31608-22-7Relevant articles and documents
Synthesis of Some Bioactive Acetylenic Alcohols, Components of the Marine Sponge Cribrochalina vasculum
Kulkarni, B. A.,Chattopadhyay, S.,Chattopadhyay, A.,Mamdapur, V. R.
, p. 5964 - 5966 (1993)
Grignard coupling of isopropylmagnesium bromide with 4-(tetrahydropyranyloxy)bromobutane (2) and subsequent bromination gave 4.Alkylation of 1-(tetrahydropyranyloxy)undec-10-yne (5) with 4 and 1-bromohexane, acidic hydrolysis, and bromination furnished 7 and 9, respectively.Likewise, coupling of isobutylmagnesium bromide with 12-(tetrahydropyranyloxy)bromododecane (12) followed by bromination afforded 14.Alkylation of 1-(tetrahydropyranyloxy)-2-propyne (15) with 7, 9, and 14 and oxidation of the respective products afforded the alkynals 16a-c.These on reaction with lithium acetylide and subsequent chemoselective trans reduction of the internal alkynes led to the target compounds I-III.
Synthesis and Cytotoxicity of 1,4-Naphthoquinone Oxime Derivatives
Zhang,Dong,Meng,Huang,Li
, p. 2388 - 2393 (2018)
A series of hydroxylated 1,4-naphthoquinone oximes were designed and synthesized. The in vitro cytotoxicity of these compounds was evaluated against five human cancer cell lines and human skin fibroblast cell line. Among them, compounds (1E,4E)-6-{1-[(5-Hydroxypentyl)oxy]-2,2-dimethylbut-3-en-1-yl}-5,8- dimethoxynaphthalene-1,4-dione dioxime and (1E,4E)-6-{1-[(6-Hydroxyhexyl)oxy]-2,2-dimethylbut-3-en-1-yl}-5,8-dimethoxynaphthalene-1,4-dione dioxime displayed higher cytotoxicity in three cancer cell lines than the positive drug 5-fluorouracil.
Anthracene dimer compound as well as preparation and application thereof
-
Paragraph 0075; 0077; 0079, (2019/11/28)
The invention relates to an anthracene dimer compound as well as preparation and application thereof. The anthracene dimer compound has a structural formula shown in the description, and in the formula, R is straight-chain or branched-chain alkyl. A polyurethane adhesive prepared from a light response prepolymer prepared from the anthracene dimer compound as a light response chain extender has a very good light repairing capability, and in addition, the curing hardness, the bonding property and the flame retardancy of the polyurethane adhesive are not negatively affected.
TAU-PROTEIN TARGETING PROTACS AND ASSOCIATED METHODS OF USE
-
Paragraph 1381, (2018/05/24)
The present disclosure relates to bifunctional compounds, which find utility as modulators of tau protein. In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a VHL or cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds tau protein, such that tau protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of tau. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of tau protein. Diseases or disorders that result from aggregation or accumulation of tau protein are treated or prevented with compounds and compositions of the present disclosure.
Selexipag intermediates and method for preparing selexipag
-
Paragraph 0063; 0079; 0080; 0081; 0082; 0083, (2017/08/27)
The invention belongs to the field of chemical preparation, and relates to selexipag intermediates and a method for preparing selexipag. The selexipag intermediates are a compound SLP-4, a compound SLP-7, a compound SLP-8 and a compound SLP-10. The selexipag intermediates and the method have the advantages that the method for preparing the selexipag includes reasonable routes and is low in cost and operative difficulty and little in environmental pollution, raw materials are easily available, accordingly, requirements of large-scale industrial production can be met by the method, and the like.
