Phentolamine hydrochloride
Phentolamine hydrochloride Basic information
- Product Name:
- Phentolamine hydrochloride
- Synonyms:
-
- PHENTOLAMINE HYDROCHLORIDE
- 2-[N-(3-HYDROXYPHENYL)-4-TOLUIDINOMETHYL]-2-IMIDAZOLIDINE HYDROCHLORIDE
- 2-[N-(M-HYDROXYPHENYL)-P-TOLUIDINOMETHYL]IMIDAZOLINE HYDROCHLORIDE
- 3-(((4,5-dihydro-1h-imidazol-2-yl)methyl)(4-methylphenyl)amino)phenolhydroch
- 3-(((4,5-dihydro-1h-imidazol-2-yl)methyl)(4-methylphenyl)amino)-phenomonoh
- c-7337
- m-(n-(2-imidazolin-2-ylmethyl)-p-toluidino)-phenomonohydrochloride
- phentolaminechloride
- CAS:
- 73-05-2
- MF:
- C17H20ClN3O
- MW:
- 317.81
- EINECS:
- 200-793-5
- Product Categories:
-
- Aromatics
- Heterocycles
- Diagnostic
- Intermediates & Fine Chemicals
- Pharmaceuticals
- BUTESIN
- Mol File:
- 73-05-2.mol
Phentolamine hydrochloride Chemical Properties
- Melting point:
- >230 (dec.)°C
- storage temp.
- -20°C Freezer
- solubility
- methanol: 10 mg/mL, clear, colorless
- form
- powder
- color
- white to off-white
- Merck
- 13,7348
- BRN
- 3764617
- CAS DataBase Reference
- 73-05-2
Safety Information
- Hazard Codes
- Xn,C
- Risk Statements
- 22-34
- Safety Statements
- 22-24/25-45-36/37/39-27-26
- RIDADR
- 3249
- WGK Germany
- 3
- RTECS
- SL0701000
- F
- 3-10
- HazardClass
- 6.1(b)
- PackingGroup
- III
- Toxicity
- LD50 in rats (mg/kg): 75 i.v.; 275 s.c.; 1250 orally (Meier)
MSDS
- Language:English Provider:SigmaAldrich
Phentolamine hydrochloride Usage And Synthesis
Chemical Properties
Phentolamine hydrochloride is Tan Solid
Originator
Regitine, Ciba, US ,1952
Uses
Phentolamine Hydrochloride ia an adrenergic blocking agent. An antihypertensive. Used for the treatment of pheochromocytoma.
Uses
anesthetic (local); inhibitor of DRG IA/Kv4.2 current
Uses
Phentolamine hydrochloride is an adrenergic blocking agent. An antihypertensive. Used for the treatment of pheochromocytoma.
Manufacturing Process
199.24 parts of N-(p-methylphenyl)-m'-hydroxyphenylamine and 77.52 parts of 2-chloromethylimidazoline hydrochloride are heated for sixteen hours in an oil bath having a temperature of 150°C, while stirring and introducing a current of nitrogen. The viscous contents of the flask are then cooled to about 100°C, mixed with 400 parts by volume of hot water, and stirred for a short time.
After further cooling to about 60°C, 200 parts by volume of water and 500 parts by volume of ethyl acetate at 60°C are added, and the aqueous layer is separated. The excess of starting material may be recovered from the ethyl acetate.
The aqueous portion is chilled in a cooling chamber at -10°C, whereupon the hydrochloride of 2-[N-(p-methylphenyl)-N-(m'-hydroxyphenyl)-aminomethyl]imidazoline crystallizes. Upon being concentrated and cooled the mother liquor yields a further quantity of the hydrochloride. The combined quantities of hydrochloride are treated with a small quantity of cold water, dried with care, and washed with ethyl acetate. The product is then crystallized from a mixture of alcohol and ethyl acetate, and there is obtained a hydrochloride melting at 239°-240°C.
brand name
Regitine Hydrochloride (Ciba-Geigy).
Therapeutic Function
Adrenergic blocker
Biochem/physiol Actions
α-adrenoceptor antagonist; peripheral vasodilator.
Phentolamine hydrochlorideSupplier
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