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Trospium chloride

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Trospium chloride Basic information

Product Name:
Trospium chloride
Synonyms:
  • 2-hydroxy-2,2-diphenylacetic acid [(1S,5R)-3-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-azolidin-1-ium]yl] ester chloride
  • (1a,3,5a)-3-[(2-Hydroxy-2,2-diphenylacetyl)oxy]-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium] Chloride
  • 5-alpha-h-nortropane-8,1’-pyrrolidinium),3-alpha-hydroxy-spiro(1-alpha-chl
  • 8-alpha-benziloyloxy-6,10-ethano-5-azoniaspiro(4.5)decanechloride
  • asxvii
  • azoniaspiro(3-alpha-benziloyloxy-nortropan-8,1’-pyrrolidine)-chloride
  • azoniaspirocompoundxvii
  • keptan
CAS:
10405-02-4
MF:
C25H30ClNO3
MW:
427.96
EINECS:
233-875-4
Product Categories:
  • AGRI-MEK
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
10405-02-4.mol
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Trospium chloride Chemical Properties

Melting point:
266-268°C
storage temp. 
Inert atmosphere,2-8°C
solubility 
Very soluble in water, freely soluble in methanol, practically insoluble in methylene chloride.
form 
neat
Merck 
14,9786
InChIKey
RVCSYOQWLPPAOA-QKYUOBHYSA-M
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Safety Information

RTECS 
WH1424000
HS Code 
2939800000
Toxicity
Soly in water: ~1 g/2 ml. LD50 in mice (mg/kg): 12.3 i.v. (Antweiler)

MSDS

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Trospium chloride Usage And Synthesis

Chemical Properties

White to Off-White Crystalline Solid

Originator

Keptan,Muller

Uses

Tropine derivative with anticholinergic activity, Trospium chloride can be used as Antispasmodic and used in treatment of urinary incontinence

Uses

antiparisitic

Uses

An antimuscarinic compound that inhibits mAChR M

Uses

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

Trosoium 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.

Trospium chlorideSupplier

Beijing Mediking Biopharm Co., Ltd Gold
Tel
010-81769521
Email
sales01@mediking.cn
J & K SCIENTIFIC LTD.
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010-82848833- ;010-82848833-
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Chembest Research Laboratories Limited
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021-20908456-
Email
sales@BioChemBest.com
Pure Chemistry Scientific Inc.
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001-857-928-2050 or 1-888-588-9418
Email
sales@chemreagents.com
LGM Pharma
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1-(800)-881-8210
Email
inquiries@lgmpharma.com