10405-02-4 Usage
Description
Trospium chloride (Sanctura) is an antimuscarinic that has been used in Europe for the management of OAB symptoms for over 30 years.Trospium chloride's chemical structure is such that it is unlikely to penetrate the brain and thus does not appear to affect cognitive function. Trospium chloride is usually administered orally twice a day in 20mg. Trospium chloride should be taken 1 hour before meals or on an empty stomach. It is not well absorbed if taken with food.An advantage of this medication is that it has little potential interaction with other medications.
Chemical Properties
White to Off-White Crystalline Solid
Originator
Keptan,Muller
Uses
Different sources of media describe the Uses of 10405-02-4 differently. You can refer to the following data:
1. Tropine derivative with anticholinergic activity, Trospium chloride can be used as Antispasmodic and used in treatment of urinary incontinence
2. An antimuscarinic compound that inhibits mAChR M
3. Labeled Trospium, intended for use as an internal standard for the quantification of Trospium by GC- or LC-mass spectrometry.
Manufacturing Process
12.7 g of nortropine and 21.6 g 1,4-dibrombutane are heated, with stirring,for 14 hours at 38-40°C in 200 ml 70% ethanol in the presence of a strongly
basic ion exchanger. The reaction mixture is filtered, the filtrate brought to a
pH of 4-5 by addition of dilute hydrochloric acid, then evaporated to dryness
in a vacuum. The residue crystallized from ethanol-ether. Azoniaspiro-(3α-
hydroxy-nortropan-8,1'-pyrrolidine) chloride is obtained in a yield of about
51%; melting point 294-297°C.
2.17 g azoniaspiro-(3α-hydroxy-nortropan-8,1'-pyrrolidine) chloride and 4.24
g acetyl mandelic acid chloride are heated in a vacuum (12 mm Hg) for 6n
hours at 100°C. After the addition of 40 ml water, the reaction mixture is
repeatedly extracted, the aqueous phase adjusted to pH 6.7-6.8 and
continuously extracted with chloroform for 24 hours. After the addition of 20
ml concentrated hydrochloric acid, the residue of the chloroform extract is left
to stand for 15 hours at room temperature. The hydrochloric acid is then
removed in a vacuum, the residue taken up in absolute ethanol, filtered
through aluminum oxide. The filtrate evaporated to dryness and the residue
crystallized from methanol-acetone. Azoniaspiro(3α-benziloyloxy-nortropan-
8,1'-pyrrolidine)-chloride is obtained in a yield of about 20%; melting point
197-198°C.
Brand name
Sanctura (Indevus).
Therapeutic Function
Anticholinergic, Spasmolytic
General Description
Trospium chloride, 3α-benziloyloxynortropane-8-spiro-1'-pyrrolidinium chloride, (Sanctura) was available in Europe for almost 20 years before gainingapproval in the United States in May 2004. Much likeoxybutynin, it too is a competitive antagonist for muscarinicreceptors and is used to manage overactive bladder. Thequaternary amine reduces the likelihood that this agent willcross the blood-brain barrier. In addition, it has a limitedmetabolic profile, largely a result of its highly water-solublecharacteristics.
Clinical Use
Antimuscarinic: Symptomatic treatment of urinary incontinence, frequency or urgency
Drug interactions
Potentially hazardous interactions with other drugs
Anti-arrhythmics: increased risk of antimuscarinic
side effects with disopyramide.
Metabolism
The metabolic pathway of trospium in humans has not
been fully defined. Of the 10% of the dose absorbed,
metabolites account for approximately 40% of the
excreted dose following oral administration. The major
metabolic pathway is hypothesised as ester hydrolysis
with subsequent conjugation of benzylic acid to form
azoniaspironortropanol with glucuronic acid.
The mean renal clearance for trospium (29 L/hour) is
4-fold higher than average glomerular filtration rate,
indicating that active tubular secretion is a major route of
elimination for trospium. There may be competition for
elimination with other compounds that are also renally
eliminated.
Check Digit Verification of cas no
The CAS Registry Mumber 10405-02-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,4,0 and 5 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 10405-02:
(7*1)+(6*0)+(5*4)+(4*0)+(3*5)+(2*0)+(1*2)=44
44 % 10 = 4
So 10405-02-4 is a valid CAS Registry Number.
InChI:InChI=1/C25H30NO3/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26/h1-6,9-12,21-23,28H,7-8,13-18H2/q+1/t21-,22+,23+
10405-02-4Relevant articles and documents
Method For Producing Azoniaspironortropine Esters And Nortropan-3-One Compounds
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Page/Page column 11, (2010/03/31)
The present technology relates to an improved one-stage method for producing azoniaspironortropine esters such as trospium chloride by reacting an endonortropine compound with an organic dihalogen compound and an a-hydroxycarboxylic acid in the presence of a base and 1,1′ carbonyldiimidazole or 1,1′ thiocarbonyldiimidazole or thionyldiimidazole. The present technology also relates to an improved method for producing nortropan-3-one compounds or their hydrohalides (such as N-benzyltropanone hydrochloride) by reacting an amine and a protected dialdehyde with a basic aqueous solution of 1,3-acetone dicarboxylic acid.
Suspension aerosol formulations of pharmaceutical products
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, (2008/06/13)
Pharmaceutical preparations for producing powder aerosols using propellant gases which use TG 227, and possibly also TG 11, TG 12, TGH 114, propane, butane, pentane or DME.
