498-45-3Relevant articles and documents
Kinetic and mechanistic study of Ru(III) catalysed oxidation of anti-cholinergic drug hyoscinebutylbromide by diperiodatocuprate(III) in aqueous alkaline medium
Nayak, Govindrajnaj T.,Havanur, Vidyadhar C.,Harihar, Abdulazizkhan L.
, p. 1 - 9 (2020/03/17)
Hyoscine butyl bromide (HBB) is an anti-cholinergic and anti-muscarinic drug used to treat pain and discomfort caused by abdominal cramps etc. It is semi-synthetic derivative alkaloid hyoscyamine having a broad spectrum of activity. Hence the Ru(III) catalyzed the oxidation of hyoscine butyl bromide drug by diperiodatocuprate(III) (DPC) in aqueous alkaline medium was investigated and monitored spectrophotometrically (λmax = 415 nm) at a constant ionic strength of 0.1 mol dm-3 and 301 K. The reaction shows 1:2 stoichiometry between HBB and DPC. The reaction is of the first order in [DPC] and [Ru(III)] and less than unit order in [HBB] and [alkali], periodate has a retarding effect on the reaction rate. The ionic strength, dielectric constant of the medium and added products has no significant effect on the rate of the reaction but Ru(III) increases the reaction rate. The main oxidation products of HBB were identified by spectral studies. The active forms of catalyst and oxidant were detected as Ru(III), [Cu(H2IO6)(H2O)2] respectively. The rate law and reaction mechanism was proposed. The equilibrium constants and rate constants were calculated. The activation parameters were deliberated for catalyzed and uncatalyzed reactions.
THERAPEUTIC COMPOUND FOR PAIN AND SYNTHESIS THEREOF
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Paragraph 00153-00157, (2017/03/21)
The invention provides compounds of Formula XXIII: (Formula XXIII) wherein R1 is hydrogen, alkyl, acyl, or silyl, R2 is hydrogen, alkyl, benzyl, acyl, or ester, and R3 is hydrogen, alkyl, an aromatic group, azacyclic, carbocycle, aryl, cycloalkyl, heterocycloalkyl, heterocycle, heteroaryl, heteroalkyl, acyl, or ester, as well as derivatives and stereoisomers, pharmaceutically acceptable salts and derivatives thereof; and methods of making and using such compounds. The invention includes pharmaceutical compositions containing such compounds, and the use of such compounds in methods of treating conditions, diseases, or disorders.
IMPROVED PROCESS FOR ACYL TRANSFER REACTIONS
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Page/Page column 12, (2014/09/29)
The present invention relates to a novel process for the preparation of esters like Aclidinium, Atropin, Glycopyrroniunn, Tiotropium, Trospium and their respective precursors and derivatives, based on direct acyl transfer reactions.
Azabicycloalkane compounds
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Page 29, (2008/06/13)
This invention provides compounds of formula I: wherein R1, R2, R3, R4, R5, R6 and R7 are as defined in the specification, or a pharmaceutically acceptable salt or solvate or stereoisomer thereof. The compounds of this invention possess both β2 adrenergic receptor agonist and muscarinic receptor antagonist activity. Such compounds are useful for treating pulmonary disorders, such as chronic obstructive pulmonary disease and asthma.
Total synthesis of scopine, pseudoscopine, and nor-derivatives
Justice, David E.,Malpass, John R.
, p. 11977 - 11994 (2007/10/03)
Scopine and pseudoscopine have been synthesised from cyclohepta-3,5-dienol; the initial 1,4-functionalisation of the diene is based on a nitroso- cycloaddition. The use of the N-benzyloxycarbonyl group throughout the scheme allows ultimate reductive deprotection to yield N-methyl or novel NH (nor-) derivatives without damage to the exo-epoxide of the title compounds. Preliminary investigation of nitroso- cycloaddition to 5,6-epoxycyclohepta-1,3-diene is described.
Exo- and Endo-6-Hydroxy- and 6,7-Epoxytropanes; Total Synthesis of Scopine, Pseudoscopine, and Nor- Derivatives
Justice, David E.,Malpass, John R.
, p. 4689 - 4692 (2007/10/02)
Novel endo- 6,7-epoxy-8-azabicyclooctane derivatives and the corresponding exo-analogues have been synthesised and show substantially different reactivity; the resistance of the exo-epoxides to ring opening during hydride reduction and catalytic hydrogenolysis is exploited in a total synthesis of scopine, pseudoscopine, and nor- derivatives.
Stereocontrolled Epoxidations of Cycloheptene Derivatives in the Palladium-Catalyzed Route to Tropane Alkaloids. Total Syntheses of Scopine and Pseudoscopine
Schink, Hans E.,Pettersson, Helena,Baeckvall, Jan-E.
, p. 2769 - 2774 (2007/10/02)
Stereoselective total syntheses of the tropane alkaloids scopine (1) and pseudoscopine (3) have been developed via the chloroacetoxylation approach.Palladium-catalyzed 1,4-chloroacetoxylation of diene 6 afforded the key intermediate 7.Subsequent substitution of the allylic chloride by TsNH- with either retention (Pd(0) catalysis) or inversion (SN2) of configuration gave 10 and 16, respectively.The epoxy oxygen was introduced syn to the nitrogen function prior to cyclization by utilizing the syn-directive effect of the allylic sulfonamido group in the epoxidation.Cyclization of the epoxides 12 and 21, followed by replacement of the tosyl group by a methyl group and subsequent debenzylation, afforded the title compounds 1 and 3, respectively.
