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A202

Sigma-Aldrich

N6-2-(4-Aminophenyl)ethyladenosine

>95%

Synonym(s):

APNEA, Adenosine, N6-2-(4-aminophenyl)ethyl, N-[2-(4-Aminophenyl)ethyl]-adenosine

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About This Item

Empirical Formula (Hill Notation):
C18H22N6O4
CAS Number:
89705-21-5
Molecular Weight:
386.41
MDL number:
MFCD00211351
UNSPSC Code:
12352202
PubChem Substance ID:
24277722

Assay

>95%

form

solid

solubility

methanol: slightly soluble 0.2 mg/mL
0.1 M HCl: 14 mg/mL
DMSO: soluble
H2O: insoluble

storage temp.

2-8°C

SMILES string

Nc1ccc(CCNc2ncnc3n(cnc23)[C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O)cc1

InChI

1S/C18H22N6O4/c19-11-3-1-10(2-4-11)5-6-20-16-13-17(22-8-21-16)24(9-23-13)18-15(27)14(26)12(7-25)28-18/h1-4,8-9,12,14-15,18,25-27H,5-7,19H2,(H,20,21,22)/t12-,14-,15-,18-/m1/s1

InChI key

XTPOZVLRZZIEBW-SCFUHWHPSA-N

Gene Information

human ... ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369) , Adora3(25370)

Biochem/physiol Actions

Potent, non-selective A3 adenosine receptor agonist.

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M G Collis et al.
Trends in pharmacological sciences, 14(10), 360-366 (1993-10-01)
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 of action. The feasibility of achieving selectivity is enhanced if receptor subtypes
Adenosine A3 receptors: two into one won't go.
A M Carruthers et al.
Trends in pharmacological sciences, 14(8), 290-291 (1993-08-01)
J R Fozard et al.
British journal of pharmacology, 109(1), 3-5 (1993-05-01)
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 in the angiotensin II-supported circulation of the pithed rat. APNEA induces hypotensive responses which are unaffected

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