PRI-724
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MedKoo CAT#: 205865

CAS#: 847591-62-2

Description: PRI-724, an isomer or enantiomer of ICG-001, is a potent, specific inhibitor of the canonical Wnt signaling pathway in cancer stem cells with potential antineoplastic activity. Wnt signaling pathway inhibitor PRI-724 specifically inhibits the recruiting of beta-catenin with its coactivator CBP (the binding protein of the cAMP response element-binding protein CREB); together with other transcription factors beta-catenin/CBP binds to WRE (Wnt-responsive element) and activates transcription of a wide range of target genes of Wnt/beta-catenin signaling. Note: ICG-001 and PRR-724 are not the same molecule, which are enantiomer isomers. Many vendors confused them.


Price and Availability

Size
Price

10mg
USD 150
100mg
USD 850
1g
USD 3650
Size
Price

25mg
USD 250
200mg
USD 1450
2g
Ask price
Size
Price

50mg
USD 450
500mg
USD 2150
5g
Ask price

PRI-724, purity > 98%, is in stock. The same day shipping out after order is received. Delivery time: overnight (USA/Canada); 3-5 days (worldwide). Shipping fee: from $30.00 (USA); from $45.00 (Canada); from $70.00 (international). Note: the estimated shipping out time for order > 200mg may be 2 weeks.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 205865
Name: PRI-724
CAS#: 847591-62-2
Chemical Formula: C33H32N4O4
Exact Mass: 548.24236
Molecular Weight: 548.63
Elemental Analysis: C, 72.24; H, 5.88; N, 10.21; O, 11.66


Related CAS #: 847591-62-2 (PRI-724); 780757-88-2 (ICG-001).  

Synonym: PRI724; PRI-724; PRI 724; ICG001 isomer; ICG-001 isomer; ICG 001 isomer.

IUPAC/Chemical Name: (6S,9aS)-N-benzyl-6-(4-hydroxybenzyl)-8-(naphthalen-1-ylmethyl)-4,7-dioxooctahydro-1H-pyrazino[1,2-a]pyrimidine-1-carboxamide

InChi Key: HQWTUOLCGKIECB-XZWHSSHBSA-N

InChi Code: InChI=1S/C33H32N4O4/c38-27-15-13-23(14-16-27)19-29-32(40)35(21-26-11-6-10-25-9-4-5-12-28(25)26)22-30-36(18-17-31(39)37(29)30)33(41)34-20-24-7-2-1-3-8-24/h1-16,29-30,38H,17-22H2,(H,34,41)/t29-,30+/m0/s1

SMILES Code: O=C(N(CC1)[C@](CN(CC2=C3C=CC=CC3=CC=C2)C([C@@H]4CC5=CC=C(O)C=C5)=O)([H])N4C1=O)NCC6=CC=CC=C6


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Certificate of Analysis:

Safety Data Sheet (MSDS):

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


Additional Information

Note: There was confusion on between IGC001 and PRI-724.
1. Sci Rep. 2015 Apr 21;5:9979. doi: 10.1038/srep09979.
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4404684/pdf/srep09979.pdf
In this paper, tt was described: "PRI724 is the second generation of ICG-001 and is 20 times more potent than ICG001". Based on this statement, IGC001 and PRI-724 are not the same molecule.

2. Oncotarget. 2015 Sep 15;6(27):23720-34.
In the abstract section: "therapeutic targeting of this pathway with iCG-001/PRI-724, which has been shown to be well tolerated in Phase I trials, may be an effective treatment option" Based on this statement, IGC001 and PRI-724 are the same molecule.

3. Sci-finder Database, listed below (searched date: 6/16/2016).
PRI-724, CAS# 847591-62-2, chemical name: (6S,9aS)-6-(4-Hydroxybenzyl)-8-[(naphthalen-1-yl)methyl]-4,7-dioxohexahydropyrazino[1,2-a]pyrimidine-1-carboxylic acid N-benzylamide.
ICG-001, CAS#780757-88-2, chemical name: rel-(6R,9aR)-Hexahydro-6-[(4-hydroxyphenyl)methyl]-8-(1-naphthalenylmethyl)-4,7-dioxo-N-(phenylmethyl)-2H-pyrazino[1,2-a]pyrimidine-1(6H)-carboxamide.
Based on Sci-finder, IGC001 and PRI-724 are enantiomers: IGC001 has (R,R)-configuration, while PRI-724 has (S,S)-confirmation.

We believe Sci-finder is more reliable. Thus,we believe that IGC001 and PRI-724 are different molecules. PRI-724 has CAS# 847591-62-2; while ICG-001h as CAS#780757-88-2


References

1: Lenz HJ, Kahn M. Safely targeting cancer stem cells via selective catenin coactivator antagonism. Cancer Sci. 2014 Sep;105(9):1087-92. doi: 10.1111/cas.12471. Epub 2014 Sep 6. PubMed PMID: 24975284; PubMed Central PMCID:  PMC4175086.