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Timepidium bromide

Product Name
Timepidium bromide
CAS No.
35035-05-3
Chemical Name
Timepidium bromide
Synonyms
Zesun;Sesden;SA 50Y;SA 504;Sopitam;Sesugium;Colilick;Mepidium;TIMEPIDIUM;TIMEPIDIUM BROMIDE
CBNumber
CB9308839
Molecular Formula
C17H22BrNOS2
Formula Weight
400.4
MOL File
35035-05-3.mol
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Timepidium bromide Property

Melting point:
198-200°
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
CHM0304658
Product name
1,1-DIMETHYL-5-METHOXY-3-(DITHIEN-2-YLMETHYLENE)PIPERIDINIUM BROMIDE
Purity
95.00%
Packaging
5MG
Price
$497.67
Updated
2021/12/16
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Timepidium bromide Chemical Properties,Usage,Production

Originator

Sesden,TANABE SEIYAKU,Japan,1976

Definition

ChEBI: Timepidium bromide is an organic molecular entity.

Manufacturing Process

120 g of 5-hydroxynicotinic acid are dissolved in 1 liter of methanol. After saturating with dry-hydrogen chloride gas at 0°C, the solution is refluxed for 2 hours. Then, the solution is concentrated to dryness. The residue thus obtained is dissolved in water. The solution is neutralized with sodium bicarbonate. The precipitated crystals are collected by filtration, washed with water and then dried. 126 g of methyl 5-hydroxynicotinate are obtained. Yield: 93%. Melting point 184°C to 186°C.
460 g of methyl 5-hydroxynicotinate and 621 g of potassium carbonate are suspended in 200 ml of tetrahydrofuran-methanol (4:1). 1,134 g of dimethyl sulfate are added dropwise to the suspension in nitrogen atmosphere at room temperature. The mixture is stirred overnight at the same temperature and then filtered. The filtrate is concentrated to dryness. The residue thus obtained is mixed with 1.6 liters of methanol and 280 ml of Raney-nickel, and hydrogenated overnight in an autoclave at room temperature and at a pressure of 85 atmospheres. 200 g of Raney-nickel are added to the reaction mixture. The mixture is adjusted to pH 9.5 with triethylamine, and is further subjected to hydrogenation for 20 hours in an autoclave at 70°C and at a pressure of 100 atmospheres. Potassium carbonate and a small amount of ice are added to the reaction mixture to bring the pH to 11. The mixture is extracted with ether. After drying, the ether layer is filtered. The filtrate is evaporated to remove ether. The residue thus obtained is distilled under reduced pressure. 450 g of methyl N-methyl-5-methoxynipecotinate are obtained. Yield: 80%. Boiling point 80°C to 81°C/0.5 mm Hg. A solution of 18 g of 2-thienyl bromide in 30 ml of tetrahydrofuran is gradually added to a mixture of 2.6 g of magnesium and 80 ml of tetrahydrofuran under stirring at 50°C. The mixture is stirred for 5 hours at room temperature until the magnesium is entirely dissolved in the solution. 6.2 g of methyl N-methyl-5-methoxy-nipecotinate are added to the mixture. Then, the mixture is refluxed for 4 hours. After the reaction is completed, tetrahydrofuran is distilled off under reduced pressure. An aqueous ammonium chloride solution is added to the residue, and the solution is extracted with chloroform. The extract is dried and then evaporated to remove chloroform. The viscous oil thus obtained is recrystallized from a mixture of benzene and ether. 7 g of di-(2-thienyl)-(N-methyl-5-methoxy-3-piperidyl)- carbinol are obtained as crystals. Melting point 142°C to 146°C. 7 g of the product are dissolved in 150 ml of 10% hydrochloric acid, and the solution is heated at 80°C for 30 minutes. After the reaction is completed, the solution is basified with sodium hydroxide and then extracted with ether. The extract is washed with water, dried and evaporated to remove ether. 5 g of di- (2-thienyl)-(N-methyl-5-methoxy-3-piperidylidene)-methane are obtained as pale yellow oil.
365 mg of di-(2-thienyl)-(N-methyl-5-methoxy-3-piperidylidene)-methane are dissolved in 15 ml of ether. 1 ml of methyl bromide is added to the solution. Then, the solution is stirred overnight. The precipitated crystals are collected by filtration and recrystallized from a mixture of acetone and ether. 390 mg of di-(2-thienyl)-(N-methyl-5-methoxy-3-piperidylidene)-methane methyl bromide are obtained as colorless crystals. Melting point 198°C to 200°C.

Therapeutic Function

Anticholinergic

in vivo

Effects of Timepidium bromide (TB), acetylcholine (ACh) and neostigmine (Neost) on gastric and duodenal blood flow distribution are studied by the use of 131 I-labeled macroaggregated human serum albumin (MAA) in rabbits. In normal rabbits, gastric blood flow is found to be uneven in various regions of the stomach: anterior corpus (50% of total gastric blood flow) greater than posterior corpus (40%) greater than pyloric antrum (7%). Intravenous administration of Timepidium bromide (200 μg/kg) to normal rabbits produces a slight increase in total gastric blood flow, but the increase in the mucosal layer of the pyloric antrum is considerable.

Timepidium bromide Preparation Products And Raw materials

Raw materials

Preparation Products

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Timepidium bromide Suppliers

MedChemexpress LLC
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609-228-5909
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sales@medchemexpress.cn
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United States
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Fan De(Beijing) Biotechnology Co., Ltd.
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15911056312
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liming@bio-fount.com
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TargetMol Chemicals Inc.
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+1-781-999-5354 +1-00000000000
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marketing@targetmol.com
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Jinan Ruisi Pharmaceutical Technology Co., LTD
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CONIER CHEM AND PHARMA LIMITED
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sales@conier.com
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cjbscvictory
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TargetMol Chemicals Inc.
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TargetMol Chemicals Inc.
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35035-05-3, Timepidium bromideRelated Search:


  • TIMEPIDIUM BROMIDE
  • TIMEPIDIUM
  • 1,1-Dimethyl-5-methoxy-3-(dithien-2-ylmethylene)piperidinium bromide
  • Mepidium
  • Piperidinium, 3-(di-2-thienylmethylene)-5-methoxy-1,1-dimethyl-, bromide (9CI)
  • SA 504
  • SA 50Y
  • Sesden
  • 3-[Di(2-thienyl)methylene]-5-methoxy-1,1-dimethylpiperidinium
  • Colilick
  • Sesugium
  • Sopitam
  • Zesun
  • 3-(Dithiophen-2-ylmethylidene)-5-methoxy-1,1-dimethyl-1-piperidinium bromide
  • Piperidinium, 3-(di-2-thienylmethylene)-5-methoxy-1,1-dimethyl-, bromide (1:1)
  • 35035-05-3
  • C17H22NOS2Br
  • C17H22BrNOS2