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Merck
CN

SML3561

VCP746

≥98% (HPLC)

别名:

4-(5-Amino-4-benzoyl-3-(3-(trifluoromethyl)phenyl)thiophen-2-yl)-N-(6-(9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ylamino)hexyl)benzamide, N-[6-[[4-[5-Amino-4-benzoyl-3-[3-(trifluoromethyl)phenyl]-2-thienyl]benzoyl]amino]hexyl]adenosine, VCP 746, VCP-746

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关于此项目

经验公式（希尔记法）:
C41H40F3N7O6S
化学文摘社编号:
1582751-84-5
分子量:
815.86
UNSPSC Code:
12352200
NACRES:
NA.77

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产品名称

VCP746, ≥98% (HPLC)

InChI

1S/C41H40F3N7O6S/c42-41(43,44)27-12-8-11-26(19-27)29-30(32(53)23-9-4-3-5-10-23)36(45)58-35(29)24-13-15-25(16-14-24)39(56)47-18-7-2-1-6-17-46-37-31-38(49-21-48-37)51(22-50-31)40-34(55)33(54)28(20-52)57-40/h3-5,8-16,19,21-22,28,33-34,40,52,54-55H,1-2,6-7,17

InChI key

XLCQNEBOQXQNGA-IYRWRCLLSA-N

SMILES string

O=C(C1=CC=C(C=C1)C2=C(C(C(C3=CC=CC=C3)=O)=C(S2)N)C4=CC=CC(C(F)(F)F)=C4)NCCCCCCNC5=C6N=CN(C6=NC=N5)[C@@H]7O[C@@H]([C@H]([C@H]7O)O)CO

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Potent, selective, and biased adenosine receptor A1 (A1AR) agonist that protects cardiomyocytes against ischemia insult wihout affecting atrial heart rate.
VCP746 is an adenosine receptor A1 (A1AR) agonist composed of adenosine linked to the A1AR positive allosteric modulator VCP171, allowing greatly improved affinity (KI = 58.9 nM vs. 2.95 μM/adenosine & 1.55 μM/VCP171) and potency (GTPγS binding induction EC50 = 0.89 nM vs. 93.3 nM/adenosine & 977 nM/VCP171; hA1AR-CHO membrane) via bitopic receptor engagement with both orthosteric and allosteric sites, as well as biased agonism toward inhibition of forskolin-stimulated cAMP over ERK1/2 phosphorylation (hA1AR-CHO) without hA3AR agonist potency. VCP746 protects against ischemia/hypoxia-induced death of rat neonatal ventricular cardiomyocytes (1 μM) and embryonic cardiomyoblasts (300 nM) without affecting isolated rat atrial heart rate.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000223279
0000223280
0000211725
0000223279
0000223280

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Separation of on-target efficacy from adverse effects through rational design of a bitopic adenosine receptor agonist
Valant C, May LT, Aurelio L, Chuo CH, White PJ, Baltos JA, Sexton PM, Scammells PJ, Christopoulos A
Proceedings of the National Academy of Sciences of the USA, 111, 4614-4619 (2014)
Quantification of adenosine A(1) receptor biased agonism: Implications for drug discovery
Baltos JA, Gregory KJ, White PJ, Sexton PM, Christopoulos A, May LT
Biochemical Pharmacology, 99, 101-112 (2016)
Chung H Chuo et al.
Clinical and experimental pharmacology & physiology, 43(10), 976-982 (2016-07-06)
VCP746 is a novel A1 adenosine receptor (A1 AR) biased agonist previously shown to be cytoprotective with no effect on heart rate. The aim of this study was to investigate the potential anti-hypertrophic effect of VCP746 in neonatal rat cardiac

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