N6-[2-(4-Aminophenyl)ethyl]adenosine

Modify Date: 2025-08-25 18:25:59

N6-[2-(4-Aminophenyl)ethyl]adenosine Structure
N6-[2-(4-Aminophenyl)ethyl]adenosine structure
Common Name N6-[2-(4-Aminophenyl)ethyl]adenosine
CAS Number 89705-21-5 Molecular Weight 386.40500
Density 1.65g/cm3 Boiling Point 781.8ºC at 760 mmHg
Molecular Formula C18H22N6O4 Melting Point N/A
MSDS Chinese USA Flash Point 426.6ºC

 Use of N6-[2-(4-Aminophenyl)ethyl]adenosine


N6-[2-(4-Aminophenyl)ethyl]adenosine is a potent, non-selective A3 adenosine receptor agonist.Target: Adenosine receptor agonist.in vitro: N6-[2-(4-Aminophenyl)ethyl]adenosine is a non-selective agonist of the adenosine A3 receptors, at the subprotective dose of 1 mg/kg against electroconvulsions, significantly potentiates the anticonvulsive action of phenobarbital, diphenylhydantoin and valproate against maximal electroshock, being ineffective at lower doses. N6-[2-(4-Aminophenyl)ethyl]adenosine (0.0039-1 mg/kg) also enhances the protective activity of carbamazepine. N6-[2-(4-Aminophenyl)ethyl]adenosine at low doses potentiates the protective activity of Carbamazepine most likely through the A subtype of adenosine receptors. At higher doses, N6-[2-(4-Aminophenyl)ethyl]adenosine seems to enhance the anticonvulsive effect of other antiepileptics via adenosine A1 receptors. [1]in vivo: N6-[2-(4-Aminophenyl)ethyl]adenosine (2-4 mg/kg) has no significant effect on seizure parameters (seizure severity, seizure duration and afterdischarge duration) in amygdala-kindled rats. N6-[2-(4-Aminophenyl)ethyl]adenosine is combined with antiepileptic drugs administered at doses ineffective in fully kindled rats.[2]

 Names

Name (2R,3R,4S,5R)-2-[6-[2-(4-aminophenyl)ethylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
Synonym More Synonyms

 N6-[2-(4-Aminophenyl)ethyl]adenosine Biological Activity

Description N6-[2-(4-Aminophenyl)ethyl]adenosine is a potent, non-selective A3 adenosine receptor agonist.Target: Adenosine receptor agonist.in vitro: N6-[2-(4-Aminophenyl)ethyl]adenosine is a non-selective agonist of the adenosine A3 receptors, at the subprotective dose of 1 mg/kg against electroconvulsions, significantly potentiates the anticonvulsive action of phenobarbital, diphenylhydantoin and valproate against maximal electroshock, being ineffective at lower doses. N6-[2-(4-Aminophenyl)ethyl]adenosine (0.0039-1 mg/kg) also enhances the protective activity of carbamazepine. N6-[2-(4-Aminophenyl)ethyl]adenosine at low doses potentiates the protective activity of Carbamazepine most likely through the A subtype of adenosine receptors. At higher doses, N6-[2-(4-Aminophenyl)ethyl]adenosine seems to enhance the anticonvulsive effect of other antiepileptics via adenosine A1 receptors. [1]in vivo: N6-[2-(4-Aminophenyl)ethyl]adenosine (2-4 mg/kg) has no significant effect on seizure parameters (seizure severity, seizure duration and afterdischarge duration) in amygdala-kindled rats. N6-[2-(4-Aminophenyl)ethyl]adenosine is combined with antiepileptic drugs administered at doses ineffective in fully kindled rats.[2]
Related Catalog
References

[1]. Borowicz KK, et al. N6-2-(4-aminophenyl)ethyl-adenosine enhances the anticonvulsive activity of antiepileptic drugs. Eur J Pharmacol. 1997 May 30;327(2-3):125-133.

[2]. Borowicz KK, et al. N(6)-2-(4-aminophenyl)ethyl-adenosine enhances the anticonvulsive action of conventional antiepileptic drugs in the kindling model of epilepsy in rats. Eur Neuropsychopharmacol. 2000 Jul;10(4):237-243.

 Chemical & Physical Properties

Density 1.65g/cm3
Boiling Point 781.8ºC at 760 mmHg
Molecular Formula C18H22N6O4
Molecular Weight 386.40500
Flash Point 426.6ºC
Exact Mass 386.17000
PSA 151.57000
LogP 0.32880
Index of Refraction 1.775

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

~%

N6-[2-(4-Aminophenyl)ethyl]adenosine Structure

N6-[2-(4-Aminop...

CAS#:89705-21-5

Literature: Bressi; Choe; HoughHough; Buckner; Van Voorhis; Verlinde; Hol; Gelb Journal of Medicinal Chemistry, 2000 , vol. 43, # 22 p. 4135 - 4150

 Precursor & DownStream

Precursor  2

DownStream  0

 Articles3

More Articles
Adenosine receptor subtypes.

Trends Pharmacol. Sci. 21 , 360-366, (1993)

The numerous and widespread effects of adenosine provide both an opportunity for the development of novel therapeutic agents acting via adenosine receptors and the challenge of achieving selectivity o...

Adenosine A3 receptors mediate hypotension in the angiotensin II-supported circulation of the pithed rat.

Br. J. Pharmacol. 109 , 3-5, (1993)

The cardiovascular effects of N6-2-(4-aminophenyl)ethyladenosine (APNEA), which when radiolabelled with 125I shows high affinity for the newly described adenosine A3 receptor, have been investigated i...

Adenosine A3 receptors: two into one won't go.

Trends Pharmacol. Sci. 14 , 290, (1993)

 Synonyms

apnea
N6-[2-(4-Aminophenyl)ethyl]adenosine
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