ChemicalBook CAS DataBase List 2863686-81-9

2863686-81-9

Name	DRB18
CAS	2863686-81-9
Molecular Formula	C22H23ClN2O2
Molecular Weight	382.88
MOL File	2863686-81-9.mol

Chemical Properties

Boiling point	610.191±50.00 °C(Press: 760.00 Torr)(predicted)
density	1.315±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp.	-10 to -25°C
solubility	DMSO: 2mg/mL, clear
form	Solid
pka	10.178±0.10(predicted)
color	White to yellow
InChI	1S/C22H23ClN2O2/c1-14-3-5-16(9-21(14)26)12-24-19-8-7-18(23)11-20(19)25-13-17-6-4-15(2)22(27)10-17/h3-11,24-27H,12-13H2,1-2H3
InChIKey	WNTAQMQIZGJASL-UHFFFAOYSA-N
SMILES	ClC1=CC=C(C(NCC2=CC=C(C)C(O)=C2)=C1)NCC3=CC=C(C)C(O)=C3

Safety Data

WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

Hazard Information

Uses

DRB18 is a potent pan-class GLUT inhibitor. DRB18 alters energy-related metabolism in A549 cells by changing the abundance of metabolites in glucose-related pathways. DRB18 can eventually lead to G1/S phase arrest and increase oxidative stress and necrotic cell death. DRB18 has anti-tumor activity[1].

Biological Activity

Class I glucose transporters (GLUT1-4) inhibitor with greater anti-cancer efficacy than WZB117 (WZB-117) in cultures and in vivo.

DRB18 is a class I glucose transporters (GLUT1-4) inhibitor (glucose uptake IC50 = 2.6/8.8/4.5/0.9 μM using HEK293 GLUT1/2/3/4 transfectants) th at exhibits greater anti-cancer efficacy than WZB117 (WZB-117) in cultures (IC50 <10 μM in 51 of 60 cancer cultures tested vs. only 17 from the same 60 cultures when using WZB117) and suppresses A549 xenografts-derived tumor growth in mice in vivo (44% reduction with 10 mg/kg i.p. 3x per wk for 5 wks) by altering the abundance of metabolites in glucose-related pathways.

in vivo

DRB18 (10 mg/kg; IP; thrice a week for 5 weeks) inhibits tumors volume by 44% and tumors weight by 43%^[1].

Animal Model:	Male NU/J nude mice (3-4 weeks; tumor cell-injected)^[1]
Dosage:	10 mg/kg
Administration:	IP; thrice a week for 5 weeks
Result:	The tumors were 44% smaller by volume and 43% smaller by weight, also showed DRB18 decreased expression of GLUT1-4 (Fig. 5f) and reduced proliferative capacity within the xenografted tumor.

References

[1] Shriwas P, Roberts D, Li Y, et al. A small-molecule pan-class I glucose transporter inhibitor reduces cancer cell proliferation in vitro and tumor growth in vivo by targeting glucose-based metabolism. Cancer Metab. 2021;9(1):14. Published 2021 Mar 26. DOI:10.1186/s40170-021-00248-7

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