91207-12-4

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 107-19-7 propargyl alcohol 
• 19070-80-5 n-<(trimethylsiloxy)methyl>phthalimide 
• 17938-13-5 1,4-Bis(trimethylsilylethynyl)benzene 
• 624-38-4 para-diiodobenzene 

Downstream Products

• 330595-73-8 methyl {3-[4-(3-carboxymethoxyprop-1-ynyl)phenyl]prop-2-ynyloxy}acetate 
• 1429205-51-5 (2Z,2'Z)-2,2'-(1,4-phenylenebis(methenylidene))bis(4-(trimethylsilyl)but-3-yn-1-ol) 
• 569673-34-3 1,4-bis{3-[(4-methylpent-4-en-2-ynylsulfonyl)prop-1-ynyl]}benzene 
• 569673-32-1 1,4-bis{3-[(4-methylpent-4-en-2-ynyl)thio]prop-1-ynyl}benzene 
• 569673-31-0 1,4-bis[3-(but-2-ynylthio)prop-1-ynyl]benzene 
• 569673-29-6 3-(4-{3-[(methylsulfonyl)oxy]prop-1-ynyl}phenyl)prop-2-ynyl methanesulfonate 
• 91207-13-5 p-bis(3-acetoxy-1-propynyl)benzene 

Relevant academic research and scientific papers

Room-Temperature Metal-Free Multicomponent Polymerizations of Elemental Selenium toward Stable Alicyclic Poly(oxaselenolane)s with High Refractive Index

Selenium-containing polymers are a group of fascinating functional polymers with unique structures, properties, and applications, which have been developed recently but only with limited examples. The challenges of developing selenium-containing polymers

Reduction-rebridging strategy for the preparation of ADPN-based antibody-drug conjugates

The reduction-rebridging strategy is a powerful method for the preparation of stable and homogeneous antibody-drug conjugates (ADCs). In this communication, we describe the development of the arylene-dipropiolonitrile (ADPN) functional group for the rebri

Sodium Phenoxide Mediated Hydroxymethylation of Alkynylsilanes with N-[(Trimethylsiloxy)methyl]phthalimide

The hydroxymethylation of alkynylsilanes with formaldehyde generated in situ from N-[(trimethylsiloxy)methyl]phthalimide proceeds in the presence of a stoichiometric amount of NaOPh. The reaction occurs at room temperature by using an operationally simple one-step procedure. A variety of alkynylsilanes possessing electron-donating, electron-withdrawing, and halogen groups (including heteroaryl-substituted alkynylsilanes) provide hydroxymethylated products.

A Photoswitchable Dualsteric Ligand Controlling Receptor Efficacy

The investigation of the mode and time course of the activation of G-protein-coupled receptors (GPCRs), in particular muscarinic acetylcholine (mACh or M) receptors, is still in its infancy despite the tremendous therapeutic relevance of M receptors and GPCRs in general. We herein made use of a dualsteric ligand that can concomitantly interact with the orthosteric, that is, the neurotransmitter, binding site and an allosteric one. We synthetically incorporated a photoswitchable (photochromic) azobenzene moiety. We characterized the photophysical properties of this ligand called BQCAAI and investigated its applicability as a pharmacological tool compound with a set of FRET techniques at the M1 receptor. BQCAAI proved to be an unprecedented molecular tool; it is the first photoswitchable dualsteric ligand, and its activity can be regulated by light. We also applied BQCCAI to investigate the time course of several receptor activation processes.

3-ARYL PROPIOLONITRILE COMPOUNDS FOR THIOL LABELING

The present invention relates to a process for labeling compounds comprising thiol moieties with 3-arylpropiolonitrile compounds, to 3-arylpropiolonitrile compounds substituted with tag moieties and to specific 3-arylpropiolonitrile linkers.

