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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.

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1 of 1

This Item
A0779A1784E2387
form

solid

form

solid

form

powder

form

powder

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

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.)

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.4 mg/mL (Solutions may be stored for several days at 4 °C), boiling water: 100 mg/mL (Solutions may be stored for several days at 4 °C), 0.1 M HCl: soluble (Solutions may be stored for several days at 4 °C), methanol: soluble (Solutions may be stored for several days at 4 °C)

solubility

2 M NaOH: 50 mg/mL (Solutions may be stored for 1-2 days at 4°C.)

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2 mg/mL (Solutions may be stored for several days at 4 °C.), DMSO: 14 mg/mL (Solutions may be stored for several days at 4 °C.), 0.1 M HCl: 3.4 mg/mL (Solutions may be stored for several days at 4 °C.), H2O: insoluble, ethanol: soluble (Solutions may be stored for several days at 4 °C.)

color

white

color

white

color

light yellow to yellow-brown

color

white

potency

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

potency

-

potency

-

potency

-


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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