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ChemicalBook--->CAS DataBase List--->3778-76-5

3778-76-5

3778-76-5 Structure

3778-76-5 Structure
IdentificationBack Directory
[Name]

Todralazine hydrochloride
[CAS]

3778-76-5
[Synonyms]

binazin
binazine
apirachol
Apiracohl
Hydrapron
ECARAZINE
TODRALAZINE HCL
621-bthydrochloride
ECARAZINE HYDROCHLORIDE
TODRALAZINE HYDROCHLORIDE
Todralazine hydrochloride hydrate
ethyl 3-(phthalazin-1-yl)carbazate hydrochloride
ethyl N-(phthalazin-1-ylamino)carbamate hydrochloride
ethyl 2-(phthalazin-1-yl)hydrazinecarboxylate hydrochloride
carbazicacid,3-(1-phthalazinyl)-,ethylester,monohydrochloride
N-(phthalazin-1-ylamino)carbamic acid ethyl ester hydrochloride
2-(1-PHTHALAZINYL)-HYDRAZINECARBOXYLIC ACID ETHYL ESTER HYDROCHLORIDE
hydrazinecarboxylicacid,2-(1-phthalazinyl)-,ethylester,monohydrochloride
[Molecular Formula]

C11H13ClN4O2
[MDL Number]

MFCD00057321
[MOL File]

3778-76-5.mol
[Molecular Weight]

268.7
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 5 mg/ml; DMSO: 10 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): slightly
[form ]

A crystalline solid
[color ]

White to off-white
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22
[Safety Statements ]

36
[WGK Germany ]

3
[RTECS ]

FE2778600
[Toxicity]

LD50 i.p. in mice: 500 mg/kg (Parravincini)
Hazard InformationBack Directory
[Originator]

Prorazin,Teisan
[Uses]

Antihypertensor
[Manufacturing Process]

A suspension of 13 g of hydrazinophthalazine in 500 ml of anhydrous ethanol is cooled, under agitation to a temperature of -10°C. To the suspension is added dropwise within 30 min a solution of 4.5 g of ethyl chlorocarbonate in 150 ml of anhydrous ethanol and the reaction mass is agitated for about 2 hours, maintaining a temperature of -10°C. The temperature is then raised to about 20°C and stirring is continued for 2 hours, whereupon heating is applied and boiling is maintained for 15 min. After cooling, the separated 1- hydrazinophthalazine hydrochloride is filtered and washed with anhydrous ethanol.
The filtrate is evaporated to a dry state under decreased pressure at a temperature of below 50°C. The residue in a quantity of 8.5 g is dissolved in a boiling solution of 3 ml of concentrated hydrochloric acid in 15 ml of water, and after adding 5 ml of 90%-ethanol the solution is cooled to a temperature of below 0°C.
The separated 1-carboethoxyhydrazinophthalazine hydrochloride is filtered and washed with anhydrous ethanol. 11.5 g of a raw product are obtained which for the purpose of purification are dissolved in 15 ml of boiling water with an addition of 10 ml of 96%-ethanol and after cooling to below 0°C, the pure 1- carboethoxyhydrazinophthalazine hydrochloride is filtered. 9.8 g of the are obtained.
[Therapeutic Function]

Antihypertensive
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