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| | 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 | | 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 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) |
| | Phentolamine hydrochloride Usage And Synthesis |
| Chemical Properties | Phentolamine hydrochloride is Tan Solid | | Originator | Regitine, Ciba, US ,1952 | | Uses | anesthetic (local); inhibitor of DRG IA/Kv4.2 current | | Uses | Phentolamine Hydrochloride ia an adrenergic blocking agent. An antihypertensive. Used for the treatment of pheochromocytoma. | | 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 hydrochloride Preparation Products And Raw materials |
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