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Substance Name: Phentolamine [INN:BAN]
RN: 50-60-2
UNII: Z468598HBV
InChIKey: MRBDMNSDAVCSSF-UHFFFAOYSA-N
Note
- A nonselective alpha-adrenergic antagonist. It is used in the treatment of hypertension and hypertensive emergencies, pheochromocytoma, vasospasm of RAYNAUD DISEASE and frostbite, clonidine withdrawal syndrome, impotence, and peripheral vascular disease.
Molecular Formula
- C17-H19-N3-O
Molecular Weight
- 281.3571
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Adrenergic Agents
- Adrenergic alpha-Antagonists
- Adrenergic Antagonists
- Antihypertensive Agents
- Cardiovascular Agents
- Drug / Therapeutic Agent
- Neurotransmitter Agents
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Phentolamine
- Phentolamine [INN:BAN]
MeSH Heading
- Phentolamine
Synonyms
- 2-((N-(m-Hydroxyphenyl)-p-toluidino)methyl)-2-imidazoline
- 2-(m-Hydroxy-N-p-tolylanilinomethyl)-2-imidazoline
- 2-(N'-p-Tolyl-N'-m-hydroxyphenylaminomethyl)-2-imidazoline
- 2-(N-(m-Hydroxyphenyl)-p-toluidinomethyl)imidazoline
- 2-Imidazoline, 2-((N-(m-hydroxyphenyl)-p-toluidino)methyl)-
- 5-25-09-00365 (Beilstein Handbook Reference)
- BRN 0272944
- C 7337
- C 7337 Ciba
- Dibasin
- EINECS 200-053-1
- Fentolamin
- Fentolamina
- Fentolamina [INN-Spanish]
- HSDB 3382
- Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphenyl)amino)-
- Phenol, m-(N-(2-imidazolin-2-ylmethyl)-p-toluidino)-
- Phentolamine
- Phentolamine mesilate
- Phentolamine mesylate
- Phentolaminum
- Phentolaminum [INN-Latin]
- Regitin
- Regitine
- UNII-Z468598HBV
Systematic Names
- Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphenyl)amino)-
- Phentolamine
Registry Numbers
CAS Registry Number
- 50-60-2
FDA UNII
- Z468598HBV
Related Registry Numbers
- 65-28-1 (mesylate (salt))
- 73-05-2 (mono-hydrochloride)
System Generated Number
- 0000050602
Structure Descriptors
InChI
InChI=1S/C17H19N3O/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)InChIKey
MRBDMNSDAVCSSF-UHFFFAOYSA-NSmiles
Cc1ccc(cc1)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1727, 1971. |
mouse | LD50 | intravenous | 35mg/kg (35mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 105, Pg. 317, 1956. | |
mouse | LD50 | oral | 1gm/kg (1000mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 112, Pg. 319, 1957. | |
rabbit | LD50 | intravenous | 28mg/kg (28mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION LUNGS, THORAX, OR RESPIRATION: CYANOSIS LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 174, Pg. 243, 1968. |
rabbit | LD50 | oral | 2gm/kg (2000mg/kg) | Compilation of LD50 Values of New Drugs. | |
rabbit | LDLo | subcutaneous | 200mg/kg (200mg/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Schweizerische Medizinische Wochenschrift. Vol. 81, Pg. 352, 1951. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 174.5 | deg C | EXP | |
log P (octanol-water) | 3.360 | (none) | EST | |
Atmospheric OH Rate Constant | 2.82E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.