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IB-MECA - 98% (HPLC), high purity , CAS No.152918-18-8, Agonist of A 1 receptor;Agonist of A 2A receptor;Agonist of A 2B receptor;Agonist of A 3 receptor

Moligand™
≥98%(HPLC)

CAS#: 152918-18-8
Formula: C₁₈H₁₉IN₆O₄
Molecular Weight: 510.29
PubChem CID: 123683

Item Number

I167497

Grouped product items
SKU	Size	Availability	Price
I167497-5mg	5mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$129.90
I167497-10mg	10mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$216.90
I167497-25mg	25mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$434.90
I167497-50mg	50mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$717.90

Highly potent and selective A 3 agonist

View related series

A1 receptor Agonist A2A receptor Agonist A2B receptor Agonist A3 receptor Agonist

Basic Description

Synonyms	IB-MECA\|piclidenoson\|152918-18-8\|CF-101\|3-IB-Meca\|CF 101\|N(6)-Ibamu\|Cf101\|N(6)-(3-iodobenzyl)-5'-N-methylcarboxamidoadenosine\|Piclidenoson [USAN]\|1-Deoxy-1-(6-(((3-iodophenyl)methyl)amino)-9H-purin-9-yl)-N-methyl-beta-D-ribofuranuronamide\|N6-(3-Iodobenzyl
Specifications & Purity	98% (HPLC)
Storage Temp	Store at -20°C
Shipped In	Dry ice
Grade	Moligand™
Action Type	AGONIST
Mechanism of action	Agonist of A 1 receptor;Agonist of A 2A receptor;Agonist of A 2B receptor;Agonist of A 3 receptor
Product Description	Piclidenoson (IB-MECA;CF-101) is a first-in-class, orally bioavailable and selective A3 adenosine receptor (A3AR) agonist. Piclidenoson exhibits antiproliferative effect and induces apoptosis in different cancer cell types like melanoma, leukemia. Piclidenoson can be used for the research of autoimmune inflammatory diseases and COVID-19. IB-MECA has been used for intraocular pressure and corneal thickness measurements in rabbits.

Associated Targets

ADORA2A Tclin Adenosine receptor A2a 6 Activities

Discover Target: ADORA2A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ADORA2B Tclin Adenosine receptor A2b 1 Activities

Discover Target: ADORA2B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ADORA1 Tclin Adenosine receptor A1 15 Activities

Discover Target: ADORA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ADORA3 Tchem Adenosine receptor A3 55 Activities

Discover Target: ADORA3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	(2S,3S,4R,5R)-3,4-dihydroxy-5-[6-[(3-iodophenyl)methylamino]purin-9-yl]-N-methyloxolane-2-carboxamide
INCHI	InChI=1S/C18H19IN6O4/c1-20-17(28)14-12(26)13(27)18(29-14)25-8-24-11-15(22-7-23-16(11)25)21-6-9-3-2-4-10(19)5-9/h2-5,7-8,12-14,18,26-27H,6H2,1H3,(H,20,28)(H,21,22,23)/t12-,13+,14-,18+/m0/s1
InChi Key	HUJXGQILHAUCCV-MOROJQBDSA-N
Canonical SMILES	CNC(=O)C1C(C(C(O1)N2C=NC3=C(N=CN=C32)NCC4=CC(=CC=C4)I)O)O
Isomeric SMILES	CNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)NCC4=CC(=CC=C4)I)O)O
PubChem CID	123683
Molecular Weight	510.29

PubChem CID

ChEBI

ChEMBL Ligand

BindingDB Ligand

CAS Registry No.

GPCRdb Ligand

RCSB PDB Ligand

Certificates

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4 results found

Lot Number	Certificate Type	Date	Item
H2125280	Certificate of Analysis	Jun 18, 2024	I167497
H2125281	Certificate of Analysis	Jun 18, 2024	I167497
H2125282	Certificate of Analysis	Jun 18, 2024	I167497
H2125346	Certificate of Analysis	Jun 18, 2024	I167497

References

1. Ohana G, Bar-Yehuda S, Arich A, Madi L, Dreznick Z, Rath-Wolfson L, Silberman D, Slosman G, Fishman P. (2003) Inhibition of primary colon carcinoma growth and liver metastasis by the A3 adenosine receptor agonist CF101.. Br J Cancer, 89 (8): (1552-8). [PMID:14562031]
2. Fishman P, Bar-Yehuda S, Ohana G, Barer F, Ochaion A, Erlanger A, Madi L. (2004) An agonist to the A3 adenosine receptor inhibits colon carcinoma growth in mice via modulation of GSK-3 beta and NF-kappa B.. Oncogene, 23 (14): (2465-71). [PMID:14691449]
3. Bar-Yehuda S, Madi L, Silberman D, Gery S, Shkapenuk M, Fishman P. (2005) CF101, an agonist to the A3 adenosine receptor, enhances the chemotherapeutic effect of 5-fluorouracil in a colon carcinoma murine model.. Neoplasia, 7 (1): (85-90). [PMID:15720820]
4. Borea PA, Gessi S, Bar-Yehuda S, Fishman P. (2009) A3 adenosine receptor: pharmacology and role in disease.. Handb Exp Pharmacol, 129 (193): (297-327). [PMID:19639286]
5. Varani K, Padovan M, Govoni M, Vincenzi F, Trotta F, Borea PA. (2010) The role of adenosine receptors in rheumatoid arthritis.. Autoimmun Rev, 10 (2): (61-4). [PMID:20691813]
6. David M, Akerman L, Ziv M, Kadurina M, Gospodinov D, Pavlotsky F, Yankova R, Kouzeva V, Ramon M, Silverman MH et al.. (2012) Treatment of plaque-type psoriasis with oral CF101: data from an exploratory randomized phase 2 clinical trial.. J Eur Acad Dermatol Venereol, 26 (3): (361-7). [PMID:21504485]
7. Fishman P, Cohen S, Bar-Yehuda S. (2013) Targeting the A3 adenosine receptor for glaucoma treatment (review).. Mol Med Rep, 7 (6): (1723-5). [PMID:23563604]
8. Qu F et al.. (2020) Acupuncture induces adenosine in fibroblasts through energy metabolism and promotes proliferation by activating MAPK signaling pathway via adenosine3 receptor.. J Cell Physiol, 235 (3): (2441-2451). [PMID:31556103]
9. Yi X et al.. (2018) Adenosine receptors enhance the ATP-induced odontoblastic differentiation of human dental pulp cells.. Biochem Biophys Res Commun, 497 (3): (850-856). [PMID:29454963]

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