| Identification | Back Directory | [Name]
Phentolamine hydrochloride | [CAS]
73-05-2 | [Synonyms]
c-7337
phentolaminechloride
Regitine hydrochloride
PHENTOLAMINE HYDROCHLORIDE
Phentolamine Hydrochloride (300 mg)
2-[N-(M-HYDROXYPHENYL)-P-TOLUIDINOMETHYL]IMIDAZOLINE HYDROCHLORIDE
m-(n-(2-imidazolin-2-ylmethyl)-p-toluidino)-phenomonohydrochloride
2-[n-(3-hydroxyphenyl)-p-toluidinomethyl]-2-imidazolidine hydrochloride
2-[N-(3-HYDROXYPHENYL)-4-TOLUIDINOMETHYL]-2-IMIDAZOLIDINE HYDROCHLORIDE
3-(((4,5-dihydro-1h-imidazol-2-yl)methyl)(4-methylphenyl)amino)-phenomonoh
3-(((4,5-dihydro-1h-imidazol-2-yl)methyl)(4-methylphenyl)amino)phenolhydroch
3-[4,5-Dihydro-1H-imidazol-2-ylmethyl-(4-methylphenyl)amino]phenol hydrochloride
3-[[(4,5-Dihydro-1H-imidazol-2-yl)-methyl](4-methylphenyl)-amino]-phenol monohydrochloride | [EINECS(EC#)]
200-793-5 | [Molecular Formula]
C17H20ClN3O | [MDL Number]
MFCD00079268 | [MOL File]
73-05-2.mol | [Molecular Weight]
317.81 |
| Chemical Properties | Back Directory | [Appearance]
Tan Solid | [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 | [InChI]
1S/C17H19N3O.ClH/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15;/h2-8,11,21H,9-10,12H2,1H3,(H,18,19);1H | [InChIKey]
TUEJFGFQYKDAPM-UHFFFAOYSA-N | [SMILES]
Cl[H].Cc1ccc(cc1)N(CC2=NCCN2)c3cccc(O)c3 | [CAS DataBase Reference]
73-05-2 |
| Hazard Information | Back Directory | [Chemical Properties]
Tan Solid | [Uses]
An adrenergic blocking agent. An antihypertensive. Used for the treatment of pheochromocytoma. | [Uses]
anesthetic (local); inhibitor of DRG IA/Kv4.2 current | [Originator]
Regitine, Ciba, US ,1952 | [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. |
| Safety Data | Back Directory | [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 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Toxicity]
LD50 in rats (mg/kg): 75 i.v.; 275 s.c.; 1250 orally (Meier) |
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