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Merck
CN

P4532

(−)-N6-(2-Phenylisopropyl)adenosine

solid

Synonym(s):

(R)-N6-(1-Methyl-2-phenylethyl)adenosine, N6-(L-2-Phenylisopropyl)adenosine, R-(−)-PIA

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About This Item

Empirical Formula (Hill Notation):
C19H23N5O4
CAS Number:
Molecular Weight:
385.42
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
254-028-5
MDL number:
Form:
solid
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form

solid

Quality Segment

potency

1.17 nM Ki for A1 receptors (using [3H]CHA in rat forebrain preparations)

color

white

solubility

H2O: slightly soluble 0.3 mg/mL (Solutions may be stored for several days at 4°C.), 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.6 mg/mL (Solutions may be stored for several days at 4°C.)

storage temp.

2-8°C

SMILES string

C[C@H](Cc1ccccc1)Nc2ncnc3n(cnc23)[C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O

InChI

1S/C19H23N5O4/c1-11(7-12-5-3-2-4-6-12)23-17-14-18(21-9-20-17)24(10-22-14)19-16(27)15(26)13(8-25)28-19/h2-6,9-11,13,15-16,19,25-27H,7-8H2,1H3,(H,20,21,23)/t11-,13-,15-,16-,19-/m1/s1

InChI key

RIRGCFBBHQEQQH-SSFGXONLSA-N

Gene Information

human ... ADORA1(134)

Biochem/physiol Actions

A1 adenosine receptor agonist. Affinity for adenosine receptor is approx. 100× that of the (+)-isomer.

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Global Trade Item Number

SKUGTIN
P4532-25MG04061832083667
P4532-50MG04061832083674