Phentolamine

Modify Date: 2024-01-03 08:07:26

Phentolamine Structure
Phentolamine structure
Common Name Phentolamine
CAS Number 50-60-2 Molecular Weight 281.352
Density 1.2±0.1 g/cm3 Boiling Point 551.0±45.0 °C at 760 mmHg
Molecular Formula C17H19N3O Melting Point 177 - 178ºC
MSDS N/A Flash Point 287.0±28.7 °C

 Use of Phentolamine


Phentolamine is a potent, selective and orally active α1 adrenergic and α2 adrenergic receptor antagonist. Phentolamine can be used for the treatment of erectile dysfunction[1][2][3].

 Names

Name phentolamine
Synonym More Synonyms

 Phentolamine Biological Activity

Description Phentolamine is a potent, selective and orally active α1 adrenergic and α2 adrenergic receptor antagonist. Phentolamine can be used for the treatment of erectile dysfunction[1][2][3].
Related Catalog
In Vivo Phentolamine (5-20 mg/kg; i.p.) effectively inhibits the seizures elicited by strychnine (2 mg/kg, i.p.) and attenuates the seizure-potentiating effect of DOPS (4 mg/kg, i.p.) in mouse[2]. Phentolamine (1 mg/kg; i.p.) increases insulin secretion by inhibition of b-cell a2A-adrenoceptors in mouse[3]. Animal Model: WT mice[3] Dosage: 1 mg/kg Administration: IP Result: Reduced blood glucose and increased insulin levels.
References

[1]. Goldstein I I. Oral phentolamine: an alpha-1, alpha-2 adrenergic antagonist for the treatment of erectile dysfunction. Int J Impot Res. 2000 Mar;12(S1):S75-S80

[2]. Amabeoku G, et al. Strychnine-induced seizures in mice: the role of noradrenaline. Prog Neuropsychopharmacol Biol Psychiatry. 1994 Jul;18(4):753-63.

[3]. Fagerholm V, et al. alpha2A-adrenoceptor antagonism increases insulin secretion and synergistically augments the insulinotropic effect of glibenclamide in mice. Br J Pharmacol. 2008 Jul;154(6):1287-96.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 551.0±45.0 °C at 760 mmHg
Melting Point 177 - 178ºC
Molecular Formula C17H19N3O
Molecular Weight 281.352
Flash Point 287.0±28.7 °C
Exact Mass 281.152802
PSA 47.86000
LogP 3.60
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.626
Storage condition -20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SL0700000
CHEMICAL NAME :
Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphe nyl)amino)-
CAS REGISTRY NUMBER :
50-60-2
BEILSTEIN REFERENCE NO. :
0272944
LAST UPDATED :
199612
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C17-H19-N3-O
MOLECULAR WEIGHT :
281.39
WISWESSER LINE NOTATION :
T5M CN BUTJ B1NR CQ&R D1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 112,319,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Behavioral - ataxia
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,1727,1971
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
35 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 105,317,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CLDND* Compilation of LD50 Values of New Drugs. (J.R. MacDougal, Dept. of National Health and Welfare, Food and Drug Divisions, 35 John St., Ottawa, Ont., Canada)
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - convulsions or effect on seizure threshold
REFERENCE :
SMWOAS Schweizerische Medizinische Wochenschrift. (Schwabe & Co., Steintorst 13, 4010 Basel, Switzerland) V.50- 1920- Volume(issue)/page/year: 81,352,1951
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
28 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - cyanosis Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 174,243,1968 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
100 ug/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina
REFERENCE :
DPTHDL Developmental Pharmacology and Therapeutics. (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.1- 1980- Volume(issue)/page/year: 7(Suppl 1),72,1984

 Safety Information

Safety Phrases S26-S36/37/39-S45-S8-S25
RIDADR UN 3264 8/PG 2
WGK Germany 3
Packaging Group II
Hazard Class 8
HS Code 2933290090

 Synthetic Route

~%

Phentolamine Structure

Phentolamine

CAS#:50-60-2

Literature: CIBA Patent: DE842062 , 1948 ; DRP/DRBP Org.Chem. Full Text Show Details CIBA Patent: US2503059 , 1948 ; Full Text Show Details Urech et al. Helvetica Chimica Acta, 1950 , vol. 33, p. 1386,1403

~%

Phentolamine Structure

Phentolamine

CAS#:50-60-2

Literature: CIBA Patent: DE842062 , 1948 ; DRP/DRBP Org.Chem. Full Text Show Details CIBA Patent: US2503059 , 1948 ;

 Customs

HS Code 2933290090
Summary 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

Fentolamin
EINECS 200-053-1
MFCD00242985
Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphenyl)amino)-
2-(N-[m-Hydroxyphenyl]-p-toluidinomethyl)imidazoline
Phenol, 3-[[(4,5-dihydro-1H-imidazol-2-yl)methyl](4-methylphenyl)amino]-
Phentalamine
Regitin
Phenotolamine
3-[(4,5-Dihydro-1H-imidazol-2-ylmethyl)(4-methylphenyl)amino]phenol
Dibasin
Fentolamina
Regitine
Phentolaminum
Phentolamine
3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenol
Rogitine
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