Guanadrel

Bezeichnung:Guanadrel

CAS-Nr40580-59-4

Englisch Name:Guanadrel

CBNumberCB5875306

SummenformelC10H19N3O2

Molgewicht213.28

MOL-Datei40580-59-4.mol

Guanadrel physikalisch-chemischer Eigenschaften

Siedepunkt	341.5±40.0 °C(Predicted)
Dichte	1.39±0.1 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml
Aggregatzustand	A solid
pka	12.59±0.70(Predicted)
Farbe	Colorless to light yellow

Guanadrel Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Guanadrel is an adrenergic neuron blocker used for essential hypertension. Its mechanism of action and side effects are similar to those of guanethidine.
Originator
Hylorel,Pennwalt,US,1983
Verwenden
Guanadrel is an adrenergic neuron blocker used for essential hypertension. The mechanism of action and side effects are similar to guanethidine. It is used for treating hypertension in patients who do not respond to thiazide diuretics. It can be used as an adjuvant drug in thiazide treatment for reaching an optimal level of blood pressure.
Verwenden
It is used to treat hypertension in patients who do not adequately respond to thiazide diuretics. It can be used as an adjuvant in thiazide treatment for reaching an optimal level of blood pressure.
Verwenden
Antihypertensive.
Definition
ChEBI: A spiroketal resulting from the formal condensation of the keto group of cyclohexanone with the hydroxy groups of 1-(2,3-dihydroxypropyl)guanidine. A postganglionic adrenergic blocking agent formerly used (generally as the sulfate salt) for the management f hypertension, it has been largely superseded by other drugs less likely to cause orthostatic hypotension (dizzy spells on standing up or stretching).
Manufacturing Process
A mixture of 10.5 g of 1,4-dioxaspiro[4.5]decane-2-methylamine and 8.6 g of 2-methyl-2-thiopseudourea sulfate in 40 ml of water was heated on the steam bath for 4 hours during which 2.0 g of methylmercaptan was collected in a dry ice bath connected to the reaction flask through a water cooled reflux condenser. The reaction mixture was then evaporated at 15 mm pressure to a solid residue which was then dissolved in 80 ml of 50/50 methanol-ethanol. The solution was filtered and evaporated to approximately 50 ml volume and allowed to cool and crystallize, giving a crop melting at 213.5°C to 215°C of 1,4-dioxaspiro[4.5]decan-2-ylmethyl)-guanidine sulfate.
Trademarks
Hylorel (Pharmacia & Upjohn).
Therapeutic Function
Antihypertensive
Synthese
Guanadrel, (1,4-dioxaspiro[4,5]dec-2-ylmethyl)guanidine (12.3.8), is synthesized when cyclohexanone undergoes ketalization by 3-chloro-1,2-proandiol, forming 2- chloromethyl-1,4-dioxyspiro[4,5]decane (12.3.5), which is further akylated by sodium phthalimide. After alkyline hydrazinolysis, the resulting phthalimide derivative (12.3.6) is transformed into 2-aminomethyl-1,4-dioxyspiro[4,5]decane (12.3.7), which is reacted with S-methylthiourea, giving the desired guanadrel (12.3.8) [80¨C82].

Guanadrel Upstream-Materialien And Downstream Produkte

Guanadrel Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

40580-59-4, Guanadrel Verwandte Suche:

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