61349-11-9Relevant academic research and scientific papers
Preparation method of neuromuscular blocking agent intermediate
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Paragraph 0037-058, (2018/07/30)
The invention relates to a preparation method of a neuromuscular blocking agent intermediate. The method includes: a compound as shown in formula (II) and a cyclization reagent are allowed to have reaction in a reaction solvent to generate a compound as s
Effect of 1-Substitution on Tetrahydroisoquinolines as Selective Antagonists for the Orexin-1 Receptor
Perrey, David A.,German, Nadezhda A.,Decker, Ann M.,Thorn, David,Li, Jun-Xu,Gilmour, Brian P.,Thomas, Brian F.,Harris, Danni L.,Runyon, Scott P.,Zhang, Yanan
, p. 599 - 614 (2015/04/27)
Selective blockade of the orexin-1 receptor (OX1) has been suggested as a potential approach to drug addiction therapy because of its role in modulating the brain's reward system. We have recently reported a series of tetrahydroisoquinoline-based OX1 selective antagonists. Aimed at elucidating structure-activity relationship requirements in other regions of the molecule and further enhancing OX1 potency and selectivity, we have designed and synthesized a series of analogues bearing a variety of substituents at the 1-position of the tetrahydroisoquinoline. The results show that an optimally substituted benzyl group is required for activity at the OX1 receptor. Several compounds with improved potency and/or selectivity have been identified. When combined with structural modifications that were previously found to improve selectivity, we have identified compound 73 (RTIOX-251) with an apparent dissociation constant (Ke) of 16.1 nM at the OX1 receptor and >620-fold selectivity over the OX2 receptor. In vivo, compound 73 was shown to block the development of locomotor sensitization to cocaine in rats. (Chemical Equation Presented).
Two optimized synthetic pathways toward a chiral precursor of Mivacurium chloride and other skeletal muscle relaxants
Vilhanová, Beáta,Matou?ek, Václav,Václavík, Ji?í,Syslová, Kamila,P?ech, Jan,Pechá?ek, Jan,?ot, Petr,Janu??ák, Jakub,Toman, Jaromír,Zápal, Jakub,Kuzma, Marek,Ka?er, Petr
, p. 50 - 55 (2013/02/23)
A chiral precursor of Mivacurium chloride, (R)-5′-methoxylaudanosine, was prepared using two different methods. The chiral resolution of racemic 5′-methoxylaudanosine, typically used in industry, was carried out in parallel with a procedure consisting of
Molecular structure effects in the asymmetric transfer hydrogenation of functionalized dihydroisoquinolines on (S,S)-[RuCl(η 6-p-cymene) TsDPEN]
Vaclavik, Jiri,Pechacek, Jan,Vilhanova, Beata,Sot, Petr,Januscak, Jakub,Matousek, Vaclav,Prech, Jan,Bartova, Simona,Kuzma, Marek,Kacer, Petr
, p. 555 - 562 (2013/07/19)
The asymmetric transfer hydrogenation of five dihydroisoquinolines (DHIQs) was studied by NMR spectroscopy. The DHIQs differed by substitution with methoxy groups, which had a significant effect upon the reaction performance in terms of reaction rate and enantioselectivity. The differences are most probably related to the basicity of DHIQs.
Synthesis of 8-oxoberbines and related benzolactams by Pd(OAc) 2-catalyzed direct aromatic carbonylation
Miyazawa, Mamoru,Tokuhashi, Takashi,Horibata, Akiyoshi,Nakamura, Takatoshi,Onozaki, Yu,Kurono, Nobuhito,Senboku, Hisanori,Tokuda, Masao,Ohkuma, Takeshi,Orito, Kazuhiko
, p. E48-E54 (2013/06/05)
A variety of alkoxy-substituted benzolactams with a berbine or yohimbane skeleton were prepared from 1-benzyl-1,2,3,4-tetrahydroisoquinolines or 1-benzyl-1,2,3,4-tetrahydro-β-carbolines by a phosphine-free Pd(II)-catalyzed direct aromatic carbonylation in a Pd(OAc)2-Cu(OAc) 2 catalytic system. The site selectivity was compared with that of the carbonylation with Pd(OAc)2 or Pd(OAc)2·2 PPh3, respectively.
Neuromuscular blocking agents
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, (2008/06/13)
Short acting reversible neuromuscular blocking agents of the formula (I) STR1 where B and C is preferably meta or maybe para STR2 where m is 2, 3 or 4 and is preferably 2, R1, R2, R3, R4, R5, R6 and R7 are the same or different and are hydrogen or lower alkoxy of 1 to 4 carbon atoms Y is lower alkyl of 1 to 4 carbon atoms n is 2, 3 or 4, most preferably 3, provided that at least one of R1 to R4 and one of R5 to R7 is lower alkoxy and X is a pharmaceutically acceptable anion. These neuromuscular blocking agents of formula I are useful upon administration to a patient in providing muscular relaxation in the patient during surgery and are normally intravenously administered in a pharmaceutically acceptable carrier.
Bis-isoquinolinium compounds, compositions and methods of use
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, (2008/06/13)
Intermediate-duration reversible neuromuscular blocking agents of the formula (I) STR1 where B and C are preferably para or may be meta and are each STR2 where W is CH2 or most preferably CH=CH R1, R2, R3 and R
