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ZARDAVERINE

CAS No.
101975-10-4
Chemical Name:
ZARDAVERINE
Synonyms
ZARDAVENINE;ZARDAVERINE;6-[4-(DIFLUOROMETHOXY)-3-METHOXYPHENYL]-3(2H)-PYRIDAZINONE;3-[4-(difluoromethoxy)-3-methoxyphenyl]-1H-pyridazin-6-one;3-[4-(difluoromethoxy)-3-methoxy-phenyl]-1H-pyridazin-6-one;3(2H)-Pyridazinone, 6-[4-(difluoromethoxy)-3-methoxyphenyl]-
CBNumber:
CB1106730
Molecular Formula:
C12H10F2N2O3
Molecular Weight:
268.22
MDL Number:
MFCD00867059
MOL File:
101975-10-4.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

ZARDAVERINE Properties

Density 1.38±0.1 g/cm3(Predicted)
storage temp. Store at RT
solubility DMSO : 100 mg/mL (372.83 mM; Need ultrasonic)
form Off-white to yellow solid.
pka 10.89±0.40(Predicted)
CAS DataBase Reference 101975-10-4
FDA UNII TQ358GWH6Y

SAFETY

Risk and Safety Statements

WGK Germany  3

ZARDAVERINE price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Z3003 Zardaverine phosphodiesterase inhibitor 101975-10-4 5mg $110.4 2024-03-01 Buy
Cayman Chemical 29685 Zardaverine 101975-10-4 5mg $100 2024-03-01 Buy
Cayman Chemical 29685 Zardaverine 101975-10-4 25mg $381 2024-03-01 Buy
Cayman Chemical 29685 Zardaverine 101975-10-4 1mg $32 2024-03-01 Buy
Cayman Chemical 29685 Zardaverine 101975-10-4 10mg $169 2024-03-01 Buy
Product number Packaging Price Buy
Z3003 5mg $110.4 Buy
29685 5mg $100 Buy
29685 25mg $381 Buy
29685 1mg $32 Buy
29685 10mg $169 Buy

ZARDAVERINE Chemical Properties,Uses,Production

Originator

Zardaverine,ZYF Pharm Chemical

Uses

Bronchodilator;Phosphodiesterase III inhibitor

Uses

Zardaverine can selectively inhibit?phosphodiesterase III (PDE III) from human platelets and?phosphodiesterase IV (PDE IV) from human polymorphonuclear leucocytes (PMN).

Definition

ChEBI: A pyridazinone derivative in which pyridazin-3(2H)-one is substituted at C-6 with a 4-(difluoromethoxy)-3-methoxyphenyl group. It is a phosphodiesterase inhibitor, selective for PDE3 and 4.

Manufacturing Process

20.8 g of 4-hydroxy-3-methoxyacetophenone are dissolved in 350 ml of dioxane and 350 ml of water by the addition of 30.0 g of sodium hydroxide, and the resulting solution is heated to 60°C. While stirring continuously, chlorodifluoromethane is passed into the solution until uptake of the gas stops (about 4 h). The solution is cooled, and the resulting precipitate is filtered off with suction and washed three times with 40 ml of diethyl ether each time. The solution is diluted with water to twice its volume and likewise extracted three times with 100 ml of diethyl ether each time. The combined ether extracts are dried over magnesium sulfate and evaporated in vacuum; the residue is crystallized from petroleum ether (boiling point 50°-70°C), 19.0 g (70.4% of theory) of 4-difluoromethoxy-3-methoxyacetophenone are obtained, melting point 68°C.
15.0 g of 4-difluoromethoxy-3-methoxyacetophenone are heated with 5.9 g of glyoxylic acid monohydrate at 110°C for 2 h. The melt is then cooled to 60°C, 30 ml of water are added, and dissolution is brought about by addition of 10 ml of concentrated aqueous ammonium solution. 3.2 g of hydrazine hydrate are added, and the mixture is boiled under reflux for 2 h, during which the title compound gradually crystallizes out. After cooling, the precipitate is filtered off with suction, thoroughly washed with water, dried and recrystallized from isopropanol. 10.8 g (58.1% of theory) of the 6-(4- difluoromethoxy-3-methoxyphenyl)-3(2H)pyridazinone are obtained, melting point 204°C.

Therapeutic Function

Bronchodilator, Anti-asthmatic

Biological Activity

Phosphodiesterase inhibitor, selective for PDE3 and 4 (IC 50 values are 0.5 and 0.8 μ M respectively). Also available as part of the Phosphodiesterase Inhibitor Tocriset™ .

storage

Store at RT

ZARDAVERINE Preparation Products And Raw materials

Global( 76)Suppliers
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ATK CHEMICAL COMPANY LIMITED
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TargetMol Chemicals Inc.
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InvivoChem
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MedChemexpress LLC 021-58955995 sales@medchemexpress.cn United States 4863 58
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8073 58
ShangHai KenEn Chemical Technology Co., Ltd. 13120367189 mychess007@163.com China 1994 55
Hangzhou J&H Chemical Co., Ltd. +86-571-87396432 0571-87396433 sales@jhechem.com China 10015 53
6-[4-(DIFLUOROMETHOXY)-3-METHOXYPHENYL]-3(2H)-PYRIDAZINONE ZARDAVERINE ZARDAVENINE 3-[4-(difluoromethoxy)-3-methoxy-phenyl]-1H-pyridazin-6-one 3-[4-(difluoromethoxy)-3-methoxyphenyl]-1H-pyridazin-6-one 3(2H)-Pyridazinone, 6-[4-(difluoromethoxy)-3-methoxyphenyl]- 101975-10-4 C12H10F2N2O3 C12H10F2N3O3 Phosphodiesterase Inhibitors G Proteins and Cyclic Nucleotides Cyclic Nucleotide Metabolism Cell Signaling and Neuroscience Cell Biology BioChemical Cyclic Nucleotide related