1, (1R)-1-methylaziridinone 2, (1R,3R)-3-methylaziridinone 3, (1R,3R)-1,3-dimethylaziridinone 4a, its cis diastereomer (1S,3R)-1,3-dimethylaziridinone 4b, and (1R,3R)-3-tert-butyl-1-methylaziridinone 5, and by experimental CD spectra of 1-tert-butyl- and 1-(1'-adamantyl)-substituted 3(R)-3-tert-butylaziridinones 6 and 7. The nitrogen inversion barriers of 4a and 4b are 2.8 and 1.6 kcal mol-1, respectively. The lowest excited singlet state of all of the aziridinones is a valence state (the N(O)-π(CO)° transition); the second is a Rydberg state (the n(N)-3s transition). The signs of the first and second Cotton effects in the CD spectra of the compounds 6 and 7 concide with the calculated ones for 1 and 2 and the trans isomers 3, 4a, and 5. According to the calculated and experimental data for aziridinones 1-7 as well as to the well-known data for other nonplanar amides, the sign of the first Cotton effects is determined by the intrinsic chirality of the nonplanar amide chromophore and obeys a spiral rule. For cases where the chromophore has the conformation around the N-C(O) bond, which is close to the antiperiplanar, a reverse octant rule is proposed.

Preparation of substituted alpha-halogeno-propionic acids and their derivatives

Substituted α-halogenopropionic acids and their derivatives of the general formula STR1 wherein R1 to R3, Y and X have the meanings given in the description, are prepared by a process which is characterized in that substituted vinylidene chlorides of the general formula STR2 are reacted with chlorine or bromine chloride in the presence of compounds of the formula wherein R5 and R6 have the meaning given in the description, and the products obtained are treated, if appropriate, with water or alcohol. Certain of the substituted α-halogeno-propionic acids and the substituted vinylidene chloride of the formula STR3 are new. The end products are useful as herbicides and intermediates for insecticides.