Zatebradine

Zatebradine Structure
CAS No.
85175-67-3
Chemical Name:
Zatebradine
Synonyms
Zatebradine;UL-FS-49 free base;UL-FS-49CL free base;Zatebradine (UL-FS-49;3-(3-((3,4-Dimethoxyphenethyl)(methyl)amino)propyl)-7,8-dimethoxy-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one;2H-3-Benzazepin-2-one, 3-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-
CBNumber:
CB11117164
Molecular Formula:
C26H36N2O5
Molecular Weight:
456.58
MOL File:
85175-67-3.mol
Modify Date:
2024/7/2 8:54:59

Zatebradine Properties

Boiling point 612.5±55.0 °C(Predicted)
Density 1.115±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO : ≥ 50 mg/mL (109.51 mM)
pka 8.99±0.50(Predicted)
form Oil
color Light brown to brown

SAFETY

Risk and Safety Statements

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

Zatebradine Chemical Properties,Uses,Production

Originator

ZATEBRADINE HYDROCHLORIDE,Boenhringer Ingelheim

Manufacturing Process

A suspension of 1-[7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl]-3- (N-benzylmethylamino)propane and 10% palladium-on-charcoal in glacial acetic acid was hydrogenated at 50°C and at a hydrogen pressure of 5 bar. After the catalyst had been filtered off, the solvent was evaporated in vacuum, and the residue was taken up in methylene chloride. After the solution had been extracted with an aqueous sodium bicarbonate solution and washed with water, it was dried over magnesium sulfate, evaporated and purified over silica gel with methylene chloride and then with increasing amounts of methanol (up to 10%). The N-[3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3- benzazepin-2-one-3-yl)propyl]methylamine hydrochloride. Yield: 87% of theory. Melting point: 110°C (dec.).
1.26 g (20 mmols) of sodium cyanoborohydride were added to a solution of 3.29 g (10 mmols) of N-[3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3- benzazepin-2-one-3-yl)propyl]methylamine hydrochloride and 1.8 g (10 mmol) of 2-(3,4-dimethoxyphenyl)acetaldehyde in 40 ml of ethanol, while maintaining a pH of 6-7 by the addition of 2 N hydrochloric acid, and stirring was continued for 48 h at room temperature. After evaporating the solution in vacuum, the residue was taken up in dilute hydrochloric acid and extracted twice with ether. Subsequently, the aqueous phase was made alkaline and extracted three times with methylene chloride, and the organic phase was evaporated and purified on silica gel. The 1-[7,8-dimethoxy-1,3,4,5- tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(2-{3,4- dimethoxyphenyl}ethyl)amino]propane was obtained.

Therapeutic Function

Bradycardic

Zatebradine Preparation Products And Raw materials

Raw materials

Preparation Products

Zatebradine Suppliers

Global( 34)Suppliers
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TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Baoji Guokang Bio-Technology Co., Ltd. 0917-3909592 13892490616 China 9322 58 Inquiry
InvivoChem +1-708-310-1919 +1-13798911105 United States 6393 58 Inquiry
Amadis Chemical Company Limited 571-89925085 China 131980 58 Inquiry
Shanghai Yuda Industrial Co., Ltd. 021-64133189 13788995069 CHINA 6107 58 Inquiry
Shanghai Yuqi Biological Technology Co., Ltd. 18930788570 CHINA 6087 58 Inquiry
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Wuhan Boot Biotechnology Co., Ltd. 027-87663101 15827569716 CHINA 6829 58 Inquiry
Shanghai Hao Biological Technology Co., Ltd. 021-80370006 13585899102 CHINA 6805 58 Inquiry
MedChemExpress 021-58955995 United States 6398 58 Inquiry
Zatebradine UL-FS-49 free base UL-FS-49CL free base 2H-3-Benzazepin-2-one, 3-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy- 3-(3-((3,4-Dimethoxyphenethyl)(methyl)amino)propyl)-7,8-dimethoxy-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one Zatebradine (UL-FS-49 85175-67-3 C26H36N2O5