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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
Molecular Weight:
400.4
MDL Number:
MFCD00865193
MOL File:
35035-05-3.mol
Last updated:2023-05-21 10:59:17

Timepidium bromide Properties

Melting point 198-200°
storage temp. Store at -20°C
solubility Soluble in DMSO
FDA UNII 8R9E4766V4
ATC code A03AB19

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

Timepidium bromide price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation CHM0304658 1,1-DIMETHYL-5-METHOXY-3-(DITHIEN-2-YLMETHYLENE)PIPERIDINIUM BROMIDE 95.00% 35035-05-3 5MG $497.67 2021-12-16 Buy
Product number Packaging Price Buy
CHM0304658 5MG $497.67 Buy

Timepidium bromide Chemical Properties,Uses,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

Timepidium bromide Suppliers

Global( 25)Suppliers
Supplier Tel Email Country ProdList Advantage
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49391 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
MedChemexpress LLC 021-58955995 sales@medchemexpress.cn United States 4863 58
Fan De(Beijing) Biotechnology Co., Ltd. 15911056312 liming@bio-fount.com China 9730 58
cjbscvictory 13348960310 13348960310 3003867561@qq.com China 10011 58
Beijing Jin Ming Biotechnology Co., Ltd. 010-60605840 psaitong@jm-bio.com China 29778 58
TargetMol Chemicals Inc. 4008200310 marketing@tsbiochem.com China 24018 58
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 35035-05-3 C17H22NOS2Br C17H22BrNOS2