Phentolamine hydrochloride

Names

[ CAS No. ]:
73-05-2

[ Name ]:
Phentolamine hydrochloride

[Synonym ]:
3-(((4,5-Dihydro-1H-imidazol-2-yl)methyl)(4-methylphenyl)amino)phenol Hydrochloride
2-(m-Hydroxy-N-p-tolylanilinomethyl)-2-imidazoline Hydrochloride
3-[[(4,5-Dihydro-1H-imidazol-2-yl)methyl](4-methylphenyl)amino]phenol Hydrochloride
m-(N-(2-Imidazolin-2-ylmethyl)-p-toluidino)phenol monohydrochloride
Fentolamine Hydrochloride
2-[N-(m-Hydroxyphenyl)-p-toluidinomethyl]imidazoline Hydrochloride
Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphenyl)amino), monohydrochloride
phentolamin hydrochloride
3-[(4,5-Dihydro-1H-imidazol-2-ylmethyl)(4-methylphenyl)amino]phenol hydrochloride (1:1)
2-[N-(3-Hydroxyphenyl)-p-toluidinomethyl]-2-imidazolidine hydrochloride
EINECS 200-793-5
Phentolamine hydrochloride
Phentolamine HCl
2-(N'-p-Tolyl-N'-m-hydroxyphenylaminomethyl)-2-imidazoline Hydrochloride
Phenol, m-(N-(2-imidazolin-2-ylmethyl)-p-toluidino)-, monohydrochloride (8CI)
Prestwick_386
phentolamine
MFCD00079268
3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-p-toluidino]-phenol,hydrochloride
50-60-2 (Parent)
3-[N-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-p-toluidino]-phenol,Hydrochlorid
Regitine hydrochloride
Phenol, 3-[[(4,5-dihydro-1H-imidazol-2-yl)methyl](4-methylphenyl)amino]-, hydrochloride (1:1)

Biological Activity

[Description]:

Phentolamine hydrochloride is an orally active adrenergic α receptor-blocking agent[1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Metabolic Disease

[References]

[1]. P A Majid, et al. Phentolamine for vasodilator treatment of severe heart-failure. Lancet. 1971 Oct 2;2(7727):719-24.

Chemical & Physical Properties

[ Boiling Point ]:
569ºC at 760 mmHg

[ Melting Point ]:
>230ºC(dec.)

[ Molecular Formula ]:
C₁₇H₂₀ClN₃O

[ Molecular Weight ]:
317.813

[ Flash Point ]:
297.9ºC

[ Exact Mass ]:
317.129486

[ PSA ]:
47.86000

[ LogP ]:
3.40680

[ Appearance of Characters ]:
powder | white to off-white

[ Storage condition ]:
-20°C Freezer

[ Water Solubility ]:
methanol: 10 mg/mL, clear, colorless

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SL0701000

CHEMICAL NAME :: Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphe nyl)amino)-, monohydrochloride

CAS REGISTRY NUMBER :: 73-05-2

LAST UPDATED :: 199009

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C17-H19-N3-O.Cl-H

MOLECULAR WEIGHT :: 317.85

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 71,70,1949

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 275 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 71,70,1949

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 75 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 71,70,1949

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P301 + P312 + P330

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
UN 3249

[ WGK Germany ]:
3

[ RTECS ]:
SL0701000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

Articles

Alteration of vascular reactivity in heart failure: role of phosphodiesterases 3 and 4.

Br. J. Pharmacol. 171(23) , 5361-75, (2014)

This study examined the role of the main vascular cAMP-hydrolysing phosphodiesterases (cAMP-PDE) in the regulation of basal vascular tone and relaxation of rat aorta mediated by β-adrenoceptors, follo...

Arc-Expressing Neuronal Ensembles Supporting Pattern Separation Require Adrenergic Activity in Anterior Piriform Cortex: An Exploration of Neural Constraints on Learning.

J. Neurosci. 35 , 14070-5, (2015)

Arc ensembles in adult rat olfactory bulb (OB) and anterior piriform cortex (PC) were assessed after discrimination training on highly similar odor pairs. Nonselective α- and β-adrenergic antagonists ...

Noradrenaline-mediated facilitation of inhibitory synaptic transmission in the dorsal horn of the rat spinal cord involves interlaminar communications.

Eur. J. Neurosci. 42 , 2654-65, (2015)

In the dorsal horn of the spinal cord (DH), noradrenaline (NA) is released by axons originating from the locus coeruleus and induces spinal analgesia, the mechanisms of which are poorly understood. He...