Unusual Adsorption at the Air-Water Interface of a Zwitterionic Carboxybetaine with a Large Charge Separation
Ma, Kun,Li, Pei Xun,Dong, Chu Chuan,Thomas, Robert K.,Penfold, Jeffrey
, p. 3340 - 3347 (2016/05/10)
The structures of layers of three different dodecylcarboxybetaine surfactants adsorbed at the air-water interface have been determined by neutron reflection. The zwitterionic compounds differed in the length of the spacer separating the quaternary ammonium and carboxylate groups, which was (CH2)1, (CH2)4, or (CH2)8. The limiting area per molecule was found to be 45, 52, or 84 ?2, respectively, and compared reasonably with results from surface tension showing that the Gibbs prefactor is 1 in each case. Isotopic labeling was used to distinguish between the position of the alkyl and spacer groups in the layer. The spacer was found to be well-immersed in water for the (CH2)1 and (CH2)4 spacers but significantly above water for the (CH2)8 spacer. The distribution of the (CH2)8 spacer along the surface normal was found to be similar to that of the dodecyl group; i.e., it projects out of the water, contrary to an earlier hypothesis that it forms a loop. Comparison of the overlap of water with dodecyl and spacer groups also indicates that the (CH2)8 spacer is well out of the water. This in turn suggests that the anionic carboxylic acid group, which is dissociated in solution, is not ionized in the adsorbed layer. A further observation is that the dodecylcarboxybetaine with the (CH2)8 spacer reaches surface saturation at one-tenth of the critical micelle concentration. This is highly unusual and is attributed to the long spacer destabilizing the micelle relative to the surface layer.
The (5Z)-5-Pentacosenoic and 5-Pentacosynoic Acids Inhibit the HIV-1 Reverse Transcriptase
Moreira, Lizabeth Giménez,Orellano, Elsie A.,Rosado, Karolyna,Guido, Rafael V. C.,Andricopulo, Adriano D.,Soto, Gabriela Ortiz,Rodríguez, José W.,Sanabria-Ríos, David J.,Carballeira, Néstor M.
, p. 1043 - 1050 (2015/10/05)
The natural fatty acids (5Z)-5-pentacosenoic and (9Z)-9-pentacosenoic acids were synthesized for the first time in eight steps starting from either 4-bromo-1-butanol or 8-bromo-1-butanol and in 20-58 % overall yields, while the novel fatty acids 5-pentacosynoic and 9-pentacosynoic acids were also synthesized in six steps and in 34-43 % overall yields. The ?5 acids displayed the best IC50's (24-38 μM) against the HIV-1 reverse transcriptase (RT) enzyme, comparable to nervonic acid (IC50 = 12 μM). The ?9 acids were not as effective towards HIV-RT with the (9Z)-9-pentacosenoic acid displaying an IC50 = 54 μM and the 9-pentacosynoic acid not inhibiting the enzyme at all. Fatty acid chain length and position of the unsaturation was important for the observed inhibition. None of the synthesized fatty acids were toxic (IC50 > 500 μM) towards peripheral blood mononuclear cells. Molecular modeling studies indicated the structural determinants underlying the biological activity of the most potent compounds. These results provide new insights into the structural requirements that must be present in fatty acids so as to enhance their inhibitory potential towards HIV-RT.
A mild and efficient method for bromination of alcohols using α,α-dibromo-β-dicarbonyl compounds as halogen sources
Cui, Xiao-Meng,Guan, Yong-Hong,Li, Na,Lv, Hao,Fu, Lin-An,Guo, Kun,Fan, Xiaohui
supporting information, p. 90 - 93 (2014/01/06)
Exploration of α,α-dibromo-β-dicarbonyl compounds as novel bromine agents for the conversion of alcohols to alkyl bromides under neutral conditions has been achieved. This method can be used for acid-sensitive substrates and allows the bromination of various primary and secondary alcohols to proceed at room temperature within a very short period of time.
METALLOENZYME INHIBITOR COMPOUNDS
-
Page/Page column 106, (2014/08/07)
The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.
The formal total synthesis of FR252921-An immunosuppressant
Yadav,Sengupta, Sandip
, p. 376 - 388 (2013/03/13)
The formal total synthesis of FR252921 is described. The key steps include the preparation of three fragments starting from 1,4-butanediol, (R)-malic acid, and prenol, respectively, followed by two consecutive peptide couplings of the three fragments. Other key steps involve an allene-type rearrangement or enyne isomerization to install the triene moiety, a Seebach methylation, a Julia olefination to construct the trisubstituted diene unit, and an enzymatic resolution strategy to generate the C-18 stereocenter.