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C277

Chloro-IB-MECA

solid, ≥98% (HPLC)

Synonym(s):

2-Chloro-N6-(3-iodobenzyl)-adenosine-5′-N-methyluronamide, Cl-IB-MECA

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5 mg

Available to ship TODAYfromMILWAUKEE

$948.00
$805.80
25 mg

Available to ship TODAYfromMILWAUKEE

$3,720.00

About This Item

Empirical Formula (Hill Notation):
C18H18ClIN6O4
CAS Number:
163042-96-4
Molecular Weight:
544.73
NACRES:
NA.77
PubChem Substance ID:
24278354
UNSPSC Code:
12352200
MDL number:
MFCD01861178
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

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Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >20 mg/mL

SMILES string

CNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NCc4cccc(I)c4)nc(Cl)nc23

InChI

1S/C18H18ClIN6O4/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/t11-,12+,13-,17+/m0/s1

InChI key

IPSYPUKKXMNCNQ-PFHKOEEOSA-N

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Biochem/physiol Actions

2-chloro-N(6)-(3-iodobenzyl)adenosine-5′-N-methylcarboxamide (Cl-IB-MECA) is a adenosine receptor. It protects against myocardial ischemia/reperfusion injury in mice.

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This Item
119139A2846529598
Chloro-IB-MECA solid, ≥98% (HPLC)

Sigma-Aldrich

C277

Chloro-IB-MECA

Adenosine A3 Receptor Agonist, 2-Cl-IB-MECA A highly selective agonist of adenosine A3 receptor (Ki = 330 pM)

Sigma-Aldrich

119139

Adenosine A3 Receptor Agonist, 2-Cl-IB-MECA

A-134974 dihydrochloride hydrate ≥98% (HPLC), solid

Sigma-Aldrich

A2846

A-134974 dihydrochloride hydrate

PP1 Analog IV, 3-IB-PP1 A cell-permeable enlarged PP1 analog that acts as a potent, ATP-competitive and reversible inhibitor of asAkt1/2/3.

Sigma-Aldrich

529598

PP1 Analog IV, 3-IB-PP1

form

solid

form

solid

form

solid

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

DMSO: >20 mg/mL

solubility

DMSO: 20 mg/mL

solubility

H2O: soluble

solubility

DMSO: 0.5 mg/mL

color

white

color

white

color

off-white to light tan

color

white

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Gene Information

-

Gene Information

-

Gene Information

-

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000276437
0000276437
026M4612V
097K4617
129H0935

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Y Yao et al.
Biochemical and biophysical research communications, 232(2), 317-322 (1997-03-17)
The effects of novel, selective adenosine (ADO) A3 receptor antagonists of diverse structure on cells of the human HL-60 leukemia and U-937 lymphoma cell lines were examined. Both 3-ethyl 5-benzyl 2-methyl-6-phenyl-4-phenylethynyl-1,4-(+/-)-dihydropyridine-3, 5-dicarboxylate (MRS 1191, 0.5 microM) and 6-carboxy-methyl-5, 9-dihydro-9-methyl-2-phenyl-[1,2,4]-triazolo [5,1-a][2,7]naphthyridine
Cl-IB-MECA [2-Chloro-N6-(3-iodobenzyl) adenosine-5?-N-methylcarboxamide] Reduces Ischemia/Reperfusion Injury in Mice by Activating the A Adenosine Receptor
Ge ZD, et al.
Journal of Pharmacology and Experimental Therapeutics, 319(3), 1200-1210 (2006)
The A3 adenosine receptor agonist 2-Cl-IB-MECA facilitates epileptiform discharges in the CA3 area of immature rat hippocampal slices
Laudadio MA, et al.
Epilepsy Research, 59(2), 83-94 (2004)
View All Related Papers

Global Trade Item Number

SKUGTIN
C277-25MG04061832269917
C277-5MG04061833006108
C277-500MG04061833484586

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