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A236

AB-MECA

solid

Synonym(s):

N6-(4-Aminobenzyl)-9-[5-(methylcarbonyl)-β-D-ribofuranosyl]adenine, N6-(4-Aminobenzyl)-N-methylcarboxamidoadenosine

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Pack SizeSKUAvailabilityPrice
1 mg
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$173.00

About This Item

Empirical Formula (Hill Notation):
C18H21N7O4
CAS Number:
152918-26-8
Molecular Weight:
399.40
MDL number:
MFCD05861375
UNSPSC Code:
12352200
PubChem Substance ID:
24277694
NACRES:
NA.77
Form:
solid
Quality level:
100

$173.00

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form

solid

Quality Level

100

color

off-white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.3 mg/mL, ethanol: 1 mg/mL, DMSO: 10 mg/mL, dilute aqueous base: 3.5 mg/mL, H2O: insoluble

storage temp.

−20°C

SMILES string

CNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NCc4ccc(N)cc4)ncnc23

InChI

1S/C18H21N7O4/c1-20-17(28)14-12(26)13(27)18(29-14)25-8-24-11-15(22-7-23-16(11)25)21-6-9-2-4-10(19)5-3-9/h2-5,7-8,12-14,18,26-27H,6,19H2,1H3,(H,20,28)(H,21,22,23)/t12-,13+,14-,18+/m0/s1

InChI key

LDYMCRRFCMRFKB-MOROJQBDSA-N

Gene Information

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

Biochem/physiol Actions

High affinity A3 adenosine receptor agonist.

Legal Information

Sold under license from the National Institutes of Health.

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1 of 1

This Item
P4532T9778U104
AB-MECA solid

Sigma-Aldrich

A236

AB-MECA

(−)-N6-(2-Phenylisopropyl)adenosine solid

Sigma-Aldrich

P4532

(−)-N6-(2-Phenylisopropyl)adenosine

Tropicamide solid

Sigma-Aldrich

T9778

Tropicamide

UK 14,304

Sigma-Aldrich

U104

UK 14,304

form

solid

form

solid

form

solid

form

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.3 mg/mL, DMSO: 10 mg/mL, H2O: insoluble, dilute aqueous base: 3.5 mg/mL, ethanol: 1 mg/mL

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: 4.3 mg/mL, ethanol: 5.6 mg/mL, H2O: insoluble

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: <0.8 mg/mL, DMSO: >6.5 mg/mL, ethanol: <8 mg/mL (warm), H2O: insoluble

color

off-white

color

white

color

white

color

-

Gene Information

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

Gene Information

human ... ADORA1(134)

Gene Information

human ... CHRM3(1131), CHRM4(1132)

Gene Information

human ... ADRA1A(148), ADRA2A(150), ADRA2B(151), ADRA2C(152)

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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Certificates of Analysis (COA)

Lot/Batch Number
050K4612

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M E Olah et al.
Molecular pharmacology, 45(5), 978-982 (1994-05-01)
The rat A3 adenosine receptor (AR) is a recently characterized AR subtype cloned from testis and brain cDNA libraries. N6-2-(4-Amino-3-[125I]iodophenyl)ethyladenosine, a high affinity A1AR agonist, has served as the only radioligand available for study of the A3AR. The relatively low
C Gallo-Rodriguez et al.
Journal of medicinal chemistry, 37(5), 636-646 (1994-03-04)
Adenosine analogues modified at the 5'-position as uronamides and/or as N6-benzyl derivatives were synthesized. These derivatives were examined for affinity in radioligand binding assays at the newly discovered rat brain A3 adenosine receptor and at rat brain A1 and A2a
K A Jacobson et al.
FEBS letters, 336(1), 57-60 (1993-12-20)
The behavioral effects of a selective A3 adenosine receptor agonist 3-IB-MECA (N6-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine) in mice and the localization of radioligand binding sites in mouse brain were examined. Low levels of A3 adenosine receptors were detected in various regions of the mouse

Global Trade Item Number

SKUGTIN
A236-5MG04061832088617
A236-1MG04061825980447

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