WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 555636
Description: VCP-746 is a potent adenosine A2B receptor agonist that stimulates anti-fibrotic signalling. VCP746 reduces hypertrophy in a rat neonatal cardiac myocyte model. VCP746 is a hybrid molecule consisting of an adenosine moiety linked to an adenosine A1 receptor (A1AR) allosteric modulator moiety. At the A1AR, VCP746 mediated cardioprotection in the absence of haemodynamic side effects such as bradycardia.
MedKoo Cat#: 555636
Chemical Formula: C35H36F3N7O6S
Exact Mass: 739.24
Molecular Weight: 739.7712
Elemental Analysis: C, 56.83; H, 4.91; F, 7.70; N, 13.25; O, 12.98; S, 4.33
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Synonym: VCP-746; VCP 746; VCP746;
IUPAC/Chemical Name: 5-amino-4-benzoyl-N-(6-((9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)amino)hexyl)-3-(3-(trifluoromethyl)phenyl)thiophene-2-carboxamide
InChi Key: BXNCSGUIWDCTBJ-QQLQPOFESA-N
InChi Code: InChI=1S/C35H36F3N7O6S/c36-35(37,38)21-12-8-11-20(15-21)23-24(26(47)19-9-4-3-5-10-19)30(39)52-29(23)33(50)41-14-7-2-1-6-13-40-31-25-32(43-17-42-31)45(18-44-25)34-28(49)27(48)22(16-46)51-34/h3-5,8-12,15,17-18,22,27-28,34,46,48-49H,1-2,6-7,13-14,16,39H2,(H,41,50)(H,40,42,43)/t22-,27-,28-,34-/m1/s1
SMILES Code: O=C(C1=C(C2=CC=CC(C(F)(F)F)=C2)C(C(C3=CC=CC=C3)=O)=C(N)S1)NCCCCCCNC4=C5N=CN([C@@H]6O[C@H](CO)[C@@H](O)[C@H]6O)C5=NC=N4
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
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
Shelf Life: >3 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).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 739.7712 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
1: Vecchio EA, Chuo CH, Baltos JA, Ford L, Scammells PJ, Wang BH, Christopoulos
A, White PJ, May LT. The hybrid molecule, VCP746, is a potent adenosine A2B
receptor agonist that stimulates anti-fibrotic signalling. Biochem Pharmacol.
2016 Oct 1;117:46-56. doi: 10.1016/j.bcp.2016.08.007. Epub 2016 Aug 9. PubMed
2: Chuo CH, Devine SM, Scammells PJ, Krum H, Christopoulos A, May LT, White PJ,
Wang BH. VCP746, a novel A1 adenosine receptor biased agonist, reduces
hypertrophy in a rat neonatal cardiac myocyte model. Clin Exp Pharmacol Physiol.
2016 Oct;43(10):976-82. doi: 10.1111/1440-1681.12616. PubMed PMID: 27377874.
3: Baltos JA, Gregory KJ, White PJ, Sexton PM, Christopoulos A, May LT.
Quantification of adenosine A(1) receptor biased agonism: Implications for drug
discovery. Biochem Pharmacol. 2016 Jan 1;99:101-12. doi:
10.1016/j.bcp.2015.11.013. Epub 2015 Nov 12. PubMed PMID: 26581123.
4: Valant C, May LT, Aurelio L, Chuo CH, White PJ, Baltos JA, Sexton PM,
Scammells PJ, Christopoulos A. Separation of on-target efficacy from adverse
effects through rational design of a bitopic adenosine receptor agonist. Proc
Natl Acad Sci U S A. 2014 Mar 25;111(12):4614-9. doi: 10.1073/pnas.1320962111.
Epub 2014 Mar 11. PubMed PMID: 24619092; PubMed Central PMCID: PMC3970544.