New bis-thiazolium analogues as potential antimalarial agents: Design, synthesis, and biological evaluation

Bis-thiazolium salts are able to inhibit phosphatidylcholine biosynthesis in Plasmodium and to block parasite proliferation in the low nanomolar range. However, due to their physicochemical properties (i.e., permanent cationic charges, the flexibility, and lipophilic character of the alkyl chain), the oral bioavailability of these compounds is low. New series of bis-thiazolium-based drugs have been designed to overcome this drawback. They feature linker rigidification via the introduction of aromatic rings and/or a decrease in the overall lipophilicity through the introduction of heteroatoms. On the basis of the structure-activity relationships, a few of the promising compounds (9, 10, and 11) were found to exhibit potent antimalarial in vitro and in vivo activities (EC50 50 ip 0.7 mg/kg).

1,x-Elimination reactions: Extending the limits of a classical organic reaction

α,ω)-Dibromo derivatives in ich the two terminal carbon atom are separated by an unsaturated spacer unit (ππ spacer") undergo 1,x-elimination reactions (with x = 6, 8, 10, and 14), using Mori's reagent (nBu3SnSiMe3/CsF). The resulting cumulenic intermediates cyclodimerize in a subsequent step yielding novel macrocyclic acetylenic and bridged aromatic compounds (cyclophanes). Thus 1,6-eliminations were carried out with dibromide 17 to yield 1,3,7,9-cyclododecatetrayne (20) and with benzylbromide 24 to provide cyclophanes 26 and 27. By 1,8-eliminations the 16-membered macrocycle 33 could be prepared from enediyne 31, the benzannelated 1,5-cyclooctadiyne 41 from dibromide 38, and a mixture of cyclophanes 45 and 46 from the precursor 43. 1,10-Eliminations were carried out successfully with dibromides 47, 50, and 53 yielding the corresponding unsaturated cyclophanes ("cyclophynes") 49, 52, and 55. The influence of the solvent on the cyclodimerization 47→49 was investigated, with acetonitrile providing the highest yields. The heterophanes 59a and b were obtained by 1,10-elimination of the precursor dibromides 57 a and b, and in an elimination experiment involving a 1:1 mixture of the dibromides 50 and 57 b the "mixed dimer" 60 was isolated, besides the homodimers 52 and 59 b. The method reached its limits with the 1,14-elimination of 68, 70, and 74 providing the cyclophanes 69, 71, and 75 in varying amounts. Two final debrominations with 76 and 77, which in principle could undergo 1,16- and 1,20-eliminations reactions, respectively, failed. The structures of the new cyclophanes 49, 50, 59 a, and 59 b were established by X-ray structural analysis; all other structure assignments rest on the usual spectroscopic and analytical data.

Tryptase inhibitors

Compounds of formula (I) in which M, B1, B2, B3, B4, B5, B6, A1, A2, A3, A4, A5, A6, K1 and K2 have the meanings as indicated in the description, are novel effective tryptase inhibitors.

Synthesis and pharmacological evaluation of dimeric muscarinic acetylcholine receptor agonists

Two dimeric analogs of the muscarinic acetylcholine receptor (mAChR) agonist phenylpropargyloxy-1,2,5-thiadiazole-quinuclidine (NNC 11-1314) were synthesized and pharmacologically evaluated. In radioligand binding assays on Chinese hamster ovary (CHO) cel

Interchangeability of halogen and ethynyl substituents in the solid state structures of di- and tri-substituted benzenes

Examination of the solid state structures of bromo- and fluoro-substituted ethynylbenzenes, determined by single crystal X-ray diffraction, has demonstrated that the halogen and ethynyl substituents on these 1,4- and 1,3,5-substituted benzene rings can be interchanged without significant changes in their average solid state structures. Consideration of these structures, together with those of 1,4- and 1,3,5-substituted halogenobenzenes, suggests that, in most cases, shape complementarity may be of equal importance to interactional complementarity when attempting to rationalise the packing of these molecules in the solid state.